
Vacation rentals with a pool in Wildwood
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Wildwood
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wildwood rentals with a pool
House rentals with a pool

Pool Home Great Location 3/2 & 2 Golf Carts
I’ve stayed at a few Airbnb’s, this was BY FAR the most comfortable one yet!! Honestly, we all felt so at home and settled in~it was perfect! The neighbors were friendly, the golf cart was great!! The town squares were a blast! We would 100% rent this exact home again. Actually, one of my sisters already did for this fall! Dean & Sheila always responded quickly with any questions I had. I can’t say enough good on how perfect this was!!!!!!!!

Heated Pool, Dog Friendly, Golf Cart Included
Everything was perfect, beyond expectations! Very nice and responsive hosts, definitely would to love visit again!

New home in the new part of the villages.
Nice and clean place! Would stay again.

The Sunshine Retreat with Golf Car
We enjoyed Kym's place. Conveniently located to Sawgrass. Enjoyed nightly live music. Enjoyed the front screened in porch in the evenings! Great host, would recommend to book Kym's place!

The Golfer's Edge
We came to visit family again and were thrilled to see that the same Airbnb (Rachel’s) we stayed at before was available. The description is very accurate—truly a five-star home!

The Villages, Heated Pool Walk to Sawgrass
I can’t say enough about this place or the host!! It was way more than I ever expected. We were able to check in sooner than the original check in time. Dave was awesome with communication and periodically checked in to make sure everything was going good throughout our stay. Everything was well stocked in the house from the kitchen (including spices and other little stuff that you would normally have to run out and buy to make a meal) to the bathrooms. There is everything you would need for the pool also. Dave even thought about your furry friends by providing leashes/bowls and treats. The house was immaculate! All you needed to do was literally pack your bags. Thanks for a great stay. We hope to return to the villages in the winter time!

Elegant Ocala Oasis w/Pool: Unwind in Luxury
Host was helpful and responsive, home close to a lot of restaurants and grocery stores. House was clean and did what we needed it to do for my family, no complaints and would definitely book again.

A patio villa in Deluna, The Villages w/ Golf Cart
Place was extremely clean Robert got back with a response within a few minutes I asked Robert about the area and he described it perfectly, just where I wanted to stay. Close to Brownwood, Deluna Pool and Edna's on the Green Also Close to rt.301 and 75. Robert is a 10 Star Superhost!!
Condo rentals with a pool

Maria Luz Studio-Huge Terrace/Universal area.
Fantastic and Wonderful! This place has by far been the best!

Crystal River Bungalow with boat slip
The property was well maintained. While it was some distance from town, it was helpful to have GPS for directions. The house was comfortably appointed and nicely decorated. It was well equipped with all necessities. The stacking washer and dryer was particularly useful and easy to use. The spiral staircase to the upstairs bedroom, however, could be a challenge for some folks. All in all, a good property, attentive host, and a good stay.

Mickey's Retreat(K2)
Stayed at Celso’s apartment for 2-weeks. It was a great size for 2 people and an ideal location for those looking to do the Disney and Universal parks. Apartment is just a short drive away from plenty of shops, restaurants and fast food places. It also has a 24h petrol (gas) station just outside of the complex which is really convenient. Overall, really enjoyed our stay the complex is really nice and feels very welcoming. Would highly recommend for two people. Celso was a great host, super responsive to any messages and helpful with any questions we had during our stay. One minor downside, not to the fault of Celso or his apartment, but the complex had a nesting hawk during our stay. This was no issue for 95% of our stay, but did swoop at us once. Would advise being cautious when walking to the car park, especially with young children.

No BNB fees -Oasis Condo 5 min to Disney
Very beautiful location, calm surroundings and very close to all attractions

Disney & Epic Free Shuttle, Kitchen
Ryan's place was awesome! It was convenient to everything nearby as well as suited all of our needs. Ryan was a great host as he was quick to respond to anything we had questions about. I'd definitely stay here again! 10/10 for sure!!!!

Waterfront Condo in Sawgrass Landing
Great place to stay! Beautiful views and clean place!

Full-Service Gated Resort, Disney, Universal, MCO!
Thank you AJ and Nicole had a wonderful time this weekend definitely recommend

1-101 Legacy Dunes, Gym, Tennis, Close To Disney!
I had a great stay! The place was clean, comfortable, and just as described. The host was very friendly and responsive, which made everything super easy. I’d definitely stay here again!
Home rentals with a private pool

Disney's Championsgate: Private Pool & Arcade Fun!
This property was very nice and matched the photos to a T. The house was spotless & very spacious. The renovated design was modern and the themed rooms were perfectly executed. The only downside was the check-in process at the gate, but after a quick phone call, the issue was resolved. I absolutely loved the space. 10/10.

Designer Pet-Friendly Retreat with Heated Pool
very clean and roomy! great hosts! big yard. Will be back for sure!

Airy, Stylish Home with Pool Heat Included in Davenport
Had a great stay at Phil's place. The home was perfect for mother's day weekend. My daughter loved the pool. The home was clean! 10/10 recommend.

Family Villa Bettina - Recently Remodeled
Very clean, well appointed space. The pool is great.

Visit Disney World from a Sunny Home with a Pool
Home was beautiful! area was quite and close by of of attractions and restaurants. Only thing I advise is bringing extra wash towels, they are not provided. We went to Walmart which is literally right around the corner.

Family Retreat Near Disney with Pool & Hot Tub!
This home is just at pictured. Has everything you’ll need. Grill and propane being available on site were a very nice bonus. Hot tub and heated pool were fantastic after walking all day. Host was amazing and communication was very quick. Highly recommend this place and location

Sleeps 20! Near Disney w/ Pool | Twice-as-Nice
Place was nice. It had a lot of amenities that we enjoyed. The game room and pool table was fantastic. Rooms were nice and comfortable. Would definitely stay again.

Private Oasis with Pool & Spa- 3400clr
The home was beautiful & exactly as described.
Quick stats about vacation rentals with a pool in Wildwood
Total rentals
370 properties
Nightly prices starting at
G$8,363 GYD 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
Destinations to explore
- Four Corners Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Kissimmee Vacation rentals
- Central Florida Vacation rentals
- Tampa Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Rentals with outdoor seating Wildwood
- House rentals Wildwood
- Kid-friendly rentals Wildwood
- Pet-friendly rentals Wildwood
- Rentals with lake access Wildwood
- Rentals with a fire pit Wildwood
- Villa rentals Wildwood
- Waterfront rentals Wildwood
- Rentals with a patio Wildwood
- Cottage rentals Wildwood
- Fitness-friendly rentals Wildwood
- Apartment rentals Wildwood
- Rentals with a fireplace Wildwood
- Rentals with a washer and dryer Wildwood
- Beachfront rentals Wildwood
- Rentals with breakfast Wildwood
- Condo rentals Wildwood
- Family-friendly rentals Wildwood
- Rentals with a hot tub Wildwood
- Rentals with a home theater Wildwood
- Rentals with pools Sumter County
- Rentals with pools Florida
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Universal Orlando Resort
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- Rainbow Springs State Park
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk