Wildwood, FL is a popular destination for those looking for a unique getaway with plenty of relaxation opportunities. Vacationers to Wildwood can rent houses with a private pool on their premises, perfect for swimming, sunbathing, and simply enjoying the outdoor scenery. The town of Wildwood is known for its beautiful landscapes, surrounded by natural parks and wildlife, making it a perfect retreat from the hustle and bustle of everyday life. With its stunning countryside, Wildwood is an ideal place to take this type of vacation, providing plenty of peace and tranquility.

Top Vacation Rentals with a Pool in Wildwood

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4.5
Excellent(2 Reviews)
The Villages Abode with Community Pools, Golf and More
House
 in The Villages
Pool · Pets allowed · Kitchen or Kitchenette

Enjoy the best of Wildwood in our House, The Villages Abode with Community Pools, Golf and More. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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The Villages Vacation Rental - Pets Welcome!
House
 in The Villages
Garden · Pool · Pets allowed

When traveling to Wildwood, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $90 per night.

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Sumterville Home in The Villages Screened Porch!
House
 in Sumterville
Pool · Kitchen or Kitchenette · Air conditioner

Soak up the beauty of Wildwood in our House, Sumterville Home in The Villages Screened Porch!. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.

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Sunrise in Linden Village
House
 in The Villages
Pool · Pets allowed · Kitchen or Kitchenette

Nestled in Wildwood, this House is perfect for your next vacation. Enjoy Sunrise in Linden Village's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

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5.0
Outstanding(1 Review)
Golfers Paradise The Villages in Wildwood, FL!
House
 in Wildwood
Pool · Pets allowed · Kitchen or Kitchenette

Indulge in a peaceful retreat at Golfers Paradise The Villages in Wildwood, FL!, our elegant House in Wildwood. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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The Villages Vacation Home with Lanai and Pool Access!
House
 in The Villages
Pool · Kitchen or Kitchenette · Air conditioner

This attractive House in Wildwood, $96 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher
5.0
Outstanding(4 Reviews)
Quiet Home in The Villages w/ Pool Access!
Cottage
 in Wildwood
Pool · Pets allowed · Kitchen or Kitchenette

Enjoy the best of Wildwood in our Cottage, Quiet Home in The Villages w/ Pool Access!. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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A heated pool
5.0
Outstanding(196 Reviews)
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
House
 in The Villages
6 guests · 3 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette

This inviting House in Wildwood can fit your needs for many types of vacations, at $238 per night.

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4.5
Excellent(3 Reviews)
Welcoming Home in The Villages Golf, Bike and Relax
House
 in The Villages
Pool · Kitchen or Kitchenette · Air conditioner

The best choice in Wildwood for House, for $93 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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The Villages House with Community Amenities!
House
 in The Villages
Pool · Pets allowed · Kitchen or Kitchenette

Experience the best of Wildwood with this House available for $82. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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5.0
Outstanding(2 Reviews)
The Gardenia House
House
 in The Villages
Pool · Pets allowed · Kitchen or Kitchenette

Discover the beauty of Wildwood with a stay at The Gardenia House, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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4.5
Excellent(1 Review)
Charming Villages Home with Lanai and Golf Cart!
House
 in The Villages
Pool · Kitchen or Kitchenette · Air conditioner

Discover the beauty of Wildwood with a stay at Charming Villages Home with Lanai and Golf Cart!, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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Explore Vacation Rentals with a Pool with the most popular amenities in Wildwood

Vacation rentals with air conditioning in Wildwood

Property building, Day, Neighbourhood
The Village of Hawkins
House
 in Wildwood
Garden · Pool · Pets allowed

Looking for the perfect place to call home during your trip to Wildwood? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property building
5.0
Outstanding(1 Review)
Courtyard Villa in Mission Hills
House
 in The Villages
Garden · Pool · Kitchen or Kitchenette

Looking for the perfect place to call home during your trip to Wildwood? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Beachfront
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Bright Oxford Getaway with Pool and Resort Landscaping
House
 in Oxford
Pool · Kitchen or Kitchenette · Air conditioner

Looking for a House in Wildwood, this House for $83 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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Custom luxury Ranch in Sunset Point
House
 in The Villages
Pool · Kitchen or Kitchenette · Air conditioner

The best choice in Wildwood for House, for $102 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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5.0
Outstanding(2 Reviews)
The Villages Getaway Patio and Community Perks!
House
 in The Villages
Pool · Pets allowed · Kitchen or Kitchenette

Discover the beauty of Wildwood with a stay at The Villages Getaway Patio and Community Perks!, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Beautiful Home in The Villages with Screened Lanai!
House
 in Wildwood
Pool · Kitchen or Kitchenette · Air conditioner

This House in Wildwood, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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5.0
Outstanding(1 Review)
Dog-Friendly Home in The Villages with Private Patio
House
 in The Villages
Pool · Pets allowed · Kitchen or Kitchenette

This House in Wildwood, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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4.5
Excellent(1 Review)
Renovated Home in The Villages with Lanai, Golf Cart
House
 in The Villages
Pool · Kitchen or Kitchenette · Air conditioner

Experience the best of Wildwood with this House available for $78. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Oxford Home with Private Pool and Lake Views!
House
 in Oxford
Pool · Pets allowed · Kitchen or Kitchenette

Experience the best of Wildwood with this House available for $104. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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The Villages Home with Furnished Lanai and Golf Cart!
House
 in Wildwood
Pool · Kitchen or Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Wildwood at The Villages Home with Furnished Lanai and Golf Cart! for $101 for your next trip.

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5.0
Outstanding(1 Review)
Wildwood Home Access to The Villages Amenities
House
 in Wildwood
Pool · Pets allowed · Kitchen or Kitchenette

Experience the best of Wildwood with this House available for $87. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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The Villages Home with Golf Cart and Pool Access!
House
 in The Villages
Pool · Pets allowed · Kitchen or Kitchenette

Looking for the perfect place to call home during your trip to Wildwood? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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