A city with historic towers and a vineyard.

Find Hotels with a Pool in Castel San Gimignano

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Castel San Gimignano Hotels with a Pool

Our top choices for Castel San Gimignano hotels with a pool

A pool with a stone waterfall feature, surrounded by potted plants and greenery.

1. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
9.8 out of 10, Exceptional, (118 reviews)
  • cleanliness
    Splash into rustic charm at this Tuscan retreat with seasonal outdoor pool and hilltop views.
$162 nightly
The price is $184
Nov 16 - Nov 17
Total with taxes and fees
Torraccia di Chiusi
A swimming pool with a stone wall and arches, surrounded by lounge chairs and umbrellas.

2. Tenuta Decimo

Tenuta Decimo
San Gimignano
8.6 out of 10, Excellent, (67 reviews)
  • cleanliness
    Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
$65 nightly
The price is $77
Nov 22 - Nov 23
Total with taxes and fees
Tenuta Decimo
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

3. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (242 reviews)
  • cleanliness
    Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
$75 nightly
The price is $87
Nov 24 - Nov 25
Total with taxes and fees
Villa Sabolini
A stone building with a swimming pool, outdoor seating, and a waterfall feature.

4. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.8 out of 10, Exceptional, (79 reviews)
  • cleanliness
    Seasonal splashes in Tuscan paradise await, with plush loungers, umbrellas, and vibrant poolside bar serving cold drinks.
$135 nightly
The price is $154
Nov 27 - Nov 28
Total with taxes and fees
Tenuta Sovestro - Agriturismo e Winery
A stone building with a swimming pool, outdoor seating, and a hillside backdrop.

5. Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
9.6 out of 10, Exceptional, (103 reviews)
  • cleanliness
    Splash into the Tuscan countryside with a seasonal pool overlooking gardens at this rural farmstay.
$114 nightly
The price is $131
Nov 20 - Nov 21
Total with taxes and fees
Agriturismo Il Casolare di Bucciano
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

6. Hotel Sovestro

Hotel Sovestro
3.0 star property
San Gimignano
9.6 out of 10, Exceptional, (350 reviews)
  • cleanliness
    Tuscan countryside retreat offers two pristine outdoor pools surrounded by sun loungers for ultimate relaxation in wine country.
$130 nightly
The price is $150
Nov 16 - Nov 17
Total with taxes and fees
Hotel Sovestro
A swimming pool surrounded by a grassy area with trees and a hill in the background.

7. Fattoria San Donato

Fattoria San Donato
San Gimignano
9.4 out of 10, Exceptional, (65 reviews)
$143 nightly
The price is $163
Nov 20 - Nov 21
Total with taxes and fees
Fattoria San Donato
A pool area with lounge chairs and umbrellas, a large building with a tiled roof, and a conservatory.

8. Molino di Foci

Molino di Foci
1.0 star property
San Gimignano
9.4 out of 10, Exceptional, (49 reviews)
  • cleanliness
    Embrace the serene outdoor pool, set among picturesque Tuscan surroundings where relaxation transforms into an art form.
$145 nightly
The price is $160
Dec 3 - Dec 4
Total with taxes and fees
Molino di Foci
A swimming pool with lounge chairs, a stone building, and a clear blue sky.

9. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (66 reviews)
  • cleanliness
    Stretch out poolside at this rustic country house, complete with seasonal outdoor pool, loungers, and refreshing bar service.
$91 nightly
The price is $106
Nov 20 - Nov 21
Total with taxes and fees
Il Castagnolo Country B&B
An aerial view of a property with a swimming pool, surrounded by trees and a large lawn.

10. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (24 reviews)
  • cleanliness
    Tuscany's idyllic seasonal outdoor pool offers sun-soaked relaxation among garden views at this charming farm stay retreat.
$143 nightly
The price is $160
Dec 16 - Dec 17
Total with taxes and fees
Agriturismo Nerbona
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.
View all properties

Choose what matters most at hotels with a pool in Castel San Gimignano

Breakfast included
4 stars

Top Castel San Gimignano Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"Best hotel in Tuscany. Everything is perfect."
Luis 3-night trip
Posted 11 hours ago
Castelfalfi

Frequently asked questions

What are some accommodations with pools in Castel San Gimignano?
Castelfalfi: Features 4 restaurants, a seasonal outdoor pool, and a full-service spa. La Certosa di Pontignano: Provides a snack bar/deli, 3 outdoor pools, and free self parking. Hotel Athena: Features a rooftop terrace, an outdoor pool, and a snack bar/deli. NH Siena: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Hotel Executive: Provides 2 restaurants, 2 outdoor pools, and a full-service spa.
What is there to see and do in Castel San Gimignano?
Make a point to visit attractions like Val di Merse and Chianti Observatory. Discover sights such as Sovestro in Poggio Winery, Casa e Torre Campatelli, and Piazza della Cisterna during your stay.
When is the best time to book a hotel with a pool in Castel San Gimignano?
You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Castel San Gimignano in the hottest months of August, July, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temp is 44°F.

Explore a world of travel with Expedia