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Naples Holiday Homes

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beautiful Osprey Pointe residence in the prestigious upscale community of Pelican Marsh! Ideal North Naples location and only a short drive to the Mercato shops, restaurants, movie theatres and the white sandy beaches of Naples. This property is conveniently located on the first floor with an... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 51
    5 of 5 bubbles (7) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Naples' best vacation home! Luxury Old Florida Beach House style pool home in heart of Old Naples prestigious Moorings. Lushly landscaped tropical pool area. Features one of the few private beaches in Naples. This home has been beautifully furnished by one of the countries top designers. No detail... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    Beautifully remodelled beach cottage ready for vacationers to enjoy warm, stress-free holiday. Re-painted inside and out. Covered, attached carport and large screened-in lanai with lattice work for privacy. 2 Bedrooms, 1 bathroom. Located in South Naples less than 3 miles from beach, downtown... View all property information
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    Naples, Southwest Gulf Coast 34112
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Fabulous waterfront Park Shore home! Spectacular views over Venetian Bay can be enjoyed from all living areas of the house or while lounging on the open pool deck. Relax in the spa after a swim in the pool or fish from the dock. Perfectly located quiet cul-de-sac home close to Naples' finest... View all property information
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    Naples, Southwest Gulf Coast 34103
    1 / 31
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    KLUAI-MAI, this house is named for the tropical splendor evident throughout! Enjoy this spacious pool home with expansive golf course views and Western exposure. Relax on the screened patio while enjoying the warmth of the gas heated pool and spa. A custom outdoor kitchen provides an excellent... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 37
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Fabulous pool home in the heart of prestigious Pelican Bay! This house offers luxury at every turn, with a spacious pool area, and summer kitchen, overlooking the lake beyond, truly a beautiful outdoor setting! Every item, from furnishings and linens to cookware, are top quality. Furnished in... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* 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... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    1 / 18
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Absolutely fabulous Key West plantation style two story residence located right in the heart of Olde Naples! Wonderful lake views from almost every room. The open, screened and covered pool deck & lanai areas along with many interior charming and inviting features combine to offer the feeling of... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    This charming non-smoking home is located half a mile from a beautiful beach in North Naples (10 minutes walk or 2 minute bike ride). The house was redone in the bright floridian colors with a brand new Pool/Spa. It has all amenities to let you relax and have a memorable vacation. The house is very... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 8
    4 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Great property, with view on the golf course, 10 pools, 2 golf courses, Club House. Available for rental with a minimum of 1 month and up to 6 months. Golf fees, Golf fees from .30$ per round on the Pines and 15$ on the palmetto.Price can change Beds: 1 Queen Bed, 2 Twin Beds View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 93
    5 of 5 bubbles (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    -- Treviso Bay-TPC Golf -- 4 Bedroom Home / 2 Bedroom Condo (Luxury 5 Star Resort - Gated Community). Pre-book will be gone because of the prestigious TPC (Tournament Players Club) PGA "unlimited" golf membership availability for 1-2 month bookings. Drive 5 minutes to 5th Avenue South and the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 20
    5 of 5 bubbles (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our fully furnished vacation villa offer the finest in resort accommodations. Sleeps up to six people and features a complete kitchen. Come stay with us and you will be pleased at how affordable our villa is! The Glades is ~5 miles from the white sandy beaches and pier on the Gulf of Mexico... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 34
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Major Price Reduction for 2017! The " Christmas Cottage " This Historical House was built in 1914. Beautifully renovated, this 2-story residence offers a main house and a guest house, with a spacious Lanai/Pool/Spa/Half Bath and Outdoor Kitchen between them. The Main House offers an open and... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Our spacious one bedroom cottage includes a queen bed with a pull out sofa to comfortably accommodate 2-4 people. Enjoy an open floor plan with comfortable, completely furnished rooms; fully equipped kitchen; and private bathroom for your convenience. Other features include air conditioning, flat... View all property information
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    Naples, Southwest Gulf Coast 34110
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Classic Old Florida charm abounds in this beautiful home surrounded by a white picket fence and brick paver walkway! Perfectly situated in Olde Naples within walking distance to 3rd Street South shops & restaurants, the Naples Pier and the white sand beaches Naples is famous for. A few steps to... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The Floridian Private Beach Club membership with full towel service, restaurant, bar, pool, private beach front Option 500.00 per month in season. On site Plantation Club Restaurant and pool bar. Fitness facility in building. Dunes community includes large gym and trainers/massage therapy.... View all property information
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    Naples, Southwest Gulf Coast 34110
    1 / 13
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This cottage is in a lushly landscaped resort that's perfect for your vacation. At the resort, you can enjoy the heated pool or take part in on-site activities and events. You are also conveniently located in Naples and everything our beautiful city has to offer. The rental features one bedroom... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
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    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Newly renovated Walk to larges pool in Naples 3-miles to beach 1 mile bay -fishing tennis courts 3 miles to down town Naples Beds: 1 King Bed, 2 Twin Beds View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Secure Parking
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    • Waterfront
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    About this property
    February to April 10, 2018 already booked! Condo in the typical Florida style for a relaxing holiday. 2 bed room, living, dining area with open kitchen, wet bar, 2 walk in closets, large balcony facing west with view to the Wiggins pass and boats. Elevator to the third floor. In upscale North... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 24
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The best location to vacation in all of Naples! This beautiful 3 bedroom/2 bath charming home is located 1/2 mile from the Vanderbilt beach and immediately down the street from the shopping and dining of the brand new Mercato lifestyle center, including Whole foods, movie theater and Trader Joe`s.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    We are offering our beautiful and spacious fully furnished 2 bedroom, 2 bathroom, 1377 square foot condominium located on the 6th floor of a 7 story building (with elevators) with sunrise/sunset views, in the private, gated Naples community of Bay Forest. Located west of US41/Tamiami and just... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One Bedroom one bathroom unit with pull out sofa sleeper. Everything is furnished such as towels, linens, cooking items, dinnerware etc. Concrete patio with furniture. Wifi and cable for no extra fee unless guest would like to update channels. Unit has AC, Heat, full sized appliances, microwave,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This beautiful, 3 bedroom 2.5 bath home with 2600 sq. ft of living space is located in the Crown Point subdivision offers the ultimate in luxury and comfort. On a cul -de- sac this lake home has a beautiful private pool with covered lanai and Weber gas grill.A lovely setting for enjoying sunsets... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful 4 bedroom/2 bathroom pristine house that was built last year. House includes a brand new heated pool with a fenced in yard. Parking for 2 cars inside garage. Two (2)Master bedrooms have a king sized beds, queen sized bed in third bedroom, fourth has twin beds. Spacious walk-in closets in... View all property information
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    Naples, Southwest Gulf Coast 34108
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Our secluded and intimate waterfront villa offers private Gulf of Mexico beach access just across the street. It is corner situated, with full east, south, and west sun exposure, on a small and quiet cul-de-sac street with no thru car traffic. Surrounded by multi-million dollar mansions and Naples'... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 43
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Unique & Luxurious 3 Story Home on a Naples Canal Come and enjoy this pristine, newly furnished Naples home on a canal to the Gulf of Mexico. With three stories and over 3700 square feet, this 5 bedroom/ 4 bathroom home is sure to provide enough room for the entire family, or two! This unique home... View all property information
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    Naples, Southwest Gulf Coast 34108
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Ready for the season...PRICE NEGOTIABLE (2 Month MINIMUM Rental) BRAND NEW COACH HOME 3BR 2.5 BATH 2100 SQFT UNDER AIR 2 CAR GARAGE=2700 SQFT TOTAL MODEL FURNISHINGS 5 MINUTES TO BEACH 15 MINUTES TO DOWNTOWN CLUBHOUSE WITH FITNESS CENTER, PARTY ROOM, CARD ROOM AND... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* NaplesFloridaVacationHomes' Avanti vacation rental boasts an open-air pool with southern exposure, perfect for working on a vacation tan your friends back home will envy! The Avanti has a comfy, unpretentious, homey feel that says, Come on... View all property information
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    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Incredible lake view from everywhere in your living room. Large private screened lanai... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 10
    4.5 of 5 bubbles (8) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This is a 2 bedroom, 2 bath, private pool home in Southwest Florida, located in a quiet residential neighborhood called Bonita Shores, West of Hwy. 41. Within walking distance to the beach. Just a few miles north of Naples in Collier county, this home (house) is within a few km of an assortment of... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34134
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    The Amalfi – a family-friendly pool home – is ideal for golf groups, tennis groups, families, retreats, couple getaways, wedding accommodations, corporate travelers, real estate buyers, and more! The Amalfi Vacation Rental is proudly managed by Naples Florida Vacation Homes. The home is a recent... View all property information
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    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* Our first Bologna at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near a scenic lake. New to NaplesFloridaVacationHomes, the Bologna is Ideally positioned between the four-star Flamingo Island golf... View all property information
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    Naples, Southwest Gulf Coast 34113
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* 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,... View all property information
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    Naples, Southwest Gulf Coast 34108
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    3 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    LOCATION! LOCATION! Exclusive Pelican Bay Villa across from Marker 36 tram. This enormous 3,112 sq. ft. villa, in Frank Lloyd Wright inspired Interlachen, has its own secluded, heated, lushly landscaped pool with sun shelf, water feature and spa. You have 3 en suite, master bedrooms (2 kings, 3rd... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 12
    5 of 5 bubbles (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Gorgeous 2 Bedroom 2 Bath home with Balcony overlooking the Gulf of Mexico!! Professionally Decorated for your Comfort! Conveniently located to Fine Dining, Shows, Beaches, Shopping, Hospitals and Much More!! This is a Highly Desirable Area! Swimming Pool and Jacuzzi just yards away! Fabulous... 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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    Amenities & Details
    • Outdoor Dining Area
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Patio
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This lovely 3 bedroom house offers a great view over a lake. It is extremely well located in the middle of Naples and it takes only about 10 minutes to drive to downtown Naples. This house is very nicely furnished in a contemporary style. Enjoy this lovely vacation property with your family or... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 97
    5 of 5 bubbles (4) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    One of the largest single family homes available for season in Naples Perfect for a multi-generation family. It is in North Naples, 6 minutes to Vanderbilt Beach, Trader Joe's , Whole Foods and 10 minutes to Mercado and some of the finest restaurants. This spacious home offers a gourmet... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110