
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.

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

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando
Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

Beautiful Lake View Condo, Vista Cay-1004
Luxury Vacation Condo Close to all major theme parks, attractions, shops, and next to the Orange County Convention Center 24 hour Check in/Service desk. Pristine amenities include 2 large pools, 2 hot tubs, pool bars, children’s splash pad, fitness center, business media room, playground, basketball court, 1.5-mile jogging trail. This luxurious condominium, boasting over 2,300 square feet, is tastefully decorated and furnished with everything you need to call this your home away from home.

Sea World Orlando Apt - Minutes From The Parks
Fantastic location on International Drive just 5 mins from Sea World, Aquatica, Discovery Cove. Comfortable, quiet, secluded, safe neighborhood - 2 bed/2 bath/full kitchen + sofa bed. Newly renovated and upgraded - low introductory rates. Free Shuttle to parks and shopping. Accommodates up to 8 people. Free parking, pool, barbecue, gym, EV charger, onsite shop/restaurant. Universal/Disney World 14-20 min. Outlet malls and general shopping 7-15 min. Airport 15 min. Convention Centre 9 min.

Location,Location 3bd 2bth near parks conv.ct/Int.
Beautiful updated 3bedroom 2 full bathrooms, sleeps 8; only 200 ft from club house. Located near Universal Studios, Sea World and within walking distance to Orange County convention center and International Drive. For your convenience we offer valet wagon for those heavy bags and electronic door lock for easy access. Our club house has a large hot tub, 2 pools ( 1 large adult and 1 large children's pool ), pools are heated during winter, poolside tiki bar, fitness room, gated community .

Luxury Townhome w/ Pool and Game Room by I-Drive
Experience luxury and comfort in this stunning 5-bed, 5-bath home just off International Drive! Perfect for families or groups, this spacious retreat features a private pool, stylish high-end décor, and a fun-filled game room for all ages. Enjoy easy access to top attractions, dining, and entertainment in one of Orlando’s most sought-after locations. Whether you’re relaxing poolside or exploring nearby hotspots, this home offers the perfect blend of relaxation and excitement.

Modern Condo with Lake View Near Disney 3151
STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

Lux 5BR Home, Game Room, 4 Suites & Private Pool
Imagine waking up in a luxury villa with 5 bedrooms, 4 of them suites, designed to host up to 12 guests with comfort and privacy. Just minutes from Disney and Orlando’s top attractions, this stunning home at Paradiso Grande Resort is the perfect retreat for families and groups. Spend your days exploring the parks, relax in the resort’s sparkling pool and lazy river, and enjoy evenings together in spacious living areas built for memories.

Charming King Suite, Near Universal & Pet-Friendly
Welcome to our Modern 1-Bedroom, 1-Bathroom Apartment in Orlando! This chic and cozy apartment offers the ideal base for your Florida adventure. It combines comfort with convenience, featuring easy access to nearby theme parks, shopping, and dining options. Relax with resort-style amenities in the charming community. The whole apartment will be yours and NOT shared. Please reach out for potential multi-day discounts.

Brand NEW 5BDR at Paradiso Grande/LED Pool Screen
*The Space * Accommodates: 11 * Bathrooms: 5 * Bedrooms: 5 * Property type: Luxury Villa * Location: Paradiso Grande Resort - Close to: * 7 miles from Universal * 6 miles from Disney * 2 miles from SeaWorld * 1 mile from Discorey Cove Orlando * 13 miles from MCO * Paradiso Grande offers quick and easy access to the region’s main attractions, restaurants, outlets, shops, nightclubs, and so much more.

Exquisite Luxury Home Minutes from All Theme Parks
Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!

Welcome In! Epic/OCCC/Shingle 1-floor
Your family will be close to everything when you stay at this centrally-located place. 1 mile from Seaworld, across from Shingle Creek Resort, 3.5 from Universal, 10 from Disney, 1.5 from OCCC
Popular amenities for Williamsburg rentals with a pool
House rentals with a pool

3 BR/2BA Home w Private Pool~12 min to Airport!

Luxury Designer Villa 6 Suites Pool BBQ Arcade

Montego Bay Retreat | 15 Min to Disney

Vivid Vintage I Stock Tank Pool + Golf & Arcade

*Luxe Disney Home* Priv Pool/Spa- 6BR Sleeps 15

Waterfront Wizarding Near Universal's Harry Potter

Retreat w/ Pvt Pool + Summer Kitchen | Intl Drive

Modern home,heat pool near Universal, Disney World
Condo rentals with a pool

Vista Cay Luxury Vision, Next to EPIC and OCCC

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

Cozy space 5/10 universal & epic

3BR Condo near Convention Center & Epic Universe

*BRAND NEW!* ORLANDO *VISTA CAY* CONDO 3BR/ 2BATH

VISTA CAY RESORT, 3 BEDROOM STANDARD APARTMENT

Magically Close to Disney- Serene LakeView Condo

Incredible Water View Only One mile to Disney!805
Other holiday rentals with a pool

Villa Santorini by BohoLuxe |FreeParksShuttle•Pool

Harmony | Heated Pool | 10 min Universal & Epic.

Epic stay at Vista Cay!

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

Private Pool Home Near Disney | 4BR Sleeps 10

Luxury Home w/ Pool & 6 Beds near Disney

12BR Disney Luxury Retreat - Pool, Theater & Fun!

Harry Potter Luxury | Vista Cay Resort | Universal
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $305 AUD | $333 AUD | $347 AUD | $242 AUD | $217 AUD | $318 AUD | $292 AUD | $231 AUD | $231 AUD | $236 AUD | $279 AUD | $281 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with a pool in Williamsburg

Total holiday rentals
Explore 800 holiday rentals in Williamsburg

Nightly prices starting at
Williamsburg holiday rentals start at $72 AUD per night before taxes and fees

Verified guest reviews
Over 23,190 verified reviews to help you choose

Family-friendly holiday rentals
530 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wi-Fi availability
800 of Williamsburg holiday 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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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Aquatica
- ICON Park
- Tinker Field
- ChampionsGate Golf Club





