Luxury Vacation Rentals for Families in Williamsburg

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 8 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Williamsburg

EV 6283 - Paradiso Grand Royale

15 bedrooms•14.5 baths

•

New

~$235 less than other sites

EV 5818 - Paradiso Royale Estate

15 bedrooms•14.5 baths

•

New

~$235 less than other sites

5809Highseas

12 bedrooms•10 baths

•

New

~$230 less than other sites

Potter Gameroom, Avatar Theater, 5 Theme Rooms 5818

15 bedrooms•14.5 baths

•

New

~$380 less than other sites

5 Themed Rooms, Bunk Slide, Private Pool 6283

15 bedrooms•16.5 baths

•

New

~$380 less than other sites

Spacious and Luxury - Near Sea World

8 bedrooms•8 baths

•

New

~$140 less than other sites

Potter Gameroom, Avatar Theater, 5 Theme Rooms 5818

15 bedrooms•14.5 baths

•

New

~$380 less than other sites

5 Themed Rooms, Bunk Slide, Private Pool 6283

15 bedrooms•16.5 baths

•

New

~$380 less than other sites

Welcome to family adventures in Williamsburg

Set your family up for an effortless getaway in our luxury family vacation rentals in Williamsburg, Florida. Tucked in a serene Orlando enclave, each Wander pairs the polish of a five-star stay with the privacy of a modern home, so everyone has space to relax between shared moments.

Expect spacious multi-bedroom layouts, contemporary living areas, chef-ready kitchens, and, in many homes, private pools, with amenities like gyms available across our portfolio. Ultra fast WiFi, smart home touches, work-friendly setups, pristine cleaning, and 24/7 concierge support keep family logistics simple, from nap schedules to movie nights. Consistent, hotel-grade comfort means zero surprises and maximum downtime.

Available soon in Williamsburg

EV 6283 - Paradiso Grand Royale

15 bedrooms•14.5 baths

•

New

~$235 less than other sites

5809Highseas

12 bedrooms•10 baths

•

New

~$230 less than other sites

Spacious and Luxury - Near Sea World

8 bedrooms•8 baths

•

New

~$140 less than other sites

All homes in Williamsburg

EV 6283 - Paradiso Grand Royale

15 bedrooms•14.5 baths

•

New

~$235 less than other sites

EV 5818 - Paradiso Royale Estate

15 bedrooms•14.5 baths

•

New

~$235 less than other sites

5809Highseas

12 bedrooms•10 baths

•

New

~$230 less than other sites

Potter Gameroom, Avatar Theater, 5 Theme Rooms 5818

15 bedrooms•14.5 baths

•

New

~$380 less than other sites

5 Themed Rooms, Bunk Slide, Private Pool 6283

15 bedrooms•16.5 baths

•

New

~$380 less than other sites

Spacious and Luxury - Near Sea World

8 bedrooms•8 baths

•

New

~$140 less than other sites

Potter Gameroom, Avatar Theater, 5 Theme Rooms 5818

15 bedrooms•14.5 baths

•

New

~$380 less than other sites

5 Themed Rooms, Bunk Slide, Private Pool 6283

15 bedrooms•16.5 baths

•

New

~$380 less than other sites

View all homes

Highlights in Williamsburg

Enjoy a thrilling family getaway in Williamsburg, offering world-class theme parks, interactive marine encounters, and endless entertainment just minutes away.

SeaWorld Orlando

Discovery Cove

Aquatica Orlando

ICON Park

Gatorland

Universal Orlando Resort

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

Most popular amenities for family vacation rentals in Williamsburg

More popular family destinations near Williamsburg

Family vacation rentals in Kissimmee

Family vacation rentals in Orlando

Family vacation rentals in Reunion

Family vacation rentals in Loughman

Family vacation rentals in Four Corners

Family vacation rentals in Davenport

Family vacation rentals in Poinciana

Family vacation rentals in Clermont

Other popular amenities & vacation types in Williamsburg

Large group vacation rentals in Williamsburg

Private pool vacation rentals in Williamsburg

Discover more family fun in Williamsburg

Williamsburg places you close to the best of Orlando without the crowds. Families love the quick routes to SeaWorld Orlando, Discovery Cove, and Aquatica, plus straightforward access to Universal Orlando Resort and Walt Disney World. International Drive, world-class entertainment, and outlet shopping are all within easy reach, so plans stay flexible.

Nature and convenience meet here. Shingle Creek’s headwaters, tranquil lakes, and sunny skies invite unhurried days outside, while Orlando International Airport sits a short drive away for smooth arrivals. It is this balance of play, ease, and centrality that makes Wander’s luxury family vacation rentals in Williamsburg, Florida the perfect choice for work or leisure.

FAQs: Vacation Rentals in Williamsburg

Why should I book a Wander in Williamsburg over other family vacation rentals?

Wander offers a level of consistency and quality you won’t find with most family vacation rentals.

Every home in Williamsburg delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular family vacation rentals in Williamsburg?

Some of our most popular family vacation rentals in Williamsburg include EV_6283 - Paradiso Grand Royale, EV_5818 - Paradiso Royale Estate, and 5809Highseas. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different family vacation rentals does Wander have available in Williamsburg?

Wander offers 8 family vacation rentals in Williamsburg, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s family vacation rentals in Williamsburg?

You can check-in to Wander family vacation rentals in Williamsburg after 4.00pm and check-out before 10.00am.

Do Wander’s family vacation rentals in Williamsburg have WiFi access?

Yes. Every Wander home in Williamsburg has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.