Gillespie County rentals with pool

We found 423 rentals with pool — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

September 2025

14

October 2025

Explore Gillespie County rentals with pools

82°/102° -$120/$65 pool/spa heat. $200/$85 in Jan/Feb w 2 night minimum

Premier Host

The Villa at The Retreat

Sleeps 40 · 12 bedrooms · 12 bathrooms

Pool

Premier Host

Our beautiful country home is the absolute best of both worlds.

Sleeps 12 · 3 bedrooms · 2 bathrooms

Living area

Premier Host

Bent Oaks | Sleeps 10 | Hot Tub, Full Kitchen, Access to Community Pool

Sleeps 10 · 3 bedrooms · 2+ bathrooms

Find spaces that suit your style

Rentals with Pool in Gillespie County

Rentals with Pool in Willow City

Rentals with Pool in Doss

Rentals with Pool in Fredericksburg

Rentals with Pool in Harper

Rentals with Pool in Stonewall

Holiday Rental options in Gillespie County

Ski holiday rentals in Gillespie County

Pet-friendly holiday rentals in Gillespie County

Mountain holiday rentals in Gillespie County

Oceanfront holiday rentals in Gillespie County

Family-friendly holiday rentals in Gillespie County

Beach holiday rentals in Gillespie County

Holiday rentals with spa pool in Gillespie County

Lake holiday rentals in Gillespie County

Monthly rentals in Gillespie County

6d407164-3c81-7c8b-265a-4c76b99f9804292fdad1-032b-41c0-875f-dc7d7ccd3de9