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Holiday Rentals near Fifth Avenue South

649 5th Ave S, Naples, Florida 34102-6601
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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 79 Rentals in Naples
    Spectacular waterfront views down Naples Bay!1 / 19
    (6)Excellent
    Old Naples
    1.0 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Royal Harbor Condo on Canal, Pool, Lanai, Nr. Beac1 / 24
    (3)Excellent
    1.7 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    White Sands in Old Naples1 / 9
    (8)Excellent
    Old Naples
    0.5 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1.6 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Children's Pool
    • Sauna
    • Waterfront
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This exquisite new 2 bedroom / 2 bath luxury condominium is located in the prestigious Fifth Avenue district of Naples which offers the finest dining, shopping and entertainment in beautiful Naples, Florida. Looking for a vacation packed every minute of the day with fun-filled activities? Or...
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    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxurious Olde Naples Beach House1 / 30
    (11)Excellent
    Old Naples
    1.4 kilometres from Fifth Avenue South
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    We have rented many homes and condos through the years but this is by far the best one I've ever stayed in! It was so clean and well stocked with basic supplies. Lisa also had a...
    Reviewed 12 April 2017
    Our 3rd visit to this beautiful house reminded us why we keep coming back. The location is amazing with the beach across the road, as well as the gorgeous shops and restaurants...
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    About this property
    This casually elegant 3700 sq. ft. 4 bedroom home is located in the upscale neighborhood of Olde Naples. Located just steps away from one of Naples most pristine beaches and the Naples Pier. Charmingly designed, this home boasts 25 foot ceilings and lavish windows which provide for an open and...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    2.0 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Ocean Views
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally located in Naples Florida. The quaint two bedroom / two bathroom home is a 1 mile drive, walk or bike to the beautiful white sandy beaches of Naples and the hustle and bustle of chic 5th avenue. Our home is part of the Royal Park Villa community made up of 60 self contained bungalow...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    0.3 kilometres from Fifth Avenue South
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Air Conditioning
    • Patio
    • Grill
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    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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    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2.2 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has a very nice floor plan and features new kitchen and baths. High end appliances and granite counter tops. Tile floors. New window and doors. Beautifully furnished with heated swimming pool and spacious patio. This house is located in gorgeous Naples, FL. Never have a dull moment with...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.2 kilometres from Fifth Avenue South
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'NEW LISTING' ***9/1-12/17/2017: 10% Discount OFF Base Rental Price- Must book before Dec.9, 2017 Welcome to this Beach Chic canal front Cottage w/Boat Dock & Gulf Access!! Your “Curlew Avenue” vacation cottage address is conveniently located less than 2 miles to the nearest beach access. This...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Old Naples
    1.3 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled unit, down to the studs! It is decorated in a 'Beach' theme, that offers a great vibe in this elderly building. Location is fabulous, across the street from Naples Beach Access and one block from the great shopping and dining on 3rd Street. Its a great little gem in Olde Naples,...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.6 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Children's Pool
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be the first guests to stay in this completely remodeled, 3 bedroon condo. From the new hardwood floor, Lacquer white and gray kitchen cabinets, white quartz countertops , new appliances, and a complete new bathroom. The condo has been professional decorated to make you want to stay - The...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amazing Condo at the Naples Bay Resort Cottages1 / 29
    (2)Excellent
    1.6 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Sauna
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2017
    Stayed in this condo an extended time and could not be happier. Great location within the complex, Great location in relation to Downtown Naples. The property manager was...
    Reviewed 12 August 2014
    Staying at the Naples Bay Cottages was the best choice and greatest experience! The furnishings are beautiful and comfortable; Prices are very reasonable and location is prime...
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    About this property
    Naples Bay Resort Rental - 2 Bedroom, 2 Bathroom, Sleeps 6 We Have other properties that allow less nights - Ask about our new 3 Bedrooms Condo Ask about our Summer Special Rates - includes all taxes, resort registration fees and exit cleaning Saturday to...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mini-mansion, Downtown Where the Action is & Beach1 / 23
    (5)Very good
    Old Naples
    1.1 kilometres from Fifth Avenue South
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 January 2018
    Wow! Walking in the door you are immediately greeted with the stunning view of the pool and attractive living room with a ceiling that must be 14 ' high. This home is a...
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    About this property
    Our fabulous, new, mini-mansion is situated downtown amongst multi-million dollar homes, only a short walk to beautiful Naples Beach. The location could not be better. Your time on vacation is valuble, don't waste it in traffic or traveling to the beach, Fifth Ave, the Zoo, shopping, golf, or...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    The Pelican Nest1 / 18
    (1)Very good
    2.2 kilometres from Fifth Avenue South
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 April 2017
    Great location near Fifth Ave for our golf trip. The home had all the amenities we needed for a successful trip.
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    About this property
    Home has a very nice floor plan accented with new kitchen and bath. High end appliances. Tile floors. New window and doors. Beautifully furnished with heated swimming pool and screen lanai. Super short ride to the 5th avenue shops and restaurants! You will feel as a local being at this house, enjoy...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Naples
    0.9 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Hot Tub
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beau Mer is surrounded by water views, River Pointe Marina, and the Naples Sailing & Yacht Club. Beau Mer’s gorgeous pool and hot tub are always inviting, making this the right place to enjoy the sun and avoid Winter’s cold. This 2 bedroom, 1.5 bath condominium is a beautifully-remodeled top-floor...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rainbow's End1 / 40
    (2)Excellent
    1.9 kilometres from Fifth Avenue South
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home & Property Amenities: Large, private setting, newly remodeled home with ceiling to floor windows. Balcony looking out to tropical gardens. This home features four bedrooms and 3.5 baths. Two bedrooms are master suites with private granite/glass block bathrooms. Kitchen features new stainless...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Naples
    0.4 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the best locations in town! This 2 bedroom, two bath vacation home rentals Naples FL property is only 2 miles from sandy downtown beaches, which have been voted some of the best in the country. Vacation close to high end shopping and dining at Waterside Shops and Mercato, which are less than...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Resort Lifestyle Home - Walk to 5th Avenue1 / 23
    (2)Excellent
    1.5 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2016
    Just absolutely wonderful!House, pool, location, everything is just perfectAlina is the best! Can't wait to go back!
    Reviewed 21 September 2015
    The house was luxurious, well appointed, in a very quiet, safe location, and within walking distance to downtown Naples. The house has a private pool, hot tub, and all the...
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    About this property
    This PRIVATE HOME in Royal Harbor is less than a mile from the 5th Avenue Downtown area and 1.5 to the Naples Beaches. You will be very comfortable in this beautiful luxury home. The high ceilings, 8 foot high doors, travertine floors and exceptional interior design are just a few of the...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Cottages-Naples Bay-Enjoy Full Resort Amenities & Preserve Views from 1st flr.Pr1 / 28
    (1)Excellent
    1.6 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 December 2016
    We had a great time staying in this condo. Tammy was great and very accommodating to our family of 5. She made sure our needs were taken care of and was very easy to get a hold...
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    About this property
    Welcome to The Cottages at Naples Bay Resort! This unit is extremely well stocked with everything you could possibly need for your vacation pleasure.....see details of amenities provided below. Also note that property managers are local and accessible. This 2BR/2BA condo is located within the...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    0.3 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Terrace
    • Parking
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. Three blocks from all the action of 5th Avenue South, Naples' luxury shopping and dining district, our 525 square foot Le Monaco sits upstairs in a lovely, European-style, six-unit complex aptly named Maison du Soleil. Le Monaco...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Old Naples
    1.3 kilometres from Fifth Avenue South
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated family vacation home located in the heart of historic Olde Naples. Open floor plan is conductive to multi-generation family gatherings; grill fresh fish on the veranda while others swim in the pool or lounge in the family room/dining area. This pool home, parts of which have been...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Naples
    1.0 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sleek condo is a wonderful couples' getaway to the tropics. You can experience the luxury of the property's pool and hot tub, or set up for a barbecue night on the patio's gas grill. River views greet you from the generous windows, reinforcing your excellent location in central Naples. Head...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.6 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Grill
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2BR/2BA condo is located within the Cottages, which is the upscale gated community adjacent to Naples Bay Resort. This fabulous resort, surrounded by lush tropical gardens is nestled off Naples prestigious Fifth Avenue South and features an amenity rich environment with marina/boat rental,...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxury condo Naples Bay Resort1 / 19
    (1)Excellent
    1.7 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Sauna
    • DVD Player
    • Hot Tub
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2017
    This place was absolutely perfect for us for our parents 50th wedding anniversary. We had a three bedroom condo which was perfect for the 6 of us and the place was beautiful. We...
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    About this property
    Welcome to our beautifully decorated 2 bedroom / 2 bathroom condominium featuring master bedroom, en-suite with separate soaking tub and shower, granite counter-tops, dishwasher, washer and dryer, etc. The unit is on the first floor close to the pool. The resort includes three crystal clear pools,...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Old Naples
    0.4 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful 2 bedroom plus den 2 bathroom condominium on Falling Waters, Amelia Lake ,Davis Boulevard, Naples - a stunning, world class gated resort complex themed around tropical gardens and waterfalls with one of the largest and most photogenic swimming pools in SW Florida. Many golf courses,...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Beach House -  5/5, 2.5 blocks to beach1 / 26
    (3)Excellent
    2.4 kilometres from Fifth Avenue South
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Washer
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    • Internet Access
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2016
    We loved staying at this beautiful home. It was comfortable and relaxing, and exactly right for our family. Nothing was overlooked! Wonderful cooks kitchen with all the...
    Reviewed 4 July 2014
    After some intense searching for a 5-bedroom vacation home near the beach on the Gulf Coast for our parent's 50th Anniversary, we finally narrowed our search down to Misia's...
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    About this property
    Let us help you to make some unforgettable memories in this gorgeous home. Beautiful home in the heart of Naples, a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico and Lowdermilk Beach Park, and to the dining, shopping, and nightlife of 5th Ave South, a lovely,...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    1.6 kilometres from Fifth Avenue South
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Naples Florida on the Gulf of Mexico, a paradise of sun. Our 2 stories Canal Waterfront 3 Bedrooms Dock Villa it offers a terrific location at Royal Harbor, just 1 mile from Naples downtown 5th Ave and less than 10 minute walking from Naples Bay Resort and the harbor of the picturesque...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The Boat House on the Bay - Walk to 5th Ave Restaurants and Beach1 / 32
    (2)Excellent
    1.6 kilometres from Fifth Avenue South
    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 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...
    Reviewed 3 May 2017
    This house is the best!! The bedrooms are great and the beds comfortable. It had plenty of room for all 6 of us. It is walking distance to shopping, or even better.. we took...
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    10 BLOCKS to BEACH, PRIVATE HOME, CLEAN & UPDATED with POOL1 / 23
    (6)Excellent
    1.6 kilometres from Fifth Avenue South
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Have been renting for several years now andwould not look any further than this home. It’s accessible to all you want to do in the greater Naples area and the home is offers a...
    Reviewed 10 January 2018
    This immaculate 3 bedroom home with built in pool really made our stay in Naples even better! The home was spotless and decorated with a beach theme in every room. The kitchen...
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    About this property
    The Perfect Location, a Quiet Hidden Gem, in the Heart of Town. A clean & casual coastal themed home on a quiet, residential, tree lined street right in the heart of Naples. The open floor plan has two comfortably furnished living areas, a full sized kitchen complete with all you need for...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Old Naples
    0.4 kilometres from Fifth Avenue South
    5 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
    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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Old Naples Luxury Cottage - Walk to 5th & Beach !1 / 32
    (11)Very good
    Old Naples
    0.4 kilometres from Fifth Avenue South
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
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    • DVD Player
    • Private Outdoor Pool (Heated)
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    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2017
    Our first family vacation in many years was made even more lovely having booked this house! Spacious and inviting inside, a pool just perfect in size right outside. We cannot...
    Reviewed 12 August 2017
    Enjoyed staying here - everything was as described, particularly happy with the air con in every room, the warm pool, the kitchen with everything you need and the short walk to...
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    'Chatterbox Cottage' in the Heart of Olde Naples - Ideal Location! Can walk to beach and restaurants Sophisticated unique luxurious four bedroom, two bath Cottage with heated swimming pool in the Historic District of Olde Naples on quiet street just a short 2 block walk to prestigious Fifth...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS1 / 29
    (1)Excellent
    Old Naples
    1.3 kilometres from Fifth Avenue South
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Old Naples
    1.5 kilometres from Fifth Avenue South
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic old Florida cottage in wonderful location. Beach 1 block (.3 miles). Walk under old Banyan trees to Gulf beaches. Public golf course 3 blocks away. Tennis 6 blocks. Naples' best restaurants and exclusive shops only 10 blocks away, an easy walk or bike ride. Many repeat renters since 1998....
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.6 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our beautifully decorated 2 bedroom / 2 bathroom condominium featuring master bedroom, en-suite with separate soaking tub and shower, granite counter-tops, dishwasher, washer and dryer, etc. The unit enjoys private and quite views of the preserve (see photos) The resort includes three...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.9 kilometres from Fifth Avenue South
    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
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Old Naples
    1.1 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Patio
    • Air Conditioning
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Naples Historic Home - Remodeled 1 Bedroom Guest House, Ideal Location, Pool, Gardens AVAILABILITY: Our guests return frequently which gives us the assurance that we have created accommodations of the highest standards. For the 2017 season our current guests have booked January, February and...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Old Naples
    1.0 kilometres from Fifth Avenue South
    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
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Old Naples
    1.1 kilometres from Fifth Avenue South
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    Beautiful bright corner 2nd floor unit, lots of windows opening out to the tropical landscape. Two bedrooms, each with a new queen bed, set of drawers, radio/alarm clocks and large closet, TV in master. Wireless internet throughout. Flat screen TV with DVD/CD player in living room and cozy...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Perfect location, free membership  Walker's Marina1 / 17
    (1)Excellent
    1.4 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Sauna
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with canal and boat dock availability. The canal leads to the Gordon River, to the bay and eventually the Gulf. The condo safely made it through Irma (hurricane) and is available for vacationers. UNTIL DECEMBER 2018A FREE...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples' 'Capri Cottage' - Walk to Beach, 5th A1 / 19
    (1)Excellent
    Old Naples
    0.8 kilometres from Fifth Avenue South
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Washer
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    • Private Outdoor Pool (Heated)
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    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 September 2014
    We rented Capri Cottage for February 2012, and enjoyed it so much we rented it again in February 2013. In fact, we have rented various vacation houses in Naples for the last...
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    About this property
    'Capri Cottage' in the Heart of Olde Naples - Superb Location Luxurious four bedroom, two bath cottage in the very best location in the Historic District of Olde Naples. Walk a few blocks to Third Street's famous Restaurant and Art Gallery District or enjoy shopping and fine dining nearby on...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.6 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • DVD Player
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great vacation destination. Amenities and activities to please everyone. Very desirable location in Naples. Easy to walk to 5th Avenue the heart of Naples shopping, restaurants and night life. Condo is steps from The Club providing pool area including a lap pool, lazy river, family pool with a...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Old Naples
    0.8 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    <div style='text-align: left;'>Discover a gentle pace in a tropical paradise. Charter Club Resort of Naples Bay is located in southwest Florida along the Paradise Coast on Naples Bay. Relax and enjoy white sandy beaches, parks and nature preserves. </div> <span>The Paradise Coast is known for its...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.7 kilometres from Fifth Avenue South
    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
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    1.8 kilometres from Fifth Avenue South
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
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    • Patio
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully Furnished Naples Florida Condo with Canal Access to the Gulf of Mexico, no bridges, Condo comes with a Huge Boat dock to park your boat situated beside the pool. Located next to the the Prestigious Royal Harbor Naples Community, you are minutes to Tin City, Naples 5th Avenue , Naples...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.6 kilometres from Fifth Avenue South
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Central Heating
    • Terrace
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can’t get much closer to the water than Vista Point Estate. Set on a generous lot with 300 feet of frontage on calm Naples Bay, the Mediterranean inspired estate has expansive outdoor living areas and its own boat slip. The custom-built four-bedroom home delivers both style and comfort, plus a...
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    Location Information
    Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Naples Beach Condo1 / 14
    (1)Excellent
    Old Naples
    0.6 kilometres from Fifth Avenue South
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Charming and newly renovated Key West-style beach condo, just a Stone's throw off the beach. Light and airy condo on 2nd floor with contemporary furniture, high ceilings, large open plan living/dining area with lanai looking out over the shared pool area. The condo is one of six in a very well-kept...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Naples
    1.3 kilometres from Fifth Avenue South
    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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1.6 kilometres from Fifth Avenue South
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Secure Parking
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    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo, 3 Bedrooms, 2 Baths, (Sleeps 6) Top floor (second floor) corner unit. Welcome to the cottages. Our location is fabulous. Top amenities as described. Pristine gulf beaches, lush manicured golf courses, endless recreational opportunities (the everglades is 30 minutes away), light tackle and...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUXURY RENTALS ~ Palma Real Beach House1 / 23
    (1)Excellent
    Old Naples
    0.9 kilometres from Fifth Avenue South
    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
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    I bedroom condo n the heart of Old Naples1 / 11
    (1)Average
    Old Naples
    0.1 kilometres from Fifth Avenue South
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2017
    Excellent location.Good facilities.Quite well equipped. Excellent value. Flat was only superficially clean and on proper cleaning dog hairs were on the bed and the flat was...
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    About this property
    Park your car and walk or bike to everything Naples has to offer. Famous 5th Ave for shopping and dining, the beach, the Pier, Cambier Park and more are all just blocks away. Then come home to your updated condo for a dip in the pool or a glass of wine with your neighbors. Essex House is a hidden...
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    Location Information
    Naples, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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