Compare Vacation Rentals & Airbnb in Wildwood, FL

1851 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Wildwood, FL vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

1851 Rentals and Airbnb in Wildwood, FL

Best family friendly Wildwood, FL vacation rentals

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

Poolside Paradise-w/ Pool & Golf Cart The Villages - Wildwood, FL
10 18 reviews
Wildwood, FL
08/08 – 11/08
$1032/nighttotal: $3096 (3 )

Poolside Paradise-w/ Pool & Golf Cart The Villages

1 4
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.
Ocean Mist Tides - 3/2 In The Village Of Richmond - Wildwood, FL
9.0 2 reviews
Wildwood, FL
25/06 – 28/06
$358/nighttotal: $1074 (3 )

Ocean Mist Tides - 3/2 In The Village Of Richmond

3 5
apartment , Wildwood
This 3-bedroom, 2-bathroom holiday home in The Village of Richmond offers convenient access to Eastport, Middleton, Brownwood, and Sawgrass Grove, situated centrally within The Villages, a 55+ community.
This 139 square meter property accommodates up to six guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, a garden, parking, and a large screened-in lanai with a television, with close proximity to neighbourhood pools, tennis, and pickleball courts.
Gulf Gallery - 3/2 In The Village Of Moultrie Creek - Wildwood, FL
10 2 reviews
Wildwood, FL
08/08 – 11/08
$340/nighttotal: $1020 (3 )

Gulf Gallery - 3/2 In The Village Of Moultrie Creek

3 4
apartment , Wildwood
This brand new 3-bedroom, 2-bathroom holiday home is situated in the Village of Moultrie Creek, offering convenient access to the Saluki Rec Centre and Shady Brook Rec for adults, as well as the Shallow Creek Championship Golf Course and Southern Oaks Championship Golf Course, all within a few kilometres.
This 132 square metre residence accommodates up to six guests, featuring a fully equipped kitchen with island seating, a screened-in lanai with lounge furniture, on-site laundry facilities, and parking for four vehicles.
Designers 3br In The Villages With Four Seaters Golfcart King Bed - Wildwood, FL
10 4 reviews
Wildwood, FL
03/07 – 10/07
$208/nighttotal: $1456 (7 )

Designers 3br In The Villages With Four Seaters Golfcart King Bed

3 6
house , Leesburg
The Palm Tree Pad is a family-friendly house located in The Villages, approximately 30 kilometres from the Lake County Historical Museum in Leesburg, offering convenient access to local attractions.
This 134-square-metre property sleeps up to 11 guests and boasts a private pool, spa, tennis court, and fully equipped kitchen; nearby cycling routes and a garden provide further leisure options.

Best Wildwood, FL vacation rentals with parking

Villa 2 Master Suites & 2 Golf Carts - Wildwood, FL
9.9 197 reviews
Wildwood, FL
08/08 – 11/08
$239/nighttotal: $717 (3 )

Villa 2 Master Suites & 2 Golf Carts

2 4
house , The Villages
This two-bedroom villa is situated in De La Vista North, a short distance from both Spanish Springs and Sumter Landing, offering a range of dining and shopping options. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The 107 square metre villa comfortably accommodates four guests with two king-size bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a private swimming pool, a garden, and two golf carts to explore the area.
Walk To Brownwood! Spacious 3br | Golfcart + Bbq - Wildwood, FL
Wildwood, FL
08/08 – 11/08
$278/nighttotal: $834 (3 )

Walk To Brownwood! Spacious 3br | Golfcart + Bbq

3 4
apartment , Wildwood
This Wildwood flat is situated a short 5-minute golf cart ride from Brownwood Paddock Square and within walking distance of Alden Bungalows Pool, offering convenient access to local entertainment and amenities.
This property sleeps six guests across three bedrooms and includes a fully equipped kitchen, a screened patio with a barbecue, and a street-legal two-seater golf cart for exploring The Villages, with resident ID granting access to numerous pools and sports facilities.
Brand New Designer Home!- 5 Minutes From East Port - Wildwood, FL
10 3 reviews
Wildwood, FL
03/07 – 10/07
$212/nighttotal: $1484 (7 )

Brand New Designer Home!- 5 Minutes From East Port

3 6
apartment , Wildwood
This Wildwood flat is located a 32-kilometre drive from The Villages Market Square and 29 kilometres from Venetian Gardens, offering proximity to cycling, fishing, and horseback riding.
This 167 square metre residence accommodates up to seven guests across three bedrooms and two bathrooms, featuring a private garden, balcony, Wi-Fi, air conditioning, and a fully equipped kitchen.
Villages Escape By Eastport Square With Golf Cart And Bbq - Wildwood, FL
10 1 review
Wildwood, FL
26/07 – 01/08
$252/nighttotal: $1512 (6 )

Villages Escape By Eastport Square With Golf Cart And Bbq

1 4
house , Wildwood
This spacious holiday home is situated in Sumterville, Florida, 82 kilometres from Orlando International Airport and within driving distance of attractions such as the Lake County Historical Museum (35 kilometres).
This family-friendly property offers accommodation for 11 guests across 158 square metres, featuring a fully equipped kitchen, air conditioning, a year-round outdoor swimming pool, a garden, tennis court, and parking, with a golf cart available for exploring the local area.

Frequently Asked Questions about vacation 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. If you want to avoid the crowds, you might want to book during the shoulder season, which is spring and autumn. However, if you want to experience the full Wildwood experience, you might want to book during the peak season, which is summer.
  • What are the best Airbnb and vacation 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 a lot to offer for budget-conscious travellers. You can enjoy the beach for free, and there are a number of free events throughout the year. You can also check out the Wildwood Historical Society Museum, which is free to enter. And if you're looking for a fun and cheap way to spend an afternoon, you could try the Wildwood Farmers Market.
  • 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?

    For a taste of local seafood, head to 'The Salty Dog' restaurant. If you're looking for something a bit more casual, 'The Wildwood Grill' serves up classic American fare. And for a sweet treat, be sure to try the 'Wildwood Donut Shop'.
  • What are the best vacation 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?

    Wildwood has a number of great walking and cycling routes. The Wildwood Trail is a 10km paved trail that runs along the edge of Lake Louisa State Park. There's also the Wildwood Greenway, which is a 5km paved trail that runs through the heart of the town. And if you're looking for something a bit more challenging, you could try the Wildwood Mountain Bike Trail, which is a 10km unpaved trail that winds through the woods.
  • 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 very pet-friendly town. You can bring your dog to the beach, and many of the restaurants and shops are dog-friendly. There are also a number of dog parks in the area. You could also check out the Wildwood Dog Park, which is a fenced-in area where dogs can run and play off-leash.
  • 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 a hotel room. They often come with amenities that are not available in hotels, such as a kitchen and laundry facilities. You can also find rentals in a variety of locations, from the beach to the 'Wildwood Conservation Area'.
  • What are the top sports attractions and facilities in Wildwood, FL?

    The 'Wildwood Community Park' has a number of sports fields, including baseball, softball, soccer, and football. There is also a public golf course, 'The Wildwood Golf Club'.

Destinations nearby

Best Wildwood, FL vacation rentals with a balcony

Patio Villa W 4 Person Golf Cart 1m To Brownwood Sq-no Xtra Guest Fees - Wildwood, FL
10 50 reviews
Wildwood, FL
08/08 – 11/08
$244/nighttotal: $732 (3 )

Patio Villa W 4 Person Golf Cart 1m To Brownwood Sq-no Xtra Guest Fees

2 4
apartment , The Villages
This Wildwood holiday home is situated 2.4 kilometres from Lake Deaton and within 9.6 kilometres of Lake Okahumpka Park and Cane Garden Country Club, offering easy access to The Villages' amenities.
This two-bedroom, two-bathroom property sleeps four guests and boasts a private pool, spa, BBQ, smart TV, washing machine, fully equipped kitchen, and is close to various recreational activities.
The Villagers Escape, Luxury 3br Near Golf, Relax & Unwind - Wildwood, FL
Wildwood, FL
06/07 – 09/07
$403/nighttotal: $1209 (3 )

The Villagers Escape, Luxury 3br Near Golf, Relax & Unwind

3 5
apartment , Wildwood
This modern 3-bedroom, 2-bathroom flat is situated in the Eastport district of The Villages, a mere 800 metres by golf cart from Middleton Square and Eastport Square.
This accommodation offers a capacity for 6 guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, terrace, garden, sauna, concierge service, and parking, with an optional mobility package including a golf cart and e-bikes.
Home In The Villages W/ Lanai & Private Hot Tub! - Wildwood, FL
9.5 73 reviews
Wildwood, FL
25/06 – 28/06
$244/nighttotal: $732 (3 )

Home In The Villages W/ Lanai & 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.
Spacious 2br In The Villages With Golf Cart And King Bed - Wildwood, FL
10 2 reviews
Wildwood, FL
26/07 – 01/08
$252/nighttotal: $1512 (6 )

Spacious 2br In The Villages With Golf Cart And King Bed

2 4
house , Wildwood
This family-friendly holiday home in Sumterville offers convenient access to attractions such as the Lake County Historical Museum and Palisades Golf Club, both located approximately 34 kilometres away.
This 2-bedroom property, covering 121 square metres and accommodating up to 7 guests, features a fully equipped kitchen, air conditioning, a swimming pool, a garden, tennis court, and includes a golf cart for exploring the local area.

Best pet friendly Wildwood, FL vacation rentals

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

Home In The Villages: Golf Cart & Amenity Access - Wildwood, FL
9.9 77 reviews
Wildwood, FL
08/08 – 11/08
$370/nighttotal: $1110 (3 )

Home In The Villages: Golf Cart & Amenity Access

3 4
house , Wildwood
This Wildwood holiday home is situated near The Villages, approximately 34 kilometres from the Lake County Historical Museum and 40 kilometres from Eustis Square Shopping Centre.
The 140-square-metre property boasts three bedrooms, two bathrooms, a private terrace, swimming pool, Jacuzzi, and free parking, plus access to The Villages' golf courses and amenities.
Vibrant Villa-sumter Landing! New Golf Cart, King - Wildwood, FL
10 11 reviews
Wildwood, FL
08/08 – 11/08
$232/nighttotal: $696 (3 )

Vibrant Villa-sumter Landing! New Golf Cart, King

2 4
apartment , The Villages
This villa is located in The Villages, a 5-minute drive from Sumter Landing and Spanish Springs, providing convenient access to pools, golf, pickleball, and Town Square entertainment.
This two-bedroom, two-bathroom villa accommodates up to five guests and includes a private putting green, complimentary golf cart and bikes, a fenced backyard with a grill and dining area, and Smart TVs throughout.
Pool Golf Cart Life Stlye Id's - Wildwood, FL
Wildwood, FL
06/07 – 09/07
$334/nighttotal: $1002 (3 )

Pool Golf Cart Life Stlye Id's

1 5
house , The Villages
This detached house in The Villages is situated approximately 37 kilometres from the Lake County Historical Museum and Silver Springs, and 34 kilometres from Eustis Square Shopping Centre.
This 130-square-metre detached house accommodates up to 10 guests, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, two bathrooms, an outdoor swimming pool, a garden, parking, and offers a 'Golf Cart Life Style' experience.
Beautiful Home In The Heart Of The Villages. - Wildwood, FL
9.8 93 reviews
Wildwood, FL
26/07 – 01/08
$145/nighttotal: $870 (6 )

Beautiful Home In The Heart Of The Villages.

1 4
apartment , The Villages
This fully furnished apartment is located in Buttonwood, a 5-kilometre drive from Lake Sumter Landing, a bustling hub for dining and entertainment. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The two-bedroom, two-bathroom dwelling comfortably accommodates up to four guests. It is equipped with a full kitchen, washer and dryer, a private patio with a barbecue grill, and a golf cart for convenient exploration of The Villages.
©2026 cozycozy.com