The Best Hotels with a Pool in Castel San Gimignano from ₩129,843 in 2026

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

Grand Hotel Continental Siena – Starhotels Collezione : Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Borgo Scopeto Wine & Country Relais : Features 4 restaurants, a seasonal outdoor pool, and a full-service spa. Hotel Athena : Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Castelfalfi : Provides a snack bar/deli, 3 outdoor pools, and free self parking. Hotel Executive : Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.

Check availability on Castel San Gimignano Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

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.

₩308,029 total

includes taxes & fees

Jul 24 - Jul 25

Outdoor pool, open 8 AM to 7 PM, sun loungers

Tenuta Decimo

San Gimignano

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

₩129,843 total

includes taxes & fees

Jul 28 - Jul 29

Agriturismo Il Casolare di Bucciano

San Gimignano

Splash into the Tuscan countryside with a seasonal pool overlooking gardens at this rural farmstay.

₩235,958 total

includes taxes & fees

Jul 27 - Jul 28

Hotel Pescille by Double Hospitality

San Gimignano

Seasonal Tuscan oasis invites guests to indulge in poolside relaxation with vineyard views and refreshing cocktails at the bar.

₩301,421 total

includes taxes & fees

Jul 26 - Jul 27

Hotel Casolare Le Terre Rosse

San Gimignano

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

₩333,557 total

includes taxes & fees

Aug 2 - Aug 3

Seasonal outdoor pool, open 7 AM to 8:30 PM, pool umbrellas

Villa San Lucchese

Poggibonsi

Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.

₩221,378 total

includes taxes & fees

Jul 24 - Jul 25

Casanova di Pescille

San Gimignano

Dreamy Tuscan farm stay pool beckons with sun loungers and refreshing drinks.

₩328,621 total

includes taxes & fees

Jul 23 - Jul 24

Seasonal outdoor pool, a rooftop pool, pool umbrellas, sun loungers

il Casale del Cotone

San Gimignano

Escape to a Tuscan rooftop paradise where summer days float by at this poolside gem.

₩490,824 total

includes taxes & fees

Jul 24 - Jul 25

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

10/10 Excellent

"Literally the best hotel we’ve ever stayed in. It was sublime"

Poderi Arcangelo

10/10 Excellent

"Our stay here exceeded expectations. Accommodations in the main building were rustic but very well maintained, and with modern amenities. It had a “small resort feel” to it. We did not visit the other buildings but safe to assume the same. Staff were very friendly and helpful. They arranged cooking classes, wine tours and helped us organize a local horseback trail ride. The main pool can get busy. Certainly not a complaint - if you’re looking to be social with others I recommend it, but if looking for a quieter setting, the detached buildings with their own pools looked quieter. You can’t always get a drink or food during the day and the reception area does close so pay attention to their hours. There is a fridge on site for guests to store some snacks and beverages. The patio, where food is served (both inside and outside options available - inside has unobstructed views). Breakfast buffet is served daily - European style, lunch needs to be pre-ordered daily and supper reservations are needed by mid afternoon. We also found guest laundry on site - washer only though. Defenitely need a car to get around the site and to tour the area. Groceries and restaurant options are a 10-20 mins drive away in smaller towns. There are multiple gathering points where you can hang out as a family or group on site. We felt we had a true Italian experience while staying here."

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?

Grand Hotel Continental Siena – Starhotels Collezione: Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Borgo Scopeto Wine & Country Relais: Features 4 restaurants, a seasonal outdoor pool, and a full-service spa. Hotel Athena: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Castelfalfi: Provides a snack bar/deli, 3 outdoor pools, and free self parking. Hotel Executive: 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 Alta Val d'Elsa River Park and Chianti Observatory. Discover sights such as Sovestro in Poggio Winery, Historical Torture Museum, and Casa e Torre Campatelli 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Castel San Gimignano Hotels with a Pool