
Vacation rentals with a pool in Wildwood
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Top-rated rentals with a pool in Wildwood
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Wildwood rentals with a pool
House rentals with a pool

Private pool home near Downtown
He was a great host and attended to all my questions and help. My family and I enjoyed it so much! Perfect location! Beautiful home! And the pool is the perfect touch!

Prvt 8 Guests /pool/Rollins/Disney/Universal
Beautiful, peaceful, and relaxing home with a fantastic pool. Very spacious and modern and conveniently located near restaurants and stores. And not too far from major attractions such as Aquatica water park and airports. I highly recommend this house for a family vacation!

Vacation home with astonishing view of golf course
What an Amazing trip supported by a phenomenal host, Chris. Chris is attentive to every detail. I have booked again for November and looking to do so again for next summer. Thank you Chris for making all of our experiences, memorable s ones.

Casa Feliz
Fantastic stay at Casa Feliz!! Quiet peaceful place to chill with great outdoor spaces. Pool was a godsend and heater worked as it should. Lovely walk 5 minutes away Kewanee park. We would recommend this property.

Beautiful stylish Home in Davenport
If you enjoy visiting Orlando as much as I do, it’s really important to stay at a private house with a private pool. Nothing beats a long day at Disney followed by jumping in a pool at 2 AM. Guerline has thought of everything with this property, I cannot say enough to thank her for the hospitality.

New, private pool getaway in The Villages, FL
We really enjoyed staying at Karens. The home was impeccable. The kitchen was well-stocked. The house feels spacious and is well-lit with lots of comfortable seating. We really enjoyed the pool and lanai area. The house is within walking distance to the Sawgrass square that has restaurants and stores (including grocery store). There is also live music at the square every night that ends at 9pm. We rented golf carts to tour the different communities. It was a lot of fun. We would highly recommend this rental and hope to come back soon.

Carrera retreat
Beautiful, spacious and clean home. Great stay. Hope to be back in the future.

3br POOL, Fenced, near Downtown & Trails
This was a lovely stay I had NO ISSUES what so ever and the host was very welcoming and friendly I’d definitely recommend this stay for anyone
Condo rentals with a pool

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY
I love this place. The view was amazing. The host made me and my family feel so welcomed. The host checked on us everyday to make we were good and didn’t need anything. I really appreciate it

Pool View Family Condo Disney Universal Orlando
Laura tiene un espacio muy lindo, bien ubicado cerca de restaurantes, supermercados, lugares de entretenimiento, entre otros. Viajé con mi familia completa y algunos días tuve que cocinar pero no hubo inconvenientes, el espacio tenía los utensilios necesarios. La comunicación fue excelente, definitivamente recomiendo éste espacio.

Condo Minutes from Disney - No Hidden Fees
El apartamento es muy cómodo, tiene todo lo necesario para una buena estadía con la familia y está ubicado en una zona tranquila y de fácil acceso a todo. Está cerca de los parques de Disney y cerca de toda clase de tiendas, supermercados y restaurantes. Gary es muy diligente, ofrece instrucciones claras y estuvo pendiente a que no tuviéramos problemas a la llegada.

Chic Condo + Star Wars Room | Pool & Near Disney
Kayla was a great host and I loved the condo immensely! Looking forward to visiting again.

Beautiful Windsor Palms Condo near Disney!
Great place! really cozy and clean, Nicolle was very helpful when we ran into some issues and made our stay the best a couple days

Lovely 3-BR Condo With Pool 5.7mi from Disney!
Excelente hospedaje, muy cerca de los sitios de interés de Orlando / Florida.

Vacation Condo Resort
Very family-friendly with included amenities and easy drive to all the attractions. Includes access to the subdivision's great waterpark (slides, lazy-river, splashpad, pool, hot-tub, gym, bar). Also another pool adjacent to the building. Bright, spacious, and clean unit. Kitchen has everything necessary. Host is extremely responsive and attentive. Would definitely stay again.

Marvelous apartment near Disney first floor
My family of 4 really enjoyed our stay at this condo. It was very clean, quiet and beautiful surroundings. The property is well maintained and very secure, allowing my family to rest comfortably. Anderson provided great communication before I arrived, he was welcoming upon arrival and promptly responsive throughout the entire trip. I would highly recommend this place.
Home rentals with a private pool

Airy, Stylish Home with Pool Heat Included in Davenport
Had a great stay at Phil’s place! The pictures matched the space and it was so cozy! The kitchen had everything you could think of needing to cook. The heated pool was the best ending to our days out in the golf course and the parks. The bed was so comfy! Close to many golf courses and just a short drive to parks. Phil was responsive anytime I reached out. We had no hot water the 2nd day in and it was fixed within the hour! We will definitely bookmark for next time!

Visit Disney World from a Sunny Home with a Pool
We really enjoyed our stay in this home. Everything was as described and the host was very responsive. We had a hiccup with no trash pick up, but the very understanding host accomodated. Internet was down most of the trip, but no fault of the host & we weren't there most of the day, so it wasn't a problem. Plenty of space, well decorated & comfortable. We used Uber & had Walmart deliver anything we needed which was right around the corner, (including alcohol!). All the parks were about a 30 ish minute ride, traffic is horrific (no matter where you are) which is why it was nice to use Uber. Awesome vacation overall!

Sleeps 20! Near Disney w/ Pool | Twice-as-Nice
Nous étions 7 adultes et 2 enfants et cette maison était énorme. Tout le monde était content avec leur chambre. La seule de jeu était un succès. Super grand et comfortable ❤️ c’était incroyable on veut déjà retourner. La seule contrainte que nous avons eu c’était qu’on a pas comprit comment chauffer le spa. La hôte répond super vite et nous aide dans tout ce que nous avons besoin. Merci beaucoup pour ces souvenirs et beaux moments.

Vacation Resort Home Right Outside of Disney World
We evacuated our coastal home ahead of a hurricane and found this pet-friendly rental to be exactly what we needed. The house was fun, which helped lift our spirits during a difficult time. However, the real highlight was the hosts, who were incredibly accommodating and gracious, making an extremely stressful situation much easier to manage.
Quick stats about vacation rentals with a pool in Wildwood
Total rentals
370 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with dedicated workspaces
220 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Lake Eola Park
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Rainbow Springs State Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Blue Spring State Park
- Aquatica
- ICON Park