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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 sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.
Flat in Orlando
4.93 out of 5 average rating, 142 reviews

2 bedrooms 2 baths near Disney Universal Seaworld

Full apart hotel on the best location of Orlando. 6 mins to Sea World, 17 mins to Disney and Universal parks, 20 mins Airport It provides a kitchen, 2 bedrooms and 2 full bathrooms, along with concierge, restaurant, gym, pool, jacuzzi, 24/7 store and free parking within the premises. Located on 3rd floor with elevator. 1 master bedroom with en suite bathroom 1 bedroom with 2 beds and en suite bathroom Fully equipped kitchen Dining and living room Terrace BBQ zone Pool Jacuzzi Gym Free parking

Guest favourite
Apartment in Orlando
4.95 out of 5 average rating, 20 reviews

Sea World Orlando Apts - Parks/Convention Centre

Prime Location on International Drive! • 9 min to Convention Center • 5 min to SeaWorld, Aquatica, Discovery Cove • 15 min to Universal/Disney • 15 min to Airport • 7-15 min to Shopping • 24 hr check in Newly renovated condo with king bed, full bath & kitchen, living room + sofa bed (sleeps 4). Gated community with secure parking, pool, gym, BBQ area, EV charger, onsite restaurant/shop. Free shuttle to parks. Ideally located & packed with convenient amenities for a relaxing stay.

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
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.

Top guest favourite
A spacious outdoor area is seen featuring a crystal-clear swimming pool, surrounded by a sun-soaked patio. Two large umbrellas provide shade over comfortable lounge chairs, while a dining area with multiple seats is located nearby under a screened enclosure.
Home in Orlando
4.98 out of 5 average rating, 62 reviews

Retreat w/ Pvt Pool + Summer Kitchen | Intl Drive

Welcome to your dream vacation home in the heart of Orlando! Ideally located on International Drive, our 8-bedroom luxury retreat offers the perfect balance between comfort, fun, and convenience. You’ll be just minutes from SeaWorld, Discovery Cove, Icon Park, and Orlando’s best restaurants, shops, and attractions all within easy reach.

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.

Top guest favourite
A comfortable sleeping area features a spacious bed covered with a floral-patterned blanket. Two bedside lamps provide soft lighting. A small dining table with four chairs is positioned nearby, and a kitchenette is seen in the background with modern appliances and cabinetry.
Guest house in Orlando
4.99 out of 5 average rating, 102 reviews

Beautiful garage suite w/washer and dryer

Enjoy a peaceful, centrally-located garage suite in Southwest Orlando—perfect for convention goers! Just 15 minutes from the airport, and Universal theme parks, 25 min drive to Disney theme parks , 10 min to Sea World and only a 20-minute walk to the JW Marriott and Ritz Carlton. Washer and dryer inside of the unit.

Guest favourite
A spacious living area features a comfortable sectional sofa and a coffee table atop a textured area rug. Decorative elements include wall art and plants. The open layout connects to a dining area with a wooden table and chairs, illuminated by natural light from nearby windows.
Townhouse in Orlando
4.88 out of 5 average rating, 120 reviews

Prime Location | 3 Suites Townhome Near Universal

TownHome at Vista Cay Resort. No extra fee to access the resort, the pool, heated pool, gym. The resort has a mini market and bar, which are charged separately. Starter amenities are provided for your arrival, intended for short stays or your first night convenience.

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!

Top guest favourite
A modern kitchen is depicted, featuring light grey cabinetry with a blend of glossy and textured finishes. Stainless steel appliances, including a refrigerator, are present. A countertop with a sink is complemented by decorative tile backsplash. Two wooden stools are positioned near a small table area.
Guest house in Orlando
4.99 out of 5 average rating, 185 reviews

The Hickey Studio Apartment!

This special place is close to everything, making it easy to plan your visit. Completely private, comfy, clean, and cozy. Close to the airport and major attractions.

Popular amenities for Williamsburg holiday rentals

When is the best time to visit Williamsburg?

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Avg. price£124£132£140£121£107£153£140£121£112£121£136£138
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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

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  3. Florida
  4. Orange County
  5. Williamsburg