Holiday rentals in Williamsburg

A modern living area showcases a black sofa adorned with patterned throw pillows. Two orange chairs enhance the space beside a round coffee table. A large decorative wall art piece in blue and gold tones adds a focal point, while a stylish shelving unit displays books and decor.

5 out of 5 average rating, 18 reviews

SKY House

Welcome to your perfect getaway in sunny Orlando, just minutes from Disney World and the new Universal Studios park opening this May! This renovated three-bedroom, two-bath home blends comfort and style, Inside, enjoy a spacious living area with modern furnishings and kitchen with top appliances. Unwind by the cozy fireplace on the patio or savoutdoor dining in the sun. Each thoughtfully designed bedroom promises restful nights. Experience unforgettable adventures—book your Orlando escape today!

5 out of 5 average rating, 121 reviews

An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.

Guest house in Ocoee

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

4.94 out of 5 average rating, 220 reviews

Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.

Home in Clermont

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

Loft in Colonialtown South

A modern living space is highlighted by a plush grey sofa and mid-century styled furniture. A large window invites natural light, showcasing views of the outdoors. Decorative elements, including a small plant and artwork, add character to the room while maintaining a clean aesthetic.

4.92 out of 5 average rating, 657 reviews

Contemporary Loft Near Downtown

Conveniently located between the foodie-friendly Milk District and Downtown Orlando, this impeccably thought-out space features a spacious loft style open floor plan perfect for a couple or small group. The floor to ceiling windows allow natural light to fill the space while providing complete privacy during your stay. Upscale Winter Park restaurants and the vibrant Thornton Park art scene are only a short drive away. Universal is only 20 minutes away, Disney is 35 minutes, MCO 20 minutes.

A modern two-story home is viewed from the front, showcasing a neatly paved driveway and lush landscaping. The exterior features a combination of white and gray elements, with strategically placed windows and a stylish entryway that leads to the main door.

4.9 out of 5 average rating, 120 reviews

InternationalDr. Private Theater. Salt Pool. Sauna

This special place is close to everything, making it easy to plan your visit. • Community: Paradiso Grande • 6 Bedrooms/6 Baths/Sleeps 16 • Disney - 10 miles • SeaWorld - 1.5 miles • ICON PARK - 4 miles • Convention Center - 3 miles • Universal - 7 miles • Exercise Equipment • Private SALT WATER Pool (new!) • Game Room with Arcade with 7500 Games, Pinball, Air Hockey • Private $35,000 Home Theater with 133" Screen and shakers on seats • Business Grade Internet • Sauna • EV CHARGER

4.97 out of 5 average rating, 841 reviews

A cozy space is illuminated by warm lighting and twinkling string lights. A comfortable bed with decorative pillows is framed by wooden accents. A small seating area features a television and has a view of the garden area with fire pit chairs, creating a relaxing outdoor ambiance.

Tiny home in Spring Lake

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

A spacious living area features a modern sectional sofa with accent pillows, paired with a glass coffee table atop a patterned area rug. The open layout reveals a dining area and a continuation into a fully equipped kitchen, with stairs leading to the upper level in the background.

4.86 out of 5 average rating, 71 reviews

6BD/6BA Brand-new luxury home in Orlando

Indulge in your dream vacation home! Nestled in picturesque surroundings, this 6-bedroom retreat combines tranquility with modern luxury. Enjoy a private pool for refreshing dips in the warm sun. Inside, elegant bedrooms offer comfort and natural light. The fully equipped kitchen inspires culinary creativity. Modern decor graces spacious living areas, seamlessly blending indoor and outdoor spaces. Explore nearby attractions with the premium location of this home.

Superhost

An open kitchen area features modern appliances, including a stainless steel refrigerator and stacked washer/dryer units. A round dining table surrounded by black chairs is illuminated by a decorative light fixture. A wall-mounted TV sits across from the dining space, enhancing practicality.

Guest house in Bay Hill

4.9 out of 5 average rating, 285 reviews

Modern Guest Studio

Private Guest Studio in a Perfect Orlando location, 5 minutes from I-Drive, Universal Studios, Disney World & Premium Shopping Outlets. Very Quiet lovely neighborhood with Biking distance to "Restaurant Row" where all your favorite restaurants are located. All major highways at your finger tips / ride 15 min to Disney! This space has an industrial modern look with high ceilings, Stay and cook with all the amenities including a Washer and Dryer.

4.96 out of 5 average rating, 28 reviews

Guest house in Orlando

The Villa Stay

Welcome to a stunning retreat perfectly located near Orlando’s top attractions, world-famous theme parks, delicious restaurants, and premier shopping destinations are all just moments away. After an exciting day exploring the city, come home to a space designed for relaxation and style. Unwind in modern comfort, enjoy peaceful surroundings, and make unforgettable memories in this elegant villa.

A clear, inviting pool is featured with a water fountain, surrounded by a spacious patio area. The screened enclosure allows natural light to enhance the relaxation space, while a summer kitchen and outdoor dining area are visible in the background.

4.9 out of 5 average rating, 62 reviews

Villa w/ Pvt Pool + Summer Kitchen | Intl Drive

Explore Orlando’s best from this spacious 5-bedroom home, just a short walk from the clubhouse. Ideally located on International Drive, you’ll be minutes from Discovery Cove, SeaWorld, Universal, the Orange County Convention Center, and Orlando’s top dining and shopping. Set on a premium lot with no rear neighbors, the home offers both privacy and convenience for your family retreat.

4.91 out of 5 average rating, 175 reviews

Apartment in Orlando

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

VISTA CAY RESORT 2 Bedroom 2 Bath apartments right off of International Drive and near all the theme parks. This is a perfect central location for any Orlando vacation, and we are also adjacent to the Orange County Convention Center. The 2 Bedroom Standard apartments are located on Cayview Avenue and Breakview Drive within the resort.

Guest house in Williamsburg

A modern kitchen area features white cabinetry with brass knobs and open shelving that displays decorative items. Stainless steel appliances, including a refrigerator and microwave, are visible. A coffee maker and cooking utensils are arranged on the countertop, contributing to a functional cooking space.

4.86 out of 5 average rating, 133 reviews

Great place to stay in Orlando!

Casa particular with exceptional location in the City of Orlando - Florida📍 The house has a smart front door, kitchen and bathrooms, accessories equipped with everything you need! It also has completely free parking. Minutes from Orlando and Universal water parks!

Popular amenities for Williamsburg holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Williamsburg

Superhost

The hotel exterior features a modern design, showcasing a blend of vibrant blue and gray panels. An awning extends over the entrance, which is highlighted by large glass doors. Surrounding landscaping includes small trees and grassy areas, enhancing the welcoming appearance.

Hotel room in Orlando

4.85 out of 5 average rating, 204 reviews

Close to Universal & SeaWorld | Free Breakfast

4.8 out of 5 average rating, 61 reviews

Flat in Orlando

Palms cove | #1210

Home in Kissimmee

5 out of 5 average rating, 3 reviews

Storey Lake-12989 9BR · Pool · Themed · Disney

5 out of 5 average rating, 13 reviews

Guest house in Orlando

Guest Home_ Orlando Airport and Disney

A vibrant collage of themed spaces showcases the enchanting variety within the home. Featured are a luxurious bedroom with a grand bed, a playful winter-themed room, a themed home theater, and a pool area with a spa set against colorful lighting.

5 out of 5 average rating, 40 reviews

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

5 out of 5 average rating, 3 reviews

Newly Renovated Home to Universal Free Parking

A modern multi-story home is displayed, showcasing a clean exterior with a combination of white stucco and decorative siding. The front yard features landscaped greenery and paved driveways leading to garages. Clear blue skies accentuate the pleasant neighborhood setting.