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Resort vacation rentals in Williamsburg

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Top-rated resort rentals in Williamsburg

Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

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A large swimming pool is framed by palm trees and lounge chairs, with umbrellas providing shade. Colorful water slides are visible in the background, adjacent to a spacious area for sunbathing. Clear blue skies enhance the inviting atmosphere of the resort's outdoor space.

Resort in Kissimmee

4.67 out of 5 average rating, 3 reviews

Vacation Villas at Fantasy World (by Disney World)

The resort is located about 10 minutes (4 miles) Disney World. This two-story, Mediterranean townhouse features 2-bedrooms, one with a queen-sized bed and the second with two twin-sized beds, two full baths and a fully equipped kitchen, sitting area with pull sofa, dining area, breakfast bar and screened-in patio. Amenities include: 3 swimming pools, 2 lighted tennis courts, an activities center, business center, exercise room, and a pool bar. Complimentary transportation to theme parks.

Top guest favorite

A resort pool area features a large, curving swimming pool surrounded by palm trees and lounge chairs. A pirate ship play structure is positioned nearby, complemented by a lake view in the background. The scene is set against a backdrop of resort buildings.

Resort in Orlando

5 out of 5 average rating, 11 reviews

Wyndham Bonnet Creek Resort: 2-Bedroom Deluxe

Experience the ultimate Orlando getaway at Club Wyndham Bonnet Creek's 2-bedroom suite, accommodating up to eight guests. The master bedroom features a king bed, the second bedroom offers two double beds, and a queen sleeper sofa is in the living area. Enjoy a fully equipped kitchen, two bathrooms, and a private balcony. Resort amenities include five outdoor pools, two lazy rivers, six hot tubs, and a fitness center. It is adjacent to Disney World, minutes from Orlando's top attractions.

A resort building is framed by lush palm trees and manicured landscaping. A stone pathway leads through green lawns, connecting the entrance to the covered seating area. Natural light highlights the building's pastel exterior and large windows, creating an inviting outdoor atmosphere.

Resort in Orlando

4.75 out of 5 average rating, 96 reviews

WorldMark Orlando Kingstown Reef 2 Bedroom Double

Located on popular International Drive, WorldMark Orlando - Kingstown Reef is just minutes away from Orlando's theme parks, water parks, dinner theaters, fabulous shopping, golfing, restaurants and nightlife. This spacious two-bedroom resort suite features one king bed in the master bedroom, two double beds in the guest room and a sleeper sofa in the living area. You'll appreciate the convenience of a full kitchen, two full bathrooms, separate living/dining areas, and Wi-Fi throughout.

A resort-style pool area is surrounded by lush palm trees and tropical landscaping. Lounge chairs are positioned around the pool, with a fountain adding a serene element. The building in the background features a Mediterranean-inspired design.

Resort in Orange County

5 out of 5 average rating, 33 reviews

Cozy Orlando Condo 4Mi from Disney

Get ready for a memorable vacation when you stay at this 2-bedroom, 2-bathroom rental on Floridays Resort Drive. This condo is located in a beautiful 4.5 star rated resort community where you experience upscale living at its finest. Spend your days visiting local attractions like Universal Studios, Walt Disney World, Sea World, and many more. After a day of fun, return home to hang by the pool, have a family game night in the arcade, or enjoy the Florida scenery from your balcony.

An outdoor swimming pool is surrounded by palm trees and lounge chairs under a clear blue sky. Water cascades gently from stone structures into the pool, which features a gradual entry. The resort building stands in the background, complementing the tranquil scenery.

Resort in Orlando

4.85 out of 5 average rating, 48 reviews

By Universal Orlando Marriott Grande Vista studio

Explore popular attractions, including Walt Disney World®, Universal Orlando and SeaWorld®, Start your day with a few swings at the Grande Vista Golf Club or a lesson from the experts at Marriott Golf Academy. Refresh yourself in the outdoor swimming pools and reenergize at our fitness center. Find tasty American cuisine at The Grill at Grande Vista and delectable poolside fare at Copa Loca Bar & GrilL. 8 miles to Disney World 8.3 miles to Universal Orlando 2.4 miles to Sea World

A large multi-story building is surrounded by lush palm trees and well-maintained landscaping. A peaceful lake, featuring a fountain, is positioned in the foreground, reflecting the blue sky and scattered clouds above.

Resort in Celebration

4.6 out of 5 average rating, 5 reviews

MYSTIC DUNES RESORT & GOLF CLUB 1bd

Minutes from Disney World. An international tourism hub, the markedly picturesque sun-drenched landscape and lush wetlands of Orlando beckon visitors to discover its subtropical climate and natural beauty. With beautiful lakes and swamps comprising much of the scenery, diverse wildlife and vegetation flourish. This vibrant city, deemed the epicenter of theme park entertainment, offers the ultimate setting for year-round family friendly activities, adventure and exploration.

Resort in Orlando

New place to stay

Orlando Magical Resort 2BR | Sleeps 6 Near Parks

Stay in style at Bluegreen Vacations Fountains, a 54-acre resort on Lake Eve just off International Drive. Enjoy a resort pool with water slides, 2 hot tubs, fishing, paddleboats, and on-site dining. Suites include private balconies, full kitchens, plus washer & dryer. Only minutes from Walt Disney World (3.6 mi), SeaWorld (2.8 mi), and the Convention Center (3.9 mi), this upscale retreat blends comfort, fun, and convenience for the perfect Orlando getaway.

A spacious studio suite features a king-size bed and a comfortable couch, complemented by large sliding glass doors opening to a private balcony. Natural light filters through the windows, highlighting a minimalist aesthetic with light wood flooring and subtle decor.

Resort in Orlando

4.84 out of 5 average rating, 49 reviews

Updated Suite Near Universal Studios

Guests 21+ Only. You really can't beat the location of The Enclave Resort and Suites with good amenities and easy access to local hot spots from this newly owned unit. Your stay includes a step-out balcony, onsite breakfast and lunch restaurant, convenience store and gift shop from 7 to 11 a.m., Indoor heated pool and jacuzzi, two outdoor pools and whirlpools, fitness room and laundry facilities right around the corner of your suite plus a tennis court.

A scenic view of a tranquil fountain lake is captured at dusk, reflecting the surrounding architecture. Spacious balconies overlook the water, surrounded by lush greenery and palm trees. The soft glow of evening lights enhances the serene atmosphere.

Resort in Kissimmee

4.93 out of 5 average rating, 14 reviews

Wyndham Star Island

Two-bedroom Lockout. A 10-minute drive from a Walt Disney World. Set alongside a scenic fountain lake, there are two pools, one with a waterfall, and indoor and outdoor hot tubs. Jet Ski and paddle boat rentals available. A spa providing massages and a sauna are onsite. There are nine tennis courts, a basketball and volleyball court, a putting green, and golf and tennis pro are available for lessons. A game room and arcade are available for children.

An aerial view captures an expansive resort area featuring a large water park with multiple slides, a lazy river, and vibrant play areas. Surrounding lounging chairs in various colors provide ample seating. The warm tones of the buildings complement the sunlit pool areas.

Resort in Kissimmee

4.9 out of 5 average rating, 10 reviews

Westgate Town Center Studio One-Bedroom Deluxe

Property is located just a mile from Walt Disney World. Start with 14 heated outdoor swimming pools and hot tubs, arcade, paddle boats, a Disney movie theater, miniature golf, playgrounds, tennis, basketball, sand volleyball, a fitness center, and scheduled activities. Ship Wreck Island water park featuring multiple slides, tunnel slides, fountains, play areas and a lazy river is available for $25 dollars a day per person.

A sprawling resort area is presented, featuring multiple pools and lounging areas surrounded by lush greenery. Palm trees and bright umbrellas offer shade, while guests can be seen enjoying the outdoors. A manicured landscape extends in the background, with hints of nearby attractions visible.

Resort in Kissimmee

4.8 out of 5 average rating, 5 reviews

Holiday Inn Club Vacations at Orange Lake Resort

Please arrange the room at least 7 days before. Available floor-plans: 1Bedroom(King)1Bath/2Bedroom(King+2Queen)2Bath/3Bedroom(King+Queen+2Queen)3Bath. PRICE VARIES FROM FLOORPLANS AND DATES. LISTING PRICE IS FOR A 3BEDROOM UNIT. Perfect for a large group/groups of families and friends. Please MESSAGE FIRST to CONFIRM AVAILABILITY before making an reservation. Thanks for the cooperation and understanding.

The exterior of the hotel is shown at sunset, featuring bright blue accents and a welcoming entrance marked by a registration sign. Outdoor seating areas are visible, complemented by a soft glow from nearby lampposts, creating an inviting atmosphere for guests.

Resort in Kissimmee

4.9 out of 5 average rating, 10 reviews

Celebration Suites - 2 Miles from Disney - For 6

1-bedroom PRIVATE apartment suite with poolview, has a full kitchen including all cookware/utensils, and 2 TVs in this suite in total. The room includes 3 full-sized beds. We also offer a great fitness center and guest laundry rooms so you can wash/dry clothing. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

Vacation rentals for every style

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Popular amenities for Williamsburg resort rentals

Free parking on premises

Air conditioning

Family-friendly resort rentals

The resort building is showcased from an elevated perspective, featuring a vibrant exterior with multiple stories, turrets, and palm trees lining the walkway. A lush green area is seen in the foreground, complementing the colorful facade under a partly cloudy sky.

Resort in Osceola County

5 out of 5 average rating, 3 reviews

3 Bedroom Deluxe Suite on Beautiful Florida Resort

A spacious bedroom features a king bed and a cozy armchair beside a large window. A jetted tub is set in the corner, tiled with light-colored stone. Soft lighting highlights the floral artwork above the bed, creating a serene ambiance.

Resort in Orlando

4.8 out of 5 average rating, 5 reviews

Sheraton Vistana - Sleeps 8 -Disney & Universal

A vibrant water park area is captured, featuring multiple colorful water slides and a large splash zone. A large bucket fills and spills water overhead. Brightly painted structures and pirate-themed decorations are visible, adding to the playful atmosphere under a blue sky with scattered clouds.

Resort in Orlando

Perfect Getaway

A spacious bedroom features a large bed with decorative pillows and a maroon bed skirt. Warm lighting is provided by overhead fixtures, and a ceiling fan adds to the comfort. Optional balcony doors reveal a view of the outdoors, framed by elegant curtains.

Resort in Orlando

4.67 out of 5 average rating, 3 reviews

Luxurious Westgate Lake Resort suite in Orlando

A large outdoor pool area is surrounded by palm trees and lush landscaping. Various water slides are integrated into the pool design. Comfortable lounge chairs are positioned around the pool, with multiple buildings seen in the background under a clear sky.

Resort in Orlando

The Fountains Resort in Orlando

An aerial view captures the expansive resort complex surrounded by lush landscaping and a serene lake. Multiple buildings with terracotta roofs are visible, reflecting sunlight. The area is dotted with palm trees and features ample parking spaces, creating a welcoming atmosphere for guests.

Resort in Orlando

5 out of 5 average rating, 3 reviews

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World

A spacious sleeping area features a king bed with crisp white linens and an orange accent throw. Two bedside lamps provide soft lighting, while artwork and a ceiling fan enhance the ambiance. A kitchenette area is visible in the background, with a comfortable seating arrangement nearby.

Resort in Orlando

Resort/Studio: The Best of Both

A spacious bedroom features a large bed with decorative pillows and a rich bedspread. Soft lighting from bedside lamps highlights the wood framing and warm tones throughout. An inviting seating area is visible, and an adjoining area is partially seen through a curtain.

Resort in Orlando

4.8 out of 5 average rating, 5 reviews

4 Bedroom Westgate Lakes Resort & Spa

Resort rentals with a pool

An aerial view displays a resort with lush palm trees and a large resort-style pool surrounded by lounge chairs. Various buildings, featuring Italian-inspired architecture, can be seen in the background, alongside manicured landscape and a waterfront area.

Resort in Orlando

Hilton Tuscany Village - Studio

A lagoon-style pool area is surrounded by lush tropical plants and palm trees. Yellow inner tubes float gently in the water, while a multicolored building rises in the background under a clear sky.

Resort in Lake Buena Vista

4.91 out of 5 average rating, 23 reviews

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite

A large outdoor pool is surrounded by a patio area with lounge chairs. A waterfall feature cascades into the clear blue water, while palm trees and lush greenery add a tropical touch. A multi-story building with a distinctive roof is visible in the background.

Resort in Orlando

Seaworld Orlando, Hilton - Studio

The entrance of Westgate Lakes Resort & Spa is showcased, featuring tropical landscaping with palm trees and vibrant greenery. The resort's building is visible in the background, complemented by modern architecture and colorful accents. A welcoming sign marks the entrance to the property.

Resort in Orlando

Westgate Lake & Spa Resort 1 Bed with kitchen

A vibrant resort area features a large, thatched roof cabana surrounded by lush landscaping. Clear turquoise water meanders through the scene, leading to a spacious deck with shaded seating. Colorful umbrellas provide shade for guests enjoying the pool and nearby recreational activities.

Resort in Orlando

Wonderful Orlando in a Resort

A cozy bedroom features a spacious bed with a red throw blanket and decorative pillows. Light from a large window brightens the room and offers views of the lake and surroundings. A wooden dresser and a flat-screen TV are positioned near the entrance.

Resort in Orlando

1-Bedroom Studio Villa

A spacious balcony offers a view of a serene lake surrounded by greenery. Outdoor dining furniture is set against the railing, providing a comfortable space to enjoy the surroundings. The clear blue sky enhances the tranquil atmosphere of the area.

Resort in Orlando

Comfortable 2-units apartment

Resort in Kissimmee

Disney World - West Gate Town Center Resort & Spa

Resort rentals with a gym

A vibrant outdoor area features a thatched-roof pavilion surrounded by lush tropical plants. Numerous tables with dark umbrellas provide shade, while guests are seen mingling. In the foreground, a sparkling blue pool invites relaxation beneath a clear sky.

Shared room in Orlando

1 bedroom condo/Westgate Resort

Top guest favorite

A large outdoor pool area features a sandy beach entrance, surrounded by tropical landscaping and lounge chairs. A pirate ship decoration is visible nearby, alongside a lake reflecting the surrounding resort buildings. Palm trees and shaded seating areas enhance the inviting setting.

Resort in Lake Buena Vista

5 out of 5 average rating, 23 reviews

Wyndham Bonnet Creek Resort | 3BR/2BA King Suite

Resort in Orlando

Orlando Resort and Spa: 1BR Studio, Sleeps up to 4

The entrance of the property is framed by palm trees and landscaped greenery. A circular driveway leads to an elegant building with a warm glow, complemented by a decorative fountain. The sky transitions from dusk to night, adding a serene ambiance to the scene.

Resort in Orlando

Lakeshore Reserve - Studio

A serene waterway reflects the warm glow of nearby resort buildings. Lush greenery complements the palm trees lining the area, while balconies overlook the tranquil lake. The architecture features a blend of light-colored walls and terracotta roofs, enhancing the peaceful ambiance.

Resort in Kissimmee

4.65 out of 5 average rating, 20 reviews

Wyndham Star Island Resort|2BR/2BA King Blc Suite

The exterior of Marriott's Grande Vista Resort is depicted alongside a peaceful waterway. The resort features a lighthouse and lush landscaping with palm trees. Distinctive architecture showcases a blend of colors, with multiple structures reflecting in the water under a clear blue sky.

Resort in Orlando

Marriott Grand vista amazing near Disney

Top guest favorite

Resort in Lake Buena Vista

5 out of 5 average rating, 16 reviews

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite

A large outdoor pool is surrounded by a textured stone patio, with several lounge chairs arranged nearby. Tropical trees and shrubbery provide a lush backdrop, while shaded umbrellas offer comfort in the sun. A thatched roof gazebo stands in the distance.

Resort in Kissimmee

Cypress Palms - 2 Bedroom Condo

Quick stats about resort rentals in Williamsburg

Total rentals
30 properties
Nightly prices starting at
R1,221 ZAR before taxes and fees
Total number of reviews
200 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore