TOP Hotels with Swimming Pool in Castel San Gimignano for 2026

Q: What are some accommodation options 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 swimming 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 swimming pools and a full-service spa.

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Our top choices for Castel San Gimignano hotels with a pool

A swimming pool with lounge chairs and blue umbrellas, surrounded by trees and a stone wall.

1. Antico Borgo il Cardino

San Gimignano

Discover a rustic retreat with a seasonal outdoor pool, garden views, and tranquil lounging spaces in the Italian countryside.

₹14,605 total

includes taxes & fees

30 Oct - 31 Oct

A swimming pool at night with a stone building in the background.

2. Tenuta Decimo

San Gimignano

Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.

₹5,959 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

3. Hotel Casolare Le Terre Rosse

San Gimignano

Dive into a sparkling oasis with loungers and umbrellas at this seasonal pool sanctuary.

₹15,927 total

includes taxes & fees

31 Oct - 1 Nov

A dining table with a view of a pool and landscaped garden.

4. Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

Splash into Tuscan serenity with a seasonal pool oasis that serves chilled drinks poolside.

₹11,704 total

includes taxes & fees

30 Oct - 31 Oct

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

5. Villa Sabolini

Colle di Val d'Elsa

Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.

₹9,382 total

includes taxes & fees

3 Nov - 4 Nov

A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.

6. Cappuccina Country Resort

San Gimignano

Splash into Tuscan bliss at this seasonal pool oasis, complete with poolside bar and scenic rooftop views.

₹23,544 total

includes taxes & fees

2 Nov - 3 Nov

A wooden pathway leading to a pool area with a gazebo and potted plants.

7. Relais Della Rovere

Colle di Val d'Elsa

Tuscan poolside retreat offers seasonal dips with loungers and umbrellas under the Italian sun.

₹14,140 total

includes taxes & fees

31 Oct - 1 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

8. La Collegiata

San Gimignano

Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.

₹15,901 total

includes taxes & fees

30 Oct - 31 Oct

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

Breakfast included

4 stars

Top Castel San Gimignano Hotel Reviews

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Frequently asked questions

What are some accommodation options 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 swimming 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 swimming pools and a full-service spa.

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.

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