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Holiday Rentals and Homes in Naples, FL

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    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 Naples, minutes to the Wiggins Pass beach, all... 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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    This beautifully furnished and decorated 3 bedroom/2 bath home with private pool in Naples Park 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, Blue Martini... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy your renovated 2 bedroom, 2 full bath, fully furnished 10th floor condo in a gated community (unit #1002) with Unobstructed Views of the GULF, BAY and POOL from every room. Enjoy Naples' world class sunset from your own private lanai/balcony or experience the views right on the beach. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Relax and Enjoy Naples, Florida! 2 Bedroom condo is available in North Naples. It is lovely community with walking and bike paths, pool, and tennis. Beaches are a short drive away, Fort Myers airport and outlets are 20 minutes away. Shopping, and restaurants choices are endless. Come enjoy... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    WELCOME to our sunny 2 BR 2 BA condo in the lush tropical gated community of Falling Waters. Clean and bright, featuring fully equipped kitchen complete with new coffee maker and blender. Spacious master suite, queen bed, large walk-in closet, new Samsung TV, newly remodeled master bath with... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 30
    4 of 5 stars (19) Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    NaplesFloridaVacationHomes' Sorrento villa is a newly constructed, two-story courtyard home with high-end finishes galore -- available for daily rentals, weekly rentals and monthly rentals. Book online right now! Or feel free to just call to us at your convenience via the telephone number provided.... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This charming house is located on a magnificent wood with a pond and a creek. The bedrooms are spacious with queen and double beds (sleep 12 + 2), Open living room/dinning area and kitchen are perfect for gatherings and events. Music room for entertainment with piano and karaoke. Heated pool... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful Ideal location - 1 mile to beaches, downtown, dining, entertainment. Bright corner unit, turnkey furnished unit: Kitchen utensils, cooking equipment, Oven, Fridge, Microwave, toaster oven, coffee maker, bedding, towels, and much more Spectacular views of pool, fountain lighted at... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A beautifull home in NAPLES, fl on a canal to the Gordon River and Naples Bay. 3 bedrooms and two baths - sleeps 6 comfortably. There is also a futon in the MBR for kids. Close to downtown Naples - its gulfshore and the incomparable 5th avenue. Close to all beaches and all that Naples has to offer.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Property Information: You will appreciate this immaculate and updated first floor condo in the highly desired community of Emerald Greens. The privately gated courtyard is professionally landscaped and tastefully appointed. Brand new 26 x 13 designer porcelain tile has just been installed... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    ​Elegance and Sophistication Elegance and sophistication is the way to describe this beautifully decorated 1652 sq. ft 3 bedroom 3 bathroom courtyard home with private pool located in the prestigious gated Prestwick Place Community in Lely Resort. Walk into the courtyard and you can see why this... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to our beautifully decorated 2 bedroom / 2 bathroom condominium! Our master bedroom features an en-suite with separate jetted tub and shower, granite counter-tops. The unit is located in one of the best locations in the complex away from any street noise and enjoys views of the Landscaped... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Available February - Must be Monthly Rentals This remodeled condo located at High Point Golf Course in the heart of Naples overlooks the golf course. Located just a mile from downtown/5th Avenue and 1 mile from beautiful Waterside Shopping Center, this condo has the perfect location. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Great vacation pool home, 3 bedrooms/2bathrooms plus office. A spectacular pool beauty on 2.27 highly landscaped acres. Formal foyer with pillars, dining room with chandelier, step saving eat in kitchen with a breakfast bar, walk in pantry and a nook area. Fully tiled home with vaulted ceilings,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34120
    1 / 13
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Paradise perfect second floor corner condo located in gated community offering private lanai with spectacular private lake view. Backs to tranquil preserve. Light and bright welcoming decor. Open floor plan perfect for entertaining with fully equipped kitchen. Relax at pool/jacuzzi, take short... View all property information
    Location Information
    Naples, Southwest Gulf Coast 43110
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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 34103
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Gibson's Sunshine Retreat is a 2 bedroom/2 bath house boat that comfortably accommodates 6. It is docked at Port of the Islands Marina in Naples, Florida close to Everglade City and Marco Island. Our floating oasis has all the comforts of home along with all the amenities that the Port of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 9
    4 of 5 stars (2) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    This gorgeous two-story vacation villa called Tuscan Villa is less than a mile from Vanderbilt Beach offers a tropical lifestyle to match the Naples vacation you've dreamed about. The first floor master suite overlooks the beautiful pool and spa surrounded by classic Mediterranean style balustrade.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    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 in.” Enjoy a morning coffee or an evening meal on the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 20
    3 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Magnificent gulf views, steps from beach, short ride to many restaurants and plenty of shopping. Beautiful sunsets, shelling and very friendly atmosphere. This unit is child friendly, and provides a number of amenities both on-site and nearby for children, adults and families. The unit is situated... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This beautifully decorated coach home is in a gated community and is Canadian owned. The community is called "Sapphire Lakes". <BR><BR>This home is very spacious, beautifully decorated and extremely clean. It is on the first floor on a cul-de-sac, and very quiet and private. The pool is only a... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Gorgeously renovated 2-bedroom, 2-bath, condo located less than 10 minutes from Marco Island. The kitchen and bathrooms are complete with granite countertops and brand-new stainless steel appliances. The living room and master bedroom boast updated flat-screen televisions for your viewing pleasure.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    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
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    Naples, Southwest Gulf Coast 34108
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Three blocks from all the action of 5th Avenue South, Naples' luxury shopping and dining district, 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. Just 6 blocks from... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 17
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a smoke-free, pet-free 3 bedroom, 2 bath villa perfect for that any get-away to beautiful Naples. New carpeting and entire inside professionally painted this season. Take advantage of the privacy of an end-unit villa...none of the noise you sometimes get from being in a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 41017
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
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    • x
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    • x
    About this property
    Welcome to our beautifully decorated 3 bedroom / 2 bathroom condominium! Our master bedroom features an en-suite with separate jetted tub and shower, granite counter-tops. The unit is located in one of the best locations in the complex away from any street noise and enjoys views of the Tennis &... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Situated between Naples Beach and Marco Island, this beautiful three bedroom, two bathroom golf view home has just recently had many top end upgrades done throughout the house. Enjoy preparing breakfast or dinner in our new top end kitchen which includes granite counter tops and stainless steel... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Newly renovated home in Naples Park, walking or biking distance from one of the best beaches in the world. Come enjoy this wonderful 3 bedroom 2 bathroom Florida bungalow in Naples Park close to the best Naples has to offer. Fine dining, upscale shopping, outlet malls, golf and more are all... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 28
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to the gated community of Briarwood! This spacious (1943 sq.ft.), well appointed 3 bedroom, 2 bath, 2 car garage pool home is centrally located within minutes to famous downtown 5th Ave. restaurants and shopping, as well as nearby white sandy beaches. This tastefully decorated home boasts a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Rancher - 3 Bedroom, completely renovated like new! 2 full bath, Master w/ king bed & private bathroom, Bedroom #2 has double bed, Bedroom #3 has two twin beds. Private outdoor screened in room. Full size washer & dryer. Sleeper couch in living room. Sleeps (8) Apt 1 - 2 story, 1 bedroom (2nd... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34134
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    *Exclusive Players Club Access Available. Inquire for More Information Newly refurbished, the BellaVita Golf Condo at the Lely Resort is Ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and the Mustang golf course (designed by Lee Trevino),... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    If you are looking for a comfortable and stylish residence in a prime location with unparalleled beaches (10 mins by car), an amazing selection of restaurants, shopping, countless golf courses and nature reserves, then look no further!<BR>The large open dining, kitchen and living area with flat... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 9
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful two-story 4 bedroom 3.5 bath home just one mile from the beach at Vanderbilt Beach. Close to Delnor Wiggins Beach Park and a parking pass to the beach park is provided. Excellent location for shopping and restaurants. Trader Joe's less than a mile. Whole Foods about 1.5 mi. A great... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    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 in." Enjoy a morning coffee or an evening meal on the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The tropical and the elegant unite in this world-class community. Welcome to Fiddler’s Creek. They’ve taken the best features of resorts and placed them in the stunning natural surroundings of Southern Naples. It’s the best of both worlds. Make that the best of three luxurious worlds, because this... View all property information
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    Naples, Southwest Gulf Coast 34114
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    4.5 of 5 stars (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    NaplesFloridaVacationHomes' Neapolitan vacation house is a beautiful, newly built property which features a private backyard pool, and is just a short walk to award-winning Gulf shore beaches. Book online right now! Or feel free to just call to us at your convenience via the telephone number... View all property information
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    Naples, Southwest Gulf Coast 34108
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    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This Stunning Custom House is located in a prestige golf course community located in a cul de sac and is beautifully nestled in the preserves with private views of the woods. It features desirable southern exposure. It offers a heated swimming pool and a hot spa. There is also an outdoor shower... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Naples Cove is in Bay Forest, a private gated community in Naples, Florida, between Wiggins Pass Road and Bonita Beach Road, just west of US-41 (Tamiami Trail) and Vanderbilt Road. Unit #1-605 at 285 Naples Cove Drive is a charming, fully (turnkey) furnished 2 bedroom, 2 bathroom, 1377 square... View all property information
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    Naples, Southwest Gulf Coast 34110
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Cypress Glenn 3275 Tamara Dr, Naples, FL 34109, USA In the very heart of Naples just off Pine Ridge Road. 10 min from The Beach and Downtown Naples For Photos: See link below Fully Furnished Condo Water/ included Laundry/ in-unit Parking/ Yes-Indoor & Outdoor Pets/ No... View all property information
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    Naples, Southwest Gulf Coast 34109
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy spending a great vacation with your family or significant other in this wonderful 2-bedroom, 2-bathroom home that will leave all members of the family happy. This home sleeps 4 people comfortably. Inside you will find that this home is sunny and tastefully decorated. Wake up in a bedroom... View all property information
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    Naples, Southwest Gulf Coast
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    If you love the beach, fine dining and shopping, but like the privacy and comfort of a single home, then our luxury 3 bedroom, 2 bathroom home with a private screened, heated pool is a perfect choice. The house is located 3/4 miles from Vanderbilt Beach in Naples near the Ritz Hotel, a 5 minute... View all property information
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    Naples, Southwest Gulf Coast
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Located in prestigious Pelican Bay, this luxurious home boasts all new comfortable furnishings and the latest technology, 4 bedrooms +den, 3028 square feet, outdoor kitchen and an amazing pool and entertaining outdoor area. Take the members only tram to over 3 miles of white sandy beaches,... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    This property must be rented on a monthly basis except for 3 times a year. Should you be interested in a a shorter term and we still have that as an option please call Oceanside Rentals or send an inquiry. Enjoy this luxurious remodeled home in the Heart of Naples nestled inRoyal... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    How’s this for the best both of both worlds? You’re in Naples but just a few minutes from Marco Island. You get a stunning water view, and you’re just a few steps from a heated pool. This 800 square foot first floor condo sleeps four, with two queen beds, and it comes with two bathrooms. It... View all property information
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    Naples, Southwest Gulf Coast 34114
    1 / 24
    5 of 5 stars (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Can’t decide whether to vacation in Naples or Marco Island? Why not both? The Lesina is a gated community located in Naples but just a few minutes from Marco Island. This 14th floor, 2,300 square foot condo sleeps four, with one king bed and one queen. It comes with 2.5 bathrooms and secure... View all property information
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    Naples, Southwest Gulf Coast 34114
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    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 34114