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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.
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    VACATION RENTAL! Fantastic intersecting canal views from this newly built Olde Naples - Royal Harbor contemporary designer gem.You will love this very light, cozy and spring-2013 newly built Miami style contemporary waterfront home on the famous Naples Bay.Fifth Avenue/Third Street fine dining and... View all property information
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    Naples, Southwest Gulf Coast 34102
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Wonderful lake-view pool home in beautiful Crown Pointe. You will love this spacious light family home in close distance to famous Firth Avenue and Third Street. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet neighborhood.... View all property information
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    Naples, Southwest Gulf Coast 34112
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
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    Naples, Southwest Gulf Coast 34102
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This exquisite new 2 bedroom / 2 bath luxury condominium is located in the prestigious Fifth Avenue district of Naples which offers the finest dining, shopping and entertainment in beautiful Naples, Florida. Looking for a vacation packed every minute of the day with fun-filled activities? Or... View all property information
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    Naples, Southwest Gulf Coast 34102
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Offering this lovely second floor three bedroom two bath coach home in the beautiful Sapphire Lakes. Sapphire Lakes is a gated community offering four community pools, tennis courts, pickleball, and plenty of activities. Minutes from golfing, downtown, shopping, and beaches. Just steps to the... View all property information
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    Naples, Southwest Gulf Coast 34104
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Only minutes from the pristine white sands of the Gulf of Mexico, The Enclave combines resort style amenities with a very convenient location. Our condo, which can sleep six, is situated at the heart of The Enclave has an open style concept with split bedrooms, each with a full bath, for maximum... View all property information
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    Naples, Southwest Gulf Coast 34104
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Classic old Florida cottage in wonderful location. Beach 1 block (.3 miles). Walk under old Banyan trees to Gulf beaches. Public golf course 3 blocks away. Tennis 6 blocks. Naples' best restaurants and exclusive shops only 10 blocks away, an easy walk or bike ride. Many repeat renters since 1998.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This gorgeous single family home in Mustang Island, a private gated and exclusive community in desirable Lely Resort has all the amenities you are looking for with 2600 square feet under roof. The large lanai is completely surrounded by spectacular potted Displays interwoven with colorful... 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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    About this property
    Naples Florida Vacation Homes' Neapolitan home is a beautiful, newly built holiday villa with sleeping room for 2-8. This vacation home features modern furnishings, private pool and is just a short walk to world-renowned Vanderbilt Beach and Delnor-Wiggins Pass State Park. Additional amenities... View all property information
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    Naples, Southwest Gulf Coast 34108
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Great location! Close by beaches. Shopping, & dining. Gated and secure community, located in the desirable Villages of Monteray! Very family friendly, resort setting. Private driveway. In ground pool, ranch style home. Secure gated entry. Community gym, tennis courts, children's playground, and... View all property information
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    Naples, Southwest Gulf Coast 34109
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Naples, Southwest Gulf Coast 34113
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This condo unit has been totally updated. 3 Bedroom 2 baths. TV in living room and master bed room. Close to beaches, shopping and all types of restaurants. Washer/dryer in unit. Enclosed screened lanai oversee a water view. First floor makes it easy on the knees and convienient with the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Only minutes from the pristine white sands of the Gulf of Mexico, The Enclave combines resort style amenities with a very convenient location. Our condo, which can sleep six, is situated at the heart of The Enclave has an open style concept with split bedrooms, each with a full bath, for maximum... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Home is located in Nice subdivision. The home is 3 bedroom 2 full bath. You are very close to downtown 5th Ave. South. The home has a 2 car garage. The home has all flat screen TV's The master bedroom has king bedroom set, made in Italy. The swimming pool is just off the breakfast room back of... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Naples Stonebridge Country Club gated and secured community near top rated white sands Vanderbilt Beach and Delnor-Wiggins Pass state park<BR>Location: 2305 Carrington Court, unit 103, Naples, FL 34109 USA<BR>2 Bedrooms, 2 Bathrooms, Sleeps 4 adults<BR><BR>Beautiful Naples Stonebridge Private... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    LUXURY ABOUNDS IN THIS NEW HOME NEAR THE BEACH. CLOSE TO VANDERBILT BEACH AND THE FAMED RITZ CARLTON. SHOPPING AT MERCADO WITHIN A 3 MINUTE RIDE. CAPITAL GRILL, BRAVO, FLEMINGS, TRADER JOES, WHOLE FOOD WITHIN A MILE!! GOLF, FISH, SHOP AND DINE AT VENETIAN VILLAGE AND DOWNTOWN NAPLES.. VISIT THE ZOO... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The condo itself is beautifully decorated 2br.2bth with a screened in lanai offering panoramic views of the golf course. The kitchen is fully stocked with dishes ,cutlery,coffee machine and boasts stainless steel appliances and corian counters. There is a covered parking spot. The Master bedroom... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34120
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Be the first guests to stay in this BRAND NEW Beautiful 3 bedroom 2 bathroom condois at the Naples Bay Resort Cottages, located just minutes away from Tin City, and the prestigious 5th Avenue Downtown Area. Naples beautiful beaches are just 1.5 miles away. Resort Fees are $55 a day Payable... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful Brand New 2 Bed & 2 Bathroom Condo With Lake View This new condominium is tastefully furnished and has been designed to the highest standard using all new items. Use of the buildings elevator make wheel chair access simple. The stunning view from the condo over the adjoining lake to... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Meticulously maintained and professionally decorated pool home in beautiful Palm River Estates. You will love this cozy family home in close distance to famous Vanderbilt Beach. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    We would like to welcome you to relax with us and enjoy our beautiful 3 bedroom 2 bathroom pool house that sleeps 6. The home is located in north naples only minutes driving to Vanderbilt beach one of the best beaches in the US also 8 miles to barefoot beach and near all shopping areas and great... View all property information
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    Naples, Southwest Gulf Coast 34110
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    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
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    5 of 5 stars (8) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    DOGS WELCOME in this charming canal front bungalow type efficiency, just 2 short miles to the main street (5th Avenue) in Olde Naples or 3 short miles to the gorgeous beaches on the Gulf of Mexico and 1 mile to Naples Botanical Gardens. Walking/bicycling distance to shops, grocery, pharmacy,... View all property information
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    Naples, Southwest Gulf Coast 34112
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Offered year round, this furnished home is located in Deer Crossing, an idyllic village of Mediterranean-style homes nestled along the 13th and 14th fairways of Fiddlers Creek’s Championship Golf Course. Our light and open unit has all the conveniences and amenities expected in a world class... View all property information
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    Naples, Southwest Gulf Coast 34114
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Substitute the Mediterranean Sea for the Gulf of Mexico, and your group will enjoy a terrific beach vacation getaway in the Amalfia Vacation Home. At a mere 0.7 miles (bicycles provided) to the peppy Vanderbilt Beach access point in North Naples, your relaxation potential is guaranteed! Additional... View all property information
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    Naples, Southwest Gulf Coast 34108
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    What an amazing way to spend your vacation! Our home boasts 4 bedrooms and 4 bathrooms on the main floors. 3 are complete with en suites and can be used as multiple master bedrooms. The true master has its own private balcony for watching the sunsets and sunrises. It also has the largest bathroom... View all property information
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    Naples, Southwest Gulf Coast 34110
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    4 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    CHECK OUT OUR SPECIAL OFF SEASON RATES (April, May June, July,August...$1500.00 a month)Only minutes from the pristine white sands of the Gulf of Mexico, The Enclave combines resort style amenities with a very convenient location. Our condo, which can sleep six, is situated at the heart of The... View all property information
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    Naples, Southwest Gulf Coast 34104
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Breathtaking 7th Floor gulf view while vacationing in beautiful Naples Fl. Enjoy the beautiful sunsets from the balcony. Take a short walk to Vanderbilt Beach for fishing, jet skiing, sailing, paddle boarding, wind surfing or para-sailing. After leaving our back door you are a short walk to the... View all property information
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    Naples, Southwest Gulf Coast 34108
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Walk or Bike to the Beaches. This lovely two bedroom is absolutely adorable and charming. This home doesn't disappoint, it has an incredible setup! The home has a wonderful lanai and front porch, leading into a large fenced backyard. The home is New to the rental market, this freshly remodeled,... View all property information
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    Naples, Southwest Gulf Coast 34108
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    DREAMING OF RELAXING TIME in beautiful Naples? STOP LOOKING as this magnificent RENOVATED villa is PERFECT for you! Situated in a secured gated community of Briarwood, only 5-10 minutes to pristine white-sand Gulf beaches and other Naples attractions, this nicely appointed, renovated villa... View all property information
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    Naples, Southwest Gulf Coast 34104
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This fabulous four bedroom 2.5 bath home in quiet refined community of Crown Pointe Naples Florida. House has private solar heated pool on great fishing lake. This home is 10 minutes from downtown Naples and 5th avenue shops, fine dining restaurants and Naples pristine white sand beaches. Fully... View all property information
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    Naples, Southwest Gulf Coast 34112
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Two Bedroom, two full bath Condo at Coral Falls Resort. Unit boasts an open floor plan, ideal for entertaining or just relaxing. The unit is accessible via elevator or stairs. Perfect location between Marco Island and Downtown Naples. Located within walking distance to shopping, and minutes from... View all property information
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    Naples, Southwest Gulf Coast 34113
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The Ingram Building, is located at 720 5th Avenue South in the heart of Old Naples. Our building consists of seven exclusive and private residences on the third floor with balconies overlooking 5th Ave., Cambier Park. Pristine white sand beaches, and some of the best dining and shopping in Florida... View all property information
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    Naples, Southwest Gulf Coast 34102
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Freshly decorated with all new decor within the last year! Our second floor Genoa at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near a scenic lake and beautiful golf course. New to NaplesFloridaVacationHomes, the Genoa is ideally positioned between the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    A beautiful home in Naples Park. Remodeled with impressive detail, including a Tuscan Master Bedroom and dressing area that connects to a walk-in closet and master bathroom. Second Bedroom has built-in, maple glazed cabinetry and full Murphy bed that folds up and turns the room into a relaxing... View all property information
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    Naples, Southwest Gulf Coast 34108
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    4 of 5 stars (1) Very good
    3 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. 3... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Perfect for young families!<BR>Three bedroom, two bathroom condo end unit with lake view on the ground level. Lanai, dining area, kitchen and large living room on the property of the Naples Bath and Tennis Club. Club amenities include tennis, fitness center and swimming pool. Applying for a daily,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Designer Villa has everything you need. Luxury Frette® towels & bathrobes & organic Vermont Soaps® in the baths, Frette® linens on the beds, & the finest Wusthoff® cutlery, Royal Prestige® cookware, flatware, & casual china in the kitchen. Offering granite counter tops, plantation shutters, wood... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 12
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Sauna
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    2 MONTH MINIMUM RENTAL, PRICE VARIES BY RENTAL MONTH<BR>Gated community with 3 pools, clubhouse, ballroom, tennis courts, bocce, F-T Rec. Dir. etc <BR>Fully furnished 2nd story, lake/fountain view<BR>May - Oct. - Negotiable<BR>Nov. - $2,750<BR>Dec. - $3000<BR>Jan. - April - $3,500<BR>Detached... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    1 / 24
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Naples Beach condo - Doorstep From The white sands of Vanderbilt Beach and Delnor-Wiggins Pass State Park (corner of Gulf shore Drive and Immokalee)<BR><BR>For January to March reservations or better reservation pricing please go to VRBO #442354<BR><BR>2+ months rental only from January to April, 2... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Nicely decorated, fully equipped first floor end unit in Aviano community. This 2200sf 3 bedrooms, 2 bathrooms includes a garage and a large lanai with beautiful views. In addition, the unit is located right next to the community pool / spa, making for easy trips back and forth for lunch. Near many... View all property information
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    Naples, Southwest Gulf Coast 34105
    1 / 16
    4.5 of 5 stars (10) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    Location Information
    Naples, Southwest Gulf Coast 34113
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Home & Property Amenities: Large, private setting, newly remodeled home with ceiling to floor windows. Balcony looking out to tropical gardens. This home features four bedrooms and 3.5 baths. Two bedrooms are master suites with private granite/glass block bathrooms. Kitchen features new stainless... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 38
    8 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    Have a special occasion to celebrate? The Knickerbocker of Naples is well suited to host the following kinds of group events. Additional amenities include: concierge, ping pong table, coffee maker, washer/dryer, parking - garage, cd player, water kettle, kitchen utensils provided, shower, fans,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34117
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beau Mer is surrounded by water views, River Pointe Marina, and the Naples Sailing & Yacht Club. Beau Mer’s gorgeous pool and hot tub are always inviting, making this the right place to enjoy the sun and avoid Winter’s cold. This 2 bedroom, 1.5 bath condominium is a beautifully-remodeled top-floor... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 31
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Naples Florida Vacation Homes' Sorrento Villa is a newly constructed, two-story courtyard home with high-end finishes galore. This vacation home features a spacious, open floor plan with 4-5 bedrooms and 4.5 bathrooms comfortably accommodates 2-10 guests. Additional amenities include: concierge,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108