Villa vacation rentals in Williamsburg

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Top-rated villa rentals in Williamsburg

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Superhost
The exterior of a two-story townhouse is depicted, featuring a light blue facade and white picket fencing. Lush greenery surrounds the property, complemented by a brick pathway leading to the entrance. Natural sunlight enhances the vibrant colors of the landscaping.
Villa in Kissimmee
4.78 out of 5 average rating, 213 reviews

Beautiful 4br condo min from Disney

A beautiful and inviting condo/townhouse located in Venetian Bay Villages, a quaint and relaxing gated condo community reminiscent of old key west. You will have access to 4 pools, clubhouse, game room, fitness center, picnic areas, sand volleyball, tennis, basketball courts, and walking paths around the centrally located lake. The townhouse has 4 bedrooms and 3 bathroom. The villa has a luxurious main floor king master suite, complete with king sized bed, walk-in closet and attached en suite bath with two person jetted tub. The second floor is comprised of a comfortable queen suite with en suite bath, two more bedrooms one with full bed, and one with 2 twins, sleeping 8 comfortably. Each bedroom is equipped with its own TV. A third full bath is also found on the second floor. A convenient extra sink/vanity is located in the hallway on the second floor. On the main floor there is a relaxing living room with a queen pull out couch, large screen HDTV, and DVD/VHS player. An ample dining room is connected to the living area. A full-sized kitchen with breakfast bar is adjacent to the living room, giving an open, spacious feeling. Other amenities include: a washer/dryer, wi-fi, a pack 'n play crib, an umbrella stroller, iron, ironing board, hair dryer, and other extras too many to list to make your stay as memorable as possible. Recently Renovated, New Furnishings, WIFI, Free Long Distance in US and Canada, and TVs in Every Bedroom Courtyard Villa is in building 27, very close to one of the smaller pools and playgrounds, with a patio that overlooks a lush courtyard. This villa was recently renovated with warm inviting colors, beautiful furnishings and a TV in every bedroom. Venetian Bay Villages is just off HWY 192, in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and attractions that Orlando has to offer. Venetian Bay is ideally located as a "home base" for other Florida activities including the Space Coast or the Gulf Coast.

Top guest favorite
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, 121 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

Top guest favorite
A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.
Villa in Kissimmee
4.99 out of 5 average rating, 138 reviews

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

Top guest favorite
A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.
Villa in Kissimmee
4.86 out of 5 average rating, 427 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

"Guest favorite" - This home is in the top 10% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

Top guest favorite
A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.
Villa in Kissimmee
4.98 out of 5 average rating, 120 reviews

4mi to Disney | Games | Private Pool

Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa (pool heat included in stays after 10 Dec 2025!).

Top guest favorite
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, 134 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 favorite
Villa in Kissimmee
4.99 out of 5 average rating, 103 reviews

Minutes to Disney 6BR Immaculate Vacation Villa

This stunning Storey Lake Resort Villa is the perfect getaway to relax and enjoy your time in Orlando, Florida. Just minutes to Disney World & within easy reach of attractions, shopping and dining. This immaculate & exceptional villa has a heated pool and spa (no additional charge) to relax in after a busy day at the parks. Family friendly featuring Super Mario & Frozen bedrooms, as well as three king size bedrooms, along with a Harry Potter themed movie loft & Spider-Man themed game room!

Guest favorite
A large swimming pool is surrounded by lounge chairs, with palm trees providing shade. The clubhouse is visible in the background, featuring large windows and a welcoming entrance. The clear blue sky reflects off the pool’s surface, creating a tranquil and inviting atmosphere.
Villa in Kissimmee
4.75 out of 5 average rating, 250 reviews

3 Bedroom Seven Dwarfs Resort Villa from $95 nt

7 miles to Disney. Memories that last a lifetime. Affordable 3 bedroom resort. First floor master bedroom with king bed and private bath. Free splash pad for the young and Tiki bar and grill for the young at heart. Pool, darts and so much more. From $95 per night, not per person. PLEASE NOTE THAT TRAVEL TRAILERS, COMMERCIAL VEHICLES AND TRAILERS ARE NOT ALLOWED ON PROPERTY SMOKING, VAPING AND MARIJUANA ARE NOT ALLOWED IN HOME. MARIJUANA IS NOT ALLOWED ON ENTIRE PROPERTY.

Top guest favorite
A screened-in patio area features a private pool surrounded by comfortable lounge chairs. The inviting water reflects the colors of the sunset sky, and a small dining table is visible nearby. The home is designed for relaxation and outdoor enjoyment.
Villa in Davenport
4.92 out of 5 average rating, 180 reviews

Beautiful 4 Bedroom Pool Villa Near Disney World

This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

Superhost
A vibrant children's bedroom features two beds with superhero-themed bedding. A wall mural showcases characters from a popular franchise, adding a playful touch. A ceiling fan is visible above, and natural light streams in through a window with an unobstructed view.
Villa in Kissimmee
4.91 out of 5 average rating, 100 reviews

Disney Themed home with Private Pool & Lazy River!

Discover magic at our Kissimmee villa, minutes from Disneyworld in Storey Lake! With luxury decor and fun-filled bedrooms, our home offers enough comfort and fun for the whole family. Take the fun and relaxation out to the private pool in the home. And when you want to take it to the next level, visit the resort clubhouses! Resort perks include lazy rivers, fast water slides, mini-golf, kayaking, jacuzzis, a restaurant and more! Your dream Central Florida getaway begins here!

Top guest favorite
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, 150 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 favorite
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, 119 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**

Popular amenities for Williamsburg villa rentals

Quick stats about villa rentals in Williamsburg

  • Total vacation rentals

    Explore 10 vacation rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg vacation rentals start at G$14,630 GYD per night before taxes and fees

  • Verified guest reviews

    Over 320 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    10 of Williamsburg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Williamsburg rentals

  • 5 Average rating

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

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