Vacation rentals in Williamsburg

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Quick stats about vacation rentals in Williamsburg

  • Total vacation rentals

    Explore 860 vacation rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg vacation rentals start at €26 per night before taxes and fees

  • Verified guest reviews

    Over 26,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    550 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    800 properties feature pools

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wi-Fi availability

    860 of Williamsburg vacation 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!

Top-rated vacation rentals in Williamsburg

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

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Top guest favorite
Apartment 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.

Top guest favorite
Loft in Orlando
4.92 out of 5 average rating, 1,015 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 favorite
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, 134 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 favorite
Home in Orlando
5 out of 5 average rating, 6 reviews

Next Epic Universe, OCC, Disney @Vista Cay home

Cross street from Epic Universe, next to Orange County Convention Center, Universal Studios, Disney within 10-15 minutes driving distance. This 3 BED & 3.5 BA Townhome can sleep up to 6-8 guests. Two king suites plus one full bedroom suite. A large living & Dining area with a full-size Kitchen in second floor. One car garage, A full-size large loading washer and dryer. Resort style swimming pool hot-tub, children's pool and a basketball court all with a beautiful view of Lake Cay.

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

PG6043 - 15BR House near Parks | Paradiso Grande

15 Bedrooms | 17 Bathrooms | Sleeps 30 | Paradiso Grande Resort (Near SeaWorld) Welcome to your ultimate Orlando getaway at Paradiso Grande Resort, ideally located just behind SeaWorld and minutes from Disney, Universal, International Drive, and Orlando’s top attractions. This expansive 15-bedroom, 17-bathroom luxury home is designed for large families, reunions, and group events, offering premium space, themed bedrooms, and top-tier amenities.

Guest favorite
Home in Kissimmee
5 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 favorite
Home in Orlando
5 out of 5 average rating, 8 reviews

Brand NEW 10Bedrooms/Sleeps 26 At Paradiso Grande

* Accommodates: 26 * Bedrooms: 10 * Bathrooms: 8 * Property type: Single Family * Location: Paradiso Grande - Close to: * 7 miles from Universal * 6 miles from Disney * 2 miles from SeaWorld * 1 mile from Discorey Cove Orlando * 13 miles from MCO * Paradiso Grande offers quick and easy access to the region’s main attractions, restaurants, outlets, shops, nightclubs, and so much more.

Guest favorite
Home in Orlando
4.93 out of 5 average rating, 59 reviews

NEW Themed 10 Bedrooms At Paradiso Grande

* Accommodates: 26 * Bedrooms: 10 * Bathrooms: 7 * Property type: Single Family * Location: Paradiso Grande - Close to: * 7 miles from Universal * 6 miles from Disney * 2 miles from SeaWorld * 1 mile from Discorey Cove Orlando * 13 miles from MCO * Paradiso Grande offers quick and easy access to the region’s main attractions, restaurants, outlets, shops, nightclubs, and so much more.

Top guest favorite
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
4.92 out of 5 average rating, 75 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.

Luxe
Home in Orlando
4.89 out of 5 average rating, 47 reviews

Epic 15BR Resort Escape – 6085

Step into a world of luxury and fun at our stunning villa, featuring 15 private suites and 2 additional half-baths, nestled in the heart of Central Florida’s premier Paradiso Grande Resort. Perfect for large families, reunions, or groups of friends, this expansive property comfortably accommodates up to 37 guests and offers the perfect blend of relaxation and adventure.

Guest favorite
Home in Bay Hill
5 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!

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

DLuxx Vacay Next to New Epic Uviversal Park 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.

Popular amenities for Williamsburg vacation rentals

When is the best time to visit Williamsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€180€176€203€194€173€231€160€138€128€138€155€158
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.

Destinations to explore