
Holiday rentals with a pool in Williamsburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Williamsburg
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

Storey Lake 4BDRM 8 miles to Disney FREE waterpark
Fantastic place to stay with a nice and secure gated community. We really enjoyed the private pool in the back porch.

Modern home | Private pool near MCO airport
My family and I absolutely loved everything about your place. Everything's as described on the photos. Jennifer, we loved you, you're awesome! We'll definitely be back and looking forward for you to host us on our next vocation.

3 bedroom Villa in Kissimmee
I cannot say enough good things about Raymond & our stay. I travel a lot for my son’s lacrosse team & this was our favorite Airbnb so far! Raymond is very responsive & kind! I hope it’s available to book next year when we return.

10 min Disney | Lakeview Hot Tub, BBQ | Game Room
My family loved every minute of our stay in this beautiful home! The host communicated as soon as we booked our trip up until the day we left. The house is equipped with almost everything you need. We can’t wait to visit again.

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
We where in Orlando to go to my granddaughters graduation & this home just made it a perfect vacation - so comfortable - & clean & the pool & outside area was amazing !!

Disney New Neighbor
This place is perfect! From the moment you walk in, you walk into a very clean house where the floor is literally shining. Peter provided everything we would need from towels to first aid kits. The area is perfect too and using the garage as the main form of access during the stay was very convenient. Peter always responded within the hour to any questions I had. Would recommend this place to anyone looking for a place to stay!

New 3BR/2BA, 15 min. to Disney, close to parks
Robin was an exceptionally welcoming and accommodating host. Very responsive to questions and her home was so warm and inviting. Would definitely stay here again!

Heated Pool 15 Minutes to Disney PS5 l Switch
Completely recommended, 👌 the house is very nice and you really feel at home, we only had a small problem with the grill, which was immediately resolved. Bryan was attentive at all times.
Condo rentals with a pool

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY
Place was fairly clean. Loved the patio, was very peaceful in the mornings. Kitchen had basic tools. Loved the location. As mentioned it was the ideal spot for shopping for essentials-Publix, target. Was in Orlando for Stray Kids concert and location for venue was not too far away, about 30 minutes.

3191-103 Resort Lake View Disney Universal Orlando
I can’t say enough great things about our stay with Fonti! Traveling with my triplets can be a challenge, but this Airbnb made everything seamless and comfortable from the moment we arrived. The space was cozy, clean, and just right for a family—plenty of room for the kids to spread out and feel at home. The real highlight for my little ones was the pool and water park! They spent hours splashing, laughing, and making memories that they’ll be talking about for a long time. It was such a joy to see them so happy and entertained in a safe, fun environment. Fonti was an exceptional host—kind, communicative, and incredibly accommodating. When I realized I needed to extend our stay, he made it happen quickly and without any hassle. That flexibility made a world of difference and allowed us to enjoy one more night of relaxation and fun. Highly recommend this spot to any families

Designer 3BR/2BA Corner Suite - Disney & Universal
Nice place we enjoyed our trip.

Super Mario's Sky Suite - Epic Universe 3 BD SUITE
we wanted a place to stay that was close to Epic Universe/Universal Orlando and this was perfect! publix and restaurants is just a walk away! our son loved the decorations and the variety of game consoles (game cube reminded me of my childhood🥹) we would definitely stay here again!

4731_205 Minutes from Disney, Incredible Condo 2BR
Great experience at Rafaela’s place. Very easy checkin, both at the entrance gate and in the apartment. The apartment itself is very comfortable, clean, with all the amenities we needed. Rafaela was very responsive and helpful throughout our stay. I would highly recommend her listing and would definitely come back.

Vista Cay Orlando Lakeview Condo
We had a great stay at Jonny’s place. The unit is spacious and comfortable with room for everyone to enjoy. The open floor plan was nice and the amenities, including the live DJ at the pool (who was great with entertaining the kids as well), were a nice bonus. Our family voted unanimously that we would stay again… and we are already looking at dates for next June!

Vista Cay 2BD/2BA next to OCCC near Epic Universe
⭐️⭐️⭐️⭐️⭐️ Absolutely Wonderful Stay! I had a fantastic time staying at this apartment in Orlando. The place was clean, cozy, and exactly as described—perfect for a relaxing getaway. One of the highlights was definitely the pool being just a short walk away—it made it so easy to cool off and unwind after a day of exploring. The host was incredibly helpful and responsive, which made check-in and the entire stay smooth and stress-free. Whether you're visiting for the theme parks or just looking for a peaceful place to stay in Orlando, I highly recommend this spot. I’d gladly book again!

Lakefront Resort Condo near Disney & Universal
We loved our stay at Nicoleta's! Everything was very clean and exactly as described. The view was beautiful and truly the cherry on top of a perfect stay! We will definitely stay again next time we are in the area!
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.

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.

Visit Disney World from a Sunny Home with a Pool
I can’t say enough good things about this Airbnb – it was absolutely incredible from start to finish. The space was spotless, nicely decorated and had every amenity we could have possibly needed (and then some!). It truly felt like a home away from home, with thoughtful touches throughout that made our stay extra special. The host was communicative welcoming and very helpful!

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 16! Pool + Arcade | Orlando Resort Retreat
Pictures shown is exactly how the place looks. Felt secure in the neighborhood. Plenty of amenities. Pool and hot tub was a plus. Game room was also a plus for the little ones.

Amazing Dream Solterra Villa -Disney/club/pool/spa
They house is exactly like described and had a lot of room. The cleaning could be a bit better, but they apparently had a very short turn-around. Be prepared to have parties going on around you. They do not enforce the noise ordinance at midnight like they should. We were not their to party, so this did have an affect on some of our guests. Overall, it was a pleasant stay. Edward is a super host for a reason. He always returned my emails and texts. When we needed something he was sure to get it to us. He made us feel comfortable about this purchase from the very beginning.

Private Oasis with Pool & Spa- 3400clr
The home was beautiful & exactly as described.

Modern Private Pool 4 Bedroom Home by Disney
Quick stats about holiday rentals with a pool in Williamsburg
Total rentals
760 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
22K reviews
Family-friendly rentals
460 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
470 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure