Villa holiday rentals in Williamsburg

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Top-rated villa rentals in Williamsburg

Guests agree: These villas are highly rated for location, cleanliness and more.

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Top Guest favourite
The villa features a distinct architectural style with a terracotta roof and a landscaped front yard. Lush palm trees are positioned around the entrance, while a spacious driveway leads to a three-car garage, all set against a tranquil evening sky.
Villa in Kissimmee
5 out of 5 average rating, 122 reviews

Villa Sol Quite Family Pool/Hot tub Home

Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with a cabinet full of games, or play a game of basketball, pickleball, or tennis right outside our pool. Fun on the playground or enjoy the clubhouse gym. All of your needs for the beach trips or the ball games. All of your baby's needs are covered as well. Ask about Stroller and cart rentals. We have it all

Guest favourite
An open living area is showcased with a bright orange sofa and a modern coffee table placed on a textured rug. Large windows allow natural light to fill the space, complemented by white curtains. A wall-mounted television is also visible, along with decorative artwork.
Villa in Kissimmee
4.84 out of 5 average rating, 100 reviews

3bd 2ba Luxe Villa Located 20 Minutes From Disney

Welcome to our newly renovated luxurious and vibrant home. As you enter, you are greeted by an open concept combining the living room, dining, & kitchen areas. The kitchen is equipped with modern appliances and offers ample space. The bedrooms are tastefully decorated and offer comfortably sized beds ensuring a good nights sleep. Our beautifully designed bathrooms exude elegance providing a spa-like experience. Beyond the comforts, you'll find a wealth of attractions and activities moments away.

Top Guest favourite
A spacious living area showcases a large sectional sofa adorned with colorful cushions, set against a striking stone wall decorated with framed artwork. Tall windows allow natural light to enter, while rich red curtains add a touch of warmth. A decorative rug anchors the seating area.
Villa in Kissimmee
4.94 out of 5 average rating, 256 reviews

Enchanted Villa with Lake View 6-Bedroom in Resort

In the exclusive Lake Berkley Resort, this magical manor is a spacious 6 bedroom, 3.5 bathroom home with private pool & spectacular lake views. A 10 minute drive to Disney World, 15 minutes to Sea World and 20 minutes to Universal’s Wizarding World of Harry Potter. Ensure an immersive experience at this thematic home, perfect for families & groups of friends looking to cook in the well stocked kitchen, enjoy meals together in Great Hall or patio by the pool and watch movies & more in the Common

Guest favourite
An inviting outdoor pool area is featured, surrounded by a protective screen enclosure. The pool water is a clear turquoise, reflecting the evening sky. Comfortable seating is arranged nearby, alongside a BBQ grill. Soft lighting enhances the tranquil atmosphere.
Villa in Davenport
4.94 out of 5 average rating, 128 reviews

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

Nestled in the peaceful 4 Corners community close to Disney & top rated attractions, Target, Publix & restaurants. Newly updated, inviting and modern 2 level, 5 bedroom/3.5 bath with comfortable luxurious beds! Equipped with a private pool (heat for an extra fee), game room, BBQ grill & free Nespresso. Out back is a mini golf putting green, corn hole and fire pit for the family to gather around under the warm vibe of string lights. A place for the family to retreat, relax, reset and have fun!

Top Guest favourite
A private pool features a spacious deck and a whimsical swan float. Adjacent is a covered dining area with views of landscaped grounds. Inside, a kids’ tube slide and superhero-themed decor are seen, along with a game area featuring a billiards table and arcade console.
Villa in Osceola County
4.99 out of 5 average rating, 135 reviews

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

Top Guest favourite
A private pool area is enclosed by a spacious screen, featuring a clear blue pool with steps leading in. Two white lounge chairs are set beside the pool, offering a relaxing spot under the sun. Lush greenery is visible in the background.
Villa in Kissimmee
4.93 out of 5 average rating, 151 reviews

Beautiful Villa with pool near Orlando attractions

This home with a private pool is just what your family needs for that memorable vacation in Orlando. The privacy fence around the house provides the privacy you deserve to enjoy your private backyard and pool to the max! we focus the design to create the story of a perfect vacation for you, your family, and your friends. Enjoy the game room full of gaming options. Our Home is close to major parks and attractions such as Disney, Universal, Sea World, Gift shop, and Outlets.

Guest favourite
A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.
Villa in Davenport
4.92 out of 5 average rating, 121 reviews

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Top Guest favourite
Villa in Kissimmee
4.98 out of 5 average rating, 122 reviews

Guest Favorite 6BR Close to Disney Free Pool Heat

Immaculate and well equipped Stargazer Villas vacation home at Storey Lake Resort! A short drive to Disney & within easy reach of attractions, shopping and dining. This Orlando area vacation home is a guest favorite and has a heated pool (no extra charge) for your family to relax in after a busy day at the parks. Featuring themed Toy Story & Mickey bedrooms, as well as three primary suites, along with Star Wars movie loft & Avatar game room!

Superhost
Villa in Orlando
4.72 out of 5 average rating, 210 reviews

Lakefront Villa at a Prime Location

2 BEDROOMS/2 BATHROOMS VILLA Located in the Dr. Phillips neighborhood, right in the heart of the three main theme parks. ✔ 5 mins to Universal Studios, SeaWorld, and the Convention Center ✔ 8 mins to Disney Parks including Magic Kingdom and Epcot ✔ 3 mins to International Drive – packed with attractions, restaurants, and outlet malls Amazing view from the patio at night. You'll see the gorgeous lake and beautiful fireworks every night!

Guest favourite
A modern coastal farmhouse is pictured, featuring a light-colored exterior with a covered porch. Lush green lawns surround the home, and a spacious driveway provides access to a two-car garage. Trees in the background add a natural touch to the setting.
Villa in Davenport
4.91 out of 5 average rating, 117 reviews

Modern Coastal Farm House/Pool+Jacuzzi/near Disney

Welcome to Florida!!! Have fun with the whole family at this stylish place, equipped with everything you need for your staying. Our gorgeous modern coastal farm house is sitting in one of the most desirable communities for those wishing to vacation around the Disney and Kissimmee/Orlando areas. Drive time to Disney is 10 to 15 minutes and the community is also nearby Hwy 192 with a variety of shopping, dining, and entertainment.

Guest favourite
An enclosed patio area surrounds a swimming pool, featuring several lounge chairs spaced evenly around the deck. Lush greenery is visible beyond the screen enclosure, offering a view of the tranquil outdoor setting.
Villa in Kissimmee
4.75 out of 5 average rating, 119 reviews

Disney area 4-bedrooms spacious villa for rent

Our villa offers a pleasant and relaxing place for families at an affordable price. Rent a private villa with a gorgeous swimming pool in a family-oriented residential neighbourhood. It has an excellent conservation view and outdoor space with a small pond. This home is in Eagle Point, Poinciana Blvd. in Kissimmee, near the Walt Disney World Resort.

Guest favourite
A private pool sits within a screened enclosure, offering a view of lush greenery. The living area features a minimalist sofa and a wooden table, complemented by artistic wall decor. A dining table with six chairs is shown in another image, while a spacious bed is arranged in a serene bedroom setting.
Villa in Kissimmee
4.8 out of 5 average rating, 111 reviews

New Private Pool Mid Century Home Near Disney Park

About this space The Luxury Mid-Century Modern House is in Kissimmee near Highway US 192. Less than 10 miles from Walt Disney World and all the fun that awaits. It is right where you want to be for fast and easy travel to all of the Disney Parks and all other theme parks. And only 5 mins from Walmart Supercenter. This house is all about location!

Popular amenities for Williamsburg villa rentals

Quick stats about villa rentals in Williamsburg

  • Total holiday rentals

    Explore 10 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at $122 NZD per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    10 of Williamsburg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Williamsburg rentals

  • 5 Average rating

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

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