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 compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.
Home in Kissimmee
4.99 out of 5 average rating, 142 reviews

Private Suite with Independent Entrance

Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

Top guest favourite
A spacious private pool area is enclosed by a screened lanai, featuring a large pool surrounded by vibrant tropical plants and greenery. The inviting blue water reflects sunlight, creating a serene atmosphere in the tranquil outdoor space.
Guest suite in Orlando
4.97 out of 5 average rating, 302 reviews

Location, Location, Location near all attractions

This is a poolside in-law apartment with a full kitchen, bedroom, full bath & a living room located in a quiet, residential neighborhood in an upper scale part of town. It has a king size bed & will accommodate 2 adults comfortably. This in-law apartment is an addition that was built onto the back of our home. We live in the main house. The apartment is closed off from the our main house and has it's own main entrance so it is private. So, you will have the apartment all to yourselves.

Top guest favourite
A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.
Guest suite in College Park
4.97 out of 5 average rating, 246 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Guest favourite
A wooden bed frame showcases a spacious bed adorned with decorative pillows. Soft bedside lamps provide gentle lighting, creating a warm ambiance. A piece of framed wall art is displayed above the headboard, and a door is visible to the right.
Guest suite in Orlando
4.95 out of 5 average rating, 40 reviews

Independent private space .Perfect location!

Suite totalmente independiente * 1 cama Queen. * 1 sofá cama individual * 1 Cuna para bebé *Cocina equipada * baño privado * estacionamiento gratis. * WIFI * terraza La ubicación es perfecta para disfrutar de todos los parques temáticos : Disney Universal Sea World. (están a solo unos minutos) convenientemente cerca de restaurantes, supermercados, outlets, gasolineras, excelente ubicación para sus vacaciones Disfruta de la sencillez de este alojamiento tranquilo .

Top guest favourite
Guest suite in Orlando
5 out of 5 average rating, 10 reviews

Cozy Nest Near Orlando Parks.

Private studio perfect for anyone visiting Orlando. Just 10 min to the Convention Center, 5 min the Ritz Carlton Grande Lakes Hotel, 12 min to the airport, 20 min theme parks and near to I-drive, 528 and 417. Fast Wi-Fi. Enjoy in-unit washer and dryer, a comfy queen bed with a high-quality mattress, kitchenette, private entrance and central air conditioning and fan to keep the temperature perfect throughout the space. Free parking space. This place Is ideal for work or play!

Guest favourite
A modern living area features a black sofa adorned with a soft white throw blanket and decorative pillows. A pair of round coffee tables, one with greenery, rests on a light-colored floor. Art hangs on the wall above, complemented by a window covered with shades.
Guest house in Orlando
5 out of 5 average rating, 30 reviews

Cozy Lake View Stay

Experience the best of Orlando in this brand-new, custom-built modern tiny home — just 7 minutes from Orlando International Airport (MCO) and centrally located in one of the city’s most vibrant areas. Whether you’re here for business, adventure, or relaxation. With quick access to major highways, you’re just minutes from top attractions including Walt Disney World, Universal Studios, Lake Nona, downtown Orlando, and a wide array of dining and shopping options.

Superhost
Flat in Orlando
5 out of 5 average rating, 3 reviews

Family Escape: 2BR, Pool, Gym, Sleeps 6, Near Epic

Welcome to Your Magical Gateway – Just 3 miles from the new Epic univers and close to all other parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Top guest favourite
Guest suite in Orlando
4.96 out of 5 average rating, 133 reviews

Private Studio Near Orlando Theme Parks

Spacious private-entrance guest suite (private BR/BA) less than 20 min to Disney, Universal, all Orlando theme parks 🎢 and MCO ✈️. • Walk to grocery stores and restaurants, then unwind in the hammock and stream 📺 Disney+/Hulu/ESPN+. • Quick access to 417, I-4, and FL Turnpike for easy park hopping. • Catch Kennedy Space Center (53 mi away) launches 🚀 from the entrance. • Pet-friendly (with fee) 🐕 with fenced backyard.

Guest favourite
A cozy sleeping area features a headboard adorned with warm lighting and plush yellow throw pillows. A decorative pillow with a sloth design sits prominently on the bed. Colorful pom-poms are displayed along the edge of the bed, adding a playful touch.
Apartment in Orlando
4.75 out of 5 average rating, 130 reviews

"Happy Home"Exclusive APT | Best Location | Int.Dr

Entire, exclusive, newly renovated apartment in the best location in Orlando. If you want to enjoy the best “Cost-Benefit”, you are in the right place. Nearby places that may be of interest to you: Orange County Convention SeaWorld Universal Parks Epic Universal (new - opens May 22) Disney Springs Disneyland Parks MacroBaby The Florida Mall Millenia Mall Outlets

Guest favourite
A keyless entry system is prominently displayed on the door, providing convenient access. In the blurred background, a bed with a blue and white coverlet can be seen, suggesting a cozy sleeping area. Soft lighting enhances the inviting interior ambiance.
Guest suite in Kissimmee
4.94 out of 5 average rating, 141 reviews

It's too much like a elegant mini-hotel (4)

It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience.

Guest favourite
A well-appointed bedroom features a spacious bed with white linens, complemented by a decorative throw pillow. A large mirror enhances the room's light, while a modern dresser and a comfortable chair are positioned nearby. Ambient light enters through windows with blinds.
Guest suite in Orlando
4.92 out of 5 average rating, 549 reviews

lovely room apartment. It's not shared.

This place is located in Central Orlando. Its located in a quiet and secure neighborhood. Its also a few min from Florida mall ,restaurants, food stores, International Dr , The convention Center is 6.5 miles , Theme parks as Universal Studios is 6 miles and Disney is about 25 minutes. The Orlando International airport is 6.5 miles from the house.

Top guest favourite
A cozy living area is displayed, featuring a dark gray sofa adorned with decorative pillows. A round dining table is surrounded by four white chairs. Light wood flooring complements a light rug, while sliding glass doors lead to an outdoor space, enhancing natural brightness.
Townhouse in Orlando
4.97 out of 5 average rating, 90 reviews

West Orlando Casita

Keep it simple in this cozy townhome. Centrally-located near Orange County Convention Center, 5 minutes from Universal park, SeaWorld and I-Drive. Close proximity to Disney parks. Perfect for up to four guests. Relax on the private balcony or enjoy the sunset or a cup of morning coffee on the patio. Get ready for a vacation vibes!

Popular amenities for Williamsburg holiday rentals

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$211 SGD$225 SGD$238 SGD$206 SGD$181 SGD$261 SGD$238 SGD$206 SGD$190 SGD$175 SGD$194 SGD$217 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

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

    Yes! Work meets play with ease at over 540 vacation rentals in Williamsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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 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!

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

    Experience the best of Williamsburg with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly villa rentals in Williamsburg?

    Williamsburg has more than 10 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Williamsburg have air conditioning?

    Absolutely! We offer over 170 apartment rentals with air conditioning in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do resort rentals in Williamsburg have a bbq area?

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

  • Do hotel rentals in Williamsburg have a gym?

    Absolutely! We offer over 90 hotel rentals with a gym in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do resort rentals in Williamsburg have wifi?

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

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

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

Quick stats about holiday rentals in Williamsburg

  • Total holiday rentals

    Explore 870 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 22,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    560 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

    540 properties have a dedicated workspace

  • Wifi availability

    860 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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  5. Williamsburg