The Best Hotels with a Pool in Castel San Gimignano from NT$2,529 in 2026

Q: What are some accommodations with pools in Castel San Gimignano?

Borgo Scopeto Wine & Country Relais : Features 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Athena : Offers 5 restaurants, a seasonal outdoor pool, and a full-service spa. Hotel Executive : Provides a snack bar/deli, a seasonal outdoor pool, and free self parking. Palazzo Ravizza : Features a snack bar/deli, 3 outdoor pools, and free self parking. Castelfalfi : Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.

A city with historic towers and a vineyard.

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Our top choices for Castel San Gimignano hotels with a pool

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.

NT$5,683 total

includes taxes & fees

Jul 17 - Jul 18

2 outdoor pools, pool umbrellas, sun loungers

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Float in tuscan splendor with vineyard views from two pools at this wine country hotel.

NT$17,667 total

includes taxes & fees

Aug 2 - Aug 3

Villa Sabolini

Colle di Val d'Elsa

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

NT$6,069 total

includes taxes & fees

Aug 6 - Aug 7

Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Agriturismo San Sano

Gaiole in Chianti

Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.

NT$4,294 total

includes taxes & fees

Jul 16 - Jul 17

Hotel Casolare Le Terre Rosse

San Gimignano

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

NT$7,205 total

includes taxes & fees

Aug 2 - Aug 3

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Discover a Tuscan oasis with a seasonal pool sanctuary, loungers for sunbathing, and poolside drinks service in wine country.

NT$7,039 total

includes taxes & fees

Aug 5 - Aug 6

Sauna, body treatments, hot stone massages, deep-tissue massages

Castelfalfi

Montaione

Scenic seasonal pool with mountain views offers sun-drenched days surrounded by vineyard landscapes at this luxury hotel.

NT$32,129 total

includes taxes & fees

Aug 13 - Aug 14

Outdoor pool, free cabanas, pool umbrellas

Borgo Santo Pietro

Chiusdino

Tuscan oasis boasts poolside luxury with cabanas, spa treatments, and hot tub escapes.

NT$106,848 total

includes taxes & fees

Aug 14 - Aug 15

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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

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!"

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Everything was great! The location, the pool and grounds, food and beverage were wonderful. The staff was very helpful. It was a great benefit to be able to do a load of laundry. Our only suggestion would be to add another set of machines, as it gets busy but thankful to have it."

Frequently asked questions

What are some accommodations with pools in Castel San Gimignano?

Borgo Scopeto Wine & Country Relais: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Athena: Offers 5 restaurants, a seasonal outdoor pool, and a full-service spa. Hotel Executive: Provides a snack bar/deli, a seasonal outdoor pool, and free self parking. Palazzo Ravizza: Features a snack bar/deli, 3 outdoor pools, and free self parking. Castelfalfi: Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.

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.

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