Holiday houses 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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Guest favourite
Apartment in Orlando
4.92 out of 5 average rating, 36 reviews

Epic stay at Vista Cay!

This 2-bedroom, 2-bathroom apartment at Vista Cay Resort, Orlando, offers an exceptional location for enjoying the best of the city. Just minutes from Orlando International Airport and Walt Disney World, it provides unparalleled convenience for both travelers and residents. Additionally, its proximity to the Convention Center, Universal Studios, SeaWorld, and International Drive grants easy access to major attractions, dining, and shopping, offering a complete experience in the heart of Orlando.

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, 22 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!

Guest favourite
Condo in Orlando
4.92 out of 5 average rating, 25 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.

Top Guest favourite
The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.
Villa in Orlando
4.95 out of 5 average rating, 118 reviews

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

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, 670 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
Loft in Colonialtown South
4.92 out of 5 average rating, 983 reviews

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Tucked right between the charm of Lake Eola Park and the eclectic, foodie-loved Milk District, this space puts you in the heart of Orlando’s most vibrant neighborhoods. With a Full renovation 3/2026, this open floor plan highlighted by floor-to-ceiling windows that flood the space with natural light. When you’re ready to venture out, you’re just minutes from the upscale dining and shopping of Winter Park, as well as the walkable streets, art galleries, and lively energy of Thornton Park.

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, 123 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 vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.
Condo in Orlando
4.95 out of 5 average rating, 176 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

Superhost
A spacious bedroom is presented with a large bed, featuring gray and white bedding. Two decorative pillows enhance the bed's appeal. Wall art depicting flowers hangs above, and soft lighting is provided by two lamps. A mirrored closet and a vanity with a round mirror are visible.
Apartment in Orlando
4.71 out of 5 average rating, 238 reviews

Comfortable Apartment -Parc Corniche /I-Drive

FULLY RENEWED 1 bedroom apartment Located in the area of Orlando, International Drive, near Disney and outlets. The apartment have one king size bed at the bedroom and 2 individual futon bed at the living room. Maximum capacity of the house 4 guests. Minimal age to rent 21 years old. Free shuttle service is now available to Walt Disney World Ticket & Transportation Center & Universal Orlando.

Guest favourite
Condo in Orlando
4.9 out of 5 average rating, 178 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
Natural light floods the living area through large windows, highlighting a modern couch paired with decorative pillows. A round table and chairs are situated nearby, while the view outside features palm trees and a serene lake, contributing to a calming environment.
Townhouse in Orlando
4.97 out of 5 average rating, 107 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!

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.
Guesthouse in Orlando
4.99 out of 5 average rating, 107 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.

Popular amenities for Williamsburg holiday rentals

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$350 NZD$343 NZD$395 NZD$269 NZD$237 NZD$341 NZD$311 NZD$269 NZD$249 NZD$269 NZD$303 NZD$308 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Williamsburg?

    Four-legged friends are welcome in Williamsburg. Choose from more than 60 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 550 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 800 vacation homes with pools in Williamsburg, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly condo rentals in Williamsburg?

    Williamsburg has more than 250 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Williamsburg with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Williamsburg have air conditioning?

    Absolutely! We offer over 140 house rentals with air conditioning in Williamsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Williamsburg have wifi?

    Absolutely! We offer over 360 condo 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 330 condo rentals with a gym 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 860 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 24,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    540 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    800 properties feature pools

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wi-Fi availability

    860 of Williamsburg holiday rentals include Wi-Fi 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