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Holiday rentals with a pool in Williamsburg

Find and book unique homes with a pool on Airbnb

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Popular amenities for Williamsburg rentals with a pool

House rentals with a pool

Guest favourite
Home in Kissimmee
4.85 out of 5 average rating, 139 reviews

Beautiful Vacation Home With Private Pool.

BrittanyRating, 5 stars1 week ago
The stay was great and the pool is amazing! Jhan is very responsive and was able to accommodate us at a short notice. We will definitely be back again!
Superhost
Home in Orlando
4.82 out of 5 average rating, 177 reviews

Modern home | Private pool near MCO airport

ArseniRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Kissimmee
4.87 out of 5 average rating, 241 reviews

3 bedroom Villa in Kissimmee

JenniferRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 116 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

CarterRating, 5 stars3 days ago
This was definitely a great place to stay, easy to check in and the host was so responsive! I hosted a birthday party and everyone had an amazing time and had everything they needed.
Guest favourite
Home in Orlando
4.88 out of 5 average rating, 202 reviews

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

JoyceRating, 5 stars4 weeks ago
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 !!
Superhost
Home in Orlando
4.86 out of 5 average rating, 195 reviews

Year around Heated Pool 7 min from Airport!

JoseRating, 5 stars1 week ago
Super nice, pictures do not do it justice. Upgrades clearly done little by little. Pool is amazing, outdoor area great, cozy yet spacious. Would book here again and again. 20 min from Camping World Stadium, 15 min from Downtown Orlando truly accurate, easy in and out from main road and highways.
Top Guest favourite
Home in Kissimmee
4.99 out of 5 average rating, 105 reviews

Traveler's Dream - King Bed, Pool, Games, Disney+

LaverneRating, 5 starstoday
We really enjoyed our stay. It was comfortable, clean, and had everything we needed. Thank you for being such a great host—we’d love to come back in the future!
Superhost
Home in Kissimmee
4.88 out of 5 average rating, 189 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

YvonneRating, 5 stars3 days ago
Wir waren mit unseren 2 Kindern dort. Wir haben uns wohl und sicher in dieser Umgebung gefühlt. Zum Einkaufen muss man ein gutes Stück fahren, aber war für uns kein Problem. Es waren Spielsachen für den Pool da, was praktisch war. Die Kinder waren happy und wir auch. Die Umgebung ist sehr ruhig. Kein Lärm. Wer es gerne ruhig hat ist dort gut aufgehoben. Wir haben unseren Aufenthalt genossen!

Condo rentals with a pool

Guest favourite
Condo in Orlando
4.92 out of 5 average rating, 101 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

LucindaRating, 5 stars6 days ago
Working with Isabela, was easy. The place was perfect for our needs. Beautiful, easy access to local attractions. Would highly recommend.
Guest favourite
Condo in Kissimmee
4.97 out of 5 average rating, 144 reviews

202_Magical and Cozy 2BR minutes from Disney

NatashaRating, 5 stars2 weeks ago
O apartamento é muito organizado e limpo!! Fica em uma localizacao de facil e rapido acesso aos parques e restaurantes. Com certeza, retornaremos para mais ferias neste local !
Superhost
Condo in Orlando
4.77 out of 5 average rating, 111 reviews

Designer 3BR/2BA Corner Suite - Disney & Universal

AntonioRating, 5 stars1 month ago
Apartamento espaçoso e com localização privilegiada, pois fica num ponto a média distância dos parques e Kyle é uma pessoa muito atenciosa que responde prontamente quando você precisa. Acho necessário esclarecer aqui que não está incluso na diária serviços de arrumação, troca de roupas e limpeza do apartamento. Para quem vai ficar poucos dias não faz diferença, mas no meu caso que alugou por 11 dias, sim. Mas isso é um detalhe que não diminui a excelência do apartamento.
Guest favourite
Condo in Orlando
4.93 out of 5 average rating, 115 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

GraceRating, 5 stars1 week ago
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!
Guest favourite
Condo in Florida Center
4.85 out of 5 average rating, 487 reviews

Modern Studio with Private Terrace near Universal

VernishaRating, 5 starstoday
She was amazing! And sooo nice! We will definitely visit again!
Superhost
Condo in Orlando
5 out of 5 average rating, 14 reviews

VISTA CAY RESORT, 2 BEDROOM LUXURY APARTMENT

EmilyRating, 5 stars12 months ago
This place exceeded our expectations! We were close to everything and lots to do close.
Guest favourite
Condo in Orlando
4.93 out of 5 average rating, 45 reviews

Vista Cay 2BD/2BA next to OCCC near Epic Universe

JohnRating, 5 stars3 weeks ago
⭐️⭐️⭐️⭐️⭐️ 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!
Guest favourite
Condo in Orlando
4.96 out of 5 average rating, 180 reviews

Luxury 2B2B APT Near Convention Center, Universal

ZhenjieRating, 5 stars1 week ago
We liked the home style and the convenience to surrounding areas. This apartment is quiet, big and clean, We had a very comfortable stay! Thank you!

Home rentals with a private pool

Villa in Four Corners
4.33 out of 5 average rating, 3 reviews

Disney's Championsgate: Private Pool & Arcade Fun!

AurianaRating, 5 stars6 months ago
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.
Superhost
Home in Davenport
4.95 out of 5 average rating, 115 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

RachelRating, 5 stars1 month ago
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.
Villa in Kissimmee
4.79 out of 5 average rating, 251 reviews

Visit Disney World from a Sunny Home with a Pool

ClaudiaRating, 5 stars1 month ago
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!
Guest favourite
Villa in Kissimmee
4.92 out of 5 average rating, 50 reviews

Family Retreat Near Disney with Pool & Hot Tub!

JenniferRating, 5 stars6 days ago
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
Home in Kissimmee
4.83 out of 5 average rating, 18 reviews

Sleeps 25! Resort Home near Parks | Coconut Breeze

ShanaRating, 5 stars2 weeks ago
Excellent space. Looks exactly like the pictures and was very well stocked!
Villa in Davenport
4.67 out of 5 average rating, 6 reviews

Amazing Dream Solterra Villa -Disney/club/pool/spa

CraigRating, 5 stars48 months ago
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.
Home in Kissimmee

Private Oasis with Pool & Spa- 3400clr

TarahRating, 5 stars1 week ago
The home was beautiful & exactly as described.
Home in Kissimmee
4.38 out of 5 average rating, 8 reviews

Vacation Resort Home Right Outside of Disney World

VictoriaRating, 5 stars8 months ago
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 holiday rentals with a pool in Williamsburg

  • Total rentals

    760 properties

  • Nightly prices starting at

    $16 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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