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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 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to beach vacation paradise at Sandcastle Villas! Unit 1 is a three level bayfront townhome located across the street from Vanderbilt Beach on Gulf Shore Drive. The villa is walking distance from the Ritz Carlton and La Playa beach resorts and just minutes from North Naples’ downtown... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Park Shore Resort, 2nd Floor, End Unit, Bldg. G 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.... View all property information
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    Naples, Southwest Gulf Coast
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | 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 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
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    Naples, Southwest Gulf Coast
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    2 bedroom, 2 bath 3rd floor newly painted (not yet shown in pictures) condo with all the amenities of home. Satellite pool directly across from condo. Beautiful gated golf and tennis community with a resort style feel. Sit out on the lanai and enjoy your morning coffee while enjoying the sounds and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Freshly decorated with all new decor within the last year! Our second floor Genoa at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near a scenic lake and beautiful golf course. New to NaplesFloridaVacationHomes, the Genoa is ideally positioned between the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This lovely corner condo was remodeled in 2007 with new wood floors, new carpeting in bedrooms and new bedspreads. This spacious corner condo faces west offering sunny afternoons, the screened lanai overlooks a large resort style pool.. A fully equiped kitchen plus a laundry room with new... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Available as an Annual or a Seasonal Newly furnished second floor Coach Home in Cedar Ridge of Autumn Woods. This 3 bedroom home offers two king beds and one queen bed with a sitting area in the third bedroom. Peaceful lake views, over-sized lanai, direct access into the residence from your own... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This luxurious and spacious 3 bedroom Coach Home located in Fiddler Creek's Village of Serena is the perfect family retreat. Enjoy breakfast or dinner on the lanai overlooking the lake and lush, tropical landscaping. The home looks brand new and is tastefully furnished and decorated with tile... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Spacious 3 bedroom 3 bathroom with tile throughout living area and bedrooms. Nice full size kitchen and walk-in laundry room. Master suite has a lovely king size bed with 2 walk-in closets also with a shower and separate tub. Guest bedrooms are furnished with a foldout couch and twin set of beds.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This lovely condominium has been professionally decorated in a botanical motif by Robb & Stucky. Tiled throughout except the bedrooms, fully equipped kitchen and a laundry room in unit. All new appliances in January 2016. Screened lanai plus a private deck with steps to go down to the pool. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    ESCAPE TO PARADISE ! We are pleased to offer our personal Luxury Vacation Villa to a select few guests seeking their own special Florida get-away. Our home has just been REMODELED with Brand New Furnishings and Tropical Décor. Location Nestled on the sun-drenched beaches of the Gulf of Mexico,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 35
    5 of 5 stars (3) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Shared Garden
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    About this property
    NaplesFloridaVacationHomes' Canal Grande is a meticulously cared for 6 bedroom, 4 1/2 bath spacious bay front home in The Connors which comfortably sleeps 14. It offers truly spectacular, expansive waterfront views of South Bay. This vacation rental is located in The Connors neighborhood of North... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 30
    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Stunning 3BR + Den, 3.5 BA home in prime North Naples Pelican Marsh (next to Mercato) location with Southern exposure. Living room, formal dining, kitchen opens to spacious family room, den w/hardwood floors, master suite w/sitting area. Beautiful architectural detailing, fireplace, large utility... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 37
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    • Ocean Views
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    • x
    About this property
    The Pearl Beach house and Cottage is located in the heart of Old Naples’ historic district. This fabulous home consists of a 3 bedroom main house and a 2 bedroom guest house, both with their own kitchens and living areas. A heated pool and lovely outdoor living spaces complete the picture of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Welcome to 'Casadilago', house by the lake! This spacious (2483 square feet), well appointed 4 bedroom, 3 bath, 2 car garage pool home is located in the gated community of Briarwood, which is centrally located within minutes to famous 5th Ave. restaurants & shopping, as well as nearby white sandy... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This lovely corner unit has pretty bay views and it has been professionally decorated in a botanical motif by Robb & Stucky, this residence is an ideal place to bring your family and partake of Regatta's amenities. For more information please contact Bob Carson at 239.263.6886 or email:... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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. 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 seating for 6 and carport.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 26
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    This newly constructed 6 bedroom 4 bath home boasts a gorgeous pool and hot tub, gourmet kitchen additional study, formal living and 2 family rooms. One upstairs and one down. It is centrally located in Old Naples Moorings neighborhood and comes complete with private beach access! Additional... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    4 of 5 stars (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Experience the Olde Naples lifestyle at the 9th Ave Beach House! Tucked conveniently into Naples' most desirable downtown neighborhood, the home is walking distance to almost all that Olde Naples has to offer - including the famous white sand beach! The elevated second floor living space has an... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This newly renovated 3 bedroom 3 bathroom residence is not only a breathtaking inside also has Gulf and Bay view from the lanai also from the kitchen. Master suite has a lovely king size bed with 2 walk-in closets. Guest bedrooms are furnished with a queen and twin set of beds. The living room has... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 91
    5 of 5 stars (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
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    The Strada at Mercato is the ultimate in sophisticated urban living! This Light and Bright 2-bedroom, 2-bath condominium is tastefully furnished and fully equipped. Desirable southern exposure lanai overlooking the exciting nightlife Mercato has to offer. Some additional features include high... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Luxury fully furnished apartment. Rarely available walking /biking distance to Naples Bay Resort,Tin City ,Bayfront ,5th avenue south and Downtown Naples and Best Naples beaches!Extra spacious elegant tilled living room extends to private beautiful deck !two separate bedrooms with access to front... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Location, Location, Location!!! When only the best location will do. This Old Naples condo is one and half blocks to beach and walking distance to fine galleries, shopping and world class dining. Enjoy the new furnishings and look of this cozy property, new furnishings throughout, flat screen... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful Mexican tile throughout unit in this lovely full three bedroom two bath condo at Naples Cay. Incredible views from this '01' 5th floor overlooking the Gulf of Mexico, and pool to the North. Plantation shutters add extra touch to the Gulf view. Decorator furnished with quality... View all property information
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    Naples, Southwest Gulf Coast
    1 / 13
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    The Ingram Building is the perfect opportunity to live in the Heart of Olde Naples within walking distance of Naples sugar sand beaches. Unit 303 is a beautiful two bed, two bath unit overlooking the prestigious Fifth Avenue. This unit boasts a fully appointed kitchen with granite counters, dining... View all property information
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    Naples, Southwest Gulf Coast
    1 / 20
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    A charming 2 bedroom/2 bathroom large condo with a lovely view of the lake. Walk to downtown Naples. Use the heated pool (its cooled in the summer!), tennis court (2 tennis rackets and balls in the closet) and enjoy beautiful sunsets from the lanai or the world famous Naples Pier (3 miles away).... View all property information
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    Naples, Southwest Gulf Coast
    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
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This 2+Bedroom/2 Bathroom, 2 story (w/loft) Bent Pines Villa will serve as your own private vacation oasis in the heart of Naples! Bent Pines Villas is a charming community with a cozy cottage feel. Although tucked away in a tropical and secluded setting, it's central location between Tamiami Trail... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Tired of noisy, cramped condos? Try our spacious, tropically furnished second-floor coach home with open floor plan, screened lanai with long view of lake and fountain, West of 41.Bike or drive five minutes to Delnor Wiggins, Vanderbilt, Barefoot and Bonita beaches. Walk to new shopping center with... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Relax in casual elegance in our beautiful 5 bedroom 3.5 bath house named Asolare in Vanderbilt Beach. Spacious and convenient this home is the perfect rendezvous for your family vacation near the beach. Located less than 1 mile from the gulf's white sandy beach, Asolare is perfectly located... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 29
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    This home screams excitement situated right next to the Naples Pier and just a block from the ever popular Third Street South shopping and dining.This home currently has 4 total bedrooms and 3 baths.The Main House features 3 bedrooms with expansive decks and views of the swaying palms and crystal... View all property information
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    Naples, Southwest Gulf Coast
    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Have fun with your family at Westshore in Naples Cay. Designer decorated in neo-classical colors, the update has brought an elegant and comfortable look to this corner residence. New kitchen and bath upgrades of granite countertops and cabinets, summer of '08. Admire the Gulf of Mexico while you... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 29
    5 of 5 stars (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Naples, Southwest Gulf Coast
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Wedge Wood Trace is an upscale condominium neighborhood within the prestigious gated North Naples community of The Strand. This incredibly gorgeous development is located on Immokalee Road, west of I-75, just minutes to the beaches & all of the fine dining & shopping Naples has to offer. The owners... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Unique property located on the Bay with deeded beach access to the Gulf of Mexico just across the street. Large unit with 3 bedrooms and 3 full baths. Private elevator. Beautiful fossil stone floors. Open and spacious floorplan. A fabulous Bayside terrace plus a Gulfside terrace make this truly a... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Grill
    • DVD Player
    • Private Outdoor...
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Four bedroom custom luxury dream home with heated pool, spa, built-in outdoor grill, expansive outdoor living area and beautiful view of the newly renovated Rookery Golf Course. Double entry glass doors invite you to this well appointed home including trey and volume ceilings. Turnkey furnished... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spacious 3 bedroom 3 bathroom with tile in the kitchen, livingroom, foyer and carpeted bedrooms. Nice full size kitchen and walk-in laundry room. Master suite has a lovely king size bed with 1 large walk-in closet. Guest bedrooms are furnished with a queen and twin set of beds. The livingroom has... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 38
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Brand new constructed condominium named the Terraces in Treviso Bay overlooking the beautiful preserve. Fourth floor condo with elevator accommodations. This condo has two bedrooms plus a den and two full bathrooms with a bright and coastal decorating feel. Beautiful kitchen with granite... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Internet Access
    • Shared Garden
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Syracuse – a family-friendly vacation home – is ideal for groups of all kinds! This property’s location can’t be beat, and has all the space and comforts of your own home. Golf and tennis groups, families, retreats, couple’s getaways, wedding accommodations, corporate travelers, real estate... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Stonebridge community has beautiful landscaping and sidewalks for that morning walk has everything to keep you in shape. The challenging 18-hole golf course, driving range and putting green, recreation center, club pool and spa, 5 Har-Tru tennis courts, exercise room and a stunning clubhouse... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to The Cottages at Naples Bay Resort! (Please note that this is not a rental pool unit. This unit is extremely well stocked with everything you could possibly need for your vacation pleasure.....see details of amenities provided below. Also note that property managers are local and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 30
    Private Room, 6 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Balcony
    • Satellite TV
    • DVD Player
    • Patio
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Short term- Daily, Weekend, Weekly IDEAL FOR SMALL GROUPS OF 2 OR 4. CAN MAKE A DEAL WITH LARGER GROUPS. WE RENT ROOMS, NOT THE WHOLE HOUSE. "Nice Clean Furnished Rooms" Located in East Naples near Marco Island. These Rooms features the following: Private bathroom with stall shower King, Queen... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Wiggins Pass Single Family Home. Relax in this 2 bedroom, 2 bathroom home located just 1/2 mile from Wiggins Pass and just minutes from The Mercato, Vanderbitl Beach and Downtown Naples. Fenced yard welcoming most pets. Quick and easy access to the airports. For additional information contact... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Newly renovated and newly furnished second level condo located at the Quail Run Golf Club. All tiles throughout the unit with Granite counter tops in kitchen and bathrooms. Centrally located just off Pine Ridge Rd in North Naples, minutes away from shopping, restaurants and Naples beautiful... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Grill
    • Patio
    • Balcony
    • Terrace
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A Charming 2 Story Key West Style Home in a Quiet Neighborhood. Located very close to the wonderful beaches of Naples, FL 4 bedrooms and 3 baths accommodate family guests Beautifully furnished and equipped Bicycles, Beach Gear and more are... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Play 18 holes at the TPC course of Treviso Bay for only a cart fee! The amenities are the best around, offering resort style pool, fine dining, tennis, spa, bocce, basketball courts, and much much more. Voted America's most desirable island by Trip Advisor, Marco Island's tropical sun-washed white... View all property information
    Location Information
    Naples, Southwest Gulf Coast