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Holiday Rentals with Pools in The Villages, FL

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    1 / 14
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 19
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, Sleeps 4 | Quick View
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    About this property
    Professionally decorated & completely furnished Carriage townhome with king size beds in each bedroom. French doors that open to private patio with wonderful golf/sunset views - a fabulous setting to enjoy evening cocktails and morning coffee. Tree lined Glenview Rd. leads to the property and... View all property information
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    The Villages, Florida 32162
    1 / 24
    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
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    The Villages, Florida 32162
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
    5 of 5 bubbles Reviewed today
    Great, clean and well equipped home. Owners were great to work with. Damage deposit returned as scheduled , Close to all amenities including pool and grocery store. Travel by...
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    FREE golf, cart, wifi, cable, printer/fax, swim, grill, live music, FIDO and much more with resident ID cards! In The Villages, Florida ALL locations are great, as everything is never more than a 30 minute drive away, with most of it accessible by golf cart. Nestled in the Glenview Champions... View all property information
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    The Villages, Florida 32162
    1 / 7
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Gated community, 100% safe. It has over 600 holes of golf, tennis, pools, basketball, you name it, it's here. Across the street from large rec center. Travel everywhere by furnished golf cart. Over 2000 clubs to fit your desires. Home is fenced in. Senior community, but everyone welcome. Free... View all property information
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    The Villages, Florida 32162
    1 / 7
    5 of 5 bubbles (3) 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
    5 of 5 bubbles Reviewed 16 November 2016
    Everything from my stay in the Dewitt's very lovely home was exceptional. What makes it so much more complete is "The Villages" and the life that is awaiting both young and older...
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    1 / 12
    5 of 5 bubbles (1) Excellent
    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
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    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This beautifully decorated 2 bedroom villa is located in the neighborhood of Collier. This area is conveniently located near the Collier Neighborhood Recreation Center and Brownwood Paddock Square. The Town Squares are one of the most popular attractions of the community where you'll find shopping,... View all property information
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    The Villages, Florida 32163
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Location! Location! This private courtyard villa comes completely furnished with everything you need to have a relaxing vacation. Beautifully decorated, ceiling fans in every room, , tiles through the livingroom and Masterbedroom, tiles through kitchen and bathrooms, Granit and Tiles... View all property information
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    The Villages, Florida 32159
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    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
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    The Villages, Florida 32163
    1 / 22
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 bubbles Reviewed 29 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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    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • ?
    About this property
    This beautifully decorated 2 bedroom 2 Bathroom home is located in one of the most desirable neighborhoods. El Santiago 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 where... View all property information
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    The Villages, Florida 32162
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    CLEAN, SPACIOUS VILLA NEXT TO BROWNWOOD -- GOLF CART INCLUDED in rates - delivered to the driveway!<BR><BR>New construction, fully furnished! Arlington Courtyard Villa in beautiful Antrim Dells with 1808 sq. ft, 3 bedrooms, 2 baths, 2 car garage. King bed in master, queen in bedroom #2, and third... View all property information
    Location Information
    The Villages, Florida 32163
    1 / 10
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    • Satellite TV
    • Balcony
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    • Pet-friendly
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    • x
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    • x
    About this property
    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
    Location Information
    The Villages, Florida 32162
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
    About this property
    Location, Location, Location....This beautiful home is located in the neighborhood of Virginia Trace where you're surrounded by golf courses and recreation centers. Mallory Country Club is less than a mile away and offers Championship golf and has one of the most popular country club restaurants.... View all property information
    Location Information
    The Villages, Florida 32162
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • ?
    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
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
    About this property
    This beautiful home is located in the desirable neighborhood of Bonnybrook. You're minutes by golf cart to Lake Sumter Landing Market Square where you will find shopping, restaurants, movie theaters and FREE live entertainment nightly. When you are ready to hit the links and play a challenging... View all property information
    Location Information
    The Villages, Florida 32162
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    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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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
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This beautifully decorated 2 bedroom 2 Bathroom home is located in one of the most desirable neighborhoods. Duval is conveniently located between Lake Sumter Landing Market Square and Brownwood Paddock Square. The Town Squares are one of the most popular attractions in the community. You'll find... View all property information
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    The Villages, Florida 32162
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    Location, Location, Location....This beautiful home is located in the beautiful neighborhood of Caroline where you're surrounded by golf courses and recreation centers. Mallory Country Club is about a half mile away and offers Championship golf and has one of the most popular country club... View all property information
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    The Villages, Florida 32162
    1 / 18
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    • x
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    About this property
    This beautifully decorated 2 bedroom villa is located in the neighborhood of Collier. This area is conveniently located near the Collier Recreation Center and 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
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    This beautifully decorated 2 bedroom home is located in the village of Sanibel, one of the newest neighborhoods. The Sanibel neighborhood 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... View all property information
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    The Villages, Florida 32163
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    LOCATION, LOCATION, LOCATION!....This beautiful home is located in the desirable neighborhood of Woodbury where you're minutes by golf cart to shopping, restaurants, recreation & golfing. You’re a short golf cart ride to the Springdale Recreation Center where you’ll find an adult only swimming... 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 beautifully decorated 2 bedroom villa is located in Hillsborough neighborhoods. Hillsborough is 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, and... View all property information
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    The Villages, Florida 32163
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    • x
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    About this property
    SUMMER DATES AVAILABLE - Call today to book your stay in this beautiful Pool Home! This beautifully decorated 3 bedroom home is located in one of the newer neighborhoods. Sanibel is conveniently located between Lake Sumter Landing Market Square and Brownwood Paddock Square. The Town Squares are one... View all property information
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    The Villages, Florida 32163
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    • x
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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
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    The Villages, Florida 32162
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    About this property
    This beautifully decorated Courtyard Villa with 2 king bedrooms and a denis located in the neighborhood of Sanibel just south of Rt 466A off Morse Blvd.. This PET FRIENDLY (cat & dog friendly) home comes complete with WIFI internet. Across the street is the Sanibel neighborhood pool (bocce ball and... View all property information
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    The Villages, Florida 32163
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    About this property
    This beautifully decorated 2 bedroom 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 shopping,... View all property information
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    The Villages, Florida 32163
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    About this property
    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
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    The Villages, Florida 32162
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    About this property
    Location, Location, Location....This beautiful 2 bedroom villa is located in the desirable neighborhood of Creekside Landing. You can walk to Lake Sumter Landing Market Square where you can find shopping, restaurants, movie theaters and FREE live entertainment nightly. Arnold Palmer Country Club is... View all property information
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    The Villages, Florida 32162
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    This beautifully decorated 3 bedroom home is located in one of the newer neighborhoods. Charlotte 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 shopping,... View all property information
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    The Villages, Florida 32163
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    About this property
    This beautifully decorated 3 bedroom 2 Bathroom villa is located on a corner lot with a large private back yard in one of the newest neighborhoods. Collier is conveniently located just over 1 mile from Brownwood Paddock Square. The Town Squares are one of the most popular attractions of the... View all property information
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    The Villages, Florida 32163
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    About this property
    This beautifully decorated 2 bedroom villa is located in The Village of Collier, one of the newest Village neighborhoods. The Village of Collier is conveniently located within a mile of Brownwood Paddock Square. The Town Squares are one of the most popular attractions of The Villages. You'll find... View all property information
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    The Villages, Florida 32163
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    About this property
    This beautifully decorated 2 bedroom 2 Bathroom home is located in one of the most desirable neighborhoods. Santiago 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 where... 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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    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
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    About this property
    This beautiful 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 ride puts you in the heart of FREE nightly entertainment, restaurants, movies and shopping. Evans... View all property information
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    The Villages, Florida 32163
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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. You'll find... View all property information
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    The Villages, Florida 32163
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    About this property
    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 ride puts you in the heart of FREE nightly entertainment, restaurants, movies and... View all property information
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    The Villages, Florida 32163
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    This beautifully decorated 3 bedroom 2 Bathroom home is located in one of the newest neighborhoods. Osceola Hillsis conveniently located close to Brownwood Paddock Square. The Town Squares are one of the most popular attractions of the community where you'll find shopping, restaurants, movie... View all property information
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    The Villages, Florida 32163
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    This beautifully decorated 3 bedroom 2 Bathroom home is located in one of the newest neighborhoods. Collier is conveniently located just over 1 mile from 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
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    The Villages, Florida 32163
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    This beautifully decorated 3 bedroom 2 Bathroom home is located in one of the newest neighborhoods. Lake Deaton is conveniently located just over 1 mile from 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
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    The Villages, Florida 32163
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This beautifully decorated home is located in the desirable neighborhood of Hemingway 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
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    The Villages, Florida 32162
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    About this property
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • x
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    About this property
    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
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    Location, Location, Location....This beautiful home is located in the beautiful neighborhood of Caroline where you're surrounded by golf courses and recreation centers. Mallory Country Club is about a mile away and offers Championship golf and has one of the most popular country club restaurants in... 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
    • x
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    About this property
    Location, Location, Location....This beautiful home is located in the desirable neighborhood of Sable Chase. You're minutes by golf cart to Lake Sumter Landing Market Square where you can find shopping, restaurants, movie theaters and FREE live entertainment nightly. Mallory Hill Country Club is... View all property information
    Location Information
    The Villages, Florida 32162