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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 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Naples at it's best!! Walking distance to beautiful Vanderbilt beach! This lovely 2 bedroom 2 bath villa with garage is located in the charming gated community of Beachwalk. Only 3/4 mile to the beach! Beachwalk is conveniently located on Vanderbilt Beach Road, 3/4 mile from the beach. This... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Live the waterfront life with all the comfort of a fully renovated and nicely decorated home that will make you feel like you do not want to leave ! The house sits at a 100' wide canal with direct Gulf Access. It has a newly re-decked dock with a 13.000 pounds boat lift and a Jet Ski Lift that will... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to our home away from home in beautiful Pelican Bay of Naples, Florida. Our newly remodeled contemporary 2 bedroom/ plus den condo is on the 14th floor of the St. Nicole and offers stunning views of Clam Bay and the beautiful Gulf of Mexico. Both bedrooms have full bathrooms and... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 21
    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
    1 / 19
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    'Capri Cottage' in the Heart of Olde Naples - Superb Location Luxurious four bedroom, two bath cottage in the very best location in the Historic District of Olde Naples. Walk a few blocks to Third Street's famous Restaurant and Art Gallery District or enjoy shopping and fine dining nearby on... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 36
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    One of Naples' finest communities, located between Marco Island and Naples, Fiddler's Creek offers world-class amenities, including complete spa services, fitness classes, personal trainers, tennis, social events, five-star restaurants, and excursions. Dine at the poolside club restraurant! This... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 83
    5 of 5 bubbles (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This is our home away from home. We have made it a place to play and relax with all the modern conveniences you would expect to find at a first class vacation. This is a gated community with a 27 hole golf course and a club house that can be used by guest by paying a $250 fee for your stay. There... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
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    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 2... View all property information
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    Naples, Southwest Gulf Coast 34103
    1 / 21
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Lovely, immaculate, furnished villa in gated community near Vanderbilt Beach with great amenities. Open floor plan with 1867sq ft. under air plus 1500sq ft. tiled lanai, built in 2001. Tile in main living area, carpet in bedrooms. Laundry room with full washer/dryer. Two car garage. Less than 10min... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 29
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    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
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 29
    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 / 18
    3 of 5 bubbles (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Condo for rent in beautiful Naples, FL. Less than 10 minutes to tropical downtown Naples (5th Ave. & 3rd St.) & world renowned Naples beaches. The Enclave offers a gorgeous pool, jacuzzi, fitness room, tennis courts, squash/racquetball court & a billard room. There is a minimum of one month... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Let us help you to make some unforgettable memories in this gorgeous home. 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... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    A perfect condo on Vanderbilt Bay, A breath taking view of the Bay, walk to white sandy Vanderbilt Beach, your own fishing pier, Boat Dock and Boat Lift, Electronic Gated Entry, Elevator, Heated Pool, Spa. Just the other side of Ritz Carlton Hotel. Turtle Club, La Playa Hotel, and upscale shopping... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    1,000 square foot 2 bedroom, 1.5 bath Park Model in a gated RV park. Crystal Lakes is rated in the top 30 RV parks in North America and has such amenities as putting greens, fitness center, salt water pool and hot tub, horseshoes, bocce ball, 6 pickle ball courts, tennis courts, activities... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    1 / 18
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Lush, manicured grounds flooded with our world famous Florida sunlight and sunsets! Welcome to Paradise - Private, charming - the boutique resort experience awaits you. Direct Gulf access on a serene saltwater canal is truly an experience that pales most anything you may have perused. 2 miles from... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our spacious, first floor 3br/2ba condo on Mainsail Dr. in Naples Fl is just minutes to Marco Island which is located on the beautiful Gulf of Mexico. You will not feel cramped in this spacious, sun-filled, first floor end unit condo as it is over 1400 sq feet and has a bright, open feel with... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
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    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Bring your boat! Fully furnished 2br/1ba + den cottage, palm-lined garden with relaxing lake and preserve views, west of Bayshore Dr close to Bayview Park marina. Quiet location down the road from Naples Botanical Garden, walk or cycle to Publix supermarket, banks, restaurants and bars and minutes... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 19
    5 of 5 bubbles (16) 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
    1 / 19
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Naples, Florida has become a favorite vacation destination for thousands of tourists seeking white sand beaches and over-the-top sunsets. Naples also offers a unique sense of luxury and class unlike any other Florida city. The area is home to some of the most expensive real estate in the world,... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our first floor Vicenza at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near a scenic lake. New to NaplesFloridaVacationHomes, the Vicenza 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 34113
    1 / 30
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    About this property
    This soul soothing spacious (1350 square feet) condo has it all. Turn-key 2 story attached town home freshly painted, professionally decorated 2 Bedrooms + Den, 2 full baths + Powder room (Sleeps 5 ) Remodeled kitchen with new appliances and fully stocked with everything you need to prepare meals... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 17
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This condo is located in Falling Waters, a tropical development close to all that Naples has to offer. This luxurious two bedroom two bathroom condo is furnished to the highest standards and offers the luxury of an outside kitchen. It is meticulously maintained and has many return guests. The... View all property information
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    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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. seven days minimum. This condo is in a very prestigious gated community. 2... View all property information
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    Naples, Southwest Gulf Coast 34103
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Porch
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    About this property
    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
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    Naples, Southwest Gulf Coast 34116
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Great 2nd floor coach home, perfect for larger family and friends! Spacious for entertaining. Nicely decorated and furnished. Condo consists of approximately 3,000 sq. ft. This vacation getaway offers 3 bedrooms, Family Room, Living Room, Dining room, and a Breakfast area. Large newly finished... View all property information
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    Naples, Southwest Gulf Coast 34114
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    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
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 2... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 8
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Now you have an opportunity to experience the award-winning amenities that make Ole' at Lely Resort one of Naples' most in-demand neighborhoods. It all begins with your private 2-story Casita/ townhome featuring many upgrades, additions and improvements to ensure you'll have nothing do but sit... View all property information
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    Naples, Southwest Gulf Coast 11302
    1 / 37
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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
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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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    About this property
    1200 SqFt Clean modern Condo. Stainless steel appliances beautiful white porcelain floors, 4K 55 inch Smart TV, 40 megs Internet, pause and rewind cable TV through out condo, Beautiful Hamic with door that leads a few steps to the pool. Ideal location. 0.6Miles to restaurants ( Starbucks,... View all property information
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    Naples, Southwest Gulf Coast 34116
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This condo is in a very prestigious gated community. 2 bedroom plus den, 2 bath with an absolutely gorgeous view of the beach and Gulf. There is also an olympic size swimming pool and a hot tub on property. Rental Agent / Concierge services on site. Additional amenities include: smoking: no... 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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    About this property
    Escape the snow and cold. 2 Bedroom 2 Bath top floor condo in Naples FL Located in Lely on the Hibiscus Public Golf Course. New appliances, total remodel, new kitchen and bathrooms, tile flooring throughout. Wifi and Cable TV. New washer and dryer in condo. Quiet community, elevator access.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 17
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Mermaid Lagoon is your Naples home away from home and we are your personal concierge as you settle in and enjoy your vacation. This 5 bedroom 4 1/2 bathroom custom built house was originally built for us, but we have tailored it for you! Our primary focus is customers for life. As we get to know... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo offers spectacular views of the Gulf and Bay. Walk... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Grill
    • DVD Player
    • Central Heating
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful vacation home sits on 99th Avenue in Naples Park, making it walking/biking distance from Vanderbilt Beach, Whole Foods, Mercato, Pelican Bay public park, and other places. If driving, just minutes to many other prime attractions. Save on parking at the beach and enjoy the amazing... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Patio
    • Air Conditioning
    • Grill
    • Hot Tub
    • Internet Access
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    1-bedroom, 1-bath condo, next to the Old Naples Sailing & Yacht Club with modern furnishings - very unique in Naples. Sleeps 4. The kitchen has granite countertops and stainless appliances including built in microwave. The living room sofa has a pull out queen size bed for extra sleeping. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Beautiful view of the gulf, three bedroom , nicely furnished. Seven days minimum. Beautiful view of the gulf, three bedroom , nicely furnished. Seven days minimum. Additional amenities include: smoking: no smoking, pets: no pets, gated community, hot tub: bay and gulf, pool and tennis. View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 7
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 2... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our home is in a new beautiful community, very private, quiet, and nestled "in the woods", but only five minutes from full shopping and 10 minutes from the beach. The house is new, magnificent with vaulted ceilings, comfortable, with three separate suites giving everybody their space. The third... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    1 / 20
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • Internet Access
    • Balcony
    • Parking
    • Grill
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Falling Waters Beach Resort is the idyllic place for vacation. The Beach Resort community is perfect for those who enjoy privacy and group activities. The second floor, end-of-unit corner, condo apartment is fully furnished and has 2 bedrooms, 2 full-baths, and it has everything you might need... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 15
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
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    Amenities & Details
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 3... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 3... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
    • Terrace
    • Parking
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Three blocks from all the action of 5th Avenue South, Naples' luxury shopping and dining district, our 525 square foot Le Monaco sits upstairs in a lovely, European-style, six-unit complex aptly named Maison du Soleil. Le Monaco is a short walk or bike from the sugar white sands of Naples Beach.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious and newly remodeled Naples Park home is only blocks from Vanderbilt Beach, Delnor Wiggins State Park, amazing food, grocery stores, shops, the Ritz Carlton, and the nightlife and Silverspot cinema in Mercato. Walk or bike to everything you would need! This home comes fully equipped,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 23
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This PRIVATE HOME in Royal Harbor is less than a mile from the 5th Avenue Downtown area and 1.5 to the Naples Beaches. You will be very comfortable in this beautiful luxury home. The high ceilings, 8 foot high doors, travertine floors and exceptional interior design are just a few of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 3... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103