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Holiday Rentals with Pools in Naples Park

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    Travellers to Naples Park are booking October dates now. Secure your holiday home today, and have the perfect trip.
    25 Matching Rentals in Naples ParkView all 38 rentals
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    Park Shore Resorts1 / 41
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beach Cottage! New Listing,Pool,Spa,Cabana,Hanging Swing,Privacy, Walk to Beach1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    JANUARY 2019 AVAILABLE **Unlimited Golf, Tennis** - 2BR/BA + Den, Naples1 / 35
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A fabulous private tropical paradise awaits you just a few minutes from the Gulf of Mexico! Villa Neroli, named for the floral scent of wild orange blossoms, is located in a safe, quiet neighborhood and only 1 mile to the fabulous beaches of Florida’s Delnor-Wiggins State Park and Vanderbilt...
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    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Parking
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Vanderbilt Landings on Gulf Shore Drive, located on the north end of Gulf Shore Drive at the intersection with Bluebill Ave. This is as close to beach front rental as you can get without the high rates! Vanderbilt Landings gated community with secured lobby & elevator is comprised of 2...
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    Naples Park, Florida 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxurious holiday condo with oversize pool1 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Terrace
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2015
    This place is simply picture perfect!!! The location is excellent, the unit is spotless and has everything one may need and more. Fully equipped kitchen, full size washer and...
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    About this property
    This condo located in Winterpark community known for its fabulous location and one of the largest swimming pools in Naples (You may see it on Google map). Less then 10 minutes drive from white sandy beaches, close to shops, restaurants, minutes drive from Naples 5th Avenue and other attractions....
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    Naples Park, Florida 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Private Pool Renovated Beach Cottage1 / 18
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    Gina and Anthony's home was wonderful! It was very clean, equipped with everything we needed, close to stores and within walking distance to Vanderbilt Beach! I was in...
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    About this property
    This is not a rental, this is a home! Everything in the home has been replaced and updated with the pride of ownership evident in every detail. The Gourmet Kitchen features Granite Counter tops. All new Stainless Steel Appliances are set off by the white wood cabinetry and the glass tile...
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    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Feel a sense of calmness come over you when you stay at 'Casa Tranquilidad,' a 4-bedroom, 2.5-bathroom vacation rental house in Naples. This beautiful home boasts 2,200 square feet, high-end furnishings, comfortably sleeps up to 8 guests, and has everything you need for a comfortable stay in the...
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    Naples Park, Florida 34108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Terrific distant Gulf views across the street from this fifth floor residence in one of Vanderbilt Beach's most popular high rise communities. Enjoy the cool Gulf breezes while having an afternoon drink on the screened lanai. Pleasing light Florida style decor throughout with accents of beach...
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
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    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to paradise at the Dunes. Enjoy this spectacular complex with its world class amenities including large community pool, tennis courts, clubhouse with five-star dining and close proximity to the beach. You will be just a short drive to the area's newest hotspot The Mercatto, where you can...
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    Location Information
    Naples Park, Florida 34110
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located within walking distance to Vanderbilt Beach, Barefoot Pelican gated complex located on the bay and canal. Properties amenities include pool, BBQ Grill and hot tub. Unit 237 is a two bedroom, two bathroom third floor condo with elevator in the building. Bedding includes King and two...
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    Naples Park, Florida 34108
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From your large screened in lanai of this fifth floor condo you can sit back and take in the glorious Gulf of Mexico and white sandy beaches that stretch for miles up and down the coast. Take a dip in the heated pool or search for that perfect shell at water’s edge, it’s the perfect place to relax...
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    Location Information
    Naples Park, Florida 34108
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny Naples on the Florida coast is calling with this spacious vacation rental, boasting 3 bedrooms, 2-1/2 baths, and accommodations to sleep up to 6, possibly 8. Private heated pool for relaxation, bike over to Vanderbilt Beach to witness a spectacular sunset, or drive to nearby Mercato (an...
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful updated beach cottage is a half mile walk or a few minutes on a bike to world famous Del Nor Wiggins beach or Vanderbilt beach. Close to famous restaurants and shopping at the beautiful Mercado. Only a short drive to famous fifth avenue in downtown Naples Fl. We have all the...
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience your own tropical paradise when staying at this 3-bedroom, 2-bathroom vacation rental house in Naples! This tastefully designed abode features luxurious amenities such as a screened lanai and private pool that create an unforgettable retreat for up to 6 guests. Everyone will relish easy...
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Florida Beach Vacation Getaway! Call Louise at Phase III realty, for more details and pricing. Rent this fabulous and spacious pool home in the highly desirable 500 block in North Naples, a short 10 minute walk to the BEACH! This beautifully furnished home was professionally designed and...
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Hot Tub
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring the whole family to explore Naples from your personal oasis at this 3-bedroom, 4-bath vacation rental house! Up to 8 guests can look forward to lazy days by the sandy shore of Vanderbilt Beach, just 2 miles away before returning to this beautiful home to relax some more in the modern interior...
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Parking
    • Washer
    • Balcony
    • Air Conditioning
    • Terrace
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    End unit on 4th floor of a 7 story high rise SCREENED LANAI FACES WEST FOR THE VIEWING OF ALL THE SUNSETS OUT OVER BAREFOOT BEACH FULL SIZE LAUNDRY IN UNIT. OWNER WILL SUPPLY INTERNET AND CABLE TV.. 3BEDROOMS KING BED IN MASTER, TWINS IN GUEST, AND QUEEN IN OTHER GUEST ROOM ,AND TWO FULL BATHS...
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    Location Information
    Naples Park, Florida 33410
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Parking
    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Naples Park Home -Stunning Heated Pool/ 3 Bed+Den / Pet Friendly/ Sleeps 6 / 2 Full Bath/ 7 Night Min. Beautifully furnished beach retreat, fully equipped. Bike/walk to Vanderbilt Beach, Wiggins Park Beach, Mercato Shopping District and so much more! Simply and elegantly decorated, this home is...
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    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Parking
    • Air Conditioning
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    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very comfortable villa 'Summer Dream', 2 storeys, built in 1980 in 2016. In a quiet, sunny position residential area (villas), 1 km from the sea. Private: garden (fenced), swimming pool heated (01.01.-31.12.). Parking at the house, single garage. Supermarket, restaurant 900 m, sandy beach 1.2 km....
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    Naples Park, Florida 34108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2006 built house looks like it has never been lived in! Brand new carpet in 4 bedrooms and tile on the diagonal throughout balance of house, including front porch and lanai. Immaculately clean and crisp, vaulted ceilings, 8' doors, 5.25' baseboards, Granite counter-tops, laundry tub in laundry...
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    Naples Park, Florida 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Balcony
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very comfortable villa 'Summer Dream', 2 storeys, built in 1980 in 2016. In a quiet, sunny position residential area (villas), 1 km from the sea. Private: garden (fenced), swimming pool heated (01.01.-31.12.). Parking at the house, single garage. Supermarket, restaurant 900 m, sandy beach 1.2 km....
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Patio
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Palm Retreat. This home will be spotless when you arrive. Equipped with two master suites. Only used a few months out of the year by the owner. this home was never a rental property. It is fully equipped home and includes a child protection removal screen system which allows you to keep the...
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gulf Breeze.This home will be spotless when you arrive. Note: The street that this home is located on is currently having new water mains installed. There is construction on the street and the road is not currently paved. We provide a garage remote to park your car in the garage. All residents can...
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    Location Information
    Naples Park, Florida 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Patio
    • DVD Player
    • Cable/satellite TV
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    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunshine Daydream. This home will be spotless when you arrive. Fantastic location. Walk or ride to the beach ( we supply 4 adult bikes and 1 teenage bike free of charge). Just purchased and never rented before. 4 bedroom pool home with new everything - furniture, bedding outdoor furniture,...
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    Naples Park, Florida 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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