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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Top guest favourite
A circular seating area is featured, surrounded by vibrant turquoise chairs set around a central fire pit. Lush palm trees and colorful landscaping enhance the outdoor space, with a gazebo visible in the background under a partly cloudy sky.
Apartment in Orlando
4.93 out of 5 average rating, 537 reviews

Cozy Cay Epic OCCC Shingle 2br2ba4bd+slpr

2:2 2nd floor Condo behind Publix in Lake Cay Shopping Center 3/4 mile from Convention Center and right across from Shingle Creek Resort. 1.25 miles to Hilton; 1.5 miles to Hyatt; 1 mi SeaWorld; 3 mi Universal; 6 mi Disney; 3.5 mi Universal; 1 mi Orlando Eye sits beside Little Lake Cay - pool across from parking and hottub. Walk to Larger Lake Cay and over to the Large Amenity Center of the Resort community which has a gym and large pools. 8 miles to OIA. Highly sought after location pixotw

Top guest favourite
A spacious private pool area is enclosed by a screened lanai, featuring a large pool surrounded by vibrant tropical plants and greenery. The inviting blue water reflects sunlight, creating a serene atmosphere in the tranquil outdoor space.
Guest suite in Orlando
4.97 out of 5 average rating, 302 reviews

Location, Location, Location near all attractions

This is a poolside in-law apartment with a full kitchen, bedroom, full bath & a living room located in a quiet, residential neighborhood in an upper scale part of town. It has a king size bed & will accommodate 2 adults comfortably. This in-law apartment is an addition that was built onto the back of our home. We live in the main house. The apartment is closed off from the our main house and has it's own main entrance so it is private. So, you will have the apartment all to yourselves.

Guest favourite
A balcony view showcases a round table set for two, with two glasses placed on it. The water glimmers in the sunlight, reflecting blue skies and a bright sun, creating a serene lakeside ambiance.
Apartment in Orlando
4.89 out of 5 average rating, 436 reviews

FantasticView, 1 BR/2BA, 1 Mile to Disney-Sleeps 5

Located 1 mile to Disney Springs in a Gated-Community NICELY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 6 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

Guest favourite
An aerial view of the property reveals a well-maintained swimming pool surrounded by lounge chairs. Palm trees are strategically placed around the pool area, providing shade. The building showcases a welcoming yellow exterior, and ample parking spaces are visible nearby.
Apartment in Orlando
4.82 out of 5 average rating, 426 reviews

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER

The suite is spacious, very nice with swimming pool view from windows and located just one block from famous international Drive. The suite is just walking distance to shops, nightlife, restaurants, boutiques, easy access to the Orlando International Airport and close to all orlando major attractions: Convention center (5 min.) Universal/vocano bay (7 min.), Disney world (15 min.), Seaworld (7 min.), Millenia Mall & Outlet mall (10 min.) and Orlando international airport (20 min). FREE PARKING

Guest favourite
The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.
Townhouse in Kissimmee
4.88 out of 5 average rating, 214 reviews

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

This townhouse provides an open main living space that allows you to connect the dining and a fully equipped kitchen. The house can accommodate up to 6 guests, divided into one luxe king en-suite, and a design theme two full en-suite. After a long day at the parks with a beautiful lakefront view, relax in your private spa. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant, and only 5 min from Disney and golfing area Free Parking Close to lakes, camping, beach, vineyards, farms

Guest favourite
Flat in Orlando
4.93 out of 5 average rating, 108 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 favourite
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, 112 reviews

Int. Dr. Private Theater and Pool.EVCharger. 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 at the house • Fully Equipped Kitchen • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • PRIVATE $35,000 HOME THEATER with 133" Screen and shakers on the seats • Business Grade Internet • Sauna • EV CHARGER

Top guest favourite
A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.
Apartment in Orlando
4.97 out of 5 average rating, 414 reviews

Waterfront Condo minutes to Disney & Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

Top guest favourite
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.
Apartment in Orlando
4.95 out of 5 average rating, 150 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 :)

Top guest favourite
A modern apartment features a spacious bedroom with themed decor, showcasing vibrant wall art and a cozy sleeping area. An open kitchen adorned with sleek cabinetry and a dining space with four chairs is highlighted. A decorative living space includes a friendly mural, adding a playful touch.
Apartment in Kissimmee
4.94 out of 5 average rating, 173 reviews

302_10 Pixie Dust Paradise - 10 min from Disney

A Magical Stay for the Whole Family! Welcome to your family's happy place near Disney! Our 3-bedroom apartment is cozy, kid-friendly, and fully stocked with everything you need to feel right at home. Whether you're starting your day with excitement or coming back from the parks with tired little feet, this is the perfect place to relax and recharge. And guess what? The waterpark is FREE and super fun—a splash-tastic way to end your day with big laughs and happy memories!

Top guest favourite
An enclosed in-ground swimming pool is featured, surrounded by a screened lanai. Various lounge chairs and umbrellas provide seating options. The pool is clear and inviting, with a decking area that offers space for relaxation.
Home in Kissimmee
4.92 out of 5 average rating, 154 reviews

Disney New Neighbor

-Less than 10 minutes to Disney -20 minutes to Universal Studio -10 minutes to International Drive -20 minutes to Orlando International Airport -5 minutes to Orlando outlet -10 minutes to Disney spring I am thrilled to welcome you all from around the world to my home! I travel a lot for work and I know how it feels to rest when on the go. I want to make your stay as convenient and peaceful as possible. Please message me if you have any questions with booking

Top guest favourite
A bright and airy living space features a cozy sofa and a circular coffee table surrounded by wooden chairs. Natural light fills the area through a large window adorned with light curtains, while greenery adds a touch of nature to the decor.
Flat in Orlando
4.97 out of 5 average rating, 110 reviews

Sunny Oasis *FreeParkShuttle*Boho-inspired retreat

Welcome to Sunny Oasis, your perfect escape in the heart of Orlando. Immerse yourself in a beautifully curated Boho ambiance, filled with natural textures, earthy tones, and sunlit spaces. Whether you’re relaxing after a day at the parks or enjoying a peaceful getaway, Sunny Oasis offers the comfort and serenity you deserve. Book your stay with us and experience the allure of Orlando’s attractions in a clean, serene, and superbly located getaway.

Popular amenities for Williamsburg rentals with a pool

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹15,498₹16,129₹17,751₹15,048₹13,516₹19,823₹18,201₹14,417₹14,417₹12,885₹14,777₹17,300
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about holiday rentals with a pool in Williamsburg

  • Total holiday rentals

    Explore 810 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at ₹1,802 per night before taxes and fees

  • Verified guest reviews

    Over 21,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    540 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wifi availability

    810 of Williamsburg holiday rentals include wifi 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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