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Holiday Rentals in Naples

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    All 527 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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    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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    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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    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Never miss a sunset from this beautifully appointed beach house, just steps from Naples Famous fishing pier and beautiful white sand beaches. Newly constructed home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the beautiful beach and watch the dolphins...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We had a wonderful time in the Apartment, every thing was perfect, just like been home, it felt very comfortable and safe.The location is great, close to everything,RSW airport...
    Reviewed 15 June 2018
    My husband and I both appreciate the beautiful and super clean condo. The furnishings, the view and the super comfortable beds. The unit is nice, quiet and welcoming. It had...
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    About this property
    Park Shore Resort is the quintessential tropical paradise nestled in the most fantastic city of SouthWest, non other than Naples. Park Shore, the surrounding area, elegantly welcomes walkers in the sunny mornings and at night for a stroll, run or bicycle ride across the community. Easy access to...
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    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Naples, Southwest Gulf Coast 34134
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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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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    Amenities & Details
    • 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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    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Tropical Getaway!Huge Lagoon Pool near Downtown !1 / 51
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    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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    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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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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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    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 / 15
    (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 12 January 2019
    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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    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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    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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    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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    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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    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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    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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    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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    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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Remodeled Spacious Villa Three Miles from Naples1 / 36
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • Grill
    • Patio
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We loved staying at Stephen's house. The home is in great shape, clean and well maintained. The kitchen was well stocked and wonderful linens were provided. The location was...
    Reviewed 3 June 2017
    This was our second stay here and once again it did not disappoint. It was lovely to return to the comfort of this beautiful house and re experience the delights of the area...
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    About this property
    This gorgeous high spec 2000 sq ft 2 bedroom, 2 bathroom house in East Naples has been completely remodeled in 2015. Situated in the exclusive Woodlands development in Kings Lake, Naples, this bright, beautiful Florida home is available for rental from October 2015. The Woodlands is the jewel in...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 open 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 8 Quick View
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    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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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    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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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Moorings
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    Beachwalk at Vanderbilt Beach1 / 18
    (3)Very good
    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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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    White Sands in Old Naples1 / 18
    (11)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2018
    We stayed here for a 1 week timeshare exchange through rci. 1 bedroom unit had ac & tv in the bedroom & separate ac & tv in living room area. Both had ceiling fans...
    Reviewed 30 August 2018
    Well appointed 1bedroom apartment, everything you need for a comfortable stay set in a super friendly 14 unit resort. Apartment is spotlessly clean, comfortable bed, lovely...
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    About this property
    Walking distance to the beach and 5th Avenue in Olde Naples, Florida. According to 'Kiplinger' magazine, 'The best small city for cultural events'. Located in residential area of multi-million dollar homes. Only 14 units, super quiet. Plenty of parking, but you don't even need a car, walk to...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Delnor Wiggins State Park and Beach1 / 19
    (4)Very good
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2018
    This is the second time but I have rented this property this year and I absolutely love it, it actually feels like home. I have nothing negative to say about it the location, it...
    Reviewed 16 January 2016
    This January I had again the pleasure of spending a few nights at this place. Everything you need is available, from full kitchen to rain shower. I love the small private garden...
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    About this property
    Enjoy the wonderful breeze of the Gulf of Mexico, soft white sandy beaches VERY PRIVATE GET-AWAY - 1/1/1 Duplex complete house 700 sq/feet + with private yard. Biking distance to Naples Beaches and shopping! You'll love this comfortable secluded living. The unit is personal and comprised of a...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Treehouse at Vanderbilt Beach1 / 21
    (4)Very good
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2017
    The Treehouse was perfect for our anniversary getaway. The house was up-to-date, clean, bright, and stocked with the little things that are so important. It was minutes away...
    Reviewed 12 March 2016
    All the conveniences of home, including safe neighborhood, it was well stocked, warm and welcoming. We had a rented car, which is helpful to get to beaches, shopping, food...
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    About this property
    Never miss a Sunset over the Gulf of Mexico! It's a penthouse, a cabin and lodge all in one! Our guest call it the Treehouse. It's perched above tree level to catch the Gulf's breeze. It's luxurious living in a Treehouse with all modern amenities. Within the treehouse you will never miss a Sunset...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    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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    Charming Bungalow, an independent unit with private entrance and bath.1 / 11
    (15)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
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    Pet friendly
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    Reviewed 2 weeks ago
    This was our first experience traveling to Naples, Florida and had the pleasure of staying at the Charming Bungalow for two weeks. Words can’t adequately describe this place...
    Reviewed 16 March 2018
    I can't say enough about how well I was able to relax and unwind at the Charming Bungalow. It truly is a hidden gem with old world charm, beauty, natural surroundings and...
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    About this property
    DOGS WELCOME in this charming canal front bungalow type efficiency, just 2 short miles to the main street (5th Avenue) in Olde Naples or 3 short miles to the gorgeous beaches on the Gulf of Mexico and 1 mile to Naples Botanical Gardens. Walking/bicycling distance to shops, grocery, pharmacy,...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Private Room - 1 Bathroom, Sleeps 2
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    Charming Cottage-Less than 1.2 miles to the Beach!1 / 76
    (10)Excellent
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
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    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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    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
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    • Housekeeping Included
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    Pet friendly
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    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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    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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    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    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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    Park Shore Resort in Fabulous Naples, Florida1 / 28
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2016
    Enjoyed our stay in the Park Shore condo very much. The resort is in a great location to see all of Naples. It's within a short drive and very close to the beaches. Great pool...
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    About this property
    BRAND NEW LISTING. This AAA Three Star Rated Resort is situated on thirteen acres of paradise. The exclusive enclave is located less than a mile from the gorgeous Naples white sand beaches, and is only a short stroll to fabulous upscale shopping and restaurants. The setting sprawls under a...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Starfruit Beach House-Heated Pool-Grill-Bikes-Walk to Beach1 / 23
    (5)Very good
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Certificate of Excellence
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2018
    This was the perfect getaway from real life! I’d recommend this to anyone and stay here again in a heartbeat!!
    Reviewed 11 July 2018
    This was a brilliant house for a family, and the bikes made the beach very accessible although to be far even the walk didn’t take too long. The house itself has been...
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    About this property
    Beautiful newly remodeled, coastal contemporary home on a double lot. Kitchen features new stainless steel appliances, and bathrooms showcase a luxurious finish out with marble tile. Relax on brand new, stylish furniture, throughout the home. Watch TV from all rooms on large flat screen TVs hanging...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Old Naples' Royal Palm Cottage Walk to Beach and F1 / 30
    (1)Excellent
    Old Naples
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2016
    An outstanding experience - Jim was great to deal with; responsive, attentive and answers/recommendations in all areas!From initial enquiry to the booking, to payments, to the...
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    About this property
    'Royal Palm Cottage' in the Heart of Olde Naples - Perfect Location - Walk to everything. 5 bedroom 4 bath Classic Coastal Beach cottage featured in the 2011 book 'Dreamhouses': Beach Homes & Cottages in Naples. Located in the Historic District of Olde Naples just a short 2 block walk to Fifth...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Moorings
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright, sunny pool area in the heart of Naples Located in the esteemed Moorings area, close to all of Naples best shopping and beaches. Enjoy a picnic at the beach, or a stroll down the sandy shores. Kitchen has been upgraded with granite counters and stainless steel appliances. Pool area is...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful property is centrally located just few minutes away from Downtown Naples, shops, dining and the beaches. The master bedroom is on the right wing of the house. It is large and very private. The sliding glass doors open wide with direct access to the pool area. The other 3 bedrooms and...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Vanderbilt Beach1 / 19
    (2)Average
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2016
    The home felt nice and comfortable.The kitchen was really nice. The bedroom was good to sleep. And the bathroom was nice.The home is better suited for not more than two...
    Reviewed 2 April 2016
    Pros: large, well-equipped kitchen/living/dining areaLarge bedroom w/ walk-in closet and king-size bed. Great shower in the bathroom. Small, private side yard with...
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    About this property
    Enjoy the wonderful breeze of the Gulf of Mexico, soft white sandy beaches VERY PRIVATE GET-AWAY - 1/1/1 Multifamily complete house 700 sq/feet + with private yard. Biking distance to Naples Beaches and shopping! You'll love this comfortable secluded living. The unit is personal and comprised...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Pearl Beach house and Cottage is located in the heart of Old Naples’ historic district. This fabulous home consists of a 3 bedroom main house and a 2 bedroom guest house, both with their own kitchens and living areas. A heated pool and lovely outdoor living spaces complete the picture of the...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Old Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our modern and sunny 3 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 1,409 sq.ft. suite...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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