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Holiday Rentals and Apartments in Naples, FL

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    Travellers to Naples are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 45
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    IN THE NAPLES GATED COMMUNITY OF FIDDLERS CREEK. CLOSE TO AWARD WINNING BEACHES, GOLF AND RESTAURANTS. THIS DESIGNER FURNISHED 3000 SQ FT HOME FEATURES GRANITE COUNTER TOPS, CROWN MOLDINGS, CEILING FANS, PLANTATION SHUTTERS, WOOD FLOORING, TWO CAR GARAGE, AMAZING GOLF AND LAKE VIEWS. WALKING... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 42
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Best Summer rates with Extensive Reciprocal Golf privileges. Contact Owner for negotiated rate. Located in the elite, gated community of the Strand, just west of I-75 on Immokalee Rd. minutes from the white sandy beaches. **PRIME North Naples Location** This second floor, end unit features 2+... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 96
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 / 28
    4.5 of 5 bubbles (10) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Location! Location! Location! For those seeking a luxury vacation condo for rent in sunny, Naples, Florida, it doesn't get much better than the NaplesFloridaVacationHomes Pascoli Condo Rental at Regatta folks! Located at the corner of Vanderbilt Drive and Vanderbilt Beach Road, this beach condo... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This newly remodeled house has 3 bedrooms and 2 bathrooms. A cot (Graco pack ’n play) is also available. The heated swimming pool and spa are located in the backyard enclosed by a lanai. There is a gas grill, outdoor shower and patio table and chairs also in the lanai. The master bedroom has a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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 911 is a 3 bedroom, 2 bath first floor condo which sleeps 6 people in beds. Extra amenities offered by this privately managed condo include a private... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    DEAL ALERT!! This property very rarely has peak season availability...however I have a last minute cancellation for the first two and a half weeks of December 2015. As an incentive I am offering a 20% discount for booking these dates (1 - 19 December... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Renovated family vacation home located in the heart of historic Olde Naples. Open floor plan is conductive to multi-generation family gatherings; grill fresh fish on the veranda while others swim in the pool or lounge in the family room/dining area. This pool home, parts of which have been... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 21
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 1313 is a 2 bedroom, 2 bath first floor condo which also has a den to sleep a total of 6 people comfortably. Extra amenities offered by this... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    1 / 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Two Bedrooms, Two Bathrooms, Garage, Lanai overlooks lake and golf course. Fountain view. Amenities include Restaurant, Heated Pools, Spa Exercise room, Tennis, Bocci, organized activities. Walking trails, Nearby shopping and theater. King Bed in Master Bedroom with twin vanities, soaking tub,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    1 / 103
    5 of 5 bubbles (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    **REDUCED RATES FOR DECEMBER 2016!!!!** **DEEP DISCOUNTS OFFERED FOR MULTIPLE-MONTH AND OFF-SEASON RENTALS.** Welcome to paradise! Our beautifully decorated condo with spectacular views in desirable Falling Waters is ready for your arrival! Famous for having one of the LARGEST RESORT STYLE POOLS... 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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    • 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 34108
    1 / 29
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This lovely private home has a lanai with direct southern exposure so you can enjoy the sun all day! It is located in prestigious Lely Resort Golf and Country Club and is just minutes to downtown Naples or Marco Island -- both famous for their pristine beaches, exquisite shops and fine... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    STEPS TO THE BEACH! POOL HOME Seasonal Vacation property available now! Beautiful Lake front Villa Pool Home just a short walk to North Naples Best Beaches! 3 Bedroom 2 Bath, just a short walk to Vanderbilt Beach and Delnor Wiggins state Park! Beautifully Furnished private pool home with long lake... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and a glimpse of the Gulf of Mexico. This 3 bedroom, 3 bath apartment has everything you want in a vacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramic tile in... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    New to the rental market this East Naples Flamingo Estates pool home is one you have to see! Just remodeled with all new furniture, luxurious memory foam mattresses and more updates to come! This pet-free, smoke-free spacious home has exceptional furnishings and plenty of parking. You will enjoy... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
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    1 / 91
    5 of 5 bubbles (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34014
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Enjoy magnificent views of gulf sunsets and the bay from this rarely available top floor condo. This spacious, 2 bedroom, 2 bath unit has been completely renovated with fresh paint, carpet, tile countertops and "top of the line" appliances throughtout. Tastefully furnished for your comfort and... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 42
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    This property is one of the most exclusive houses in Naples which is for rent. The property is located in the exclusive golf community Olde Cypress and offers a transferable golf membership. This luxury estate property offers 4 bedrooms. This high end property is a multi million dollar house... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 BR/2BA condo perfect for relaxing with family and friends in your spacious living room, sitting in your screened lanai/porch or sunbathing on your outdoor patio terrace with a private staircase leading down to the tropical, resort style pool. The complex boasts a hot tub, fitness room, gas... 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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    Gorgeous Gulf Views can be enjoyed from this 11th floor. 2 Bedroom, 2 Bathroom unit. Steps to the beach and pool the perfect retreat for your winter getaway! New owner is in the process of furnishing the property with new furnishings for the 2009 season! Additional amenities include: lanai... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    • Grill
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    About this property
    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
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 21
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • x
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    About this property
    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 924 is a 2 bedroom, 2 bath second floor condo which also has a den so it sleeps a total of 6 people comfortably. Extra amenities offered by this... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Walk right up your private entrance to this beautiful second floor unit and it feels just like a home. Designed with a split floor plan, the living/dining room and kitchen divide the master bedroom and bath from the guest room and den. Enjoy serene lake and golf views from the screened in lanai.... View all property information
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    Naples, Southwest Gulf Coast 34119
    1 / 18
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Walk to the beach or enjoy your private heated pool! Located in desirable Vanderbilt Beach area, walking distance to beach. This lovely, spacious 3 bedroom house has it all. Beautifully furnished, bright and airy with all the comforts of home. Large flat screen TV in living room as well as master... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 23
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Debating between the comfort of a swanky hotel and the thrill of more authentic accommodations? You'll get the best of both with this cozy, contemporary villa where Cape Cod and Scandinavian Summerhouse meet in a perfect unison! Located in the heart of Naples Park just a short hop, skip &... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 21
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Welcome to our resort style, luxurious villa in Paradise! "Tivoli Paradise" is set on a beautiful, lush and tropical property, with plenty of trees to provide privacy, our guests can enjoy their own private oasis only 5-10 minutes from all that Naples has to offer. Unlike other rental properties... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to the gated community of Briarwood! This spacious (1874 sq.ft.), single story, 3BR/2BA, 2 car garage, pool/spa home is centrally located within minutes to famous downtown 5th Ave. restaurants and shopping, as well as nearby white sandy beaches. The inviting & open design of this home... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Beautiful 3 bedroom Key West style water front home with pool, spa and with its own boat dock. This is the perfect family home, close to everything that is Naples. Downtown Naples, Naples Bay and Botanical Gardens. Paddle boards and kayak available during your stay. Welcome to this gorgeously... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 19
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 27
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    New, exceptionally decorated 1st floor condo ( two story building) located in Falling Waters, Davis Blvd. , Naples , Florida . Falling Waters is the home of the largest waterfall resort pool in Southwest Florida , and this condo will be perfect for your tropical get-away. This spacious, two... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Centrally located, Emerald Lakes 2nd floor condo with beautiful sunset long lake views. This 2 bedroom, 2 bath condo has been well maintained and is being offered turnkey furnished. Enjoy the resort style club house pool and tennis. Located close to shopping, dining and Naples library. Just a... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Naples, Southwest Gulf Coast
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Beautiful brand new 3 bedroom, den, 3 bath house in Esplanade Golf and Country Club of Naples. New furnishings. Open floor plan with gourmet kitchen, living room, dining room. Own pool and spa, outdoor dining and seating and outdoor kitchen included. Golf membership included for $250 transfer... View all property information
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    Naples, Southwest Gulf Coast 34119
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Large 4 Bedroom, 3 Bathroom Villa with a Lake View Our well-equipped villa is your home away from home, with everything included during your relaxing stay in beautiful Naples, Florida. This large 4 bedroom and 3 bathroom home also includes a formal living room, family room and dining room. The... View all property information
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    Naples, Southwest Gulf Coast 34104
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    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. It is seven days minimum. This luxurious condo offers spectacular views of the... View all property information
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    Naples, Southwest Gulf Coast 34103
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    4 Bedrooms, 6 Bathrooms, Sleeps 9 | Quick View
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    This casually elegant 3700 sq. ft. 4 bedroom home is located in the upscale neighborhood of Olde Naples. Located just steps away from one of Naples most pristine beaches and the Naples Pier. Charmingly designed, this home boasts 25 foot ceilings and lavish windows which provide for an open and... View all property information
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    Naples, Southwest Gulf Coast 34102
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Welcome to the gated community of Falling Waters on Davis Blvd., in southeast Naples. This picturesque community is tucked away in a private oasis of lush tropical landscape, yet only 5 miles from white sandy beaches and famous downtown 5th Ave. shops and restaurants. This 2 BR(king/twins)/2BA... View all property information
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    Naples, Southwest Gulf Coast 34112
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    Property located in the Prestigious Verona Walk Gated Community. 22 miles of trails, tennis, pickleball, mah jonng, cards, basketball and bocce. 7 miles from Naples Beach and Marco Island. Downtown Naples 5 miles. VeronaWalk of Naples is an active lifestyle community by DiVosta Homes in... View all property information
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    Naples, Southwest Gulf Coast 34114
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful views from the lanai of this beautifully furnished 2BR/2BA unit on the Bay. Only two blocks to the beach! The Barefoot Pelican community offers a pool, hot tub and chickee on the bay. Fish from the dock and enjoy the close proximity to the beach, shops and restaurants. Available for two... View all property information
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    Naples, Southwest Gulf Coast 34108
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    NEW OFFERING available for 2014. A beautiful condo, with spectacular views, has just been purchased by new owners, who are in the process of "turning up the volume" in terms of beauty and amenities. New paint and crown molding, new carpets, new lighting and fans, new furniture and accessories.... View all property information
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    Naples, Southwest Gulf Coast 34110
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Luxury apartment in Treviso Bay world class TPC golf and country club community with beautiful resort pool and state of the art fitness facilities. Overlooking the Rookery Bay preserve and close to downtown Naples and beaches it offers the best of all worlds for your Florida vacation .A good nights... View all property information
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    Naples, Southwest Gulf Coast 34113
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    ~ Highly Desirable Location Minutes Away From VANDERBILT BEACH- Seasonal Rental~ Beautiful and contemporary design furniture and decor with a private backyard that makes this an ideal choice for those who enjoy living in a home West of 41 within walking distance to a powder sand beach with... View all property information
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    Naples, Southwest Gulf Coast
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    .ENJOY NAPLES , where you have all the Famous pristine white beaches to yourself!NEWLY RENOVATED condo on the golf course, 1 MILE from the gulf beaches and 10 min from a downtown Naples . FREE GOLF , no green fees or transfer fees. Don't miss out on the this specious condo (1,200 sq ft) in the... View all property information
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    Naples, Southwest Gulf Coast 34103
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Hammock Bay is a WCI gated community offering one of the top 10 new private golf courses in the world and is less than 2 miles from Marco Island, McIlvane Bay and Ten Thousand Island. Naples (20 minutes north) offers up-scale shopping, entertainment and fine dining. Ten Thousand Islands (20 minutes... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114