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Holiday Rentals 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 / 35
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 19
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 30
    4 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    No Hidden Fees. Pool heat included. Delnor-Wiggins State park pass included for your convenience. 3 bedroom 2 bath house. Great house located within walking distance to the Vanderbilt Beach near the Ritz Carlton Hotel and Delnor-Wiggins State park beach rated one of the top 10 beaches in USA.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This is a newly remodeled condo, located in a friendly community near miles of the prettiest beaches in America. Conveniently found minutes from great shopping & great restaurants yet still in a quiet setting. Naples is the address, yet Marco Island is just 4 miles away. So, you'll be close to... View all property information
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    Naples, Southwest Gulf Coast 34114
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This two bedroom plus den condo is located off of Collier Road just south of I-75. It is on the 5th green of the Arthur Hills designed Forest Glen Golf and Country Club.It has 1557 square feet of air conditioned luxury. All new paint and furnishings in April 2013. There is a King bed in the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 24
    3 Bedrooms, Sleeps 8 | Quick View
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    About this property
    Our Villa is a luxury home, with full air conditioning set in the small-gated community situated within Lely Resort Golf and Country Club, Just minutes from beautiful beaches, Fifth Avenue shops, Naples Pier, Marco Island, World Class Golf Courses, and numerous fine dining establishments. Furnished... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 26
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
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    About this property
    A great vacation condo located in the Enclave at Naples, just minutes (7 miles) of the white sandy beaches that stretch along the Gulf of Mexico. The Enclave at Naples is a well maintained gated property, off of Davis Blvd, near Interstate 75. It is only thirty minutes away from the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    New on Flipkey, thus, no reviews yet. - Be the first. LOCATION, LOCATION, LOCATION -. Located just off 5th S. in Olde Naples, across the street from the brand new Hyatt House Naples/5th Avenue. Could you ask for a better location. It is on the water, with spectacular views and it is decorated in... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    1 / 26
    5 of 5 stars (14) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 34102
    1 / 31
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Naples Florida Vacation Homes' Neapolitan home is a beautiful, newly built holiday villa with sleeping room for 2-8. This vacation home features modern furnishings, private pool and is just a short walk to world-renowned Vanderbilt Beach and Delnor-Wiggins Pass State Park. Naples Florida... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 118
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This is one of the largest homes offered in Naples. With its Gourmet kitchen and multi-dining areas, game room, fireplace, 2 living rooms, heated pool 2 Jacuzzi's, 5 bathrooms, a multi-generation of guests never feels crowded. The pool area and balcony faces west over La Playa Golf Course so... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 9
    5 of 5 stars (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Walking distance to the beach and 5th Avenue in Olde Naples, Florida. Located in residential area of multi-million dollar homes. Only 14 units, super quiet. Plenty of parking, but you don't even need a car, walk to everything. All units overlook courtyard where pool & spa is located. View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Come enjoy our relaxed life style at our beautiful Key West style home here in sunny Naples. Our Old Naples location has so much to offer. Our home is located right off 41 and Pine Ridge Rd with Clam pass beach with a tram and a boardwalk right across the street. Also the high end Waterside Shoppes... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Whether you like to swim, walk, or just kicking back to relax, our home is for you! Our 3 bedroom, 3 bath, luxurious home is professionally decorated and will accommodate your entire family, and it's all located less than 1 mile to either Vanderbilt Beach and The Mercato in the quaint and quiet... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Sea Chase - The Jewel of Vanderbilt Beach Breathtaking sunsets are just the beginning of this newer and most sought after Beachfront Rental on Vanderbilt Beach. If you are looking for a Ritz Carlton class holiday at a fraction of the price then Surf On Over. Yes, we are situated on the same... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 20
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Tivoli set on the pristine Briarwood community 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... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Come and enjoy the most relaxing place to visit . Beautiful Naples Florida right on the Gulf of Mexico, wake up to white sandy beaches , calming blue waters on the pristine Gulf of Mexico . Relax on the Balcony from the screened in sitting area ,watch the dolphins play in front of home, manatees... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 20
    5 of 5 stars (15) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    We have two air-conditioned units on the 1st floor of a 4 floor building. Identical in layout. No stairs! The complex has its own, heated swimming pool and hot tub. Shopping at the local supermarket is within a short walk. Lely resort offers two public golf courses. Close to Naples and Marco... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Attention! Totally redesigned in July 2014! Best mint condition South facing 4-BR/3-BA pool home in the upscale new development section showing owners pride. Lovely Chamberlain floor plan with best Southwest sun exposure. Additional privacy low maintenance landscaping enhances outdoor living... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Stunning 2 bed 2 bath condo in gated community of Forest Glen. Granite counters, stainless appliances, remodeled throughout!!! Full golf membership is able to be transferred for a minimal fee making this a golfer's paradise! Opportunity to have your very own private golf membership at beautiful... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 20
    4.5 of 5 stars (6) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
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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 34104
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This newly constructed villa boasts 12-foot ceilings, luxury finishings, and a private courtyard with an in-ground heated pool and jacuzzi. With 4 bedrooms and 3.5 bathrooms, this bright, modern home is perfect for a family getaway, golf groups, retreats, couples getaways, bachelor(ette)... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    About this property
    Great location, 5 minute walk to Vanderbilt Beach. 3 bedroom, 2 bath, freshly updated 3rd floor end unit condo has 2 pools, hot tub, grill, exercise room. Within walking distance to the Ritz, Turtle Club, Baleens and other restaurants. Washer, dryer and all new stainless appliances. Gated, 5... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 25
    5 of 5 stars (1) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Welcome to our Naples Vacation Home located in a walking distance to Vanderbilt beach. Our home is newly renovated and it has 5 bedrooms and 3.5 bathrooms. It has a south facing heated pool and lanai. It is a paradise for a large groups and family reunions (up to 14 sleeping places). Our... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 26
    5 of 5 stars (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    The SandCastle Beach House, in the heart of Naples in Coquina Sands, less than three blocks to the beautiful beaches and refreshing waters of the Gulf of Mexico and Lowdermilk Beach Park and just steps to Olde Naples, an absolutely gorgeous, luxurious, open and inviting, turn-key custom built home... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Children's Pool
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    About this property
    Welcome to our beautifully decorated 2 bedroom / 2 bathroom condominium! Our master bedroom features an en-suite with separate jetted tub and shower, granite counter-tops. The unit is located in one of the best locations in the complex away from any street noise and enjoys views of the quiet... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beautifully decorated, fully furnished 2BD/2BA third floor condo unit on the Gordon Lewis championship golf course community of Cypress Woods Golf & Country Club. Play golf to your heart's content and enjoy the gorgeous views of the sparkling lake and the fairway and green of the 17th hole. With a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Do you want to Vacation in Naples? Do you need an apartment for a short term rental. Great Beaches, Golf, Restaurants, Shopping and much, much more. Monthly rental of a 3rd floor Condo (no elevator) that is fully furnished, 2 Bedroom, 2 bath, sleeps 6, w/Vaulted Ceilings and Lanai. 2015 Rental... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    SUMMER SPECIAL RATE!!! $850 per week plus tax & cleaning. Located in the desirable neighborhood of Naples Park, this lovely detached villa is close to the very best that beautiful Naples has to offer. You are a 20 minute walk to Naples beautiful white sand beaches & very close to the fabulous... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 19
    5 of 5 stars (2) Excellent
    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 34104
    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 18
    4 of 5 stars (2) 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 34104
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Looking for a beautiful, clean, well furnished condo? Look no further. This 2 bedroom,2 bath condo is fully furnished and recently renovated. Gorgeous Lake View that you will enjoy while sitting on the screened in Linai. 2 Pools, Tennis Courts. Community Center activities. 1 parking, all... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 24
    3 Bedrooms, 7 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Gorgeous 3 bedroom, 2.5 bath on the 8th floor of the Lesina building with stunning views of the 10,000 Islands. Beautifully remodeled and newly furnished throughout. An open floor plan allows for easy conversation and the large sliders provide spectacular views all day long. The Master bedroom... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Newly decorated, tastefully furnished and fully equipped condo in the gated community of St. Croix at Pelican Marsh. This southwest exposure lakeview condo boasts 2 bedrooms with luxurious new queen beds and 2 full baths in a split layout, making it convenient and private for 2 couples. For your... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Perfect family vacation home in beautiful Lely golf community. Our home is professionally decorated and furnished with family in mind. The home includes 3 tv's with dvd's, beach towels, multiple beach chairs, umbrellas, beach toys, skim boards, 4 bikes and fishing poles. Enjoy Marco or... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Patio
    • Hot Tub
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    5 STAR HOME YOUR HOME AWAY FROM HOME FOR QUALITY AND PRICING WELCOME TO NAPLES - 1 MILE FROM WORLD RENOWNED VANDERBILT BEACH !! BEAUTIFUL WHITE SANDS AND THE GULF OF MEXICO. NAPLES A COMMUNITY WHERE BEACHES AND LIFESTYLE CENTERS, RESTAURANTS AND ALL AMENITIES ARE JUST A MILE AWAY. IF YOU... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Porch
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    • Air Conditioning
    • Parking
    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to fabulous Naples Golf Club. Very private,bright and clean, one floor, 2 Bedroom, 2 Bathroom, 1300 air conditioned sq. ft., fully furnished, in the private area of Glades Country Club. The kitchen has been remodelled. Well stocked with small appliances and cooking utensils for all... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 34
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Extraordinary cottage-style home with modern amenities in a fantastic location in the heart of Old Naples. Walk just one block to fine dining and shopping on 5th and 3rd Avenue and two short blocks to the beautiful white sand beach. With about 4600 square feet of living space you and your guests... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Welcome to our beautifully decorated 3 bedroom / 2 bathroom condominium! Our master bedroom features an en-suite with separate jetted tub and shower, granite counter-tops. The unit is located near the Club facilities and has quick access to the 5 pools, spa, workout facilities and of course the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Hot Tub
    • Porch
    • Parking
    • Air Conditioning
    • Children's Pool
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    TREVEISO BAY GOLF SPECIAL MAY-OCTOBER !! PLAY TREVISO BAY AND ALL LOCAL COURSES FOR ONLY THE CART FEE<BR><BR>Rent our beautiful end unit and we will pay for your golf transfer fees.<BR>We will transfer our full golf membership that includes unlimited golf with greens fees included. You only have... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Washer
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    • DVD Player
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This lovely 3 bedroom 2 bath home is situated on a beautiful lake in the gated community of Briarwood at Livingston Road and Radio Road. It has 3 bedrooms (2 kings and a queen sofa bed), two baths, beautiful fully furnished kitchen, 2 car garage and washer and dryer. The heated pool and lanai face... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Waterfront
    • Patio
    • DVD Player
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    • Washer
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Thispool home is perfect for a relaxing stay in Naples. One of the best locations in Naples, as you can walk to everything, including Vanderbilt Beach, The Mercato and The Ritz. . This a private, single family home, with 3 bedrooms and 2 baths, with preferred southern exposure. The master suite... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    • Parking
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    2 bedroom, 2 bathroom, first floor condo at Falling Waters. Our condo is the closest in the community to the pool and clubhouse. We have the most gorgeous view of the tropical pool area from the master bedroom. Two lovely lanais with ceiling fans serve as a great place to eat meals. We have... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Washer
    • Patio
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    You can walk to the golf course when you stay at Greenlinks! This beautiful and spacious 2-bedroom, 2 bath condominium is perfect for your next vacation getaway. Greenlinks Golf Resort is a first-class property situated within the prestigious Lely Resort Golf and Country Club - it is the ONLY... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 29
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Washer
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    • Waterfront
    • Patio
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    • Satellite TV
    • Private Outdoor...
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    WATERFRONT property with a spectacular view! This 6 bedroom waterfront home with expansive views sleeps 14 and offers endless fun for your vacationing pleasure. Dolphin watching, fishing and boating right from your very own back yard. Enjoy popular nearby Vanderbilt Beach and The Mercato from this... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 53
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • DVD Player
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Villa is located in Briarwood a beautifully maintained gated community in Naples. The 4 bedroom and 3 bathroom salt water pool home with a lake view is a favorite for all. Our home has a specious open floor plan to comfortably accommodate 8 guests. The lake can be viewed from almost every... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 21
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Parking
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Balcony
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spacious condo in beautiful Naples FL. Five minutes from Marco Island and 15 minutes from charming Old Naples and the downtown restaurants. SW Florida has the most consistent weather and beautiful sunsets anywhere. Fiddlers Creek offers unique resort style living in an active and very social... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114