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Vacation 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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Top guest favorite
Condo in Orlando
4.98 out of 5 average rating, 143 reviews

Private Rooftop Suite! The best of the best

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

Top guest favorite
A sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.
Apartment in Orlando
4.93 out of 5 average rating, 152 reviews

2 bedrooms 2 baths near Disney Universal Seaworld

Full apart hotel on the best location of Orlando. 6 mins to Sea World, 17 mins to Disney and Universal parks, 20 mins Airport It provides a kitchen, 2 bedrooms and 2 full bathrooms, along with concierge, restaurant, gym, pool, jacuzzi, 24/7 store and free parking within the premises. Located on 3rd floor with elevator. 1 master bedroom with en suite bathroom 1 bedroom with 2 beds and en suite bathroom Fully equipped kitchen Dining and living room Terrace BBQ zone Pool Jacuzzi Gym Free parking

Guest favorite
Condo in Orlando
4.96 out of 5 average rating, 23 reviews

Sea World Orlando Apts - Parks/Convention Centre

Prime Location on International Drive! • 9 min to Convention Center • 5 min to SeaWorld, Aquatica, Discovery Cove • 15 min to Universal/Disney • 15 min to Airport • 7-15 min to Shopping • 24 hr check in Newly renovated condo with king bed, full bath & kitchen, living room + sofa bed (sleeps 4). Gated community with secure parking, pool, gym, BBQ area, EV charger, onsite restaurant/shop. Free shuttle to parks. Ideally located & packed with convenient amenities for a relaxing stay.

Top guest favorite
Apartment in Orlando
4.93 out of 5 average rating, 134 reviews

5 Minutes to Disney Free Shuttle King & queen bed

* FREE SHUTTLES * PREMIUM OUTLET MALL * EPIC * DISNEY * UNIVERSAL & SEA WORLD * FREE PARKING * NO RESORT FEE* Margarita Machine * Coffee Bar * Kitchen * Private Pool View Suite * 1 Bath * 1 KING BED 1 QUEEN * ADJUSTABLE BASE BEDS! Disney Springs 2 miles, Universal & Epic 6 miles * Heated Pool * Hot Tub * Gas BBQ Grills & Pizza Oven * OnSite Stroller Rental * Onsite Laundry * Ice Machines * Basketball * Game Room * Walk to Restaurant's & Shopping * Plush towels & Linens * MCO airport 20 Minutes

Guest favorite
A beautifully landscaped entrance features a multi-tiered fountain surrounded by vibrant greenery and palm trees. Paved walkways lead toward a spacious building in the background, enhancing the welcoming atmosphere of the property.
Condo in Orlando
4.94 out of 5 average rating, 137 reviews

Spacious 2 bedroom condo

. I keep this condo clean and in excellent condition for my guests. This 1200 sq/ft condominium is centrally located within the entertainment and attractions district of Orlando, only minutes from International drive ,Sea World the Orange county convention center and just 9 minutes from Universal and 15 minutes from Disney. You will have quick access to great restaurants shops and many local attractions .we have 2 pools .a fitness center ,a game room and many other amenities at Vista cay.

Guest favorite
A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.
Home in Kissimmee
4.96 out of 5 average rating, 129 reviews

Villa Resort Club

VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

Guest favorite
A modern two-story home is viewed from the front, showcasing a neatly paved driveway and lush landscaping. The exterior features a combination of white and gray elements, with strategically placed windows and a stylish entryway that leads to the main door.
Home in Orlando
4.9 out of 5 average rating, 123 reviews

InternationalDr. Private Theater. Salt Pool. Sauna

This special place is close to everything, making it easy to plan your visit. • Community: Paradiso Grande • 6 Bedrooms/6 Baths/Sleeps 16 • Disney - 10 miles • SeaWorld - 1.5 miles • ICON PARK - 4 miles • Convention Center - 3 miles • Universal - 7 miles • Exercise Equipment • Private SALT WATER Pool (new!) • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • Private $35,000 Home Theater with 133" Screen and shakers on seats • Business Grade Internet • Sauna • EV CHARGER

Top guest favorite
The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.
Apartment in Kissimmee
4.99 out of 5 average rating, 147 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Top guest favorite
A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.
Condo in Orlando
4.95 out of 5 average rating, 174 reviews

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

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

Guest favorite
Condo in Orlando
4.87 out of 5 average rating, 129 reviews

Marriott Grande Vista Luxury Studio-like

Welcome to your spacious vacation retreat! - Experience luxury in a studio villa with modern amenities. - Enjoy delightful views and a warm, friendly atmosphere. - Access five pools, golf courses, and on-site dining options. - Explore nearby attractions like Universal Studios and Walt Disney World. - Relax by the tranquil lake and take advantage of family-friendly activities. - Complimentary high-speed internet and resort amenities enhance your stay.

Top guest favorite
The open-plan living area features a spacious dining table surrounded by elegant chairs, complemented by designer lighting. A comfortable sectional sofa is positioned opposite a large TV, while large windows allow natural light to illuminate the room.
Condo in Orlando
4.96 out of 5 average rating, 167 reviews

Vista Cay Luxury Vision, Next to EPIC and OCCC

Spacious 2100sf 3 Bedroom/2 Bathroom 4th floor corner condo. Sleeps 8. Large balcony w/seating. Close to Pool/Clubhouse. NEXT TO EPIC, OCCC, Supermarket, Walgreens, Tourist attractions and restaurants. Minutes to Universal Studios, Disney, Aquatica, Discovery Cove & SeaWorld. Upgraded with new flooring, furniture & decor. Free resort amenities & free self-parking for several cars. Dog friendly, for nightly pet fee.

Guest favorite
Condo in Orlando
4.9 out of 5 average rating, 177 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

VISTA CAY RESORT 2 Bedroom 2 Bath apartments right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 2 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ775ﺩ.ﺇ845ﺩ.ﺇ881ﺩ.ﺇ613ﺩ.ﺇ551ﺩ.ﺇ808ﺩ.ﺇ742ﺩ.ﺇ588ﺩ.ﺇ588ﺩ.ﺇ599ﺩ.ﺇ709ﺩ.ﺇ712
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Quick stats about vacation rentals with a pool in Williamsburg

  • Total vacation rentals

    Explore 800 vacation rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 23,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    530 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wi-Fi availability

    800 of Williamsburg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Williamsburg rentals

  • 4.8 Average rating

    Williamsburg stays are highly rated by guests—averaging 4.8 out of 5!

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