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Holiday Rentals, Apartments and Homes in Naples, FL

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    New to NaplesFloridaVacationHomes, the Catina Golf Condo at the Lely Resort is Ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and the Mustang golf course (designed by Lee Trevino), from our property’s front door, you will find yourself just... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Just listed in September by new owners! This beautiful property was never rented before. Fresh paint all over the house, brand new modern and comfortable furniture and electronics; multiple additional upgrades. Welcome to a gorgeous 2,350 sqf bungalow single family home conveniently located in... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a 2 bed, 2 bath, 1 den, sleeps 6, 1500 sq ft., first floor condo located in Stratford Place, Naples, FL, a gated community. Perfect for snow birds but is available during summer and fall months as well. Approximately two miles from the beach. Backs up to wetlands providing privacy for those... View all property information
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    Naples, Southwest Gulf Coast
    1 / 22
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Naples Bath & Tennis Club is a gorgeous gated community located on 20 acres of natural lakes nestled amongst lush landscaping. A two mile loop around the community is perfect for quiet walks with its quaint bridges and charming lake views. Our lakeside, ground floor ,2 bedroom 2 bath, 1500 sq. ft... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 30
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Experience fabulous sunsets over the lake from your private patio and pool in conveniently located gated community, Briarwood, only 5 miles from the gulf coast's best beaches. Newly remodeled, stylish yet comfortable, family home equipped with everything you need for making this vacation your best... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 30
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    This soul soothing spacious (1350 square feet) condo has it all. Turn-key 2 story attached town home professionally decorated 2 Bedrooms + Den, 2 full baths + Powder room (Sleeps 5 ) Remodeled kitchen with new appliances and fully stocked with everything you need to prepare meals and entertain.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Lovely 3 bedroom pool home on a quiet street. Sleeps for 6 people . Each room has king size bed. Beautiful spacious outdoor area with solar heating pool and sauna.The house is located close to the Naples beaches and unique 5th Ave. and 7th holes public Hibiscus Golf Club. Newly remodeled home with... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 6
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Centrally located in Naples Florida our home is just a few minutes drive to beautiful white sandy beaches and the upscale downtown. Part of the Royal Park Villa Community which is made up of 60 self contained bungalow homes you will find all you need in our two bedroom / two bathroom home. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 terrace/lanai overlooking Bluepoint Canal in the beautiful Royal Harbor area.<BR> Private and friendly, the complex is just two small buildings with 16 apartments... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    4.5 of 5 stars (6) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Luxuriously appointed 1 bedroom condo with pull-out sofa in living room. This condo is fully equipped and is located on the property of the Park Shore Resort. All amenities of the resort are at your fingertips! Close to shopping, dining and recreation. About one mile to Clam Pass beach. View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 45
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    CHECKS OR MONEY ORDERS ONLY! "SORRY NO CREDIT CARDS".PRICES MAY VARY!! FRESHLY PAINTED!! This UNIQUE LOCATION ON 5TH AVENUE AND ONE BLOCK TO BEACH and NEAR OCEAN!!! . BRAND NEW LIVING ROOM FURNITURE Rare Location !!! Weekly rental available! New wall mounted 55" HDTV and Blu-ray player.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Sauna
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    • Waterfront
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    • Private Indoor Pool
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    LONG TERM RENTAL POSSIBLE. PLEASE INQUIRE ABOUT DISCOUNTED RATES FOR LONGER STAYS AND SPECIAL PRICES FOR OFF-PEAK DATES If you want LUXURY pure this is the one for you! Many people rent this one for special occasions as it is located in one of Miami's new hot spots: the ICON now with the brandnew... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    We recently purchased, refurbished and lovingly decorated our place in the sun. This intimate condo community is surrounded by beautifully landscaped walking paths and features a heated pool, hot tub and club house. Easy first floor living. 2 bedrooms, 2 full bathrooms and 2 lanais. Large Master... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    5 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    This stunning three story house with 5 bedrooms (3 kings, 2 queens) and 6 baths is located in Naples in a quiet street of large exclusive homes minutes away from the Ritz Carlton Hotel. It has southern exposure. The entire home has been furnished and decorated by a professional interior designer... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Relaxing water-views from this elegant Pelican Marsh-Island Cove guard gated Golf, Tennis and Fitness community single family home. You will love this very light and cozy Florida stylehome. The community pool with spa, fitness, sauna and social room is just steps across the street. The larger... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
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    • Pet-friendly
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    • x
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    • x
    About this property
    Condo for rent in beautiful Naples, FL. Less than 10 minutes to tropical downtown Naples (5th Ave. & 3rd St.) & world renowned Naples beaches. The Enclave offers a gorgeous pool, jacuzzi, fitness room, tennis courts, squash/racquetball court & a billard room. There is a minimum of one month... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    5 of 5 stars (15) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    This is a magnificent, tropical home very close to downtown Naples and the beaches. The list of upgrades is truly stunning. Granite and hickory kitchen, soaring ceilings, hardwood and tiled floors, luxury linen and towels. The superb lanai is a particular feature, with comfortable seating and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    The heart of Old Naples next to Tin City and 3 blocks to 5th Ave. Best beaches within 5 minutes. Updated condo with everything you need for a fantastic vacation. Condo has 2 bedrooms and 2 baths and walking distance to great dining art galleries and superb shopping. Come enjoy Paradise and be close... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 3... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The Vista Vacation Rental is a privately owned townhouse. This two story unit boasts 1700 square feet with, 2 Bedrooms/2.5 Bath and den which allows 4 to sleep comfortably. (Master bedroom/queen bed, guest bedroom/twin trundle bed that converts to a queen). The den has a futon for that extra... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 36
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This gorgeous high spec 2000 sq ft 2 bedroom, 2 bathroom house in East Naples has been completely remodeled in 2015. Situated in the exclusive Woodlands development in Kings Lake, Naples, this bright, beautiful Florida home is available for rental from October 2015. The Woodlands is the jewel in... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    29700 Sq. ft. home Hot tub, TV on The lanai, Sound System Outside, Back of the house is mostly Glass you can see the pool from 4 rooms . There is a large dinning area also a smaller dinette set in the kitchen. It is in a gated community with a golf coarse you can transfer my golf Privileges. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Wonderful 3 bedroom/ 2 bathroom home in a lovely neighborhood. Unwind in your very own private swimming pool or take a walk on the winding trails provided. The gated community of Briarwood is located close to Naples beaches, Fifth Ave South & the Third Street South shopping district. It offers... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Westlake Villa offers guests a lovely comfortable vacation home full of old Naples charm. It has 3 bedrooms, the master suite with king sized bed is en-suite and has a flat screen TV. The queen has a flat screen tv and twin room has a dvd flat screen tv, there is a 2nd full bathroom with... View all property information
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    Naples, Southwest Gulf Coast
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    This beautiful vacation home sits on 99th Avenue in Naples Park, making it walking/biking distance from Vanderbilt Beach, Whole Foods, Mercato, Pelican Bay public park, and other places. If driving, just minutes to many other prime attractions. Save on parking at the beach and enjoy the amazing... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Breathtaking unobstructed Gulf and beach views from this absolutely immaculate residence in one of Naples' most prestigious communities! Furnished in a Florida style decor with light colors throughout. Marble flooring throughout all living areas with ivory carpeting in the bedrooms. Living room... View all property information
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    Naples, Southwest Gulf Coast
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Furnished and decorated to the highest standards and sleeping 6 people comfortably, the accommodation includes three bedrooms plus a den converted to make further bedroom if required to sleep 8, bathroom with vanity units, fully equipped kitchen with table and breakfast bar, lounge and formal... View all property information
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    Naples, Southwest Gulf Coast
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Luxury self catering accommodation situated within the exclusive and beautiful Lely golf resort in Naples, Florida. Green links provides an ideal year round holiday location for those who are looking for a affordable luxury condominiums in Naples. Green links has its own Clubhouse including gym,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Amazingly beautiful coach home with private entrance. Located on 2nd floor. Lovingly decorated and spotlessly clean. You'll want to come again and again to spend your vacation. At Piper's Grove you'll enjoy an active lifestyle. There are 3 swimming pools, a hot tub, including a lap pool, a... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    4.5 of 5 stars (6) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Briarwood is located off of Radio Road, east of Livingston Road and West of Interstate 75. Briarwood is a gated community that is minutes from Naples beaches, Third Street, and Fifth Avenue shopping district. This community offers conventional amenities that include a heated pool, clubhouse, tennis... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    It is quiet and has a great pool area outside that people enjoy as all the guests so far are returning this year again . I have been lucky to get such get reviews on how nice it is, I have three flat screen TV's as well as internet and cable. It is close to downtown Naples and close to shopping... View all property information
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    Naples, Southwest Gulf Coast
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    This condo is located in Falling Waters, a tropical development close to all that Naples has to offer. This luxurious two bedroom two bathroom condo is furnished to the highest standards and offers the luxury of an outside kitchen. It is meticulously maintained and has many return guests. The... View all property information
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    Naples, Southwest Gulf Coast
    1 / 17
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    Naples, Southwest Gulf Coast
    1 / 29
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Amidst the balmy temperatures and tropical breezes of Naples, is a quaint neighborhood referred to as Naples Park. Nestled in among the multi-million dollar homes and condos you'll find this elegant, newer built home at 725-95th Avenue North. Naples is a place bordered by the gentle waters of the... View all property information
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    Naples, Southwest Gulf Coast
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Spacious and inviting private home in beautiful Lely Resort. Open floor plan allows sunning and splashing in the pool while watching TV or enjoying the company of those at the breakfast bar. Huge living room with HDTV, stereo, game cabinet and sofa sleeper. Huge master bedroom with king bed and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    New professionally decorated and beautifully furnished ground-floor Veranda home with premium location on the 11th hole of Arthur Hill's TPC Treviso Bay golf course. With it's magnificent views of the 11th fairway from a private lanai, this home is truly a golfer's dream! Your stay includes an... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • Internet Access
    • Terrace
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    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Our second floor Messina at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near a scenic lake. New to NaplesFloridaVacationHomes, the Messina is ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Balcony
    • Secure Parking
    • Washer
    • Terrace
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Condo in the typical Florida style for a relaxing holiday. 2 bed room, living, dining area with open kitchen, wet bar, 2 walk in closets, large balcony facing west with view to the Wiggins pass and boats. Elevator to the third floor. In upscale North Naples, minutes to the Wiggins Pass beach, all... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Patio
    • Private Outdoor...
    • Satellite TV
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    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Private Outdoor...
    • Wi-Fi
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Greenlinks 1414 is a luxury renovated Greenlinks Golf Villa, offered for rental exclusively through The Holiday Life! Greenlinks at Lely Resort was designed as a tropical haven for golf enthusiasts, complete with plenty of features to keep non-golfers happy too! Unit 1414 is a 2 bedroom, 2 bath... View all property information
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    Naples, Southwest Gulf Coast
    1 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Garden
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Property Information: You will appreciate this immaculate and updated first floor condo in the highly desired community of Emerald Greens. The privately gated courtyard is professionally landscaped and tastefully appointed. Brand new 26 x 13 designer porcelain tile has just been installed... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Satellite TV
    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    BRIARWOOD villa, yet another beautiful, well kept home in the heart of Naples offers both superb accommodation, great south facing views, privacy, security and close proximity to heart of Old Naples. This spacious 4 bed 3 bath home is within the community of Briarwood , an extremely popular gated... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool...
    • Terrace
    • Hot Tub
    • Balcony
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nice condo, new furniture, well equiped, view to the lake. 4 pools, tennis court, lanai. Near to the beach, shops and restaurants. Remodeled. Nice neightborhood. Quiet snd nice. Green Only you nedd us your teethbruch. You can n see the view to the Lake from the lanai and from the bedrooms. Nice... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Internet Access
    • DVD Player
    • Patio
    • Parking
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Welcome to the Paradise Coast! Terrific 2 bedroom, 2 bath, 1.5 car attached garage Golf View Villa in Heritage Greens famous Arrowhead Golf Course. ONLY minutes to shopping, theaters, and the pristine white sand beaches of Naples. Fully furnished and equipped for your enjoyment and convenience. 2... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    BLUE HERON BREEZE at Briarwood which is located off of Radio Road, east of Livingston Road and West of Interstate 75. Briarwood is a gated community that is minutes from Naples beaches, Third Street, and Fifth Avenue shopping district. This community offers conventional amenities that include a... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 26
    5 of 5 stars (14) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    • Satellite TV
    • Secure Parking
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Conway House is a fantastic family holiday home situated in a private location in old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a lagoon. The villa is single story and is very... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    5 of 5 stars (3) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Briarwood is located off of Radio Road, east of Livingston Road and West of Interstate 75. Briarwood is a gated community that is minutes from Naples beaches, Third Street, and Fifth Avenue shopping district. This community offers conventional amenities that include a heated pool, clubhouse, tennis... View all property information
    Location Information
    Naples, Southwest Gulf Coast