Williamsburg showing street performance and military items as well as a large group of people

Williamsburg City County rentals with pool

We found 1,125 rentals with pool — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

November 2025

14

December 2025

Explore Williamsburg City County rentals with pools

4f6346ac 71aa 436f 922a e64a94a6b953

Westgate Williamsburg Resort

Sleeps 4 · 2 bedrooms · 1 bathroom

One Bedroom Suite

Premier Host

Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis

Sleeps 4 · 1 bedroom · 1 bathroom

Find spaces that suit your style

House

Condo/Apartment

Rentals with Pool in Williamsburg City County

Rentals with Pool in Williamsburg

Holiday Rental options in Williamsburg City County

82c50b18-11b9-0578-d73c-cbecc7c6cc9a8b581f91-d005-438c-8541-fed6dd2c0cab