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.

1 of 1 pages1 / 1
Top Guest favourite
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
4.94 out of 5 average rating, 161 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 favourite
The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.
Villa in Orlando
4.95 out of 5 average rating, 125 reviews

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!

Guest favourite
A spacious living area features comfortable seating with gray sofas and decorative pillows. A coffee table sits at the center, accompanied by a decorative lamp. The open-concept design leads to a modern kitchen with wooden cabinetry, visible in the background.
Condo in Orlando
4.82 out of 5 average rating, 136 reviews

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.

Top Guest favourite
Condo in Orlando
4.95 out of 5 average rating, 42 reviews

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.

Top Guest favourite
An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.
Condo in Orlando
4.92 out of 5 average rating, 151 reviews

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 .

Top Guest favourite
Townhouse in Orlando
4.93 out of 5 average rating, 30 reviews

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.

Top Guest favourite
A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.
Condo in Kissimmee
4.91 out of 5 average rating, 154 reviews

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!

Top Guest favourite
Home in Orlando
5 out of 5 average rating, 30 reviews

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.

Top Guest favourite
Apartment in Meadow Woods
5 out of 5 average rating, 89 reviews

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.

Guest favourite
Home in Orlando
4.92 out of 5 average rating, 89 reviews

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.

Superhost
Home in Bay Hill
5 out of 5 average rating, 3 reviews

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!

Top Guest favourite
A round dining table is set with decorative plates and cups, surrounded by woven chairs featuring cushions. Natural light filters through large windows, illuminating the cozy living space in the background, which includes comfortable seating and a stylish lamp.
Condo in Orlando
4.95 out of 5 average rating, 109 reviews

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

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
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. 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 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!

Destinations to explore