The Best Hotels with a Pool in San Gimignano from ₩182,885 in 2026

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

Hotel Casolare Le Terre Rosse : Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Tenuta Decimo : Offers a children's pool, a seasonal outdoor pool, and spa services. Tenuta Sovestro - Agriturismo e Winery : Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Tenuta Guardastelle : Features a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.

A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

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Our top choices for San Gimignano hotels with a pool

2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Hotel Sovestro

San Gimignano

Tuscan countryside retreat offers two pristine outdoor pools surrounded by sun loungers for ultimate relaxation in wine country.

₩339,496 total

includes taxes & fees

Aug 1 - Aug 2

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 22 - Jul 23

Agriturismo Il Casolare di Bucciano

San Gimignano

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

₩227,533 total

includes taxes & fees

Jul 27 - Jul 28

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

Outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas, sun loungers

B&B Ponte a Nappo

San Gimignano

Tuscan countryside retreat with seasonal outdoor pool and poolside bar for sun-soaked relaxation.

₩352,277 total

includes taxes & fees

Aug 6 - Aug 7

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

Sauna, steam room, Turkish bath, body treatments, 1 treatment room

Mormoraia

San Gimignano

Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.

₩434,947 total

includes taxes & fees

Jul 20 - Jul 21

Hotel Casolare Le Terre Rosse

San Gimignano

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

₩336,961 total

includes taxes & fees

Aug 2 - Aug 3

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

Breakfast included

4 stars

Hotels with pools and free breakfast in San Gimignano

Relais Santa Chiara Hotel by Double Hospitality

San Gimignano

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Tenuta Sovestro - Agriturismo e Winery

San Gimignano

₩339,937 total

includes taxes & fees

Aug 2 - Aug 3

Agriturismo Il Casolare di Bucciano

San Gimignano

₩227,533 total

includes taxes & fees

Jul 27 - Jul 28

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Top San Gimignano Hotel Reviews

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."

Mormoraia

10/10 Excellent

"Unforgettable experience! Gorgeous scenery, we spent so much time just relaxing by the stunning pool and taking advantage of the poolside bar. The best hotel breakfast we had in Italy, included daily. The staff were so helpful and kind. They truly go the extra mile. My only minor critique is that the air conditioning was weaker than expected but we were also there during a heat wave! Staff helped remedy the situation with a fan- thank you! We will be back!"

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."

Agriturismo Il Casolare di Bucciano

10/10 Excellent

"My wife and I stayed in il casolare Di bucciano in early June and it was absolutely brilliant! Well-run family business that really cares for their guests. They’ve replied to emails witg queries, including recommendations for excursions, all in a friendly and inviting manner. We’ve stayed in the suite and it was lovely. Big room, comfortable bed, all clean and tidy with a true vibe of Toscana’s countryside. The views from the room and the terrace where breakfast is served is stunning, they really got a precious piece of real estate there, not sure you’ll find better views of San Gimignano and the surrounding rolling hills anywhere else. We also had wine tasting and lunch at the cellar which is a few kilometres away, was amazing and tasty, most recommended. We had dinner at the boutique hotel and it was absolutely delicious, fantastic home made food of local cuisine, you can tell how fresh the ingredients are, at a decent price, so do not pass on that dinner! If you read so far, stop looking for other agritourismo in the area and book yourself a stay at il casolare Di bucciano , I honestly believe you won’t regret it. Thank you Teresa and the family for a lovely holiday we won’t forget!"

Frequently asked questions

What's it like visiting San Gimignano?

If laying by the pool is your idea of a great vacation, you may want to check out historic San Gimignano, which has 28 places to stay with pools. During your visit, you can explore sights such as Piazza della Cisterna and Collegiate Church of Santa Maria Assunta, and then relax and unwind poolside at one of the accommodations in San Gimignano that guests like for their pools.

What are some accommodations with pools in San Gimignano?

Hotel Casolare Le Terre Rosse: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Tenuta Decimo: Offers a children's pool, a seasonal outdoor pool, and spa services. Tenuta Sovestro - Agriturismo e Winery: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Tenuta Guardastelle: Features a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli.

How many pool hotels are there in San Gimignano?

Expedia's 28 hotels in San Gimignano give you a great choice for your poolside getaway.

What is there to see and do in San Gimignano?

Make a point to visit attractions like Alta Val d'Elsa River Park and Chianti Observatory. During your stay, check out sights such as Piazza della Cisterna, Collegiate Church of Santa Maria Assunta, and Torre Grossa. Visitors to San Gimignano speak highly of the natural attractions, including the its beautiful countryside.

When is the best time to book a hotel with a pool in San Gimignano?

You may want to consider a place to stay that has an outdoor pool if you will be visiting San Gimignano in the warmest months of August, July, or June when the average temp is 73°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 44°F.

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