Book villas with a pool in Williamsburg

Experience the charm of private villas with a pool in Williamsburg

Staying in a villa with a private pool in Williamsburg allows families to enjoy an unforgettable getaway filled with both relaxation and adventure. With the beautiful backdrop of historic sites and lush landscapes, these villas provide the perfect home base for exploring the area's rich culture. After a day of sightseeing or outdoor activities, you can unwind by your own pool, creating cherished memories with loved ones. The spacious accommodations foster family bonding, while the inviting outdoor spaces encourage play and leisure. Villas offer a unique blend of comfort and accessibility, making them an ideal choice for families wanting to explore Williamsburg while enjoying the luxury of their own private oasis.

Our top choices for a great stay

Diamond Resorts Greensprings Vacation Resort - 4 Bedroom Lockoff

Diamond Resorts Greensprings Vacation Resort - 4 Bedroom Lockoff

Stay at this villa in Williamsburg. Enjoy breakfast (surcharge), concierge services, and cable/satellite TV service. Popular attractions Jamestown Settlement and Historic Jamestowne are located nearby.
Opens in a new windowDiamond Resorts Greensprings Vacation Resort - 4 Bedroom Lockoff
Williamsburg | Historic Village Retreat | Pool & Tennis | 2BR

Williamsburg | Historic Village Retreat | Pool & Tennis | 2BR

Stay at this villa in Williamsburg. Enjoy breakfast (surcharge), a fitness center, and a garden. Popular attractions Jamestown Settlement and Merchants Square are located nearby.
Opens in a new windowWilliamsburg | Historic Village Retreat | Pool & Tennis | 2BR
Diamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Lockoff

Diamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Lockoff

Stay at this villa in Williamsburg. Enjoy breakfast (surcharge), concierge services, and cable/satellite TV service. Popular attractions Jamestown Settlement and Merchants Square are located nearby.
Opens in a new windowDiamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Lockoff
Diamond Resorts Greensprings Vacation Resort - 4 Bed Lockoff Accessible

Diamond Resorts Greensprings Vacation Resort - 4 Bed Lockoff Accessible

Stay at this villa in Williamsburg. Enjoy breakfast (surcharge), concierge services, and cable/satellite TV service. Popular attractions Jamestown Settlement and Historic Jamestowne are located nearby.
Opens in a new windowDiamond Resorts Greensprings Vacation Resort - 4 Bed Lockoff Accessible
Williamsburg | Historic Village Stay | Pool & Tennis | 2BR

Williamsburg | Historic Village Stay | Pool & Tennis | 2BR

Stay at this villa in Williamsburg. Enjoy breakfast (surcharge), a fitness center, and a garden. Popular attractions Jamestown Settlement and Merchants Square are located nearby.
Opens in a new windowWilliamsburg | Historic Village Stay | Pool & Tennis | 2BR
Williamsburg | Family Heritage Stay | Pool + Hot Tub | 2BR Condo

Williamsburg | Family Heritage Stay | Pool + Hot Tub | 2BR Condo

Book a stay at this family-friendly villa in Williamsburg. Enjoy a water park, breakfast (surcharge), and a fitness center. Popular attractions Jamestown Settlement and Historic Jamestowne are located nearby.
6/10 (1 review)
Opens in a new windowWilliamsburg | Family Heritage Stay | Pool + Hot Tub | 2BR Condo
Marriott's Manor Club (2BR)

Marriott's Manor Club (2BR)

The price is CA $1,414 per night from Jun 26 to Jun 27
CA $1,414
CA $1,639 total
Jun 26 - Jun 27
includes taxes & fees
Book a stay at this family-friendly villa in Williamsburg. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Williamsburg Premium Outlets and Merchants Square are located nearby.
Opens in a new windowMarriott's Manor Club (2BR)
Williamsburg | Historic Retreat | Pool & Tennis | 2BR

Williamsburg | Historic Retreat | Pool & Tennis | 2BR

Stay at this villa in Williamsburg. Enjoy breakfast (surcharge), a fitness center, and a garden. Popular attractions Jamestown Settlement and Merchants Square are located nearby.
Opens in a new windowWilliamsburg | Historic Retreat | Pool & Tennis | 2BR
Williamsburg | Historic Park Stay | Pool & Tennis | 2BR

Williamsburg | Historic Park Stay | Pool & Tennis | 2BR

Stay at this villa in Williamsburg. Enjoy breakfast (surcharge), a fitness center, and a garden. Popular attractions Jamestown Settlement and Merchants Square are located nearby.
Opens in a new windowWilliamsburg | Historic Park Stay | Pool & Tennis | 2BR
Williamsburg | Historic Village Stay | Pool & Tennis | 1BR

Williamsburg | Historic Village Stay | Pool & Tennis | 1BR

Book a stay at this family-friendly villa in Williamsburg. Enjoy breakfast (surcharge), a fitness center, and a garden. Popular attractions Jamestown Settlement and Merchants Square are located nearby.
8/10 Very good! (1 review)
Opens in a new windowWilliamsburg | Historic Village Stay | Pool & Tennis | 1BR
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Why choose a villa with a pool in Williamsburg over a hotel?

Opting for a private villa with a swimming pool in Williamsburg instead of a hotel unlocks a world of benefits for honeymooners, leisure travelers, and families alike. Villas provide a unique sense of seclusion and comfort, allowing you to create your own schedule and enjoy quality time together. With spacious living areas and outdoor settings, these luxury pool vacation villas for rent give you the freedom to relax, play, and entertain without the constraints often found in hotel environments. After a day of exploring Williamsburg’s charming streets and historic sites, you can return to your villa and take a refreshing dip in the private pool, making it a perfect way to unwind. The added privacy and space foster family bonding and create an intimate atmosphere that hotels can’t match. Choosing a villa means you can enjoy the best of both worlds: adventure and relaxation in your own exclusive retreat.