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Holiday rentals in Williamsburg

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Top-rated holiday rentals in Williamsburg

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

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Top guest favourite
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.
Home in Orlando
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!

Top guest favourite
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
5 out of 5 average rating, 121 reviews

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.

Top guest favourite
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
4.94 out of 5 average rating, 220 reviews

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

Guest favourite
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.
Loft in Colonialtown South
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.

Guest favourite
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.
Home in Orlando
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

Top guest favourite
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
4.97 out of 5 average rating, 841 reviews

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.

Guest favourite
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.
Home in Orlando
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.

Guest favourite
Guest house in Orlando
4.96 out of 5 average rating, 28 reviews

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.

Guest favourite
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.
Home in Orlando
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.

Top guest favourite
Apartment in Orlando
4.91 out of 5 average rating, 175 reviews

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 favourite
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.
Guest house in Williamsburg
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

When is the best time to visit Williamsburg?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Williamsburg?

    Four-legged friends are welcome in Williamsburg. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Williamsburg?

    Yes! Work meets play with ease at over 530 vacation rentals in Williamsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Williamsburg vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 810 vacation homes with pools in Williamsburg, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly apartment rentals in Williamsburg?

    Williamsburg has more than 80 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Williamsburg?

    Experience the best of Williamsburg with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do resort rentals in Williamsburg have air conditioning?

    Absolutely! We offer over 30 resort rentals with air conditioning in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Williamsburg have wifi?

    Absolutely! We offer over 10 serviced apartment rentals with wifi in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Williamsburg have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Williamsburg have a gym?

    Absolutely! We offer over 310 condo rentals with a gym in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Resort Rentals in Williamsburg?

    Enhance your stay in our Resort Rentals with the most popular amenities: over 10 homes with a bbq area, over 30 homes with air conditioning, over 30 homes with wifi, over 30 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Williamsburg

  • Total holiday rentals

    Explore 860 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 22,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    540 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    810 properties feature pools

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wifi availability

    850 of Williamsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Williamsburg rentals

  • 4.8 Average rating

    Williamsburg stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Orange County
  5. Williamsburg