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Holiday Rentals in Naples

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    Old Naples
    7 Reviews
    1 Bedroom, Sleeps 4Quick View
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    12 Reviews
    Studio, Sleeps 2Quick View
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    5 Reviews
    1 Bedroom, Sleeps 4Quick View
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    7 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Patio
    • DVD Player
    • Washer
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 16 April 2015
    We were renter's and the condo we stayed in overlooked the greens on one of the golf courses. The couple times we had questions about the condo, we simply texted the owner and...
    Excellent of 5 bubbles
    Reviewed 3 February 2015
    We stayed at this condo for two months. It was nice and clean, all new equipment. With a wonderfull view over the golf course. Evrything we needed was there. Just a few seconds...
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    About this property
    This beautiful condo has a spectacular view to golf course and the lake. The unit is a 2 bedroom 2 bath condo with many upgrades. Upgrades include granite counter tops, new kitchen cabinets, new stainless steel appliances, new ceiling fans, new bathrooms with travertine tile, new vanities with...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    North Naples
    9 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Hot Tub
    • Wi-Fi
    • Grill
    • Balcony
    • Air Conditioning
    • Washer
    • Satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 8 November 2016
    We had a great week enjoying the fine Florida weather. The condo is large and well equipped. The owners are really professional - keys were sent in advance along with detailed...
    Excellent of 5 bubbles
    Reviewed 14 August 2016
    We had a pleasant time. Everything was perfect, easy going and compliant with the description and pictures. I highly recommand this place.
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    About this property
    This beautiful, luxurious, upscale condominium, is located at Regatta II. It is a large unit, with 2100 square feet and a dramatic view of the bay. Wireless internet is available in the unit. It is a light, airy unit with three bedrooms and three full baths. The large great room is furnished by...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Air Conditioning
    • Secure Parking
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 October 2016
    The unit was clean and spacious. It contained everything that was needed for our one week stay. Close to everything that Naples has to offer.
    Excellent of 5 bubbles
    Reviewed 13 August 2016
    Well. Equipped kitchen, bath , comfortable beds Second floor stairs hard for handicapped. Washer, dryer room,large walkin closet. Lots of hangers very well equipped kitchen...
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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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    Lely Resort
    2 Reviews
    3 Bedrooms, Sleeps 5Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Washer
    • Patio
    • Grill
    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 16 May 2016
    Well equipped, neat and clean, plenty of bedding and towels, kitchen is well stocked. Beautiful lanai enclosed pool Very pet friendly, great side yard for that last trip out at...
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    About this property
    This nicely furnished, three bedrooms, two baths; single family home of 2200 square feet with a garage, is situated on a quiet cul-de-sac in the upscale Lely Resort of Naples, Florida. Sleeps 4 - 6 . The villa includes a master bedroom with king-size bed, walk in closet and a private bathroom as...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    13 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Patio
    • Internet Access
    • Parking
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 November 2016
    As soon as we checked in, we knew that it was going to be a great 2 months. The condo was perfect and everybody was so helpful. We liked it so much, we are now Florida residents
    Excellent of 5 bubbles
    Reviewed 22 April 2016
    I retired in February of 2016 and found this great condo on Trip Advisor. This place has everything that you will ever need in Naples. The condo is in excellent condition, the...
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    About this property
    Upon entering our spacious condominium nestled in the quiet golf community of Naples, Florida, the view of the lush vegetation, the golf course, and the placid lake sooths you. Sliding glass doors line the adjacent living room, dining room and kitchen, of this 3 bedroom 2 bath unit of more than...
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    Location Information
    Naples, Southwest Gulf Coast 34105
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lely Resort
    4 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Satellite TV
    • Porch
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 16 December 2016
    Awesome condo..spacious clean comfortable.great location..they have everything you need..2nd time we have stayed..will be on the return list..thanks for letting us stay..
    Excellent of 5 bubbles
    Reviewed 3 December 2016
    Thoroughly enjoyed our stay at this attractive two-bedroom unit. Loved that we had easy access to local sites, restaurants, and businesses, yet the condominium was off the...
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    About this property
    Two Bedroom Condo at Coral Falls Resort. Perfect location. 10 mintues from both Marco Island and Downtown Naples. Located within walking distance to shopping, and minutes from Gulf beaches. Onsite amenities include tropical waterfall pool and spa, two 18 hole championship golf courses, walking and...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    10 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Satellite TV
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 26 July 2016
    The house at 148 is a great little gem! Location is prime...plenty of amenities and restaurants nearby. The rooms were nice size and clean, but there is musty odor to the rooms...
    Excellent of 5 bubbles
    Reviewed 20 April 2015
    Great location near to the beach. You would need to drive to this though, as about a mile and a half away and if hot may be a bit much. Great to have restaurants in walking...
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    About this property
    This three bedroom, two bath home is located in the beautiful Bonita Springs/Naples area in Collier County. South of Bonita Beach Boulevard and west of Vanderbilt Drive, the house is just one mile from the Gulf--an easy bike ride or walk to Bonita Beach or Barefoot Beach. Newly decorated and...
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    Location Information
    Naples, Southwest Gulf Coast 34134
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 6 March 2017
    What a wonderful week we spent at the villa. The villa is a great location with everything you could possibly need including fishing rods for the lake (where we caught fish...
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    About this property
    Luxury Mediterranean-style villa in a stunning location in the sought after prestigious community of Kings Lake. This beautiful home has been custom built to take advantage of the wide lake views. Pool-deck with terracotta tiles on the spacious patio surrounding the beautiful large heated pool...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Hot Tub
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our beautiful lake-front home, located in North Naples, at Heritage Bay Golf & Country Club, famous for its 27-hole Championship Golf Course. It is elegant yet cozy, relaxing, bright and sunny, and offers breathtaking views of the lake. A haven of serenity and peace! Our home features a...
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    Location Information
    Naples, Southwest Gulf Coast 34120
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Park Shore
    4 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Balcony
    • Hot Tub
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 14 July 2013
    A better alternative to a hotel. Two baths, good AC. Washer/dryer. Nice flooring. Close to Organix food mart and restaurants.
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    About this property
    THESE SUITES HAVE EVERYTHING : UNIQUE LOCATION PARK SHORE RESORT CLOSE TO BEACH one mile Our suites in the only ones in the resort with Complimentary pass to private beach & parking....
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • Washer
    • Balcony
    • Hot Tub
    • DVD Player
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed 4 May 2016
    We rented the condo for three months (Jan-Mar) in 2016. There are pros and cons with the condo. Pros: The owner was great for communication and the condo was clean and pretty...
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    About this property
    CHECK OUT OUR SPECIAL OFF SEASON RATES (April, May June, July,August...$1500.00 a month)Only minutes from the pristine white sands of the Gulf of Mexico, The Enclave combines resort style amenities with a very convenient location. Our condo, which can sleep six, is situated at the heart of The...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples
    1 Review
    3 Bedrooms, Sleeps 7Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Balcony
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 14 April 2017
    Short 4 night stay following cruise. Super location nice stroll from the beach. Great amenities everything we could need even managed to watch the Manu match on the large...
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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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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Balcony
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Parking
    • Terrace
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 September 2016
    Spacious,immaculate condo on the beach. Close to everything. Sherre was a pleasure to deal with. Extremely responsive and helpful. Highly recommend this property.
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    About this property
    2BR, 2.5BA plus Den on the private Park Shore Beach. Beautiful view of both the Gulf of Mexico and Venetian Bay! Walk to restaurants, shopping and more. This home is very spacious with over 2700 SF under air and a large enclose lanai adding another 400 SF of living space. The unit has a large...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Balcony
    • Air Conditioning
    • Satellite TV
    • Washer
    • Waterfront
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 15 February 2016
    Stayed Jan 2016 and selected the condo because of it's amenities & location. Easy walk into 5th Avenue & Tin City for great choice of restaurants. But condo was so comfortable...
    Excellent of 5 bubbles
    Reviewed 17 December 2015
    The condo was perfect in every way we couldn't ask for more. The neighbours were very friendly and peaceful. Lovely warm pool, like a bath. The condo had everything we needed...
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    About this property
    This is a lovely, privately owned and managed, second-floor apartment with both living room and master bedroom opening onto a screened lanai overlooking Bluepoint Canal in the beautiful Royal Harbor area. Private and friendly, the complex is just two small buildings with 16 apartments and heated...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Terrace
    • Air Conditioning
    • Grill
    • Parking
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 21 January 2016
    Pam and Don have a really nice place in Oyster Bay. Their property is right around the corner from Tin City. Totally remodeled 2 bed 2 bath on a channel and right next to a...
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    About this property
    This is a beautifully renovated first floor, two bedroom, two bath, Condo, located on the waterfront overlooking the Bluepoint Canal, in Oyster Bay near Royal Harbor. Which leads directly into Naples Bay for your boating pleasure. Our Condo has been completely remodeled. Featuring a full...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    North Naples
    4 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Satellite TV
    • Internet Access
    • DVD Player
    • Patio
    • Hot Tub
    • Sauna
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 17 August 2014
    Think of getting all attributes of a tropical leisurely escape met ! From the owners, their gracious hospitality, to friendly neighbors celebrating the sunset , to NEW beach...
    Excellent of 5 bubbles
    Reviewed 31 January 2014
    We have been staying at Vanderbilt Palms for a long time because of the value for the location. We Have stayed at a few units and this unit is the best equipped and cared for...
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    About this property
    ROMANTIC ESCAPE! BOUTIQUE BEACH CONDO! ROOFTOP POOL & SPA WITH SPECTACULAR BAY VIEWS!<BR><BR>VACATION RENTAL<BR><BR>WEEKLY AND MONTHLY RATES <BR><BR>GO TO - VRBO 568919 FOR MORE INFORMATION <BR><BR>Best value! Best views! Best Location! Location! Location! Much desired top floor condo.<BR>Updated...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    North Naples
    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2 bedroom, 2 bath first floor condo in the premier tennis community of Sterling Oaks. This unit is uniquely designed with an enclosed lanai to expand the indoor living area while still preserving the ability to open the stacked glass doors to enjoy the fresh open air and view of the...
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    Location Information
    Naples, Southwest Gulf Coast 34110
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lely Resort
    8 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Hot Tub
    • Washer
    • Patio
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 28 July 2011
    Very clean place with everything we needed. Plenty of room for our family of 5. Master bedroom and bathroom was great. Large tub and very large walk-in shower. Direct...
    Excellent of 5 bubbles
    Reviewed 19 March 2011
    It was a girlfriend getaway weekend from the snow up north to golf in Naples, Florida. We rented a 2-bedroom condo at Greenlinks and thoroughly enjoyed our stay. It was...
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    About this property
    The condo is located in the prestigious Lely community, Greenlinks golf resort. It is only minutes away from world-class beaches. The Greenlinks club house, a two minute walk from the condo, is available for guests at no extra cost. It includes a resort style pool, fitness room, hot tub, tennis...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, Sleeps 6
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    North Naples
    4 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 8 March 2017
    This lovely little 2nd floor condo in North Naples is nicely furnished and equipped and the setting at Oasis apartments is extremely convenient to shopping, restaurants...
    Excellent of 5 bubbles
    Reviewed 2 June 2015
    This is the first time I have stopped in a Condo in Naples. The condo is supplied with all the kitchen utensils , wifi, cable TV , towels provided including beach towels if...
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    About this property
    Spacious one bedroom-one bath condo on the SECOND floor with a screened-in terrace. Living room, dining area, and walk-in closet. Washer and dryer in the unit. Very clean, fully furnished, all electric appliances, central air conditioning, wire-less internet access. Kitchen fully outfitted. Linens...
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    Location Information
    Naples, Southwest Gulf Coast 34109
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 January 2017
    We had a lovely stay at this apartment and really enjoyed our time there. The location was great because it's very central for all the beaches, shopping & restaurants but also...
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    About this property
    This family owned ground-floor two bedroom apartment is tastefully furnished and has been designed to the highest standards. The stunning views to the rear overlook the lake towards Rookery Bay Preserve. Treviso Bay in Naples, South West Florida is the ideal location for golfers and non golfers...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Secure Parking
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 17 January 2017
    Very nice location with a stores and restaurants just a 5 min walk away. Large pool 100 yards for the front door. The apartment is well kept and was spotless when I was there...
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    About this property
    This Coach Homes is a second story 1740 sq. foot condo located about 10 minutes from Olde Naples, 5th Avenue, or 15 from North Naples and the Mercato, and 15 minutes from Naples beaches. There are so many golf beaches from which to choose, you can be at a different spot every day. The condo is...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Patio
    • Washer
    • Children's Pool
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 13 August 2015
    The apartment was ideal for our family holiday needs! With the two bedrooms/bathrooms situated at opposite ends, both we (the parents) as well as our two teenagers had plenty of...
    Excellent of 5 bubbles
    Reviewed 1 January 2015
    This condo and community is a paradise. It has everything you need. Awesome pool area, gym , gorgeous area for walking and much more. The condo itself is spacious and...
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    About this property
    Only minutes from the pristine white sands of the Gulf of Mexico, The Enclave combines resort style amenities with a very convenient location. Our condo, which can sleep six, is situated at the heart of The Enclave has an open style concept with split bedrooms, each with a full bath, for maximum...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 28 February 2016
    Hello, I don't normally write reviews of places, but this house is just amazing and Joy and Mike (the owners), were so helpful - I felt I had to write something here. I've...
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    About this property
    A stunning 4 bedroom 3 bath home, air conditioned set over two floors. on a quiet and immaculately maintained, gated private estate. 4 Poster bed in the master bedroom, 2 x twins in each smaller bedroom and a Queen size down stairs, each with its own bathroom. The Den has an L shaped sofa with...
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    Location Information
    Naples, Southwest Gulf Coast 34014
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Private Outdoor Pool (Heated)
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    • Sauna
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home is located inside beautiful and upscale Countryside Golf and Country Club. We provide new furniture in all rooms of the home, a new pooldeck is installed. The home has lovely 3BR/2bathroom with a private, solar heated pool and a spacious large covered patio with lounge furniture, dining...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples
    8 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 5 April 2017
    Great location away from the hustle and bustle, just a few minutes drive to beautiful Delnor Wiggins beach. The cottage is nicely furnished and functional, bright and airy with...
    Excellent of 5 bubbles
    Reviewed 27 February 2017
    Fabulous Service when we needed a place to stay in an emergency. The place was very well appointed and close to the beach. We would stay there again and would recommend them...
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    About this property
    Come escape to Naples and enjoy this bright and airy 2nd floor coastal cottage! Beautifully decorated in relaxing ocean blues, this quaint cottage immediately sets you at ease and invites you in to stay. Enjoy the relaxing breeze on the 2nd floor screened back porch, nestled in with large trees....
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
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    • Hot Tub
    • Private Outdoor Pool (Heated)
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 23 August 2016
    The property was large and very spacious. It was perfect for our wedding party as downstairs is a great size. There were a few matters that needed sorting when we got there but...
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    About this property
    2017 LISTING SPECIAL! PRIME SEASON. ENTIRE HOME FOR FOUR WEEKS. Winter rental property (entire home) with 4 week minimum stay DUE TO CANCELLATION AVAILABLE 2/27/17 to 3/24/2017 for only $6500. Mercedes rental SUV available too for only $25 per day! GREAT LOCATION in a private gated enclave of...
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    Location Information
    Naples, Southwest Gulf Coast 34105
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    North Naples
    17 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • DVD Player
    • Washer
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 5 November 2016
    We loved this villa, very clean, well equipped, great location. We come to Naples twice a year and the area suits. We will definitely rest again from Allison and Dana DeLong
    Excellent of 5 bubbles
    Reviewed 10 September 2016
    I was taking a break from being a caretaker to my Dad. I myself had also been ill. Dana and Allison went above and beyond to make sure I was comfortable and had everything I...
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    About this property
    Charming home with open floor plan! Soaring ceilings and lots of windows make this home bright and cheerful. Perfect for your Florida Vacation!! Enjoying basking in the sun at beautiful Delnor Wiggins Pass park with gorgeous beaches or if you prefer, a quiet day in your own private HEATED POOL!...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples
    9 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • DVD Player
    • Secure Parking
    • Air Conditioning
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    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 weeks ago
    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...
    Very good of 5 bubbles
    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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    North Naples
    8 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Washer
    • DVD Player
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 15 February 2017
    Exquisite home. Spacious, comfortable and clean. We would love to stay here again. Fully stocked kitchen. We loved the pool and lanai. We had more room than we needed. It does...
    Very good of 5 bubbles
    Reviewed 21 October 2016
    Had the pleasure of staying here in October for our 2 week vacation. Arrived the day before Hurricane Matthew into Miami and transferred immediately to the house in Naples which...
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    Location Information
    Naples, Southwest Gulf Coast 34110
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Air Conditioning
    • Balcony
    • Satellite TV
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    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful property completely remodel with new furniture and appliances, wine cellar, updated bathrooms, screen TV's on bedrooms and social area, tile and laminated floors, granite counter tops, internet, cable, DVR at tenants request ($20 extra a month), apple TV and many more add-ins. Relax in...
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    Location Information
    Naples, Southwest Gulf Coast 34105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Terrace
    • Waterfront
    • Washer
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 6 June 2016
    This was the first time we rented a condo so we did not know what to expect. What we found was a spacious, tastefully decorated and fully equipped apartment located on a canal...
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    About this property
    Enjoy this bright modern first-floor 2 bedroom 2 bath apartment with both a living room and master bedroom opening onto a screened terrace/lanai. Steps from the lanai overlooking the Blue Point canal is the tropical heated pool. Conveniently located in the Royal Harbor neighborhood, you're just...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    North Naples
    2 Reviews
    3 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • Patio
    • Wi-Fi
    • DVD Player
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    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 27 February 2016
    This was by far the most well equipped condo we have ever rented anywhere in the country. The owner was extremly helpful, providing a pack and play , stroller, and even some...
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    About this property
    Walk into a beautiful , private screened courtyard as you enter the home. This is where we spend most of our time. You can bring the grill inside the courtyard and enjoy the entire day outdoors in total privacy!. The master bedroom with the king sized bed , high windows above provide the...
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    Location Information
    Naples, Southwest Gulf Coast 34109
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Naples Florida on the Gulf of Mexico, a paradise of sun. Our Old Lely Lake View Pool Villa it offers a real relaxing stay: just in the middle between Naples downtown and Marco Island, in the older and un-gated area of the famous Lely community. The one floor Villa offers free internet...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Shared Indoor Pool
    • Patio
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a fantastic, modern condo. Its layout and design resembles a New York loft with all of the benefits of the Florida sunshine! It is an open concept: kitchen, dining, living room, lanai. As well, it is no more than 20 steps to the pool and Jacuzzi. Kitchen is all new: high end appliance,...
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    Location Information
    Naples, Southwest Gulf Coast 34105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 December 2016
    As First time Snowbirds, we rented this home for two Winters and fell in love with this Quail Creek Village Golf Community. This home was the perfect rental. It is all one...
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    About this property
    Play golf at Quail Creek Village. The house is so relaxing. Bright and airy. Tastefully decorated. The kitchen is well equipped with all mod cons. There is a separate laundry room. The master bedroom has a California King bed and the bathroom has dual sinks. The walk-in shower is just great....
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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Balcony
    • Air Conditioning
    • Parking
    • Terrace
    • Private Garden
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 27 March 2017
    My wife was a bit skeptical of this rental, until we pulled into the driveway. Then she didn't want to leave! The property, while not fancy, is very clean and well maintained...
    Excellent of 5 bubbles
    Reviewed 11 July 2016
    We spent a very relaxing week at Sweet Bungalow. Karen, our host, was pleasant and helpful without being intrusive. A great place to stay for a couple looking for a private...
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    About this property
    Charming space, approx. 250 sf, including bathroom overlooks and includes covered veranda, with dining table and comfortable lounging. Views of old growth trees, terraced back yard, flowing canal and bamboo stand sooth the stresses away in this private bungalow suite, only 2 miles east of downtown...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Park Shore Resort, 1st Floor, Bldg. A ****May-Sept. 2017 Special- 15% OFF Base Rental Price! Must book before 7/31/2017. Park Shore Resorts prime location west of Hwy.41 (Tamiami Trail) is within close proximity to restaurants, shopping, and famous downtown Naples. There's even a local supermarket,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    North Naples
    3 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bermuda Bay is a beautiful 1,300 square foot condo located in the gated community of Bay Forest, which is on the west side of Vanderbilt Drive, between Wiggins Pass and Bonita Beach Road. This community features 4.5 miles of paved walking paths and a boardwalk that winds through the estuary to a...
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    Location Information
    Naples, Southwest Gulf Coast 34110
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Satellite TV
    • Air Conditioning
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 29 March 2017
    Charming English flavour cottage in Naples! Having lived in the UK and having visited B&B's in the English countryside I can confirm that Ian and Elizabeth offer a little slice...
    Excellent of 5 bubbles
    Reviewed 9 February 2017
    In an upscale quiet neighborhood close to many restaurants a couple of which are outstanding. The owners are a very nice couple who have come to Naples from England a few years...
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    About this property
    English husband/wife host in beautiful home on quiet Naples drive and 2 miles from beach. The rooms are exceptionally clean, nicely decorated and well furnished. Nutritious breakfast available daily during December to March inclusive. Breakfast is not available April to November unless by special...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Patio
    • Children's Pool
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    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 8 April 2015
    My family, including two small boys under 9, stayed at the Enclaves for two weeks in March. The condo was very spacious, well equipped, clean and maintained. There was...
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    About this property
    Only minutes from the pristine white sands of the Gulf of Mexico, The Enclave combines resort style amenities with a very convenient location. Our condo, which can sleep six, is situated at the heart of The Enclave has an open style concept with split bedrooms, each with a full bath, for maximum...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • DVD Player
    • Satellite TV
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 10 April 2016
    Our stay was most enjoyable. The home is so well maintained and comfortable in a quiet and friendly neighborhood. Our weather during March was perfect and enabled us to swim...
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    About this property
    The house is brand new and has just been finished and finally furnished in September 2015. It is located in Reflection Lakes, a gated community in the south-east of Naples. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of 2233 sq ft . It is...
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    Location Information
    Naples, Southwest Gulf Coast 34114
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Porch
    • Washer
    • Air Conditioning
    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 11 March 2016
    We have rented this property for the last two years and have been very satisfied with all that it has to offer. Convenient to beaches, shopping, restaurants and golf. Well...
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    About this property
    Paradise perfect second floor corner condo located in gated community offering private lanai with spectacular private lake view. Backs to tranquil preserve. Light and bright welcoming decor. Open floor plan perfect for entertaining with fully equipped kitchen. Relax at pool/jacuzzi, take short...
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    Location Information
    Naples, Southwest Gulf Coast 43110
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • DVD Player
    • Wi-Fi
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 February 2016
    Skip and Kathy provided us with everything we needed to feel comfortable in their condo from the moment we arrived, including a welcome basket with wine and directions to the...
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    About this property
    Accommodations: First Floor Condo, 2 Bedrooms + 2 Baths Winterpark is in an ideal location close to all the attractions Naples has to offer. Five minute drive to both the public beach on Gulf of Mexico with white sand and clean rest rooms, and 5th Avenue in historic Olde Naples with its trendy...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 22 December 2015
    Charmy,,lovely , modern and extraordinary equiped condo, very clean and organized. Extremly close to shopping and dining. 10 min to beaches. Very friendly host. 150...
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    Location Information
    Naples, Southwest Gulf Coast 34105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples
    6 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    • Washer
    • Patio
    • Porch
    • Satellite TV
    • Grill
    • DVD Player
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 10 March 2017
    Great house, very clean. Lots of helpful information. Nice location. Even a pass to the beach and a lovely bottle of wine and welcome note!
    Excellent of 5 bubbles
    Reviewed 7 August 2016
    Great relaxing place to stay in Naples Large clean home in Naples Park. Very comfortable king size bed Garage for car Four nice bike with locks to ride around in the park...
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    About this property
    Charming home with spacious floorplan and interesting architectural details. The master suite is separate from the other bedrooms for added privacy. There is also a living room as well as an additional separate den area. The home features a fantastic large screened-in lanai for breakfast or...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Grill
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    "NEW LISTING" ****May-Sept. 2017 Special- 15% Discount OFF Base Rental Price! Must book before 7/31/2017. 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....
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Falling Waters Beach Resort, conveniently located on the corner of hwy.41 and Collier Blvd. in South Naples, close to both Naples and Marco Island's many restaurants, shops, and gorgeous white sand beaches. This tropical paradise awaits the most discerning traveler. Incredible water and...
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    Naples, Southwest Gulf Coast 34114
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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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