A city with historic towers and a vineyard.

Search Hotels with Pool in Castel San Gimignano

  • 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

Our top choices for Castel San Gimignano hotels with a pool

Exterior

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (83 reviews)
  • cleanliness
    Discover a rustic retreat with a seasonal outdoor pool, garden views, and tranquil lounging spaces in the Italian countryside.
The price is 3.598.493 ₫
4.108.279 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Antico Borgo il Cardino
Exterior

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (225 reviews)
  • cleanliness
    Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
The price is 1.472.111 ₫
2.099.121 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Hotel Casafrassi
Outdoor pool, open 8 AM to 7 PM, pool loungers

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.4 out of 10, Very good, (51 reviews)
  • cleanliness
    Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
The price is 1.838.775 ₫
2.172.590 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Tenuta Decimo
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (98 reviews)
  • cleanliness
    Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
The price is 3.357.639 ₫
3.813.353 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Agriturismo San Sano
Terrace/patio

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (74 reviews)
The price is 1.766.260 ₫
2.062.836 ₫ total
includes taxes & fees
13 Jul - 14 Jul
B&B Poggiobonizio
Exterior

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
The price is 2.232.701 ₫
2.635.896 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Villa San Filippo
Indoor pool, seasonal outdoor pool, pool loungers

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (189 reviews)
  • cleanliness
    Dive into year-round pool perfection with indoor and seasonal outdoor swimming options at this elegant Tuscan retreat.
The price is 2.745.464 ₫
3.200.394 ₫ total
includes taxes & fees
14 Jul - 15 Jul
Hotel Palazzo San niccolò & Spa
Exterior detail

Hotel Fattoria Belvedere

Hotel Fattoria Belvedere
4.0 star property
Montecatini Val di Cecina
7.6 out of 10, Good, (173 reviews)
  • cleanliness
    Luxurious Tuscan-style retreat boasts a seasonal outdoor pool, children's pool, and hot tub with convenient poolside bar service.
The price is 2.550.432 ₫
2.895.437 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Hotel Fattoria Belvedere
Exterior

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
  • cleanliness
    Tuscan splendour meets poolside relaxation at this luxury property with seasonal rooftop swimming and spa services.
The price is 4.750.011 ₫
5.374.949 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Relais la Costa - Dimora Storica
Exterior

Villa Nencini

Villa Nencini
Volterra
8.4 out of 10, Very good, (63 reviews)
  • cleanliness
    Seasonal outdoor pool sanctuary with rooftop terrace views offers a tranquil Tuscan retreat in garden surroundings.
The price is 2.281.772 ₫
2.659.886 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Villa Nencini
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
"Possibly the best hotel in the world. Beautiful location, wonderful food and friendly staff who go above and beyond. Our son loved the heated swimming pool and nearby adventure park. The kids club was also great. My wife has food allergies and normally finds it tricky in hotels; however, the staff in every restaurant were able to suggest alternatives and specially prepared dishes for her. Food and wine is wonderful throughout the hotel. Rosmarino restaurant in particular is amazing: try the grilled tuscan chicken with a tomato salad on the side, you won’t regret it! I honestly can’t think of any negatives. We will certainly be back again!"
Oliver Charles 5-night trip
Posted 1 day ago
Castelfalfi

Frequently asked questions

What is there to see and do in Castel San Gimignano?
Make a point to visit attractions such as 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 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.