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Wildwood vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Wildwood vacation rentals

Stay near Wildwood's top sights

Spanish Springs Town Square74 locals recommend
Brownwood Paddock Square32 locals recommend
Cane Garden Country Club14 locals recommend
The Villages Polo Club10 locals recommend
Eisenhower Regional Pool & Recreation Center5 locals recommend
Lighthouse Point Bar & Grille7 locals recommend

Other great vacation rentals in Wildwood

Superhost
Home in Davenport
4.76 out of 5 average rating, 68 reviews

Vacation home

JaniquaRating, 5 stars1 month ago
Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate
Guest favorite
An expansive lobby welcomes guests with high ceilings and elegant decor. Tropical plants and soft seating areas create a relaxed atmosphere. Natural light floods the space, highlighting decorative elements and seating arrangements among the vibrant colors of the furnishings.
Cottage in Kissimmee
4.87 out of 5 average rating, 30 reviews

Cottage Retreat 3BR w Free Parking near WDW

BrennaRating, 5 stars1 day ago
This stay was great for the week, it was close to the parks and had many options for shopping and good food! The house was clean and comfortable, Dennis was very kind and informative and he always responded quickly! Amazing stay, only thing was that I was jealous of that the other guests were able to use the amenities around the complex, a dip in the pool would have been nice.
Guest favorite
An outdoor patio area features a three-burner grill positioned next to a wall-mounted television. Comfortable seating is provided around a round table, with vibrant pool floats styled with colorful tropical designs nearby.
Home in Kissimmee
4.92 out of 5 average rating, 48 reviews

Livin' Great! 3 King Suites, Private South Pool

SheilaRating, 5 stars1 month ago
That sounds like a fantastic stay! If you're leaving a review, you might say something like: "We loved our stay! The house was spotless and perfectly accommodated our family. The game room and swimming pool were a huge hit with the kids, keeping them entertained for hours. Our host, Laura, was amazing—so welcoming and attentive. We can't wait to come back!"
Top guest favorite
Condo in Davenport
5 out of 5 average rating, 28 reviews

Cozy Condo in Champions Gate

DianeRating, 5 stars3 weeks ago
We cannot say enough about how much we loved our stay during this winter. For the second year we have enjoyed a wonderful, clean, peaceful stay at this fantastic condo. There is nothing to complain about. Ana has been a very responsive and helpful host and everything was just perfect and was truly a comfortable “home sweet home”. We will surely stay at Ana’s condo again and again in the years to come.
Guest favorite
An open-concept living area features a dark sectional sofa adorned with decorative pillows in black and white. A vibrant red rug anchors the space, while a modern chandelier hangs above. The kitchen island, equipped with stylish bar stools, can be seen in the background.
Home in Inverness
4.85 out of 5 average rating, 27 reviews

Executive Family & Golf getaway

alexRating, 5 stars1 month ago
Excellent house. I come to the area once a year to visit family, has been one of the better experiences. House well decorated and cozy. Made plenty use of the heated pool. Chris was ready to help out thru whole process. Would definitely book again.
Superhost
A large swimming pool is surrounded by lush palm trees and sun loungers, offering a refreshing escape. The clear blue water reflects the sky, with steps leading into the pool area. A spacious deck provides ample space for relaxation and enjoyment under the sun.
Home in Davenport, Orlando
4.86 out of 5 average rating, 36 reviews

Orlando Retreat: Cozy Escape for Magical Holidays

NicoleRating, 5 stars3 weeks ago
Laura’s place was the perfect spot for our Disney vacation. Close enough to be parks but just far enough that it didn’t feel so busy all the time.
Guest favorite
The kitchen features white cabinetry and a central island with a light countertop. A ceiling fan hangs above, and appliances include a stainless-steel refrigerator and oven. Natural light fills the space through nearby windows, while a decorative rug adds a touch of style to the tiled floor.
Home in The Villages
4.9 out of 5 average rating, 20 reviews

Vacation in luxury at Margarita House!

PhylRating, 5 stars2 months ago
Margarita House was a great place for our month long stay in The Villages. Kathleen was very responsive to my question, always responding in a timely manner. The house felt so spacious and airy with high ceilings and a nice layout of comfortable furniture. The next door and backyard neighbors were so friendly, the best that we’ve encountered in our 4th visit! The house comes with a larger than usual backyard and great afternoon shade on the patio. We enjoyed this area of The Villages! Thanks Kathleen for hosting us!
Guest favorite
A private pool area is enclosed by a safety screen, offering a view of the inviting water. Surrounding seating arrangements invite relaxation under the sun, with a combination of lounge chairs and dining space visible. Nearby, the exterior of the villa showcases two stories beneath a partially cloudy sky.
Home in Kissimmee
4.96 out of 5 average rating, 26 reviews

Spacious 5BR Villa with Pool, Close to Disney Fun!

DamianRating, 5 stars2 weeks ago
Stayed here as a family and was lovely, everything you needed and kids loved the pool. The house was clean, kirstie was very responsive to all questions and any issues. Would definitely recommend and use again. Thank you! 😁

Quick stats about vacation rentals in Wildwood

  • Total rentals

    940 properties

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    840 properties are a good fit for families

  • Pet-friendly rentals

    380 properties allow pets

  • Rentals with a pool

    370 properties have a pool

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Wildwood?

    Yes! Work meets play with ease at over 550 vacation rentals in Wildwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Wildwood?

    Four-legged friends are welcome in Wildwood. Choose from more than 380 vacation rentals for guests traveling with pets.

  • Are there Wildwood vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 370 vacation homes with pools in Wildwood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Wildwood have a bbq area?

    Absolutely! We offer over 170 house rentals with a bbq area in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Wildwood have a gym?

    Absolutely! We offer over 10 villa rentals with a gym in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Wildwood have air conditioning?

    Absolutely! We offer over 110 villa rentals with air conditioning in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in villa rentals in Wildwood?

    Experience the best of Wildwood with our villa rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wildwood have wifi?

    Absolutely! We offer over 790 house rentals with wifi in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Wildwood?

    Wildwood has more than 730 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Villa Rentals in Wildwood?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 30 homes with a bbq area, over 110 homes with wifi, over 10 homes with a gym, over 110 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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  3. Florida
  4. Sumter County
  5. Wildwood