Castel San Gimignano Hotel Guide - Hotels with Pool in Castel San Gimignano, San Gimignano

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Castel San Gimignano Hotels with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Castel San Gimignano hotels with a pool

Outdoor pool, pool loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is €99
includes taxes & fees
8 Jan - 9 Jan 2026
Borgo di Pietrafitta Relais
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (480)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is €87
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais
3 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers
Poderi Arcangelo

Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (326)
"The staff was very knowledgeable and fantastic. The location is beautiful and we will definitely be booking again. "
United States
justin
Poderi Arcangelo
Outdoor pool, open 8 AM to 7 PM, pool loungers
Tenuta Decimo

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.2 out of 10, Very good, (47)
"The amenities are great- pool, spa, wine tasting. The staff are friendly and were very helpful getting reservations set up."
United States
Lindsay
Tenuta Decimo
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.6 out of 10, Exceptional, (43)
"Beautiful property with the most wonderful staff!!!!"
United States
dana
The price is €128
includes taxes & fees
19 Jan - 20 Jan 2026
Tenuta Sovestro - Agriturismo e Winery
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Agriturismo Nerbona

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
"Very nice place"
United States
JULISSA
The price is €93
includes taxes & fees
1 Jan - 2 Jan 2026
Agriturismo Nerbona
Seasonal outdoor pool, open 8:00 AM to 9:30 PM, pool umbrellas
Tenuta Moriano

Tenuta Moriano

Tenuta Moriano
Montespertoli
10.0 out of 10, Exceptional, (6)
"We stayed as a family and enjoyed the properties facilities including pool swings and outdoor games. The Tuscan dinner was enjoyable with amazing views. Property in convenient to local restaurants and provided a great recommendation list. We thoroughly enjoyed our stay and would return. Great value. My only suggestion would be to provide some basics on arrival such as tea, coffee, milk. A hairdryer would also be useful."
Australia
Amy
The price is €127
includes taxes & fees
4 Jan - 5 Jan 2026
Tenuta Moriano
Seasonal outdoor pool, pool umbrellas, pool loungers
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
9.0 out of 10, Wonderful, (7)
"Unique and cozy prot"
United States
Kristine
The price is €119
includes taxes & fees
7 Jan - 8 Jan 2026
Villa Ermellina Siena, a Tribute Portfolio Hotel
Indoor pool, seasonal outdoor pool, pool loungers
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (179)
"Ideal country setting"
Canada
Dee
The price is €93
includes taxes & fees
12 Jan - 13 Jan 2026
Hotel Palazzo San niccolò & Spa
Exterior
Agriturismo Pompilia

Agriturismo Pompilia

Agriturismo Pompilia
Volterra
9.0 out of 10, Wonderful, (4)
"Our villa was very clean, equipped with important necessities; we were in the ground level villa so we were able to have a car park outside our villa. We were not able to get breakfast but they amazing offers for breakfast and can deliver to your villa. The reception is different property which is about 8-10 min drive not so convenient but the staff are very helpful and very accommodating. Our ground floor villa we had to kept close for safety it doesnt have any window rails if we wanted the...
Canada
Kayla Ilyana
The price is €193
includes taxes & fees
5 Jan - 6 Jan 2026
Agriturismo Pompilia
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

Top Castel San Gimignano Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Clean"
Young 1-night trip
Posted 5 days ago
Hotel Athena

Frequently asked questions

What are some accommodation options with pools in Castel San Gimignano?
Hotel Athena: Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Borgo Grondaie: Features a children's pool, a seasonal outdoor pool and a full-service spa. Palazzo Ravizza: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Hotel Borgo di Cortefreda Relais: Features a snack bar/deli, an outdoor pool and buffet. Grand Hotel Continental Siena – Starhotels Collezione: Offers 5 restaurants, a seasonal outdoor pool and a full-service spa.
What is there to see and do in Castel San Gimignano?
Make a point to visit attractions such as Sentierelsa Trail and Chianti Observatory. Discover sights such as Sovestro in Poggio Winery, Historical Torture Museum 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 that offers an outdoor pool if you plan to visit Castel San Gimignano in the hottest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 6°C.