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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 / 24
    3 Bedrooms, 2 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 (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Please note this home was rented in Jan 2016 for for the January 2017season and has just come back on the market. It is available from Jan 2 2017 for the season. The perfect winter getaway in Fiddler’s Creek awaits you in this outstanding single family, former show home. This beautifully... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 33
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Your family and friends are sure to love this four-bedroom, three-bathroom home with room for eight. Plenty of home comforts, a private pool, and nearby golfing all come together to make this a Naples getaway you'll never forget. Tucked in the community of Briarwood, your home is only a short... View all property information
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    Naples, Southwest Gulf Coast 34101
    1 / 28
    4.5 of 5 bubbles (12) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This beautiful, three bedroom home is both spacious and well-designed. Built in 2003, it provides all the modern amenities you would expect in a family home. It also has a large heated private pool and spa with screened lanai overlooking a tranquil lake. Both pool and lania area are south facing to... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a 2 bed, 2 bath, 1 den, sleeps 6, 1500 sq ft., first floor condo located in Stratford Place, Naples, FL, a gated community. Perfect for snow birds but is available during summer and fall months as well. Approximately two miles from the beach. Backs up to wetlands providing privacy for those... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    1 / 44
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    SPECIAL RATES starting MAY!!! This property is only for non-smokers. Pets are not allowed. Holiday period normally requires a minimum of 30 days, however a 14 day may apply according to booking. Please ask! The apartment is located in a residence that is part of one of the most exclusive... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    In the heart of Naples, there is a surprisingly private world, a home that lives like a sublime resort, wrapped with manicured landscaping. The home is a happy, light-filled place, flowing gracefully from one engaging space to another. The home provides a healing milieu, where ideas are born and... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 26
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
    About this property
    Let us help you to make some unforgettable memories in this gorgeous home. Beautiful home in the heart of Naples, a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico and Lowdermilk Beach Park, and to the dining, shopping, and nightlife of 5th Ave South, a lovely,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    1 / 24
    1 of 5 bubbles (1) Terrible
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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 34108
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Wake up and play a round or two of golf or enjoy a day by the side of your private heated pool at this Naples vacation home! This vacation home is located in the Glen Eagle community in Naples, near family-friendly dining, shopping, and the beach! See local animals at the Naples Zoo and Caribbean... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Great Opportunity - Last minute addition to the market. Home was recently purchased by new owners who would like renters to enjoy the property during the best months of the year in Naples. Built in 2014, the home boasts 4 Bedroom & four bathroom home with a den. Situated on the 13th hole of Greg... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Bring your family and friends along for an unforgettable Florida getaway! This Naples home has a great location, nice lake views, private enclosed pool, and community amenities. Based in the gated community of Briarwood, you're just a short distance from gorgeous golf courses, many of which are... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34101
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • ?
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    • x
    About this property
    Come and spend a wonderful and fun filled family vacation in this splendid and charming 3-bedroom, 2-bathroom home that will leave you and your loved ones relaxed and comfortable. This home sleeps up to 6 people comfortably. So wake up in the bedroom furnished with a twin sized bed and head on down... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This newly constructed villa boasts 12-foot ceilings, luxury finishings, and a private courtyard with an in-ground heated pool and jacuzzi. With 4 bedrooms and 3.5 bathrooms, this bright, modern home is perfect for a family getaway, golf groups, retreats, couples getaways, bachelor(ette)... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Greenlinks at Lely Resort was designed as a tropical haven for golf enthusiasts, complete with plenty of features to keep non-golfers happy too! Unit 911 is a 3 bedroom, 2 bath first floor condo which sleeps 6 people in beds. Extra amenities offered by this privately managed condo include a private... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 22
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Perfect for golfers, sun bathers and nature lovers looking for peace and quiet! This 3rd floor condo is light and bright with vaulted ceilings and tropical Florida style decor. The lanai overlooks the lushly landscaped pool and picnic areas set amidst a quiet wooded area with a chickee hut and BBQ... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 24
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Hawk’s Nest 201 is a modern and luxurious second floor coach home located within the award winning Fiddler’s Creek private residential community. Enter through the ground floor one-car garage (stocked with 2 beach cruiser bikes for you!), and follow your private staircase up to the second floor... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 26
    5 of 5 bubbles (15) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Conway House is a fantastic family holiday home situated in a private location in old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a lagoon. The villa is single story and is very... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    1 / 30
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    3 Bedroom + Den / 2 Full Baths (Sleeps 6) Corian Countertops in kitchen and bath Heated Pool Two Car garage Fireplace in den right off of pool deck You are only blocks away from famous 5th ave south and white sandy beaches of City of Naples! Enjoy this house in the city of naples, short walk from... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Remodeled 2BR/2B condo in The Glades Country Club. 1st floor for easy access. Nice open plan, remodeled kitchen w/ granite counters, remodeled baths, new king & queen beds, new TV's, WiFi. Very clean & in good condition. Just 5 minutes to downtown & beach. Two golf courses, free off season,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    The airy master bedroom offers a roomy king bed and an adjoining master bath. The second bedroom has two twin beds. This unit offers a living room with queen-sized sofa sleeper, high-quality furnishings, entertainment center with stereo, TV, DVD, and a wet bar. Fully-equipped kitchen with all the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Make your next Florida vacation unique by staying in the charming town of Naples. This three-bedroom, two-bathroom vacation home for six has a private pool and access to community amenities. Set in the private community of Briarwood, this home puts you just a short distance from the shops and... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34101
    1 / 21
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
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    • x
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    • x
    About this property
    Enjoy a short walk on the beach or stroll to 3rd St to enjoy your morning coffee and do a bit of shopping. This is where you want to be in Naples. Spacious living areas upstairs and down with huge flat screens, courtyard pool with spa, outdoor kitchen, luxury furniture, and bed linens. Additional... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • ?
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    • x
    About this property
    Bring your loved ones to this beautiful sunny and charming 3-bedroom, 2-bathroom home that will leave you relaxed and with great memories. This home sleeps up to 6 people comfortably. This is a charming and sunny home that is beautifully furnished inside with a charming living area where you can... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Naples, Southwest Gulf Coast 34103
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • x
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    About this property
    Updated 1 bedroom / 1 bath condo just steps from the beach. A wonderful location for those looking for a great value in the Vanderbilt Beach neighborhood of Naples, FL. Condo is within walking distance of the Naples Ritz Calton and La Playa beach resorts. View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 18
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | 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 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Home is equipped with 40k of high end furnishings, 3 large plasma TV's, 1 king bed, 2queen beds, built in 2014 this is a brand new unit. Weather you are a savy golfer or just enjoy the weather. With the ammenties Treviso has to offer you will enjoy many of the lush pools, basketball and tennis... 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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    • x
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    • x
    About this property
    Princeton place at Tarpon Bay Yacht & Racket Club off Wiggins pass rd. north of vanderbilt beach. remodeled condo from kitchen, baths, windows, furnishing , available for june thru December 2016 at reduced rate. available amenities include beach boat shuttle, tiki bar, club restaurant, tennis,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Children's Pool
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    • x
    About this property
    DEAL ALERT!! This property very rarely has peak season availability...however I have a last minute cancellation for the first two and a half weeks of December 2015. As an incentive I am offering a 20% discount for booking these dates (1 - 19 December... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    A 2 Bedroom/2 Bath condo just steps from the beach.<BR><BR>This updated condo is located on the third floor of the Vanderbilt Tower I building, the building nearest to the beach in this gated community.<BR><BR>Vanderbilt Beach is a quiet neighborhood with minimal commercial traffic yet provides... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 34105
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Jumpstart your Florida vacation with this brand new 4-bedroom, 2.5-bathroom vacation rental home in Naples. Offering accommodations for 8, a sparkling private pool - which can be heated for a small fee - and premium amenities, this bright unit is the perfect homebase for several families or groups... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Comfy and close to beaches and shopping, in Imperial Golf Course Estates with 24/7 manned gates. This 2 bed. 2 bath ground floor condo invites you to put your feet up and enjoy the view from your lanai overlooking the lake with fountains. Kitchen, separate dining room/den, and main living area... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Shared Indoor Pool
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    • Pet-friendly
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    • x
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    • x
    About this property
    Amazing 2 bedroom, 2 bath super LUXURIOUS corner apartment with soaring double height (18 feet) ceilings with an unbelievable Miami skyline view from all rooms. Sophisticated, fully high-end designer furniture from TUI and appointed on the 40th floor. - Fabulous Tui Lifestyle designer furniture... View all property information
    Location Information
    Naples, Southwest Gulf Coast 33131
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Experience both the best of the beach and private, luxurious accommodations at this three-bedroom, two-bathroom lakefront vacation home with a private heated pool and room for six! Conveniently located in Briarwood, a gated community within a few miles of Naples' shopping district and, of course,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34101
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    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Escape to this romantic villa located on a quiet residential street, steps from the Golf canal, and walking distance from the acclaimed Vanderbilt beach, Delnor Wiggins State Park, and Ritz Carlton and LaPlaya Resorts. The villa was tastefully decorated with high quality furnishings. The large... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    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
    Location Information
    Naples, Southwest Gulf Coast 34108
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    This spectacular home sits on an oversized western exposure lot in exclusive Port Royal and is within walking distance to the beach from fenced backyard. Grand entry looks directly through to pool area. Nicely appointed kitchen with custom cabinetry and granite counter tops. There is a built-in wet... View all property information
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    Naples, Southwest Gulf Coast 34102
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    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 34120
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    4 of 5 bubbles (25) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    The Tuscan Vacation Rental has COZY, WARM, COASTAL ELEGANCE!  Each evening, enjoy a dip in the pool, at this VERY PRIVATE, relaxing, family friendly property that HAS EVERYTHING YOU NEED. GREAT POOL, TOTAL PRIVACY AND ONLY A 3 MINUTE DRIVE to THE BEACH. This property sits on the north end of the... 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
    View...Location...Resort and Lifestyle! You can have it all for the price of one Most wanted area in Naples !!! Our condo looking over Moorings Bay gorgeous view day and night. 5 TH. floor with unique glass bar with LED lighting panoramic view New travertine deck around large heated pool area.... 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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    • Balcony
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    The unit has been recently updated with high quality linens, pillows, towels and bathrobes, making you feel as though you are at the Ritz-Carlton without the cost. The 22 acre Resort has a myriad of activities to enjoy from the six Har-Tru tennis courts (Green Clay), the only Lazy River in... View all property information
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    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Gulf access waterfront. Heated pool and spa. Downtown Naples location. Hip, modern style. It doesn’t get much better than Harbor Lane Bungalow for a visit to Naples! Set on a gulf access canal just 5 minutes from 5th Ave S, the location is super convenient for boating, beaching and exploring the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    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 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • x
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    About this property
    Perfect for avid golfers and group getaways, this Naples vacation rental features a shared hot tub, a private pool, and plenty of space for up to six guests! This home is located in the gated community of Lely Resort, which offers championship golf courses and a clubhouse featuring a community pool... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 6
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    THREE BEDROOM, 3 BATH, 2 CAR GARAGE, GATED COMMUNITY. COMPLETELY FURNISHED INCLUDING LINENS, KITCHEN DISHES, COOKING WARES. ALL OUTSIDE MAINTENANCE INCLUDED. LANAI OVERLOOKS WATER. NEAR COSTCO, LOWES, HOME DEPOT, GROCERY STORES, ALL SHOPPING AND RESTAURANT NEEDS, ACCESS TO I-75. OWNER... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    1 / 103
    5 of 5 bubbles (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    **REDUCED RATES FOR DECEMBER 2016!!!!** **DEEP DISCOUNTS OFFERED FOR MULTIPLE-MONTH AND OFF-SEASON RENTALS.** Welcome to paradise! Our beautifully decorated condo with spectacular views in desirable Falling Waters is ready for your arrival! Famous for having one of the LARGEST RESORT STYLE POOLS... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112