Vacation Rentals in Wildwood, FL

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Wildwood, FL holiday rentals
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1851 Holiday rentals and Airbnb in Wildwood, FL

Best family friendly Wildwood, FL holiday rentals

Among the 1851 accommodations in Wildwood, FL, here are the 4 best family friendly rentals

Walk To Saluki Recreational Center, Minnutes To Eastport With Golfcart - Wildwood, FL
Wildwood, FL
26/07 – 01/08
A$242/nighttotal: A$1452 (6 )

Walk To Saluki Recreational Center, Minnutes To Eastport With Golfcart

2 4
house , Wildwood
This Sumterville holiday cottage is situated near the Saluki Recreational Centre and a short drive from Eastport, with the Lake County Historical Museum and Palisades Golf Club approximately 35-37 kilometres away.
This family-friendly holiday home offers 1200 square meters of living space for up to 7 guests, featuring 2 bedrooms, 2 bathrooms, air conditioning, a swimming pool, a balcony, a garden, and free private parking.
Relaxing, Golf, Pools, Hiking, Events - Wildwood, FL
9.7 17 reviews
Wildwood, FL
20/09 – 23/09
A$258/nighttotal: A$774 (3 )

Relaxing, Golf, Pools, Hiking, Events

3 2
house , Wildwood
This spacious Wildwood, Florida holiday home is situated approximately 34 kilometres from the Lake County Historical Museum and 40 kilometres from the Eustis Square Shopping Centre.
The 1425 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, spa, fitness centre, tennis court, and free Wi-Fi.
Home In The Villages W/ Lanai & Private Hot Tub! - Wildwood, FL
9.8 33 reviews
Wildwood, FL
06/07 – 09/07
A$259/nighttotal: A$777 (3 )

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

2 5
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.
Poolside Paradise-w/ Pool & Golf Cart The Villages - Wildwood, FL
10 18 reviews
Wildwood, FL
20/09 – 23/09
A$1198/nighttotal: A$3594 (3 )

Poolside Paradise-w/ Pool & Golf Cart The Villages

1 2
apartment , Wildwood
This four-bedroom, three-bathroom holiday home is located in the Village of Chitty Chatty within The Villages, Florida, offering easy access via golf cart or car (within 5-12 minutes) to recreation centres such as Rohan, Ezell, and Everglades, shopping plazas including Lake Deaton and Magnolia, and town squares like Brownwood Paddock Square.
The property boasts a private pool and spa overlooking a pond, a four-seater golf cart, a fully equipped chef's kitchen, a games room with a pool table, and can comfortably accommodate eight guests; kid-friendly amenities make it ideal for multigenerational families.

Best Wildwood, FL holiday rentals with parking

Home In The Villages With Lanai And Private Hot Tub! - Wildwood, FL
9.5 73 reviews
Wildwood, FL
25/06 – 28/06
A$248/nighttotal: A$744 (3 )

Home In The Villages With Lanai And Private Hot Tub!

2 5
house , The Villages
This two-bedroom house in The Villages is located just 34 kilometres from Silver Springs and 40 kilometres from the Lake County Historical Museum, offering easy access to local attractions. The property has consistently received excellent ratings from guests for its cleanliness, location, and overall experience.
The 128 square metre house can comfortably accommodate up to six guests and features a fully equipped kitchen, private hot tub, lanai, and a range of amenities, including a swimming pool, tennis court, and fitness centre.
New 2br The Villages | Golf Cart | Eastport Sq. - Wildwood, FL
Wildwood, FL
26/07 – 01/08
A$225/nighttotal: A$1350 (6 )

New 2br The Villages | Golf Cart | Eastport Sq.

2 4
house , Wildwood
This Sumterville holiday let is situated between 32 and 37 kilometres from the Lake County Historical Museum, Palisades Golf Club, Presidents Hall of Fame, and Eustis Square Shopping Centre, and offers convenient access to The Villages retirement community.
This family-friendly 130 square metre property accommodates up to seven guests in two bedrooms and two bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, a swimming pool, garden, terrace, balcony, and included golf cart access, with free private parking and Wi-Fi available.
Pool Access: Sleek Home In The Villages W/ Lanai - Wildwood, FL
Wildwood, FL
20/09 – 23/09
A$263/nighttotal: A$789 (3 )

Pool Access: Sleek Home In The Villages W/ Lanai

1 2
house , Wildwood
Holiday house. You will be located in Wildwood.
Services and facilities include a kitchen, a swimming pool and a fitness center. This house also has a terrace!
Walk To Brownwood, Spacious 3br, Golfcart, Bbq - Wildwood, FL
Wildwood, FL
26/07 – 01/08
A$223/nighttotal: A$1338 (6 )

Walk To Brownwood, Spacious 3br, Golfcart, Bbq

3 4
house , Wildwood
This detached property in The Villages is situated 32 kilometres from the Lake County Historical Museum and 37 kilometres from Eustis Square Shopping Centre.
This spacious three-bedroom holiday home accommodates up to eleven guests, offering a garden, swimming pool, terrace, air conditioning, WiFi, a dishwasher, and a golf cart for exploring the local area, with Brownwood a short walk away.

Frequently asked questions about holiday rentals in Wildwood, FL

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

    The best time to book a vacation rental in Wildwood depends on your preferences. The peak season is during the summer months, when the weather is warm and sunny. However, if you're looking for a more affordable option, you can book a rental during the shoulder seasons, which are spring and autumn. It's best to book in advance, especially during peak season, as rentals can fill up quickly.
  • What are the best Airbnb and holiday rentals in Wildwood, FL?

  • What vacation rental options do I have in Wildwood?

    You can find a range of vacation rentals in Wildwood, from cozy beach houses, condos with pools, apartment rentals with stunning terraces to cottages and dog-friendly homes.
  • What are the best budget-friendly activities in Wildwood, FL?

    Wildwood has plenty of free or low-cost activities. You can enjoy the beach, go for a walk or cycle on the Wildwood Trail, or visit the Wildwood Public Library. There are also a number of parks and playgrounds where you can relax and enjoy the outdoors.
  • What are the most popular Airbnbs in Wildwood, FL?

  • What is there to do in Wildwood?

    There's plenty to do in Wildwood. If you're an active person, you can go on a bike tour, do some Atlantic parasailing, or a spot of golf. For something quirky, stop by an arcade or dine on the Ferris wheel! You can also visit some of the local distilleries or breweries, go on a boat trip or even do a deep-sea fishing tour.
  • What are the best restaurants with local dishes in Wildwood, FL?

    Wildwood has a variety of restaurants, but for local dishes, try The Wildwood Diner for classic American comfort food, or The Wildwood Grill for fresh seafood. For something a bit more upscale, try The Wildwood Bistro, which serves contemporary American cuisine.
  • What are the best holiday rentals with a pool in Wildwood, FL?

  • What should I see in Wildwood?

    You must pay a visit to the Wildwood Boardwalk, where you'll find 38 blocks with shops, places to eat, amusement piers and more. Have some fun at Moreys Piers & Beachfront Waterparks or the Ocean Oasis Waterpark & Beachclub. Go to the Doo Wop Experience Museum or the Wildwood Historical Society George F. Boyer Museum for something more cultural.
  • What are the best walking or cycling routes in Wildwood, FL?

    The Wildwood Trail is a popular walking and cycling route that runs along the edge of the town. It offers scenic views of the lake and the surrounding countryside. You can also find a number of shorter walking trails in the town's parks.
  • What are the best rentals for families and kids in Wildwood, FL?

  • How can I get around Wildwood?

    Wildwood has its famous tram car service, which has been operating since 1949. It covers two miles of the famous Boardwalk, running between 16th street in North Wildwood and Cresse Avenue at the Wildwood and Wildwood Crest border. It starts running from 11 am until the piers close and takes about 30 mins one way. The tram costs $4 per person, but you can get on or off anywhere along the route.
  • Are there pet-friendly attractions in Wildwood, FL?

    Wildwood is a pet-friendly town, and many of the attractions are welcoming to furry friends. The Wildwood Beach is a popular spot for dog walking, and there are a number of pet-friendly restaurants and shops in the town.
  • What are the best rentals or Airbnbs with a jacuzzi in Wildwood, FL?

  • When should I go to Wildwood?

    October is the best time to come to Wildwood, as the temperatures are still pleasant, but you'll miss the crowds from the summer. However, if you want your long days and hot weather, then maybe you'd prefer to come in July.
  • What are the benefits of choosing a vacation rental in Wildwood, FL?

    Vacation rentals offer more space and privacy than hotels, and they can be a more affordable option, especially for families or groups. They also often come with amenities that aren't available in hotels, such as kitchens and laundry facilities.
  • What are the top sports attractions and facilities in Wildwood, FL?

    Wildwood doesn't have any major sports teams or arenas, but there are several sports facilities in the area. The Wildwood Recreation Center offers a variety of activities, including basketball, tennis, and volleyball. There are also a number of golf courses in the area.

Destinations nearby

Best Wildwood, FL holiday rentals with a balcony

Courtyard Villa With Spa In Belvedere - Wildwood, FL
9.0 2 reviews
Wildwood, FL
03/07 – 10/07
A$256/nighttotal: A$1792 (7 )

Courtyard Villa With Spa In Belvedere

2 6
apartment , The Villages
This Belmont Villas courtyard villa is situated in Belvedere, The Villages, Florida, a short drive from Spanish Springs Town Square and Lake Sumter Landing.
The two-bedroom, two-bathroom property offers a private hot tub, fully equipped kitchen, and accommodates up to four guests, with nearby access to shopping, dining, and recreational areas including Lake Griffin State Park and Carney Island Recreation and Conservation Area.
Relaxation Meets Recreation - Wildwood, FL
10 1 review
Wildwood, FL
26/07 – 01/08
A$236/nighttotal: A$1416 (6 )

Relaxation Meets Recreation

3 4
house , Wildwood
This three-bedroom Wildwood holiday home, situated in Sumterville, is conveniently located within 35-43km of attractions such as the Palisades Golf Club and the Presidents Hall of Fame.
The 149 square metre property boasts a fully equipped kitchen, two bathrooms, a private terrace, swimming pool, and garden; sleeping up to 11 guests and offering complimentary Wi-Fi and private parking.
Great Location..climate-controlled Lanai & New 2024 4-seater Golf Cart Included! - Wildwood, FL
10 11 reviews
Wildwood, FL
03/07 – 10/07
A$264/nighttotal: A$1848 (7 )

Great Location..climate-controlled Lanai & New 2024 4-seater Golf Cart Included!

3 6
apartment , The Villages
This three-bedroom, two-bathroom holiday home is situated in the Santiago neighbourhood of Lady Lake, conveniently located near Spanish Springs and Lake Sumter, both easily accessible by golf cart.
The 185 square metre property boasts an open-plan design, comfortably accommodating six guests, and includes a 2024 Yamaha four-seater golf cart, a screened garage, and access to numerous amenities including swimming pools, pickleball courts, and golf courses.
Landing | Modern 2bd, Pool, Clubhouse - Wildwood, FL
Wildwood, FL
08/08 – 11/08
A$271/nighttotal: A$813 (3 )

Landing | Modern 2bd, Pool, Clubhouse

2 4
apartment , Wildwood
This Oxford flat is a 9-minute drive from The Villages Market Square and a 10-minute drive from Nancy Lopez Legacy Golf Club, offering convenient access to local amenities.
This self-catering accommodation provides Wi-Fi, air conditioning, and a balcony, with access to a communal swimming pool and laundry facilities, ideal for those seeking relaxation and entertainment near attractions such as Uncle Donald's Farm and The Orange Blossom Opry.

Best pet friendly Wildwood, FL holiday rentals

Among the 1851 accommodations in Wildwood, FL, here are the 4 best pet friendly rentals

Private Lanai And Patio The Villages Resort Home! - Wildwood, FL
9.2 90 reviews
Wildwood, FL
20/09 – 23/09
A$297/nighttotal: A$891 (3 )

Private Lanai And Patio The Villages Resort Home!

2 2
house , The Villages
This two-bedroom house is located in The Villages, Florida, just 23 miles from Silver Springs and 24 miles from Lake County Historical Museum. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house offers 107 square metres of space, comfortably accommodating up to four guests. Enjoy a range of amenities including a private terrace, a fully equipped kitchen, air conditioning, free Wi-Fi, a swimming pool, a spa, a fitness centre, a tennis court, and parking.
1657 Z6 Village Of Monarch Grove By Remax Premier - Wildwood, FL
Wildwood, FL
26/07 – 01/08
A$278/nighttotal: A$1668 (6 )

1657 Z6 Village Of Monarch Grove By Remax Premier

2 4
house , Wildwood
This private villa in The Villages, Florida, is situated approximately 32-40km from attractions including the Lake County Historical Museum and Eustis Square Shopping Centre.
The 100 square metre property, sleeping seven guests in two bedrooms and one bathroom, boasts a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, a fitness centre and a tennis court.
The Villages-3 Bd (3 King)/3 Full Ba+cart New Home - Wildwood, FL
9.9 68 reviews
Wildwood, FL
03/07 – 10/07
A$353/nighttotal: A$2471 (7 )

The Villages-3 Bd (3 King)/3 Full Ba+cart New Home

1 6
apartment , Wildwood
This three-bedroom apartment is located in The Villages, a short drive from Brownwood in Wildwood. It has been rated excellent for location, cleanliness, and user experience.
The property offers a spacious layout ideal for families or groups of up to eight people. Amenities include a private walled backyard, a golf cart, free Villages guest passes, three ensuite bathrooms, air conditioning, a swimming pool, a garden, parking, internet access, and a fully equipped kitchen.
Wow...elegant... Courtyard Villa + Golf Cart, Steps To Pool, 3 Min To Sumter Sq - Wildwood, FL
9.4 93 reviews
Wildwood, FL
25/06 – 28/06
A$234/nighttotal: A$702 (3 )

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

2 5
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.
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