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Find Hotels with a Pool in San Gimignano

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Check availability on San Gimignano Hotels with a Pool

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for San Gimignano hotels with a pool

A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.
A man and a woman in a restaurant with a stone wall and a wooden table.
A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

1. Hotel Sovestro

Hotel Sovestro
San Gimignano
  • Tuscan countryside retreat offers two pristine outdoor pools surrounded by sun loungers for ultimate relaxation in wine country.
NT$4,291
NT$4,937 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Sovestro
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A gravel driveway leading to a stone building with a garden and tall trees.

2. Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
  • Seasonal splashes in Tuscan paradise await, with plush loungers, umbrellas, and vibrant poolside bar serving cold drinks.
NT$4,420
NT$5,042 total
includes taxes & fees
Nov 8 - Nov 9
Tenuta Sovestro - Agriturismo e Winery
A dining table with a view of a pool and landscaped garden.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.
A table set for breakfast with a scenic view of hills and trees.

3. Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
  • Splash into Tuscan serenity with a seasonal pool oasis that serves chilled drinks poolside.
NT$3,318
NT$3,899 total
includes taxes & fees
Oct 22 - Oct 23
Relais Santa Chiara Hotel by Double Hospitality
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.
A modern bathroom with a glass shower enclosure, a large white vessel sink, and a wooden vanity.

4. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
  • Splash into Tuscan bliss at this seasonal pool oasis, complete with poolside bar and scenic rooftop views.
NT$7,476
NT$8,473 total
includes taxes & fees
Oct 17 - Oct 18
Cappuccina Country Resort
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A table set for dining with a view of a hilltop town.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.

5. La Collegiata

La Collegiata
San Gimignano
  • Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.
NT$5,047
NT$5,801 total
includes taxes & fees
Oct 30 - Oct 31
La Collegiata
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
A room with a stone floor, a sofa, a chair, and a bookshelf.
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

6. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
NT$6,872
NT$7,740 total
includes taxes & fees
Nov 1 - Nov 2
Mormoraia
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

7. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Sun-drenched Tuscan vineyard escape with a seasonal pool and loungers for summer bliss.
NT$3,062
NT$3,581 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Le Colline
A pool area with a stone building, two umbrellas, and a statue.
An outdoor patio with wicker furniture, a stone table, and a potted plant.
A bedroom with a large window overlooking a garden and a distant view of a hill with buildings.
A view from a window overlooking a pool, greenery, and a distant building.

8. B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
  • Tuscan countryside retreat with seasonal outdoor pool and poolside bar for sun-soaked relaxation.
NT$4,497
NT$5,125 total
includes taxes & fees
Oct 27 - Oct 28
B&B Ponte a Nappo
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.
An outdoor seating area with a table, two sofas, and an umbrella.
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
A pathway flanked by tall, slender trees leading to a distant point.

9. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
NT$14,571
NT$16,206 total
includes taxes & fees
Oct 18 - Oct 19
Tenuta Bartoli
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.
An arched doorway leading to a courtyard with stone flooring, potted plants, and a building with a tiled roof.
A cozy bar area with a curved wooden counter, wine glasses, and a potted plant.
A cozy living room with large windows, a dining area, and a kitchen.

10. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
  • Splash into rustic charm at this Tuscan retreat with seasonal outdoor pool and hilltop views.
NT$5,828
NT$6,589 total
includes taxes & fees
Oct 15 - Oct 16
Torraccia di Chiusi
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in San Gimignano

A dining table with a view of a pool and landscaped garden.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
A garden area with potted plants, a red scooter, and a white umbrella.
A table set for breakfast with a scenic view of hills and trees.

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
NT$3,318
NT$3,899 total
includes taxes & fees
Oct 22 - Oct 23
Relais Santa Chiara Hotel by Double Hospitality
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A gravel driveway leading to a stone building with a garden and tall trees.

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
NT$4,420
NT$5,042 total
includes taxes & fees
Nov 8 - Nov 9
Tenuta Sovestro - Agriturismo e Winery
A swimming pool with lounge chairs and a view of a hill with buildings.
A view from a window overlooking a rural landscape with rolling hills and vineyards.
A stone building with a terrace, outdoor seating, and a view of rolling hills.
An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.

Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
NT$3,728
NT$4,280 total
includes taxes & fees
Nov 1 - Nov 2
Agriturismo Il Casolare di Bucciano
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.
A man and a woman in a restaurant with a stone wall and a wooden table.
A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

Hotel Sovestro

Hotel Sovestro
San Gimignano
NT$4,291
NT$4,937 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Sovestro
A table set for dining with a view of a hilltop town.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

La Collegiata

La Collegiata
San Gimignano
NT$5,047
NT$5,801 total
includes taxes & fees
Oct 30 - Oct 31
La Collegiata
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

Hotel Le Colline

Hotel Le Colline
San Gimignano
NT$3,062
NT$3,581 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Le Colline
A cozy living room with large windows, a dining area, and a kitchen.
An arched doorway leading to a courtyard with stone flooring, potted plants, and a building with a tiled roof.
A cozy bar area with a curved wooden counter, wine glasses, and a potted plant.
An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.

Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
NT$5,828
NT$6,589 total
includes taxes & fees
Oct 15 - Oct 16
Torraccia di Chiusi
A view from a window overlooking a pool, greenery, and a distant building.
An outdoor patio with wicker furniture, a stone table, and a potted plant.
A bedroom with a large window overlooking a garden and a distant view of a hill with buildings.
A pool area with a stone building, two umbrellas, and a statue.

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
NT$4,497
NT$5,125 total
includes taxes & fees
Oct 27 - Oct 28
B&B Ponte a Nappo
A pool area with lounge chairs and umbrellas, surrounded by well-maintained lawns and a stone wall.
A spacious living room with a chandelier, a staircase, and a sofa.
An aerial view of a large, multi-story building with a swimming pool surrounded by sun loungers and a well-maintained lawn.
A dining area with large windows overlooking a pool and garden.

Molino di Foci

Molino di Foci
San Gimignano
NT$4,879
NT$5,366 total
includes taxes & fees
Nov 1 - Nov 2
Molino di Foci
A stone building with a swimming pool, outdoor seating, and trees.
A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.
A view through a window of a stone wall with two towers, one with a pointed roof and the other with a rounded top.
A bedroom with a bed, a lamp, a chandelier, and curtains.

Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
NT$3,691
NT$4,238 total
includes taxes & fees
Oct 26 - Oct 27
Il Castagnolo Country B&B
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

Top San Gimignano Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 20 hours ago
Hotel Casolare Le Terre Rosse
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"Friendly staff comfortable beds great location very good price"
Farzad 1-night trip
Posted 4 days ago
Hotel Sovestro
Mormoraia

Mormoraia

10/10 Excellent
"This place is stunningly beautiful a heaven on Earth. I’ve traveled all over Italy and"
Lauren 2-night trip
Posted 7 days ago
Mormoraia
Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent
"I wanna thank the amazing staff, they were all super nice and attentive , the Hotel is AMAZING, it makes you feel like you are home, the view is just out of this world. I would without a doubt stay there every time visiting San Geminiano. PS: Parking was easy and Breakfast was 5 stars.."
Janaina 3-night trip
Posted 11 days ago
Relais Santa Chiara Hotel by Double Hospitality
il Casale del Cotone

il Casale del Cotone

10/10 Excellent
"Beautiful location in Tuscany. The breakfasts were very good, and the owner cooked meals for the guests on several evenings. While the building in naturally old, it was charming, a real taste of Tuscan living. We were there during the unusual heat wave that Europe experienced in June 2026, and like many places in Europe, the AC was not very powerful, but we managed. he swimming pool is beautiful and the surrounding gardens and areas were top-notch. We would stay there again if we get back to this area."
Brian 4-night trip
Posted 1 month ago
il Casale del Cotone
Hotel Le Colline

Hotel Le Colline

10/10 Excellent
"Our stay was very pleasant. The staff was fantastic. Awesome breakfast. Room was spacious and clean. Easy access to city center. The only “down” side was that the AC wasn’t very effective but we expected that with older accommodations and extreme August heat. I would definitely stay there again."
Claudia 2-night trip
Posted 3 months ago
Hotel Le Colline
Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality

10/10 Excellent
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."
mark 1-night trip
Posted 4 months ago
Hotel Pescille by Double Hospitality

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 21 places to stay with pools. During your visit, you can explore sights such as Piazza della Cisterna and San Gimignano Communal Palace, 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. Hotel Le Renaie: Offers a children's pool, a seasonal outdoor pool, and a snack bar/deli.
How many pool hotels are there in San Gimignano?
Expedia's 21 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 Sentierelsa Trail and Chianti Observatory. During your stay, check out sights such as Piazza della Cisterna, San Gimignano Communal Palace, and Piazza Duomo. 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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