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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.
    1 / 19
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
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    Naples, Southwest Gulf Coast 34104
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    AVAILABLE April 10th and after. Beautiful 2/2 BELLINI MODEL IN TREVISO!!! Within prestigious Treviso Bay, this 2/2 condo comes with all the amenities this community has to offer. Brand new Championship Club has a state of the art fitness center, a Tiki bar, beautiful resort style pool with a... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Glades Country&Golf Club 1500 sq ft, 2 Bed 2 Bath, 2nd floor end unit with quiet lush palm views . *Large Living room, dining area, eat in kitchen. *2 queen beds in master, 2 twins in 2nd bedroom which convert to king . All beds and bedding are new. *Large furnished Screened-in lanai *WIFI and... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    Stunning beach views! Situated on a quiet part of Vanderbilt Beach, this luxury condominium offers 2 bedrooms and 2 baths overlooking the Gulf of Mexico. Beautifully furnished with laundry in residence, designated parking, gated entry, small building. Pool jacuzzi, tennis court and an endless... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 41
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    WATERFRONT-SOUTHERN EXPOSURE-GULF ACCESS - Vanderbilt Beach voted #5 in US News' Most Relaxing Beaches for 2011. Voted #2 in Coastal Living's Happiest SeasideTowns. TripAdvisor's Travelers' Choice 2011 Awards Top 25 Beaches in US. THIS SUN FILLED HOME WAS RENOVATED IN DECEMBER 2009. A new... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    BEAUTIFUL 2/2 FIRST FLOOR CONDO WITH GOLF IN TREVISO BAY!!! This condo is stunning and has it all! Relaxing lake view, tile throughout, granite counter tops, stainless steel appliances, washer & dryer in the unit! This condo is more than accommodating with access to all of the amenities Treviso Bay... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Waterfront view. Private cul de sac location. Community pool with hot tub and waterfalls and many sports....tennis, rolller blading, bocci ball, arcade room. Water aerobics. Close to airport, outlet malls, beaches, movies and a variety of restaurants. Brand new furniture with 48" big screen... View all property information
    Location Information
    Naples, Southwest Gulf Coast 33928
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    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    AVAILABLE for April 2017 and after, 2/2+Dinette Bellini Condo in Treviso Bay!! First floor unit with STUNNING lake view! King in the master and Queen in the Guest! This is condo has the Social Membership, which allows renters access to all the wonderful amenities that the Rilisarre Club offers;... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful and spacious condo built in 1997 in the quiet complex of Falling Water Beach Resort in Naples Florida. Located at the intersection of Collier and Tamiami, 15 minutes drive from the beaches and restaurants of downtown (5th ave.) Of Naples and 10 minutes from Marco Island. Huge veranda with... View all property information
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    Naples, Southwest Gulf Coast 34114
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Opportunity to have your very own private golf membership at beautiful Forest Glen. Play 18 holes at the very popular course at Forest Glen for just a cart fee, after transferring the membership! The amenities are endless, gated community offering 18 hole golf course, nice community pool,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 18
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Fantastic newly built and professionally decorated designer gem in Vanderbilt Beach/Naples Park.You will love this very light, sleek and 2015 newly constructed executive style pool home in biking distance to famous uptown Vanderbilt Beach.Mercato and Waterside Shops fine dining & shopping as well... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 20
    3 of 5 bubbles (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Lovely lake-view pool house in Briarwood community. Briarwood is located off of Radio Rd, east of Livingston Rd and west of Interstate 75. Briarwood is a gated community that is minutes from Naples beaches, Third Street and Fifth Avenue shopping district. The community offers conventional amenities... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Available from October 9th and after, golf included with a one time transfer fee! Beautiful 2BR/2BA + Den Turnkey furnished "Berkshire" model end unit with eat-in kitchen and all the comfort you will need for a carefree winter getaway. Enjoy serene lake and golf course views from your screened in... View all property information
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    Naples, Southwest Gulf Coast 34114
    1 / 45
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    NEW AND CLEAN...WALKING DISTANCE TO THE BEACH...ONE 25 LB PET ALLOWED…PRICED AT 50% OFF SEASONAL RATES FOR MONTHLY STAYS MAY 9TH THROUGH NOV 30TH 2017...ONLY $1990 PER MONTH PLUS FEES AND TAXES, WEEKLY RATES 1200 + FEES AND TAXES...SAVE ON 12-29 DAY STAYS- WILL DISCOUNT TO $1990 MONTHLY RATE. This... View all property information
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    Naples, Southwest Gulf Coast 34110
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 bedroom, 2 bathroom condo, located in 55+ retirement community.(One person renting must be 55 or older) Recently re-decorated with new laminate floors. Lots of activities as part of the association. TV in bedroom (32in.) and living room (50in.). Includes free Wi-Fi and US phone calls.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34116
    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    HOUSEKEEPING, SHUTTLE SERVICE AROUND THE AREA, 5 HEATED SWIMMING POOLS, JACUZZI, SPA AND HEALTH CENTER, TENNIS COURTS Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 18
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Walk or Bike to the Beaches. This lovely two bedroom is absolutely adorable and charming. This home doesn't disappoint, it has an incredible setup! The home has a wonderful lanai and front porch, leading into a large fenced backyard. The home is New to the rental market, this freshly remodeled,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    1 / 29
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Children's Pool
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    Coach Home with 2110 square feet. This second floor coach home has 3 spacious bedrooms, 2 bathrooms and a 3 car attached garage. This coach home is perfect for entertaining guests Golf included - pay $25 cart fee when you play. Brand new Champions Clubhouse will include community pool, fitness,... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    This tastefully decorated, non-smoking unit is nestled between Naples Bay, The Gordon River, Bay Front Condos and Tin City. This unit is completely remodeled with Maple, mocha glazed cabinets, stainless steel appliances, and Venetian Gold granite countertops. This relaxing oasis is located just 1... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 76
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Set within Sea lover's paradise, Pavilion Club is one of beautiful Naples hidden gem. Situated on a west of 41 or the Tamiami Trail, just a mile to the beautiful Vanderbilt Beach, it is indeed a desirable neighborhood. It is a small gated community, very quiet neighborhood with a pool and a cabana... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    ****April 2017 Special: 20% Discount OFF Base Rental Price! ****May 2017 Special: 15% Discount OFF Base Rental Price! **The Owner is willing to consider rentals of less than 28 nights, but not less than 14 nights. Nights must be in the same month as Owners will have to block out the entire month.... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 35
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    * PLEASE SEND AN INQUIRY FIRST PRIOR TO REQUESTING A RESERVATION. VIEWS, VIEWS, VIEWS! The view alone from this unit should do it, but there’s more. This unit is in an most desirable location, in the famed Park Shore Resort in Naples. It is a AAA-3-Diamond resort with heated pool, hot tub, tennis,... View all property information
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    Naples, Southwest Gulf Coast 34103
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
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    About this property
    Highly desirable single family Coastal Cottage in North Naples, west of US-41, perfect for families and couples, for much less than a hotel!!! Single family home near the beach, enjoy the privacy of your own home with 2 bedrooms and 1 bathroom, full kitchen, washer/dryer, dining room table with... View all property information
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    Naples, Southwest Gulf Coast 34108
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 shower.... View all property information
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    Naples, Southwest Gulf Coast 34105
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    PET FRIENDLY COACH HOME AVAILABLE 2017 WINTER SEASON!!! Turnkey Coach Home Vacation Rental-The coach home is a 1933 sq. ft. beauty with a 2-car garage and a super lake view. First floor end unit with 2 bedrooms, 2 baths, golf included for tenants (with $25 cart fee) on the TPC Championship Golf... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    SHUTTLE SERVICE AROUND THE AREA, 5 HEATED SWIMMING POOLS, JACUZZI, SPA AND HEALTH CENTER, TENNIS COURTS Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hotel. If... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 6
    5 of 5 bubbles (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
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    Naples, Southwest Gulf Coast 34112
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Available January 2017 Season with Golf transfer included! Enjoy breathtaking sunsets from your balcony in this 2BR/2BA + Dinette turnkey furnished Bellini model condo! Gorgeous lake and golf course views from this perfectly situated 2nd floor condo, with a wonderful floor plan and all the comfort... View all property information
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    Naples, Southwest Gulf Coast 34135
    1 / 19
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    LAST MINUTE AVAILABILITY XMAS & NY!!! ALSO 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... View all property information
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    Naples, Southwest Gulf Coast 33131
    1 / 28
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    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, pharmacy, and post office just across the street. This sought after community is also convenient for walking, biking, or... View all property information
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    Naples, Southwest Gulf Coast 34103
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful Like New 2/2 Bellini model available April and off season. This condo has gorgeous preserve and lake views located in Treviso Bay minutes from downtown Naples and beautiful white sandy beaches. The condo offers granite in the kitchen, stainless steel appliances, tile floors, crown molding... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our Vacationhome in Naples Our well-planed house has a lot of retreats, because the masterbedroom with its own Bathroom and its own door to the pool is divorced of the other Bedrooms by the livingroom and the kitchen, so that you could easily live there with friends and other families. Our... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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,... View all property information
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    Naples, Southwest Gulf Coast 34102
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Vacation in a Spacious 2BR/2BA plus den condo in Naples, Florida at Pelican Marsh! Charming, well maintained community located in the heart of Naples. 1720 sq feet or 156 square meters. 2015 Sony HD TV 55" with audio system Netflix and other smart TV apps Indulge in the Pelican Marsh community... View all property information
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    Naples, Southwest Gulf Coast 34119
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    Naples, Southwest Gulf Coast 34104
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    Property is available for 90 days starting January 1, 2017 through April 15, 2017. Located off of quiet Vanderbilt Road in Naples, Florida, south of Bonita Beach Road, north of Wiggins Pass Road, and west of 41. The home has quick and easy access to three great beaches: Bonita Beach,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Modern Luxury meets privacy and bay views! Heated screened pool; Walk to 5th Ave and the Beach This property must be rented on a monthly basis except for 3 times a year. Should you be interested in a a shorter term and we still have that as an option please call Oceanside Rentals or send an... View all property information
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    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Wonderful lake-view pool home in beautiful Crown Point. You will love this cozy family home in close distance to famous Firth Avenue and Third Street. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet Estate neighborhood. Tennis... View all property information
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    Naples, Southwest Gulf Coast 34112
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Great location! Close by beaches. Shopping, & dining. Gated and secure community, located in the desirable Villages of Monteray! Very family friendly, resort setting. Private driveway. In ground pool, ranch style home. Secure gated entry. Community gym, tennis courts, children's playground, and... View all property information
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    Naples, Southwest Gulf Coast 34109
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    STILL AVIALABLE JAN 2017!!! This is an absolutely STUNNING Bougenvilla model home! This unit has all the upgrades! PROFESSIONALLY DECORATED! Private Pool, Spa, Bar-b-que Grill. 3 Bedrooms. 3 Full Bathrooms. Full Den. This unit also comes with the golf membership available for transfer. Once... View all property information
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    Naples, Southwest Gulf Coast 34113
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Beautiful, new construction, large, 2 story home, high ceilings, featuring a screened lanai with heated pool, spa, outdoor shower, outdoor kitchen, grill and dining area. 4 bedrooms plus sleeping den. 2 king beds, 1 queen bed, 1 full, 1 twin and a queen size sleeper sofa. Beautiful cherry wood... View all property information
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    Naples, Southwest Gulf Coast 34108
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    SPECIAL OFF-SEASON RATE- Lease from May to Dec 2017 at $2500 per month (plus fees). Beautiful second floor 2/2 condo off Gulf Shore Blvd N. Stunning Bay views! Newer Kitchen! Washer/Dryer in unit. Basic cable and internet included! Beautiful pool and tiki bar area! Close to downtown, shopping... View all property information
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    Naples, Southwest Gulf Coast 34102
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to feel yourself like home, not like in a hotel. If you have many people in your party, or want to have some privacy from your friends or kids - this great... View all property information
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    Naples, Southwest Gulf Coast 34102
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    Park Shore Resorts prime location West of Hwy 41(Tamiami Trail) is within close proximity to restaurants, shopping, & famous downtown Naples. This sought after community is also convenient for walking, biking, or driving to nearby Clam Pass beach. The resort offers free WiFi inside and outside the... View all property information
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    Naples, Southwest Gulf Coast 34103
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    Beautiful Ideal location - 1 mile to beaches, downtown, dining, entertainment. Bright corner unit, turnkey furnished unit: Kitchen utensils, cooking equipment, Oven, Fridge, Microwave, toaster oven, coffee maker, bedding, towels, and much more Spectacular views of pool, fountain lighted at... View all property information
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    Naples, Southwest Gulf Coast 34103
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    DREAMING OF RELAXING TIME in beautiful Naples? STOP LOOKING as this magnificent RENOVATED villa is PERFECT for you! Situated in a secured gated community of Briarwood, only 5-10 minutes to pristine white-sand Gulf beaches and other Naples attractions, this nicely appointed, renovated villa... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104