Holiday Rentals in The Villages, FL

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The Villages, FL holiday rentals
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1617 Holiday rentals and Airbnb in The Villages, FL

Best family friendly The Villages, FL holiday rentals

Among the 1617 accommodations in The Villages, FL, here are the 4 best family friendly rentals

Play Where You Vacation Inside Secure  Gates To The Community Of Lakeside Landin - The Villages, FL
The Villages, FL
01/01 – 28/02
206 €/nighttotal: 11948 € (58 )

Play Where You Vacation Inside Secure Gates To The Community Of Lakeside Landin

3 2
house , Wildwood
This three-bedroom villa is located in Oxford, just a short drive from Wildwood, and is surrounded by natural beauty, with the Half Moon Wildlife Management Area and Carney Island Recreation and Conservation Area nearby. The villa is part of a 55+ community, offering a peaceful and relaxed atmosphere.
The villa comfortably accommodates up to seven guests and boasts a fully equipped kitchen, a private swimming pool, a jacuzzi, a terrace, and a garden. Enjoy a game of tennis on the private court, relax in the clubhouse with billiard and poker rooms, or work out in the exercise room.
Spanish Springs/the Villages/orlando Home - The Villages, FL
10 32 reviews
The Villages, FL
07/11 – 21/11
118 €/nighttotal: 1652 € (14 )

Spanish Springs/the Villages/orlando Home

1 4
apartment , Lady Lake
This two-bedroom apartment is situated in The Villages, a peaceful neighbourhood just 2 kilometres from the lively Spanish Springs Town Square. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment comfortably accommodates up to six guests and features a fully equipped kitchen, a private garden, and air conditioning. Visitors can enjoy the convenience of on-site parking, internet access, and a gated community for added security.
Home In The Villages W/ Lanai & Private Hot Tub! - The Villages, FL
9.8 33 reviews
The Villages, FL
01/07 – 14/07
90 €/nighttotal: 1170 € (13 )

Home In The Villages W/ Lanai & Private Hot Tub!

2 2
apartment , The Villages
This family-friendly holiday home is situated in The Villages, within 5 km of Glenview Champions Country Club and Nancy Lopez Legacy Golf & Country Club, and within 10 km of Spanish Springs Town Square and The Villages Market Square. This property has received excellent guest reviews.
The accommodation spans 128 square meters and comfortably sleeps 6 guests. It offers a range of amenities, including a private garden, barbecue grills, a fully equipped kitchen, a spa tub, and a game room.
Your Villages Hillside Vacation - The Villages, FL
10 2 reviews
The Villages, FL
01/11 – 30/11
131 €/nighttotal: 3799 € (29 )

Your Villages Hillside Vacation

1 2
apartment , The Villages
This three-bedroom, two-bathroom holiday flat in The Villages offers excellent access to the Polo Fields, numerous golf courses, Pickleball courts, Spanish Springs Town Square, and the Lake Sumter area, placing you within easy reach of key recreational and social hubs.
This family-friendly property, accommodating up to six guests, boasts air conditioning, a Jacuzzi, a garden, parking, and a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher, alongside an outdoor grill and a large patio for al fresco dining.

Best The Villages, FL holiday rentals with parking

Perfect Location 2/2 Villa In Creekside Landing Walking Distance To Lake Sumter - The Villages, FL
10 18 reviews
The Villages, FL
04/11 – 10/11
177 €/nighttotal: 1062 € (6 )

Perfect Location 2/2 Villa In Creekside Landing Walking Distance To Lake Sumter

2 2
house , The Villages
This two-bedroom villa is located in Lake Sumter Landing, just a short distance from The Villages Market Square and Cane Garden Country Club. It has received excellent ratings from previous guests.
The villa offers a comfortable layout with two bathrooms and a fully equipped kitchen. Guests can enjoy amenities such as a swimming pool, Jacuzzi, and barbecue grill.
Polo Ridge Nice Ranch Close To Dining Shopping Banks And More The Villages Fl - The Villages, FL
7.6 5 reviews
The Villages, FL
01/01 – 28/02
231 €/nighttotal: 13398 € (58 )

Polo Ridge Nice Ranch Close To Dining Shopping Banks And More The Villages Fl

3 2
apartment , The Villages
This three-bedroom, two-bathroom flat in the Village of Polo Ridge offers convenient access to Highway 466 for shopping and dining, and is a short drive from The Villages Market Square and Spanish Springs Town Square.
This 138 square metre residence accommodates up to five guests, featuring a master suite with a king-size bed and walk-in shower, a den/office with a day bed, an enclosed front porch, a lanai, and access to The Villages amenities with a Villages Identification Card, whilst being a 3 kilometre drive from Lake Griffin State Park and Carney Island Recreation and Conservation Area.
Wow...elegant... Courtyard Villa + Golf Cart, Steps To Pool, 3 Min To Sumter Sq - The Villages, FL
9.4 93 reviews
The Villages, FL
24/07 – 31/07
117 €/nighttotal: 819 € (7 )

Wow...elegant... Courtyard Villa + Golf Cart, Steps To Pool, 3 Min To Sumter Sq

2 4
house , The Villages
This two-bedroom villa is situated in Sabal Chase, a short distance from The Villages Market Square and Cane Garden Country Club. It has received excellent user ratings.
The 109 square metre property comfortably accommodates up to six guests. The villa offers a range of amenities, including a swimming pool, tennis court, and access to a water park, making it ideal for families and groups seeking a relaxing and enjoyable stay.
Village Of Fernandina - Free Use Of Golf Cart With Liability Waiver - The Villages, FL
9.9 84 reviews
The Villages, FL
27/06 – 04/07
104 €/nighttotal: 728 € (7 )

Village Of Fernandina - Free Use Of Golf Cart With Liability Waiver

2 2
apartment , The Villages
This fully furnished patio home is located in The Villages, within a short golf cart ride of multiple pools, golf courses, tennis & pickleball courts, and the bustling Brownwood/Paddock Square Village Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The 111 square metre property has two bedrooms, two bathrooms, and can accommodate up to four guests. This comfortable dwelling offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, a swimming pool, parking, and complimentary Wi-Fi.

Frequently asked questions about holiday rentals in The Villages, FL

  • What should a first-time visitor not miss in The Villages, FL?

    For a first-time visitor, a trip to The Villages wouldn't be complete without experiencing the 'Spanish Springs Town Square'. It's a lively hub with shops, restaurants, and regular entertainment, perfect for soaking up the atmosphere. You should also check out the 'Lake Sumter Landing Market Square' for a similar experience on the other side of town.
  • What are the best Airbnb and holiday rentals in The Villages, FL?

  • Which neighborhood in The Villages, FL should you consider for a vacation rental?

    For a vacation rental, 'Spanish Springs' is a popular choice, being close to the 'Spanish Springs Town Square' and offering a range of accommodation options. Alternatively, 'Village of Fenney' is known for its beautiful lakes and golf courses, providing a more peaceful setting.
  • What are the most popular Airbnbs in The Villages, FL?

  • What are the top family-friendly attractions in The Villages, FL?

    The Villages is a great place for families. The 'Waterfront Park' offers a playground, splash pad, and walking trails, while the 'Sharon L Morse Performing Arts Center' regularly hosts family-friendly shows. Don't miss the 'The Villages Recreation and Parks Department' for information on other family-friendly activities.
  • What are the best holiday rentals with a pool in The Villages, FL?

  • When is the best time to book a vacation rental in The Villages, FL?

    The best time to book a vacation rental in The Villages is during the shoulder seasons, from September to November and March to May. You'll find fewer crowds and lower prices compared to the peak season, which runs from December to February and June to August.
  • What are the best rentals for families and kids in The Villages, FL?

  • What are the best budget-friendly activities in The Villages, FL?

    The Villages offers plenty of free or low-cost activities. Take a stroll along the 'Scenic Trail' around the 'Lake Sumter Landing Market Square', enjoy the free concerts at the 'Spanish Springs Town Square', or visit the 'The Villages Charter School' for a free art exhibit.
  • What are the best rentals or Airbnbs with a jacuzzi in The Villages, FL?

  • What are the best restaurants with local dishes in The Villages, FL?

    For a taste of local cuisine, try 'The Villages Chop House' for steaks and seafood. 'The Old Mill Tavern' offers a classic American menu with a focus on fresh, local ingredients. If you're looking for something more casual, 'The Brownwood Hotel' has a great bar and grill with a relaxed atmosphere.
  • What are the best walking or cycling routes in The Villages, FL?

    The Villages is a haven for walkers and cyclists. The 'Scenic Trail' around the 'Lake Sumter Landing Market Square' is a popular choice, as is the 'Village of Fenney' loop, which offers stunning views of the golf courses and lakes. For a longer ride, try the 'The Villages Loop Trail', which circles the entire community.
  • Are there pet-friendly attractions in The Villages, FL?

    The Villages is very pet-friendly. The 'Waterfront Park' has a designated off-leash dog park, and many restaurants and shops welcome dogs on their patios. The 'The Villages Recreation and Parks Department' also hosts regular events for dogs and their owners.
  • What are the benefits of choosing a vacation rental in The Villages, FL?

    Vacation rentals in The Villages offer more space and privacy compared to hotels. They often come with amenities like private pools and hot tubs, making them ideal for families and groups. They also provide a more home-like experience, allowing you to cook your own meals and relax in a comfortable setting.
  • What are the top sports attractions and facilities in The Villages, FL?

    The Villages is a haven for sports enthusiasts. The 'The Villages Polo Club' hosts regular matches, while the 'The Villages Golf & Country Club' offers a range of courses for all skill levels. For a more casual experience, the 'The Villages Recreation and Parks Department' offers a variety of sports facilities, including tennis courts, pickleball courts, and basketball courts.

Destinations nearby

Best The Villages, FL holiday rentals with a balcony

Poolside Oasis! Family-friendly Summerfield Escape - The Villages, FL
9.5 2 reviews
The Villages, FL
01/01 – 31/01
300 €/nighttotal: 9000 € (30 )

Poolside Oasis! Family-friendly Summerfield Escape

4 2
house , The Villages
Never Ending Summer, a four-bedroom house in Summerfield, Florida, is conveniently located approximately 27 km from Silver Springs State Park and offers easy access to the attractions of The Villages.
This self-catering property sleeps up to 15 guests, boasting a fully equipped kitchen, private pool, jacuzzi, and garden, alongside free Wi-Fi and ample parking; nearby attractions include the Lake County Historical Museum (40km) and the Eustis Historical Museum (43km).
Beautifully Decorated Dog Friendly Home Gas Golf Cart & Gas Bbq - The Villages, FL
9.6 27 reviews
The Villages, FL
03/07 – 07/07
159 €/nighttotal: 636 € (4 )

Beautifully Decorated Dog Friendly Home Gas Golf Cart & Gas Bbq

2 2
apartment , The Villages
This Lady Lake holiday home is situated within 4.8 kilometres of Spanish Springs Town Square, Market Square, and Central Florida Health, and 4.7 kilometres from Orange Blossom Hills Golf & Country Club.
This two-bedroom, two-bathroom property offers 113 square metres of living space, sleeps five guests, includes a swimming pool and tennis court, and boasts a fully equipped kitchen, in-unit laundry, and free Wi-Fi.
Sunnyside Escape In The Villages With Golf Cart & Bbq - The Villages, FL
10 1 review
The Villages, FL
24/07 – 31/07
116 €/nighttotal: 812 € (7 )

Sunnyside Escape In The Villages With Golf Cart & Bbq

2 4
house , The Villages
Sunnyside Escape is a 2-bedroom, 2-bathroom holiday home located in The Villages, approximately 34-43 kilometres from various historical museums and shopping centres, with Orlando Sanford International Airport 84 kilometres away.
This non-smoking accommodation offers free private parking, free WiFi, a balcony, and amenities such as a golf cart and BBQ, suitable for up to 7 guests.
Walk To Community Perks Home In The Villages - The Villages, FL
9.7 3 reviews
The Villages, FL
03/07 – 07/07
183 €/nighttotal: 732 € (4 )

Walk To Community Perks Home In The Villages

3 2
house , The Villages
This Lady Lake holiday home, situated approximately 39 kilometres from Silver Springs and 40 kilometres from the Lake County Historical Museum, offers convenient access to The Villages amenities.
This 137-square-metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, tennis court, fitness centre, and fully equipped kitchen with dishwasher; free Wi-Fi and parking are also provided.

Best The Villages, FL holiday rentals with air conditioning

Modern Luxury Apartment W/ All Amenities Included - The Villages, FL
10 1 review
The Villages, FL
01/01 – 28/02
137 €/nighttotal: 7946 € (58 )

Modern Luxury Apartment W/ All Amenities Included

2 2
apartment , Wildwood
This two-bedroom, two-bathroom flat is located in a family-friendly district of Wildwood, 500 meters from the Wildwood beaches and within easy reach of the boardwalk attractions and dining options.
This apartment offers a generous living space for four guests, with air conditioning, internet, a kitchen equipped with a freezer and dishwasher, and access to a swimming pool and fitness centre.
The Villages - Patio Villa Near Brownwood Sq. - The Villages, FL
9.6 37 reviews
The Villages, FL
01/07 – 30/09
88 €/nighttotal: 8008 € (91 )

The Villages - Patio Villa Near Brownwood Sq.

1 2
house , The Villages
This two-bedroom, two-bathroom patio villa in the Village of Pinellas, The Villages, is conveniently located near recreation centres, swimming pools, golf courses, and Brownwood Square.
The 2-bedroom property offers a screened lanai, patio furniture, a 50" TV, in-unit laundry, and sleeps up to four guests, with access to community amenities available for visitors (subject to a 30-day notice and £40 fee per ID).
Patio Villa, Great Location, Free Gas Golf Cart! - The Villages, FL
9.8 140 reviews
The Villages, FL
17/08 – 20/08
115 €/nighttotal: 345 € (3 )

Patio Villa, Great Location, Free Gas Golf Cart!

1 2
apartment , The Villages
This two-bedroom apartment is situated in the village of Fernandina, conveniently located between Brownwood Paddock Square and Lake Sumter Landing, both easily accessible by golf cart. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The single-storey patio villa offers a relaxing atmosphere with a screened-in patio, gas grill, and comfortable patio furniture. Guests can enjoy a fully equipped kitchen, three flat-screen TVs, high-quality linens and towels, and access to multiple recreation centres with swimming pools, tennis courts, and more.
Lanai & Golf Cart: The Villages Vacation Rental! - The Villages, FL
9.7 15 reviews
The Villages, FL
03/07 – 07/07
135 €/nighttotal: 540 € (4 )

Lanai & Golf Cart: The Villages Vacation Rental!

2 2
apartment , The Villages
This 2-bedroom apartment is located in Lynnhaven Village, The Villages, just 0.3 kilometres from the Churchill Street Recreation Center and 6.4 kilometres from Sumter Landing. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms, each with a queen-size bed, and two bathrooms, comfortably accommodating up to four guests. This home features a well-equipped kitchen, a private lanai with a dining area and gas grill, in-unit laundry facilities, and access to a range of amenities including swimming pools, tennis courts, and golf cart access.
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