Holiday rentals in Williamsburg

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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 €26 per night before taxes and fees

  • Verified guest reviews

    Over 26,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    550 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • 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!

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
Flat in Orlando
4.95 out of 5 average rating, 58 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.

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
4.96 out of 5 average rating, 135 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 private movie theater is presented, featuring plush black recliners with red accents arranged in rows. A large screen dominates one wall, complemented by colorful movie posters on adjacent walls. A vibrant red carpet leads to the screening area, enclosed by decorative rope barriers.
Home in Orlando
4.91 out of 5 average rating, 135 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

Guest favourite
Townhouse in Orlando
4.94 out of 5 average rating, 35 reviews

Luxury Townhome w/ Pool and Game Room by I-Drive

Experience luxury and comfort in this stunning 5-bed, 5-bath home just off International Drive! Perfect for families or groups, this spacious retreat features a private pool, stylish high-end décor, and a fun-filled game room for all ages. Enjoy easy access to top attractions, dining, and entertainment in one of Orlando’s most sought-after locations. Whether you’re relaxing poolside or exploring nearby hotspots, this home offers the perfect blend of relaxation and excitement.

Top guest favourite
Home in Orlando
4.99 out of 5 average rating, 81 reviews

Across from EPIC Universe & OCCC |Themed 3BR Condo

Discover this refreshed 3-bedroom apartment, perfect for your Orlando getaway! 🎮✨ Featuring modern decor, a Super Mario Bros-themed room, and just 2 miles from the Orlando County Convention Center, it’s ideal for both fun and business trips. Located minutes from Universal Orlando and the brand new Epic Universe, this stylish space offers resort amenities and a cozy vibe. Create unforgettable memories and relax after a day of excitement. Don’t wait—book your stay today! 🌟

Guest favourite
Home in Kissimmee
5.0 out of 5 average rating, 12 reviews

Montego Bay Retreat | 15 Min to Disney

Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

Guest favourite
Home in Bay Hill
5.0 out of 5 average rating, 5 reviews

Exquisite Luxury Home Minutes from All Theme Parks

Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!

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
4.97 out of 5 average rating, 77 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.

Guest favourite
Home in Orlando
5.0 out of 5 average rating, 21 reviews

Vacay Home 2 Min from Sea World at Paradiso 6086

Welcome to your exquisite 8-bedroom, eco-friendly vacation paradise at Paradiso Grande Resort! This stunning home, powered by solar panels and equipped with an EV charger, is designed for unforgettable group getaways. With a private pool, an incredible game room, and magical themed bedrooms, your perfect Orlando adventure starts here.

Top guest favourite
Guest house in Orlando
4.99 out of 5 average rating, 119 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.

Luxe
Townhouse in Orlando
4.88 out of 5 average rating, 34 reviews

5 Bedrooms/ 5 Baths/ Paradiso Grande (10299 Et)

• Community: Paradiso Grande • 5 Bedrooms/ 5 Bathrooms/ Sleeps 12 • Disney (5.1 miles) SeaWorld (1.8 miles) ICON PARK (4.1 miles) • Convention Center (3.6 miles) Universal Studios (7.4 miles) • Location: Ebb Tide Lane, Orlando FL 32821

Guest favourite
Home in Orlando
4.89 out of 5 average rating, 45 reviews

NEW Luxury 9BRD-9BTH/LED Pool At Paradiso Grande

* Accommodates: 26 * Bedrooms: 9 * Bathrooms: 9 * Property type: Single Family * Location: Paradiso Grande

Popular amenities for Williamsburg holiday rentals

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€178€175€201€193€171€229€158€137€127€137€154€157
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

  • What are the best places to stay in Williamsburg?

    Many visitors choose vacation rentals in Williamsburg’s residential neighborhoods for a comfortable atmosphere and access to area parks. For stays close to entertainment, options near the main thoroughfares are frequently suggested.

  • What are the best things to do in Williamsburg with kids?

    Enjoying pools, playgrounds, and nearby theme parks is often recommended when visiting Williamsburg with children. Families can also explore miniature golf courses and hands-on museums around the area.

  • What are some of the best things to do in Williamsburg?

    Explore local parks, try family-friendly attractions, and discover a variety of restaurants serving regional and international cuisine. Many guests enjoy combining time at nearby theme parks with relaxing residential experiences in Williamsburg.

  • How is the weather in Williamsburg?

    Williamsburg has warm weather year-round, with summer highs around 92°F (33°C) and mild winters near 49–72°F (10–22°C). Summer is humid and features frequent rain showers, while fall and spring are generally drier and more comfortable.

  • When is the best time to visit Williamsburg?

    Late fall through early spring is often recommended for comfortable weather, with temperatures ranging from around 49 to 84°F (10 to 29°C) and lower humidity. Seasonal festivals and fewer crowds also attract many travelers outside of summer.

  • What are the best places to visit in Williamsburg?

    Popular stops in Williamsburg include community parks, local eateries, and family-friendly attractions around the area. Many travelers also explore nearby theme parks or nature preserves for a broader experience.

  • What are some hiking trails in Williamsburg?

    Williamsburg has several paved and natural trails in area parks, welcoming visitors for relaxed walks, jogging, or birdwatching. Nature preserves around the region provide more opportunities for exploring local flora and fauna.

  • What are some family activities we can do in Williamsburg?

    Families often explore nearby theme parks, play at local recreational centers, or enjoy time at community pools in Williamsburg. Mini-golf, movie theaters, and interactive museums are also frequently suggested for all ages.

  • What are some of the best day trip ideas from Williamsburg?

    Explore nearby Orlando for world-renowned theme parks, botanical gardens, and cultural museums, or head to local wildlife reserves for outdoor adventures. Beach outings and spring-fed parks around Central Florida are also frequently suggested.

  • Are there any pet friendly accommodations available in Williamsburg?

    Many Williamsburg rentals welcome pets, especially in residential neighborhoods with nearby parks and walking areas. Hosts may provide amenities such as fenced yards, making it easier to travel with your pet.

  • What are some local tips for visiting Williamsburg?

    Start outings early to enjoy cooler parts of the day, especially in summer. Explore local markets, consider driving for flexible sightseeing, and pack sunscreen and insect repellent for outdoor activities in Williamsburg.

  • What is Williamsburg known for?

    Williamsburg is known for its peaceful residential feel and proximity to major Orlando attractions. Visitors appreciate its easy access to theme parks, golf courses, and a variety of dining options.

  • What are the best hidden gems to explore in Williamsburg?

    Williamsburg has locally owned restaurants, small community parks, and nature spots that are less visited but appreciated by those who seek quieter experiences. Independent art galleries or local markets can also reveal a distinct side of the area.

  • What are the best foods to try in Williamsburg?

    Williamsburg’s food scene features Southern-inspired dishes, fresh seafood, and Cuban-influenced cuisine, alongside American favorites. Local bakeries and family-run restaurants frequently earn praise for their welcoming atmosphere and homemade desserts.

  • What should I bring for a trip to Williamsburg?

    Pack light, comfortable clothing, swimwear for pools, and a hat for sun protection, as Williamsburg is often warm and sunny. Rainfall can be frequent in summer, so a light rain jacket or umbrella is helpful.

  • What is the nightlife in Williamsburg like?

    Nightlife in Williamsburg is casual, centering on friendly bars, relaxed eateries, and venues with live entertainment. Nearby Orlando's entertainment district draws visitors for music, performance spaces, and late-night dining options.

  • What are the most popular events or festivals in Williamsburg?

    Williamsburg has a lively calendar, with frequent community festivals celebrating food, music, and cultural traditions throughout the year. Visitors often find larger seasonal events and parades happening around holiday weekends or during the spring and fall.

  • Are there family friendly vacation rentals in Williamsburg?

    Williamsburg has a range of family-friendly vacation stays, including entire homes, condos, and properties with communal pools. Many neighborhoods welcome travelers of all ages and provide easy access to parks and popular attractions.