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San Gimignano Hotel with Pool

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Check availability on San Gimignano Hotel with Pool

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for San Gimignano hotels with a pool

A dining table with a view of a pool and landscaped garden.
A table set for breakfast with a scenic view of hills and trees.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

1. 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.
HK$819
HK$962 total
includes taxes & fees
22 Oct - 23 Oct
Relais Santa Chiara Hotel by Double Hospitality
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A gravel driveway leading to a stone building with a garden and tall trees.
A rustic stone building with a wooden ceiling and a view of a vineyard.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.

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.
HK$1,079
HK$1,230 total
includes taxes & fees
8 Nov - 9 Nov
Tenuta Sovestro - Agriturismo e Winery
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.
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.

3. Hotel Sovestro

Hotel Sovestro
San Gimignano
  • Tuscan countryside retreat offers two pristine outdoor pools surrounded by sun loungers for ultimate relaxation in wine country.
HK$1,047
HK$1,205 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Sovestro
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
A room with a stone floor, a sofa, a chair, and a bookshelf.

4. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
HK$2,167
HK$2,428 total
includes taxes & fees
20 Oct - 21 Oct
Mormoraia
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 pathway flanked by tall, slender trees leading to a distant point.
A hotel room with a large mirror, a mannequin, a grey armchair, and a small wooden stool.

5. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
HK$3,596
HK$3,999 total
includes taxes & fees
13 Oct - 14 Oct
Tenuta Bartoli
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A table set for dining with a view of a hilltop town.

6. La Collegiata

La Collegiata
San Gimignano
  • Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.
HK$1,245
HK$1,432 total
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
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.
A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.

7. 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.
HK$1,739
HK$1,975 total
includes taxes & fees
20 Oct - 21 Oct
Cappuccina Country Resort
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.
An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.
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.

8. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
  • Splash into rustic charm at this Tuscan retreat with seasonal outdoor pool and hilltop views.
HK$1,438
HK$1,626 total
includes taxes & fees
12 Oct - 13 Oct
Torraccia di Chiusi
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills.
A restaurant with a long table displaying purple flowers, framed landscape paintings on the walls, and stone walls.
An outdoor dining area with tables set for two, overlooking a pool and garden.
A traditional stone building with a tiled roof, surrounded by tall evergreen trees and a field of lavender.

9. Casanova di Pescille

Casanova di Pescille
San Gimignano
  • Dreamy Tuscan farm stay pool beckons with sun loungers and refreshing drinks.
HK$1,428
HK$1,615 total
includes taxes & fees
19 Oct - 20 Oct
Casanova di Pescille
A swimming pool with a view of a historic city on a hill.
A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.
A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.
A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.

10. Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
  • Unwind in the countryside at this Italian farm stay's outdoor pool with a refreshing poolside bar and al fresco dining.
HK$1,838
HK$2,066 total
includes taxes & fees
14 Oct - 15 Oct
Agriturismo Il Segreto di Pietrafitta
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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 table set for breakfast with a scenic view of hills and trees.
A garden area with potted plants, a red scooter, and a white umbrella.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
HK$819
HK$962 total
includes taxes & fees
22 Oct - 23 Oct
Relais Santa Chiara Hotel by Double Hospitality
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
A gravel driveway leading to a stone building with a garden and tall trees.
A rustic stone building with a wooden ceiling and a view of a vineyard.
A buffet setup with various food items and beverages, wooden crates, and a stone wall background.

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
HK$1,079
HK$1,230 total
includes taxes & fees
8 Nov - 9 Nov
Tenuta Sovestro - Agriturismo e Winery
A swimming pool with lounge chairs and a view of a hill with buildings.
A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.
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.

Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
HK$910
HK$1,045 total
includes taxes & fees
1 Nov - 2 Nov
Agriturismo Il Casolare di Bucciano
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.
An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.
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.

Hotel Sovestro

Hotel Sovestro
San Gimignano
HK$1,047
HK$1,205 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Sovestro
A table set for dining with a view of a hilltop town.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

La Collegiata

La Collegiata
San Gimignano
HK$1,245
HK$1,432 total
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

Hotel Le Colline

Hotel Le Colline
San Gimignano
HK$756
HK$884 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Le Colline
A cozy living room with large windows, a dining area, and a kitchen.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.
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
HK$1,438
HK$1,626 total
includes taxes & fees
12 Oct - 13 Oct
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 buffet table with various dishes and a bulletin board with photos and notes.

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
HK$1,110
HK$1,265 total
includes taxes & fees
20 Oct - 21 Oct
B&B Ponte a Nappo
A pool area with lounge chairs and umbrellas, surrounded by well-maintained lawns and a stone wall.
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.
A dining area with a view of a pool and garden, featuring tables with chairs and umbrellas.

Molino di Foci

Molino di Foci
San Gimignano
HK$1,204
HK$1,324 total
includes taxes & fees
1 Nov - 2 Nov
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 restaurant with a brick floor, white furniture, and a chalkboard menu.
A bedroom with a bed, a lamp, a chandelier, and curtains.

Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
HK$911
HK$1,046 total
includes taxes & fees
12 Oct - 13 Oct
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.
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Top San Gimignano Hotel Reviews

Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"Friendly staff comfortable beds great location very good price"
Farzad 1-night trip
Posted 9 hours 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 4 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 8 days ago
Relais Santa Chiara Hotel by Double Hospitality
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Beautiful property, nice and helping staff. We enjoy our stay ."
Hector 3-night trip
Posted 10 days ago
Poderi Arcangelo
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 2 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 spending time by the pool is your idea of a great holiday, you may want to explore historic San Gimignano, which has 21 places to stay with pools. While you're visiting, you can explore sights such as Piazza della Cisterna and San Gimignano Communal Palace, and then kick back and relax poolside at one of the accommodation options in San Gimignano that guests like for their pools.
What are some accommodation options 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 can I expect to find 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 such as Sentierelsa Trail and Chianti Observatory. During your stay, visit 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 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 with an outdoor swimming pool if you're planning to visit San Gimignano in the warmest months of August, July or June, when the average temp is 23°C. Accommodation 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 7°C.

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