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Holiday Rentals in The Villages

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    Travellers to The Villages are booking December dates now. Secure your holiday home today, and have the perfect trip.
    All 33 Rentals in The Villages
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    Beautiful single house for rent1 / 11
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Courtyard Villa in The Villages, Florida1 / 13
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The Villages Village of Duval Relax and Play in the Middle Of Paradise1 / 24
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • DVD Player
    • Wi-Fi
    • Sauna
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This tastefully decorated home is a must see!! Open concept floor plan/vaulted ceilings is spacious and cozy at the same time. New coastal living and dining room furniture! Fully modern kitchen opens to the living and dining area perfect for entertaining inside or step out onto the over sized...
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    BEAUTIFUL, RELAXING, QUIET ROOM1 / 9
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 February 2019
    I would recommend this B & B to everyone. Very friendly couple. They make you really feel at home. Look forward to returning. Thanks to all of you, Mary, Don and the real...
    Reviewed 29 September 2018
    Don and Mary, Thank you for having us again. Your house is a beautiful and the hospitality is great. I love coming down there and staying with you it's like family. Will be back...
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    About this property
    We are a B&B and have 2 bedrooms available, each must be reserved separately. The bathroom is private IF THE OTHER ROOM IS NOT OCCUPIED. We are located in the middle of the Villages. We have over 70 swimming pools, 56 golf courses, about 35 recreation centers, tennis courts, etc. Unlimited...
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    The Villages, Florida 32162
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1474 Alesio  -  Guesthouse1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
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    • Washer
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2019
    Bob and Hannah were wonderful hosts. They did everything possible to make me feel at home. I give them my highest recommendation.
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    About this property
    Our home is one level, very open, and located in a quiet neighborhood. We are within walking distance of two pools and a Recreation Center with many amenities. We are within a couple of miles of Brownwood Town Square and plenty of shopping. Guests will have one private bedroom and bath. Guests can...
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    The Villages, Florida 32163
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Patio Villa 2 Bedrooms Beautifully Furnished1 / 16
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Parking
    • Porch
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This villa was exceptionally clean and everything we could have hoped for. Tom the owner showed us around after we first go there which helped immensely and even had a welcome...
    Reviewed 2 January 2019
    The owners are the very best. Tom and his wife make are like family to us. They will do whatever it takes to make you feel comfortable during your stay. We have rented from them...
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    About this property
    Fernandina is located between Lake Sumter Landing and Brownwood Town Square. This villa is conveniently located to shopping, dining, theaters and nightly entertainment. It is also only a few minutes away by car or golf cart to Colony Plaza Shopping Center which has a Publix Super Market and a...
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    The Villages, Florida 32163
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    • Cable/satellite TV
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a B&B and have 2 bedrooms available, each must be reserved separately. The bathroom is private IF THE OTHER ROOM IS NOT OCCUPIED. We are located in the middle of The Villages. We have over 70 swimming pools, 56 golf courses, about 35 recreation centers, tennis courts, etc. Unlimited...
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    The Villages, Florida 32162
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Golfers Paradise/Country Clubs/Restaurants/Live Entertainment/Shopping/Pools1 / 11
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Porch
    • Grill
    • Wi-Fi
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 January 2019
    The villa was very clean and well organized. It is equipped with enough amenities that you will enjoy your stay and if you need anything in the way of help April is easy to...
    Reviewed 5 June 2016
    Had everything I needed. I'm a walker. I would walk 10- 12 miles in the mornings. In the afternoon I would swim a couple blocks away at the pool. In the evenings, I would go to...
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    About this property
    Beautiful open floor plan. 2 bedrooms 2 bath Village of Duval - Location Location Refrigerator, dishwasher, microwave, gas stove Washing machine and dryer. Completely enclosed and private yard. Iron and ironing board. Hair dryers. Kitchen equipped with new Keurig, Toaster, silverware, bakeware,...
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    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Children's Pool
    • Grill
    • Patio
    • Balcony
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the Sunshine State at this 2-bed, 2-bath home in The Villages, which exceeds the second largest golf facility in the world with 11 Championship and 32 Executive Golf Courses! Along with room for 6 guests, the vacation rental offers comfortable furnishings, a screened-in lanai, and access...
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    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Book Today -Enjoy Perfect Weather1 / 21
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2018
    This home was beautiful! Everything we needed was available for us to use. The Lanai has two cozy rocking chairs, perfect for my husband and myself to sit down and read and...
    Reviewed 4 January 2018
    This house was in a fantastic location, close to town and shopping. It had everything needed to have a relaxing vacation.
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    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...
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    The Villages, Florida 32159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa With A View !!1 / 7
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Porch
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    [ July, August and December, 2018 are still available for this great property!! Reduced Rate - Call Owner !! ] This is a lovely Courtyard Villa with a great golf course view in Bonnybrook Village. The property is generally available for one to three month rentals, or even longer. This is a newly...
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Villages Village of Duval Relax and Play in the Middle Of Paradise1 / 27
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2018
    I rented this property for the last two years. I am disappointed that I will not be able rent again next year. My loss is your gain. I absolutely love it! The location is a...
    Reviewed 9 February 2018
    The Village of Duval is central to all amenities. The neighborhood was quiet but yet very friendly. We were even invited to a meet and greet. Love the fact that you have a...
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    About this property
    This is just the Perfect Patio Villa with stunning, enhanced landscaping a. Our home is super clean and in Pristine condition. Inside the spacious Open Floor Plan, the neutral colors are so inviting that entertaining family and friends will be at the top of your list. The kitchen is perfect for...
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    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 bd/2 bath Cul-de-sac Home with Large Lanai1 / 17
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Porch
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Really lovely rental, very clean and well maintained inside and out, a real home from home, everything we needed was provided. Lovely location with very helpful owner.The...
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    About this property
    Nicely furnished, fully equipped 3 bedroom, 2 bath home in the Village of Glenbrook. Home is located on a quiet cul-de-sac and is conveniently located to Lake Sumter Landing and many of the Villages amenities. Split floor plan offers privacy, while still accommodating six occupants; queen beds in...
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Buzz of the Villages1 / 12
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2018
    The villa was built around 2008, but it looks like a brand new home.Nice Florida style furnishing and plenty of kitchen ware.I would come here every year, if I could.
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    About this property
    Beautiful fully furnished patio villa in the Village of Hemingway. Centrally located with all the amenities. Gas grill, king bed in master, all linens included. Short drive to Sumter Landing, yet near Colony Recreation Center. Colony shopping plaza just minutes away with grocery store,...
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    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    A lovely & cozy home centrally located1 / 10
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    Great stay...great owners...would recommend this to anyone! Good location to all activities...this house is truly the perfect place to stay for a vacation in the villages.
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    About this property
    Our 3 bdrm/2 bath home is centrally located in the Village of Hemingway; it features a beautiful private lanai, a BBQ area, and use of a golf cart. The lanai is equipped with sliders so you can enjoy the great outdoors year round. The home is non-smoking and pets are not allowed. We are willing to...
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Parking
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    • DVD Player
    • Cable/satellite TV
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Villages. Let us take the stress and worry out of finding just the right place to stay during your visit, whether you're only here for a week or are planning an extended stay. Palm trees greet you as you enter our 2bed/2Bath ranch located in a great location and a wonderful...
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    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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 within the idyllic gated community, The Villages! With room for 6 guests, a tranquil atmosphere with screened patio, a nature walk within the community, and access to a...
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    The Villages, Florida 32163
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Air Conditioning
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villages Florida Golf course home site This 2 bedroom 2 full baths , courtyard villa is located near the Spanish Springs town square ,entertainment ,recreation and shopping central .New kitchen ,huge private screened lanai ,on the Chula Vista golf course .Club house pool ,tennis ,pickelball...
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    The Villages, Florida 32159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Children's Pool
    • Hot Tub
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Tee Off Villa...Our Home of Golf Come and enjoy this beautiful Courtyard Villa. Step through the Florida room to your GIANT lanai under screen enclosure where enjoying the days and evenings will be a highlight. There's a spa/hot tub, plenty of room for hosting friends and family, lots...
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    The Villages, Florida 32159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    New Listing! 2BR 2BA Courtyard Villa WiFi Yamaha Gas Golf Cart 5 minutes to Golf1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Patio
    • Balcony
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 December 2018
    We have been to The Villages several times in the past, but this property was the nicest we have had. The location couldn't be better. It is super close to 2 of the 9-hole...
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    About this property
    Please note, Winter arrivals are as follows: January 2 - 30 February 1 - 28 March 4 - 30 April 5 - 30 ~~Winter reservations must meet the following requirements: ~~~~January must be rented prior to the open availability of February, March and April, or January is included in your...
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    The Villages, Florida 32163
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    DESIRABLE LOCATION WINIFRED VILLAGE DESIGNER HOME1 / 12
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • DVD Player
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    • Patio
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2018
    perfect location for everything in the villages,accomodation was excellent.Why would you take 100 characters when you can say it in 75.
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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....
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Patio
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    p class='rtejustify'>Poppy Circle is the popular Jasmine Designer model and offers 3 bedrooms, 2 bathrooms, sleeps 6 and includes a complimentary 4-seater gas golf cart for the duration of your VIR Vacation. Golf carts are The Villages' chosen mode of transport, and your perfect position in the...
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
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    • Balcony
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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. The spacious master bedroom has a king size bed with 55 inch tv ....
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’re sure to have an amazing getaway when you stay at this 3-bedroom, 2-bathroom vacation rental cottage in The Villages, which sleeps 6. Boasting 1,438 square feet, this property is perfect to travel to with other couples, family or grandchildren. For a small additional fee, enjoy access to...
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    The Villages, Florida 32163
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in a quiet cul-de-sac, this charming 3-bedroom, 2-bathroom The Villages vacation rental house is the perfect destination for your relaxing Sunshine State escape. With accommodations for up to 8 guests, this property is perfect for families or groups of friends looking to spend some time...
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    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • DVD Player
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    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The phone service includes local, long distance, and Canada calls included. Wireless internet 25 Mbps. Enjoy your morning paper and coffee on the lanai or take a dip in the neighborhood pool to start your day in this friendly community of active seniors enjoying their retirement. The Villages...
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    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Air Conditioning
    • DVD Player
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    • Patio
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    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very convenient central location close to everything. Great location, very close to Rt 466 shopping and 5 min. walk to the heated pool. Only about 5 miles to 2 town squares. Recently renovated with new laminate flooring, tile, bathrooms and paint. King bed in master and queen bed in guest bedroom....
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    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely 2 bedroom, 2 bath, fully furnished in excellent condition. Perfectly located in the village of Fernandina, you'll be only a short golf cart (included!) drive away from the Bradenton Village Center, the Gilchrist and Manatee Recreational Centers, and the Bonifay Country Club, among others....
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    The Villages, Florida 32163
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Closest Courtyard Villa neighborhood to Lake Sumter Landing Welcome to 1086 Peninsula! - a beautiful, professionally decorated Courtyard Villa in Lake Sumter Landing's Creekside Neighborhood. Your home-away-from-home is literally a 7 minute walk to Lake Sumter Landing Town Square, with nightly...
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    Location Information
    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    The Villages, Florida 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Washer
    • DVD Player
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NOTE: This property features exterior security cameras; they do not look into interior spaces Calling all golf and sunshine lovers! Find paradise in this 3-bedroom, 3-bath vacation rental home for 6 in The Villages of Largo. Sip coffee on the open lanai before enjoying the hot tub or swimming in...
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    Location Information
    The Villages, Florida 32162
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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