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Holiday Rentals with Pools in The Villages, FL

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    1 / 13
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 28
    5 of 5 stars (2) Excellent
    2 Bedrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    My Home is perfect for two golfing couples, a family reunion, or a special romantic retreat ! Truly a unique home that is absolutely lovely. You would LOVE my home. I promise. There is a fireplace in the Great Room and Two big tables. One seats 10 to12...the other 6-8. The Counter dividing the... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Looking for a villa very close to shopping, a town square and recreation? This beauty is located just a few short blocks from golf car accessible shopping plazas, the Chula Vista Recreation Center with swimming, indoor and outdoor sports/clubs, executive golf and the popular Spanish Springs Town... View all property information
    Location Information
    The Villages, Florida 32159
    3 Bedrooms, 3 Bathrooms, Sleeps 2 | Quick View
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    This beautiful newly furnished 3 br home is located 2 minutes from the seabreeze pool, miona rec. Center, cane gardens country club. Just a 5 minute golf cart ride to lake sumpter landing and 10 minutes to the new brownwood village.<BR><BR>The spacious master bedroom has a king size bed with 55... View all property information
    Location Information
    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Our new designer home is comfortably furnished and conveniently located in the Village of Pinellas.<BR><BR>Our home is a beautifully furnished extended Jasmine block/stucco model built December 2013. It is just a few blocks off of 466A and Buena Vista Blvd and located on a quiet cul-de-sac street.... View all property information
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    The Villages, Florida 32163 2650
    1 / 14
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Vacation house in the Villages, Fl. the # 1 vacation place in the world. Go everywhere by golf cart. Golf, tennis, Pickleball, swimming, softball, volleyball, 600 holes of golf, entertainment nightly on 3 town squares, This is a gated community that is completely safe everywhere. Great weather... View all property information
    Location Information
    The Villages, Florida 32162
    5 of 5 stars Reviewed 6 June 2016
    I would stay at this place again except I liked The Villages so much that I bought a house. Very active retirement community.
    5 of 5 stars Reviewed 17 August 2015
    My mother has lived at the Villages happily for past 15 or so years. This year, we decided to take our grown family to Florida to visit them for a week. I looked on Trip Advisor...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This nicely decorated home is located in the desirable Village of Hadley where you're surrounded by golf courses and recreation centers. Havana Country Club is minutes by golf cart and offers Championship golf, a pro shop and a very popular country club restaurant serving breakfast, lunch... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Village of Caroline This is an absolutely ideal situation for anyone contemplating owning a rental unit in The Villages! Fully furnished turnkey ranch in one of the most sought after locations! Home located within walking distance to the Recreation Center and two pools. Only 1 mile from... View all property information
    Location Information
    The Villages, Florida 32162
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    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    This beautifully maintained home located minutes from shopping, grocery stores, golf courses and 75+ restaurants, all easily accessible in your provided golf Cart. As you enter the home you can look out the sliding glass doors to the covered Lania and built in Heated Waterfall POOL. The... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Location! Location! This private courtyard villa comes completely furnished with everything you need to have a relaxing vacation. Beautifully decorated, ceiling fans, tiles through the livingroom and Masterbedroom, tiles through kitchen and bathrooms, Granit and Tiles in the entry. It... View all property information
    Location Information
    The Villages, Florida 32159
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Garden
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    Immaculate furnished Cabot Cove model with inside laundry room. Brand new carpet, interior painted with designer colors. Desirable location in the Village of Duval. Beautiful side patio with thoughtfully landscaped yard - a picturesque setting for quiet enjoyment. Garage accommodates a golf cart... View all property information
    Location Information
    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    DESIRABLE WINIFRED VILLAGE - Well appointed designer home very close to Sumter Landing! *Golf Cart Included w/roadside assistance *His & Hers cruiser bikes for your riding enjoyment *5 minute cart ride to Sumter Landing shopping, restaurants and entertainment and 3 recreation centers.... View all property information
    Location Information
    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Relax in this beautiful Court Yard Villa in Belvedere with 46 inch HDTV in Living Room, TV in Master bedroom. Features 3 bedrooms, 2 full bathrooms. Bamboo flooring and Ceramic tile flooring. April aire air filtration system. Non-smokers. Back yard faces of one of the executive golf courses. Close... View all property information
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    The Villages, Florida 32162
    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Exquisite 3-Bedroom/2-Bath Custom Pool Home. This beautiful home is located in the sought-after Village of Rio Grande-an easy golf cart ride to both Spanish Springs Square and lake Sumter Square. Built on a quiet cul-de-sac on an oversized lot, homeowners will enjoy a peaceful and spacious yard,... View all property information
    Location Information
    The Villages, Florida 32159
    5 of 5 stars Reviewed 11 May 2016
    1366 Camero was beautiful, well-appointed, well-decorated, spacious inside and delightful outside with pool and hot tub. Lots of TV'x and rapid w ifi. Excellent location as well.
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Way too cold up North…then South you must go! Come to the perfect setting at The Villages in the Center of the sunny state of Florida. Our home has everything you are looking for; a great location to everything, a lanai overlooking a very tranquil view, an electric golf cart to “buzz” around in and... View all property information
    Location Information
    The Villages, Florida 32162
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Do you like to swim, grill, golf, dance, relax in the hot tub? This is the perfect home for you!! The Villages perfect vacation home with heated in-ground pool and hot tub, and with a gas golf cart included. Magnificent wood floors throughout the living area complement diagonal tiles in the... View all property information
    Location Information
    The Villages, Florida 32159
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    This beautifully maintained home located minutes from shopping, grocery stores, golf courses and 75+ restaurants, all easily accessible in your provided golf Cart. As you enter the home you can look out the sliding glass doors to the covered Lania and built in Heated POOL and HOT TUB. The fenced... View all property information
    Location Information
    The Villages, Florida
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    LOCATION! LOCATION! LOCATION! This beautifully decorated 2 bedroom villa is located on the first tee box of De La Vista golf course in one of the most desirable neighborhoods. The Village of Tierra Del Sol is conveniently located approximately 1.5 miles to Lake Sumter Landing Market Square and... View all property information
    Location Information
    The Villages, Florida 32162
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
    About this property
    Beautiful fully furnished 3/2 courtyard villa in Bonneybrook for rent. Open floor plan with vaults. Freshly painted, new laminate wood floors, (no carpet) , and newly furnished. Equipped with large flatscreen tvs, cable, wifi, screened lanai, well equipped kitchen, and linens. Bring your clubs and... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy the comfort and privacy of this wonderful Courtyard Villa in the amazing Florida recreation area called The Villages. Your courtyard villa will be fully furnished and spotlessly clean upon your arrival The kitchen is fully equipped for your cooking needs and there is a gas grill on the... View all property information
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    The Villages, Florida 32162
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This lovely two bedroom, two bath courtyard villa was professionally furnished and decorated by Southern Lifestyles of The Villages. It is fully equipped for your stay. The master en suite bedroom has a king size bed. The guest bedroom has twin beds and private access to its own bathroom. The villa... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This beautifully decorated 2 bedroom 2 Bathroom home is located in one of the most desirable neighborhoods. Santo Domingo is conveniently located between Spanish Springs Town Square and Lake Sumter Landing Market Square. The town squares are one of the most popular attractions of the community... View all property information
    Location Information
    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This beautifully decorated 3 bedroom 2 Bathroom home is located in one of the newer neighborhoods. Fernandina is conveniently located between Lake Sumter Landing Market Square and Brownwood Paddock Square. The Town Squares are one of the most popular attractions of the community where you'll find... View all property information
    Location Information
    The Villages, Florida 32163
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    LOCATION, LOCATION, LOCATION!....This beautiful home is located in the desirable neighborhood of Briar Meadow where you're minutes by golf cart to shopping, restaurants, recreation & golfing. You're a short ride to the Springdale Recreation Center where you'll find an adult only swimming pool.... View all property information
    Location Information
    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Your vacation in The Villages will be everything you dreamed and more when you stay at this delightful 3-bedroom, 2-bathroom home! With room for 6 guests, a tranquil atmosphere with screened patio, and access to a community pool, this house has it all! From the moment you first arrive, you’ll be... View all property information
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    The Villages, Florida 32163
    1 / 22
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This brand new courtyard villa home is situated in the southern end of the community, your location is ideal for enjoying all the activities in Brownwood Paddock Square, the newest of the three town centers. A short golf cart ride puts you in the heart of FREE nightly entertainment, restaurants,... View all property information
    Location Information
    The Villages, Florida 32163
    4 of 5 stars Reviewed 28 March 2016
    Four of us stayed in this user-friendly villa in Feb., 2016. We were concerned that two couples together for a month in the same unit would be tough. There was room for all, and...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This beautifully decorated 3 bedroom villa is located in the neighborhood of Hillsborough where you are conveniently located within a mile of Brownwood Paddock Square. The Town Squares are one of the most popular attractions of the community where you'll find shopping, restaurants, movie theaters,... View all property information
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    The Villages, Florida 32163
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    ENJOY THIS TWO BEDROOM TWO BATHROOM VILLA WITH A LARGE WATER AND GOLF COURSE VIEW OF ASHLEY MEADOWS GOLF COURSE. AFTER STEPPING THROUGH THE FRONT DOOR, AND FEELING THE COMFORT, YOU WILL THEN GO THROUGH THE GLASS SLIDING DOORS, AND STEP INTO THE BIRDCAGE THAT SURROUNDS A LARGE SOLAR HEATED POOL... View all property information
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    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This beautifully decorated 3 bedroom 2 Bathroom home is located in one of the most desirable neighborhoods. El Santiago is conveniently located between Spanish Springs Tow Square and Lake Sumter Landing Market Square. The Town Squares are one of the most popular attractions of the community where... View all property information
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    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Location, Location, beautiful 3 bedroom home is located in the desirable neighborhood of Virginia Trace. You can walk to Lake Sumter Landing Market Square where you will find shopping, restaurants, movie theaters and FREE live entertainment nightly. Arnold Palmer Country Club is about a half of a... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Tucked away from the hurly and burly, our gorgeous villa still enjoys propinquity to major attractions and points of interests of Summerhill. Fully-embedded, spacious, bright and well-maintained, we ensure that this fabulous vacation rental makes an ideal home away from home for families and... View all property information
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    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This beautifully decorated 3 bedroom villa is located in Antrim Dells, one of the newest neighborhoods and is conveniently located within walking distance to Brownwood Paddock Square. The Town Squares are one of the most popular attractions of the community where you'll find shopping, restaurants,... View all property information
    Location Information
    The Villages, Florida 32163
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    You'll feel right at home the minute you open the front door to your home away from home. This beautifully villa has an open floor plan and boasts a bright open feel. The kitchen is fully equipped with everything you need to prepare meals or entertain new friends. The living room offers plenty of... View all property information
    Location Information
    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This beautifully decorated home is located in the desirable neighborhood of Hadley where you're surrounded by golf courses and recreation centers. Havana Country Club is minutes by golf cart and offers Championship golf, a pro shop and a very popular country club restaurant serving lunch and... View all property information
    Location Information
    The Villages, Florida 32162
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    So nice place to share with friends at the golf courses, swimming pool, dancing at the squares every night party . Only for us !! People 55 years and plus !! Looking forward to wellcome you at the Villages All shopping centers and supermarkets church, banks movie theatres very Close too!!... View all property information
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    The Villages, Florida 32162
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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
    Our home is 1,286 square feet with two spacious bedrooms, two full baths and full laundry facilities. Rental includes use of our 4 Seat High Speed Night Golf Cart. The home is equipped with a new 48" flat screen and High Speed Internet and Comcast cable are included. There is also a landline... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Location, Location, Location! This beautiful 2 bedroom home is located in the desirable community of Virginia Trace. You can walk to Lake Sumter Landing Market Square where you will find shopping, restaurants, movie theaters and FREE live entertainment nightly. Arnold Palmer Country Club is about a... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    • x
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    About this property
    45 minutes to Disney World and major attraction.<BR>40 golf courses with 12 championship courses including Arnold Palmer and Nacny Lopez signature course.<BR>3 town centers with nightly entertainment.<BR>35 restaurants with varried cuisnie.<BR>New construction facility.<BR>Enjoy a private court... View all property information
    Location Information
    The Villages, Florida 32162
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Location, Location, Location! Our home is just a short walk from Spanish Springs Town Square. The newly updated two bedroom, two bath site built home is in the wonderfully convenient Village of El Cortez. Located close to Mira Mesa and Chula Vista golf courses. Also close to the Chula Vista... View all property information
    Location Information
    The Villages, Florida 32159
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
    About this property
    This beautifully decorated home is located in the neighborhood of Caroline, minutes to Lake Sumter Landing Market Square by golf cart and within walking distance to Caroline Pool. This location is amazing...about a mile to Lake Sumter Landing where you'll find many restaurants, shopping, grocery... View all property information
    Location Information
    The Villages, Florida 32162
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Great location just minutes from Lake Sumter Landing in Sunset Pointe with a complimentary gas golf cart. Property has a 1 car garage with room for a golf cart. There are TVs in the living room and master bedroom. The Town Squares are one of the most popular attractions of this community. You'll... View all property information
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    The Villages, Florida 32162
    1 / 34
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    A very tastefully decorated 3 bedroom open plan home in Liberty Park, with easy access to both Lake Sumter Landing and Brownwood and a complimentary golf cart. King Bed in master and queen in 2nd bedroom. 3rd bedroom laid out as a den with ottoman, desk and chair. TVs in Living room (40") and... View all property information
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    The Villages, Florida 32162
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    • ?
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    • x
    About this property
    2 bedrooms, 2 bathrooms, kitchen, lanai. More details coming soon. Villa is conveniently located near both Mulberry Grove Recreation Center and The Savannah Center. Both recreation centers include pools and indoor/outdoor activities. Numerous other pools and recreation centers are available... View all property information
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    The Villages, Florida 32162
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    One of the best model homes in The Villages, FL, just a 2 minute golf cart ride away from the center of Hillsborough, this 3 bedroom Gardenia model home in the Village of Hillsborough is one of our hottest rentals and it's pet friendly! With upgraded everything from granite surfaces to stainless... View all property information
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    The Villages, Florida 32163
    1 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Indoor Pool
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Great location for a 3 bedroom 2 bath home in the Village of Lynnhaven, just 2 miles from Lake Sumter Landing. Master has a Queen Size bed, Queen in guest and two single beds in the 3rd bedroom. Classically decorated and incredibly clean throughout. Spacious room sizes and tasteful décor... View all property information
    Location Information
    The Villages, Florida 32159
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    This beautiful 2 bedroom courtyard villa has one of the best locations in The Villages, FL with an amazing sweeping view across the golf course in The Village of Belle Aire. The home has 2 bedrooms, Master with a king bed and 2nd with a queen bed. The living area is beautifully furnished with an... View all property information
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    The Villages, Florida 32162
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    Beautiful Patio Villa located in the Village of Duval with a one hole putting green! The open concept living room is bright and airy and is tastefully decorated in a contemporary style with comfortable seating and a feeling of home. Screened in lanai is perfect for dining or visiting with friends... View all property information
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    The Villages, Florida 32162
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This beautifully decorated 3 bedroom home is located in the neighborhood of Buttonwood with a complimentary golf cart. This area is conveniently located near Recreation, Golf & Lake Sumter Landing Market Square. The Town Squares are one of the most popular attractions of the community where you'll... View all property information
    Location Information
    The Villages, Florida 32162