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Pet Friendly Holiday Rentals in Wildwood

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    Don't let other travellers get your favourite Wildwood area holiday rental. You're so close to securing your perfect getaway. Book today.
    30 Matching Rentals in the Wildwood AreaView all 102 rentals
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    The following rentals are within 10 kilometres of Wildwood.
    Courtyard Villa in The Villages, Florida1 / 13
    (4)Excellent
    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Whole House - Completely New Inside! PET FRIENDLY - Try Our Sleep Number Bed!1 / 24
    (2)Excellent
    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Cable/satellite TV
    • Washer
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Pet Friendly 2 Bedroom, 2 Bathroom Ranch/Cottage Laredo Model style home is located in the Village of Amelia and minutes to Lake Sumter Landing Square and Mallory Hill Country Club. This home has been recently updated with fresh paint, carpet, wood flooring and new lighting throughout. The...
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    32162, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful Courtyard model home in the well-situated Village of Lake Deaton has 3 Bedrooms, 2 Bathrooms, sleeps 6, is dog friendly and has a complimentary Two--seat golf cart. The golf cart is The Villages' favorite mode of transportation; you are golf-cart close to Brownwood Paddock Square,...
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    32163, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay 3-30 nights. This delightful 3 bedroom, 2 bathroom Ranch home sleeps 6, has a 2-seat gas golf cart and a set each of men's and women's golf clubs for the duration of your VIR Vacation, and is well-located in the rolling hills of the Village of Amelia, just 2 miles from Lake Sumter Landing...
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    32163, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Village of Buttonwood, you'll find this cozy 2 bedroom, 2 bathroom pet friendly patio villa. Even before entering this home, the patio is warm and welcoming with a spacious 4 seater round table perfect for enjoying your morning coffee with friends and neighbors or watching the...
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    32162, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa With A View !!1 / 7
    (1)Excellent
    The Villages
    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
    [ December, 2017 is 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 purchased rental...
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    32162, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay 3-30 nights. This beautifully decorated and upgraded 2 bedroom, 2 bathroom Cabot Cove Patio Villa, well-located in The Village of Fernandina, is small dog friendly and comes with a complimentary golf cart for the duration of your VIR Vacation Rental. Fernandina is conveniently located between...
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    32163, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Parking
    • Grill
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conveniently located in the Village of Duval, is this fully furnished and nicely maintained Amarillo model home. This open floor plan provides a kitchen with spacious wood cabinetry, pull out drawers in the lower cabinets, a new refrigerator and dishwasher, and a spacious island with breakfast...
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    32162, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated and fully furnished 2 Bedroom 2 Bathroom Colony Patio Villa is located in Pinecrest Villas in The Village of Springdale. The open concept living room includes a flat screen TV and has a coastal theme making relaxation easy. Living room provides two brand new sleeper sofas that...
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    32162, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fully furnished Pet Friendly 2 Bedroom 2 Bathroom Abilene Model Patio Villa is located in the Village of Belle Aire. The open concept living room includes a flat screen TV with use of a VHS and DVD player, ample seating including a recliner, and has a contemporary style making relaxation easy....
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    32162, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    • Internet Access
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated 2 bedroom Pet Friendly Courtyard Villa is located in a desired area of The Villages, FL below 466A near Brownwood Paddock square. The living room provides ample seating and a recliner for additional comfort and has an open floor plan with a dining area that seats 6 comfortably....
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    32163, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Parking
    • Washer
    • Internet Access
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful pool home with large birdcage on the golf course in The Village of Rio Grande/Villa De Laguna West. End lot with an amazing view of the golf course from the pool area and the back patio. This pet friendly home comes furnished with all you'll need to enjoy your vacation in The Villages,...
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    32159, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the Village of Pennecamp, you'll find this 3 Bedroom/2 Bathroom Gem! Inside, you'll find the living room equipped with ample amount of seating for entertaining guest or enjoying your night in watching the large flat screen TV. The dining area seats 6 comfortably and 2 bar stools at the kitchen...
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    Location Information
    32162, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Parking
    • Patio
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated 3-bedroom/2 Bath, Pet Friendly, Valparaiso Cabana Model Courtyard Villa is located in a desired area of The Villages, FL between Lake Sumter Landing square and Brownwood Paddock square in The Village of Charlotte. The living room provides a sleeper sofa if needed and has an...
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    Location Information
    32163, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This pleasant 2 Bedroom, 2 Bathroom is small dog friendly. This home is beautifully furnished and is located in the Village of Liberty Park. Conveniently located near Seabreeze Regional Recreation Center and Liberty Park Neighborhood Pool. The open concept living room provides ample seating making...
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    Location Information
    32162, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fully furnished Pet Friendly 3 Bedroom 2 Bathroom Bougainvillea Model Home is located in The Village of Charlotte and situated between 466A and Brownwood Paddock Square. Just a short distance to the Dunedin Neighborhood Recreation Center or the Brownwood Paddock Square with the complimentary...
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    Location Information
    32163, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Grill
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fully furnished 2 Bedroom 2 Bathroom Woodlawn Model Courtyard Villa is located in the Villas of San Antonio. The open concept living room includes a flat screen TV and has a contemporary style making relaxation easy. Dining area table comfortable seats six and a breakfast bar off of the...
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    32159, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Washer
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay 3-30 nights with VIR. Location! Upgraded! Outstanding Forest Acres is the popular Jasmine Designer model and offers 3 bedrooms, 2 bathrooms, sleeps 6, is small dog friendly, has a gas grill and features a complimentary gas 2-seat golf cart for the duration of your VIR Vacation. Golf carts are...
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    32162, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    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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    32163, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Cable/satellite TV
    • Parking
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fully furnished 3 Bedroom/2 Bathroom Corpus Christi Model Home is located on a corner lot in The Village of Liberty Park. The open concept living room provides an ample amount of comfortable seating if you are entertaining guests or a night in of relaxation. The dining room table seats up to...
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    Location Information
    32162, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pet friendly 3 bedroom Gardenia model home located in the desired Village of Hillsborough. Just a short distance to Brownwood Square with the complimentary use of a gas golf cart during your stay! With carpet floors throughout the living room and dining room, this open plan makes the home feel warm...
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    Location Information
    32163, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Look no further! Newest neighborhood in The Villages! 2018 3/2 home. For you and friends (including pets) to call home and build memories that last a lifetime. NEIGHBORHOOD: With amenity passes, you have access to all that is available in The Villages. Over 90 pools, golf, music and dancing every...
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    32163, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fully furnished Pet Friendly 3 Bedroom 2 Bathroom Patio home is located in the Village of Caroline. The open concept living room includes ample seating including a recliner, and has a contemporary style making relaxation easy. Dining area table comfortable seats six and separating the kitchen...
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    32162, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Small dog friendly! This fully furnished 2 Bedroom/1 office, 2 Bathroom Gardenia model home is located in the Village of Gilchrist. With tile floors throughout the living room and dining room, this open plan makes the home feel warm and welcoming upon arrival. Dining room table comfortable seats 4...
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    32163, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • 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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    32162, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the highly desired Village of Lynnhaven, you are only minutes to the Lake Sumter Landing Square on the complimentary 4 seater electric golf cart. With hardwood floor throughout the living room and dining room, this open plan makes you feel warm and welcome upon arrival. Dining room...
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    32162, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom Courtyard Villa is located in The Village of Rio Grande and only minutes to the Spanish Springs Square on the complimentary 2-seater gas golf cart. With ample seating space in the living room and den, it's perfect for entertaining guests or simply enjoying the night in...
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    Location Information
    32159, The Villages, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Villages
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay 3-30 nights with VIR. This delightful 3 bedroom, 2 bathroom, upgraded popular Ranch model home sleeps 6, has a complimentary 2-seat electric golf cart for the duration of your VIR Vacation Rental stay, and is in the lovely Village of Hemingway, perfectly positioned for the outstanding...
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    32162, The Villages, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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