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Holiday Rentals in Naples

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    All 698 Rentals in Naples
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    Old Naples Luxury Cottage - Walk to 5th & Beach !1 / 35
    (11)Very good
    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Relax and revitalize in the tranquil elegance of this tropical paradise.1 / 31
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the luxurious Moorings area, the Sand Castle close to all of Naples best shopping and beaches. Enjoy the sunset, a picnic, or some sun bathing on one of Naples' most well maintained private beaches. The Sand Castle is a wonderful addition to our Luxury Rentals portfolio. This home has...
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    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Fountainview -3br/2ba Pool/spa home near the beach1 / 12
    (16)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 December 2018
    My husband & I have vacationed in the Naples/Ft. Meyers araea for the last 7 years. This was by far the best rental we have stayed at. Because we were upgraded to the...
    Reviewed 15 April 2018
    Close to beaches, ice cream shop and many restaurants. Pool and hot tub were clean and worked great, beautiful area to relax. Bedrooms, bathrooms and kitchen were clean. TV's in...
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    About this property
    This three bedroom, two bath home is located in the beautiful Bonita Springs/Naples area in Collier County. South of Bonita Beach Boulevard and west of Vanderbilt Drive, the house is just one mile from the Gulf--an easy bike ride or walk to Bonita Beach or Barefoot Beach. Newly decorated and...
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    Location Information
    Naples, Southwest Gulf Coast 34134
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Le Pelican Beach House ~ Private Beach ~1 / 17
    (1)Excellent
    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the city of Naples Located in the luxurious Moorings area, the Pelican comes with access to the Moorings private beach. Enjoy the sunset, a picnic, or some sun bathing on one of Naples' most well maintained private beaches. Le Pelican is a spacious five bedroom villa with...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very upscale gated community on Naples Bay with beach shuttle to private beach. Minutes to Old Naples Shopping and Dining. Stunning 6000 square foot 4 BR 6 bath home offers the best of both worlds. Located in a private, gated bay front community with Sweeping view of Golf course and lake or take...
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    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Charming Cottage-Less than 1.2 miles to the Beach!1 / 38
    (10)Excellent
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    Everything was just as we expected. Rental was clean and comfortable. Owners made us feel welcome. So nice to have been very close to the beach and the beach pass is a real plus...
    Reviewed 16 February 2017
    The best things about this property are the super comfortable big bed, the well equipped kitchen and the location on a quiet street close to a lovely beach. It may be a language...
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    About this property
    Come escape into a cute cottage near the beach for your Florida vacation! Enjoy soaking up the sun at Delnor Wiggins Pass Park (1.2 miles away) or Vanderbilt Beach (1.9 miles away), both so close to you that it's tempting to go everyday for the spectacular sunsets! Ride a bike, take a stroll, and...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    MODERN 4 BEDROOM VILLA WITH LONG SUNSETS LAKE VIEWS CLOSE TO BEACHES & DOWNTOWN1 / 106
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2018
    Beautiful house in Briarwood area of Naples, a very private, peaceful, and safe neighborhood conveniently located for beaches, shops, and downtown Naples. The house is spacious...
    Reviewed 1 August 2017
    This is our second time renting a house from Mirela. I cannot say enough great things about her houses. Super classy, clean, comfortable and alway at your beck and call if you...
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    About this property
    The Villa is located in Briarwood a beautifully maintained gated community in Naples. The 4 bedroom and 3 bathroom salt water pool home with a lake view is a favorite for all. Our home has a specious open floor plan to comfortably accommodate 8 guests. The lake can be viewed from almost every...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stunning Golf Course Views/ Lely  Pool Home 3/2 plus den/office1 / 24
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2018
    An absolutely wonderful house, we have holidayed in Naples for the past 15 years staying in various houses and this was certainly the best we’ve stayed in by a mile!We were a...
    Reviewed 11 January 2018
    Nice central location. Home and furnishings are top quality. We love sun and golf. Couldn’t ask for more.
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    About this property
    BOOKING AVAILABLE DECEMBER 2018, This master split floor plan is perfect for family entertaining or hosting your out of town guests with privacy for the holidays! Spacious and updated custom built executive home is located in a quiet cul de sac on Muirfield Circle in Lely Country Club, Naples,...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Walk to Beach from Stunning Tropical Pool Home1 / 15
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Booking the home was breeze. Owner was prompt in responding. Management of property was excellent and immediately addressed any issues we had. The location of the property is...
    Reviewed 30 August 2016
    We (family from Germany with grandparents and little child) stayed in this beautiful house for more than 2 weeks and it was perfect! When we arrived all was very clean and it...
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    About this property
    Walk to a private beach park from 'Beachside' a tropical, upscale pool home in the heart of Park Shore, one of Naples' most affluent neighbourhoods. Excellent shopping and dining (including the Village on Venetian Bay) is within easy walking distance. The beach is just half a mile away and there...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Lovely s/w facing villa with pool overlooking lake1 / 22
    (8)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Balcony
    • Grill
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2018
    Ok, lets deal with the negatives first...So thats them out of the way. An absolutely beautiful , beautiful home with not only every thing you could need but more. Every room...
    Reviewed 16 August 2018
    Perfect location, just a short drive to Naples 5th Ave, shopping Malls and restaurants. Briarwood is a beautifully maintained, gated neighbourhood. The Villa is exactly like the...
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    About this property
    Our beautiful home which has lake views to the rear has two master en-suite bedrooms, both with king size beds and which open onto the pool and sun-terrace. The lounge and dining room is open-plan with a large four section sliding door which opens onto the pool and lanai area. There are two more...
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    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Air Conditioning
    • Hot Tub
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bay house boasts expansive wide water views across the harbor. Located in the heart of Old Naples. Stroll to 3rd Street shopping, dining, and the beach! Newly redecorated by a professional designer, the home has all of the creature comforts. Professional kitchen, outdoor kitchen area with...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sprawling plantation style home just steps to the beach. Incredible plantation style beach house recently purchased, remodeled and designer furnished. Rock in your rocking chairs on the wrap around veranda overlooking the aqua blue pool and tropical gardens. Outdoor kitchen with plenty of seating...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Bright Coastal Cottage - 1.2 miles to the beach!1 / 124
    (13)Excellent
    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Internet Access
    • Washer
    • Balcony
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 February 2018
    The apartment is very comfortable. Everything works. We enjoyed the screened porch. Owner provides a state park pass which gave us access to a good beach and to other...
    Reviewed 5 April 2017
    Great location away from the hustle and bustle, just a few minutes drive to beautiful Delnor Wiggins beach. The cottage is nicely furnished and functional, bright and airy with...
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    About this property
    Come escape to Naples and enjoy this bright and airy 2nd floor coastal cottage! Beautifully decorated in relaxing ocean blues, this quaint cottage immediately sets you at ease and invites you in to stay. Enjoy the relaxing breeze on the 2nd floor screened back porch, nestled in with large trees....
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Old Naples
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine, a long day having fun at the beach. When you're ready for a break you can walk two minutes to a stunning vacation home. Relax by the pool, or cook some burgers on the outdoor grill. Enjoy the sunset from your deck with a beautiful view of the beach. When you're ready you can stroll back...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Naples - Vanderbilt Beach /  Luxury Manager Villa1 / 26
    (5)Very good
    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Grill
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2018
    Location is great! Near swimming beach and state park. Restaurants and shops are not far. House was clean and nicely decorated, it had 3 bicycles which we enjoyed using to see...
    Reviewed 22 April 2018
    It was an excellent home and experience. 4 couples enjoyed the beautiful home with 4 bedrooms and 4 full bathrooms. Short stay but would definitely return.
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    About this property
    Fantastic wide canal views from this newly redesigned and professionally decorated Vanderbilt Beach gem. You will love this very light, cozy and spring-2012 newly redone executive style waterfront home in walking distance to famous uptown Vanderbilt Beach. Mercato and Waterside Shops fine dining...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Ocean Views
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a short walk on the beach or stroll to 3rd St to enjoy your morning coffee and do a bit of shopping. This is where you want to be in Naples. Spacious living areas upstairs and down with huge flat screens, courtyard pool with spa, outdoor kitchen, luxury furniture, and bed linens. Additional...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Coral Falls condo w/incredible views of the pool/spa from private & well decorat1 / 28
    (1)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to one of Lely Resort's premiere condominium communities - 'Coral Falls'! Coral Falls is conveniently located in South Naples, between downtown Naples and Marco Island. This well manicured community is tucked away in a private and tranquil setting, which is easily accessible from...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    LUXURY RENTALS ~ MANATEE COVE BEACH HOUSE1 / 23
    (3)Excellent
    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Terrace
    • Parking
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    The Manatee Cove Beach House is open and spacious. Huge pool area with spa overlooking the water. Boat was a super added bonus. We walked to beach and downtown shopping and...
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    About this property
    Located in the heart of Old Naples Third Street Shopping and dining area and just a stone’s throw to the beautiful white sand beaches and turquoise waters of the Gulf. This home features 4 spacious bedrooms and a living area that overlooks a wonderful heated pool area with spa and deep water canal...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS1 / 29
    (1)Excellent
    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
    • Washer
    • Ocean Views
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home screams excitement situated right next to the Naples Pier and just a block from the ever popular Third Street South shopping and dining.This home currently has 4 total bedrooms and 3 baths.The Main House features 3 bedrooms with expansive decks and views of the swaying palms and crystal...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    LUXURY RENTALS ~ Palma Real Beach House1 / 23
    (1)Excellent
    Old Naples
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2017
    We decided to book another trip before we even left from our first time. everything was beyond expectations. It was raining when we were given our keys and they still had a...
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    About this property
    This home has everything you could need or want to enjoy your fabulous stay in paradise. Heated pool and spa, outdoor kitchen, and dining area give you lots of reasons to stay longer. Spacious interior features 2 living areas on the main floor and another family room on the second floor so you have...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, newly constructed, professionally decorated waterfront home in the heart of Old Naples features 5 bedrooms plus a den and 7 bathrooms. Large and spacious for the vacation of your dreams. Open modern design with gourmet kitchen, wood floors, outdoor kitchen and infinity pool with spa....
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Gorgeous Pool Home- 1.1 miles to Pristine Beaches!1 / 83
    (18)Excellent
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2018
    Excellent week over Christmas in this gorgeous and cosy home, food shopping 5 mns away.The 5 of us enjoyed our stay.Beach nearby was great but we also have enjoyed different...
    Reviewed 5 November 2016
    We loved this villa, very clean, well equipped, great location. We come to Naples twice a year and the area suits. We will definitely rest again from Allison and Dana DeLong
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    About this property
    Charming home with open floor plan! Soaring ceilings and lots of windows make this home bright and cheerful. Perfect for your Florida Vacation!! Enjoying basking in the sun at beautiful Delnor Wiggins Pass park with gorgeous beaches or if you prefer, a quiet day in your own private HEATED POOL!...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    NAPLES LUXURY ESTATE NEAR RITZ CARLTON & VANDERBILT BEACH1 / 29
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2017
    So amazing would go again. Everything you could want. Close to beach. Stores private spa. Pool. They give you Toothpaste toothbrushes shampoo conditioner robes flip-flops...
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    About this property
    Wonderful luxury guesthouse located in a premier location. Relaxing atmosphere just 8-10 minutes drive away from the pristine beaches of Naples. Furnishings and finishes are very upscale. The tropical completely private backyard boasts a Pool and Jacuzzi Tub all in screened Lanai surrounded by 6...
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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Fresh and Bright, Ground Floor Condo, No Stairs.1 / 30
    (17)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2017
    Condo was clean and comfortable. Spacious and perfect for the four of us! The pool/spa was clean as well. Our stay was fabulous and we can't wait to book again. The owners were...
    Reviewed 22 January 2017
    Well located. Well kept. Clean. Michael came promptly when the smoke alarms started to chirp. Can't ask for much more. Lovely garden view, by the way.
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    About this property
    The unit is on the 1st floor of a 4 floor building. No stairs! The complex has its own, heated swimming pool and hot tub. Shopping at the local supermarket is within a short walk. Lely resort offers two public golf courses. Close to Naples and Marco Island beaches. The living-room has a flat...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Vanderbilt Beach House - 4 bedrooms - Heated pool and Hot Tub - Walk to the Beac1 / 23
    (6)Very good
    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This comfortable home in a quiet neighborhood about 15 min from Vanderbilt Beach has a lot to appreciate. Great location, easy drive to groceries, a variety of great restaurants...
    Reviewed 21 September 2018
    I come to Naples often, and stay here every single time! I love it! Convenient, CLEAN, and comfy!!
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    About this property
    Beautiful spacious 4br Beach home on a double lot with pool. Large screened lanai, with lounge chairs and outdoor dining area. Recently remodeled kitchen, large indoor dining area and an open floor plan great for entertaining. Flat screen TVs with HD cable, free wifi internet, and a billiard pool...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tropical Getaway!Huge Lagoon Pool near Downtown !1 / 34
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2018
    Really lovely apartment. Very spacious and was in immaculate condition. Short drive to the beach and downtown Naples. We eat in quite a bit and the well appointed kitchen was a...
    Reviewed 6 March 2018
    I like the hardiness of the area to the places I go. The pool area is beautiful.The condo has everything I needI am pleased with my decision to rent here
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    About this property
    Well equipped second floor unit. Located only minutes to downtown 5th Avenue Naples Pier and renowned white sandy beaches with unbeatable sunset views. Right next to shopping and local restaurants. Includes one of Naples largest resort style heated pools, clubhouse, tennis court and bocce ball...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sienna Greenlinks Vacation Rental at the Lely Resort1 / 30
    (2)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Terrace
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    • Shared Indoor Pool
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2015
    Very pleased. As winter snowbirds, our family thoroughly enjoys our yearly vacation at Lely. This unit is extremely clean, tastefully decorated, with a beautiful view of a small...
    Reviewed 16 February 2015
    We really enjoyed our stay at Sienna. The condo is lovely and has everything you need for your week or month away from home. Our favorite part of the day was early morning...
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    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Visit paradise when renting this beautiful 2 bedroom, 2 bathroom Naples vacation rental. This spacious Florida condo features accommodations for 6, and...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom, 2 baths, 2 car garage Coach Home with lake view. This new Coach Home is tastefully furnished and has been designed to the highest standard using all new items. Bright and spacious floor plan with tile and carpet floors, stainless steel appliances and granite counter tops. All...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Magnificent  Pool Home Close to Beach and Downtown1 / 21
    (15)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Wi-Fi
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    My family and I have been visiting Naples for vacation for several years and have been renting different places to find one that we liked and suited us. Well we found it. This...
    Reviewed 8 October 2014
    We had the kids and grandkids, six of us altogether. We had a wonderful time and had plenty of room.The house was spacious, bright and cheerful, and perfectly clean. The pool...
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    About this property
    This is a magnificent, tropical home very close to downtown Naples and the beaches. The list of upgrades is truly stunning. Granite and hickory kitchen, soaring ceilings, hardwood and tiled floors, luxury linen and towels. The superb lanai is a particular feature, with comfortable seating and...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pascoli Waterfront Condo at the Regatta1 / 27
    (10)Very good
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. Location! Location! Location! For those seeking a luxury vacation condo for rent in sunny, Naples, Florida, it doesn't get much better than the NaplesFloridaVacationHomes Pascoli Condo Rental at Regatta folks! Located at the...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Treviso Bay - Luxury Resort Style Golf Community1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Beautiful Brand New 2 Bed & 2 Bathroom Condo With Lake View This new condominium is tastefully furnished and has been designed to the highest standard using all new items. Use of the buildings elevator make wheel chair access simple. The stunning view from the condo over the adjoining lake to...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tuscan Vacation Rental1 / 24
    (25)Very good
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 2015
    Very nice property with a wonderful pool in a location convenient to the beach (by bike or car), shopping, etc. For those who need a dog-friendly rental in a neighborhood safe...
    Reviewed 3 May 2014
    Extremely pleasant rental process from start to finish. Management was very responsive to questions and made the experience quite easy. The home was perfect for our small...
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    About this property
    Welcome to the Tuscan Vacation Rental, proudly managed by Naples Florida Vacation Homes, LLC. Grab a slice of paradise when staying at this Gulf of Mexico Vacation Rental. Located only 1.5 miles from Vanderbilt Beach on the Gulf of Mexico, this 3 bedroom, 2 bath home with a private pool is the...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Old Naples Beach house! Recently redesigned and renovated. Old Florida style home in the heart of Old Naples Aqualane Neighborhood. Just a short stroll to Old Naples shopping, dining, and pristine white sand beaches. Home has been professionally decorated by one on Naples top designers to...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    The Boat House on the Bay - Walk to 5th Ave Restaurants and Beach1 / 30
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2018
    Lovely home. Beautiful area. Close to the beach and downtown. Pool was clean and a great place to end our days.
    Reviewed 22 June 2017
    Loved staying here! The house is a beautiful open-concept home, which is great for entertaining, swimming, and cooking. Restaurants, beach access, grocery stores, pharmacy...
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    About this property
    Modern Luxury meets privacy and bay views! Heated screened pool; Walk to 5th Ave and the Beach Enjoy this luxuriously remodeled home in the Heart of Naples nestled in Royal Harbour with glistening Bay sunset views. Top designer modern furniture meets high-end finish out. The volume vaulted 12.5 ft...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Internet Access
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that seasonal reservations for this home must be 120 days in length in order to be approved. Please contact Island Escapes directly for more information.* GOLF COURSE COMMUNITY Tee off in your own backyard! This home has it all!!! The home is on the second hole ( par 5 ) of Flamingo...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples Luxury Beach House -4 bedroom plus sleeping den - Heated Pool and Spa1 / 29
    (4)Excellent
    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2017
    There were 8 adults and we had plenty of space both inside and out. The house was stocked with all the basic essentials in the kitchen, baths, and laundry room to make our week...
    Reviewed 24 June 2017
    Thank you for welcoming us to your house. We had a great time. The house was beautiful and had everything we needed during our stayed.
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    About this property
    Beautiful, new construction, large, 2 story home, high ceilings, featuring a screened lanai with heated pool, spa, outdoor shower, outdoor kitchen, grill and dining area. 4 bedrooms plus sleeping den. 2 king beds, 1 queen bed, 1 full, 1 twin and a queen size sleeper sofa. Beautiful cherry wood...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Moorings
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Moorings Beach Mansion features 5 large bedrooms, 5.5 bathrooms. 3 King size bedrooms have a full bathroom with his/her sinks. Downstairs master features a large bathtub and separate walk in shower. Queen sized guest room downstairs with private entrance and kitchenette, bring your nanny,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Severina Vacation Rental1 / 30
    (1)Excellent
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Indoor Pool
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 December 2017
    We rented Severina for about a month last November. Everything was as promised, and more. The house is new, everything was in perfect working order and perfectly clean. Kitchen...
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    About this property
    This home is proudly managed by Naples Florida Vacation Homes, LLC. Welcome to Paradise! This Vanderbilt Beach vacation rental is newly built and decorated and is just minutes to the beach. This 3 bedroom + den, 3 bathroom house sleeps up to 8 guests. Rest and Relaxation are guarantees, especially...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    White Sandy Beach House-1mile to Vanderbilt Beach!1 / 132
    (7)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Porch
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This lovely 3 bedroom 2 bathroom home met or exceeded all expectations. My family of 5 enjoyed immensely.Only a 15 minute walk to the best Beach in Naples, Vanderbilt Beach...
    Reviewed 11 March 2017
    Great house, very clean. Lots of helpful information. Nice location. Even a pass to the beach and a lovely bottle of wine and welcome note!
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    About this property
    Charming home with spacious floorplan and interesting architectural details. The master suite is separate from the other bedrooms for added privacy. There is also a living room as well as an additional separate den area. The home features a fantastic large screened-in lanai for breakfast or...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Waterfront
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    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Famous for its magnificent sunsets, feel free to watch from the beach's edge, collect shells in the powdery sand, sail, or fish. Also close to the Naples Beach Resort, offering golf, tennis, dining, and weekend concerts. 5th Avenue in downtown Olde Naples is just blocks away as well. With its...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Terrace
    • Air Conditioning
    • Shared Indoor Pool
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Guests LOVE this coastal beauty. The condo is a an updated 2 bedroom, 2 bathroom Naples vacation rental. The unit features many sleeping accommodations,...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge modern design pool home in beautiful Kings Lake. You will love this spacious light family home in close distance to famous Firth Avenue and Third Street. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet neighborhood. Tennis...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beachwalk at Vanderbilt Beach1 / 18
    (3)Very good
    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    Homely stay near Naples beautiful beach. The house is very comfortable with all necessary facilities. There are bikes available to explore the beaches. We had a great time...
    Reviewed 16 January 2016
    Stayed only few nights at this place. Very comfortable and fully equipped with large, light open kitchen, open living area and two separated bed rooms. Just right space for a...
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    About this property
    Walk or Bike to the Beaches. This lovely two bedroom is absolutely adorable and charming, and part of a larger estate. This home doesn't disappoint, it has an incredible setup! The home has a wonderful lanai and front porch, leading into a large fenced backyard. The home is New to the rental...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Lely Resort
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
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    • Shared Indoor Pool
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Visit paradise when renting this beautiful and updated 2 bedroom, 2 bathroom Naples vacation rental. This spacious Florida condo features accommodations...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • Housekeeping Included
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our modern and sunny 1 bedroom suite boasts the perfect location in Naples, Florida! Tucked away in a lush area in Olde Naples, you will love to be walking distance from world-class shopping, dining and galleries on Naples' popular Fifth Avenue South. Our elegantly-designed 895 sq.ft. suite...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    ALL NEW LUXURY CONDO IN FALLING WATERS RESORT. HUGE HEATED SALT WATER POOL.1 / 29
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    Very much enjoyed our stay at #12 2350 Hidden Lake Ct. The condo was very clean and nicely appointed. The swimming pool facility and resort grounds were superior. We would...
    Reviewed 6 May 2018
    Beautifully and newly appointed airy condo within welcoming gated community with pretty much everything thought of! Welcome pack on arrival, bikes in the garage not to mention...
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    About this property
    Welcome to the gated community of Falling Waters on Davis Blvd, in Naples FL. This community is tucked away in a private oasis with lush tropical palm trees and plants which are beautifully maintained, and it has one of the largest heated saltwater pools in all of SW Florida. Falling Waters is also...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Neapolitan Vacation Rental1 / 27
    (17)Very good
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Reviewed 11 July 2015
    The home was incredibly beautiful! Everything we needed to feel at home away from home was there.The swimming pool and patio area is awesome! Everyone loved it ! The location...
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    About this property
    This home is proudly managed by Naples Florida Vacation Homes, LLC. Get your beach on! This tasteful 3 bedroom + den, 2 bathroom vacation rental is as close as you can get to the beach in Naples with no minimum stay requirement. Sleep up to 8 guests and enjoy only a 10 minute walk to Vanderbilt...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. Located on 8th Avenue South, this 1 Bedroom, 1 Bathroom condo is located in the middle of Olde Naples. This condo sits in the entertainment, art and dining district, walking distance to 5th Avenue S. You can walk to the sandy...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1
    Naples Holiday Rentals

    Known for its phenomenal golf courses with designer tags like Greg Norman, Tom Fazio and Rees Jones, miles of family-friendly, sandy beaches and luxury dining and boutique shopping, Naples is an enviable upscale Florida destination. If you want to enjoy Naples in an unparalleled fashion, book a holiday rental. From sprawling beach homes and high-rise condo rentals to quaint cottages and villas, the menu is exceptionally pleasing in the Naples area. Better still, you’ll save money by coming home to a fully equipped kitchen where you can enjoy a delicious and relaxing dinner.

    Naples attractions and activities

    A holiday rental makes it easy to explore all of Naples many attractions with easy access to beaches, golf courses and shopping. If you’re a family of nature lovers, immerse yourself in eco-tourist attractions like the Audubon Corkscrew Swamp Sanctuary, Rookery Bay National Estuarine Research Reserve, the Naples Botanical Garden and Everglades National Park, which is a short drive from Naples. For beach lovers, the Naples area boasts pristine areas like Tigertail Beach and Barefoot Beach Preserve where sunbathing, sailing, fishing and boating are popular activities. Shopping is an attraction unto itself in Naples, which features an eclectic menu of options, including major upscale complexes like Waterside Shops, Village at Venetian Bay and Tin City as well boutique and art gallery shopping in downtown along Fifth Avenue South and Third Street South. Golfers, is your idea of paradise more than 100 lush golf courses with carpet-like fairways? The Naples area is the place for you with exceptional layouts such as Tiburon Golf Club, Arrowhead Golf Club and Naples Grande Golf Club.

    Family holiday rentals in Naples

    With so many things to do and see in Naples you’ll spend a lot of time enjoying the outdoors. A holiday rental in Naples gives your family an airy and comfortable place to return after a long day of fun and frolic. A hotel room can get pretty cramped with luggage, golf clubs and beach toys, while a holiday rental in a spacious beach house, condo, villa or cottage gives your family extra space and lots of amenities.

    Saving money on Naples holiday rentals

    Great deals are available even on luxury properties. We have special deals and discounts on Naples holiday rentals in every price range at a wide variety of venues from beach to golf course and everything in between. For convenience, spacious accommodations and money saving attributes, a holiday rental is the best way to experience the upscale wonders of Naples.

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