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San Gimignano Hotels with Swimming Pool

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Check availability on San Gimignano Hotels with Swimming Pools

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for San Gimignano hotels with a pool

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 rustic stone building with a wooden ceiling and a view of a vineyard.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.

1. 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.
RM669
RM759 total
includes taxes & fees
1 Nov - 2 Nov
Tenuta Sovestro - Agriturismo e Winery
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 room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

2. 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.
RM428
RM503 total
includes taxes & fees
20 Oct - 21 Oct
Relais Santa Chiara Hotel by Double Hospitality
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

3. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
  • Dive into a sparkling oasis with loungers and umbrellas at this seasonal pool sanctuary.
RM698
RM795 total
includes taxes & fees
16 Oct - 17 Oct
Hotel Casolare Le Terre Rosse
A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.
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.
A stone building with an arched entrance, ivy-covered walls, and potted plants.

4. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
RM1,133
RM1,270 total
includes taxes & fees
20 Oct - 21 Oct
Mormoraia
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A historic stone building with a tower, a courtyard with hedges, and a covered outdoor seating area.
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.
RM470
RM549 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 modern bathroom with a glass shower enclosure, a large white vessel sink, and a wooden vanity.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.
A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.

6. 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.
RM813
RM926 total
includes taxes & fees
8 Oct - 9 Oct
Cappuccina Country Resort
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

7. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Sun-drenched Tuscan vineyard escape with a seasonal pool and loungers for summer bliss.
RM395
RM462 total
includes taxes & fees
13 Oct - 14 Oct
Hotel Le Colline
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
An outdoor seating area with a table, two sofas, and an umbrella.
A pathway flanked by tall, slender trees leading to a distant point.

8. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
RM1,881
RM2,092 total
includes taxes & fees
6 Oct - 7 Oct
Tenuta Bartoli
A pool area with a stone building, two umbrellas, and a statue.
A bathroom with a white sink, two toilets, a shower, and a mirror.
A view from a window overlooking a pool, greenery, and a distant building.
A bedroom with a large window overlooking a garden and a distant view of a hill with buildings.

9. 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.
RM580
RM662 total
includes taxes & fees
20 Oct - 21 Oct
B&B Ponte a Nappo
A pool area with lounge chairs and a view of the countryside.
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.
A stone building with a rustic garden, a hanging light fixture, and a gravel path.
A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

10. il Casale del Cotone

il Casale del Cotone
San Gimignano
  • Escape to a Tuscan rooftop paradise where summer days float by at this poolside gem.
RM708
RM802 total
includes taxes & fees
31 Oct - 1 Nov
il Casale del Cotone
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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 room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
RM428
RM503 total
includes taxes & fees
20 Oct - 21 Oct
Relais Santa Chiara Hotel by Double Hospitality
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
RM698
RM795 total
includes taxes & fees
16 Oct - 17 Oct
Hotel Casolare Le Terre Rosse
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.
A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

Hotel Le Colline

Hotel Le Colline
San Gimignano
RM395
RM462 total
includes taxes & fees
13 Oct - 14 Oct
Hotel Le Colline
A swimming pool with lounge chairs and a view of a hill with buildings.
An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.
A stone building with a terrace, outdoor seating, and a view of rolling hills.
A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.

Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
RM476
RM546 total
includes taxes & fees
1 Nov - 2 Nov
Agriturismo Il Casolare di Bucciano
A table set for dining with a view of a hilltop town.
A stone-walled room with a large bathtub, wooden beams, and a view through a window.
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
RM470
RM549 total
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
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 rustic stone building with a wooden ceiling and a view of a vineyard.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
RM669
RM759 total
includes taxes & fees
1 Nov - 2 Nov
Tenuta Sovestro - Agriturismo e Winery
A rustic house with a brick facade, surrounded by lush greenery and tall trees.
A garden pathway leading to a view of a cityscape.
A room with a wooden ceiling, a bed, a table with chairs, a dresser, and a window with curtains.
A dining area with wooden tables and chairs, a fireplace, and large windows.

Fattoria Sant'Andrea

Fattoria Sant'Andrea
San Gimignano
RM389
RM578 total
includes taxes & fees
12 Oct - 13 Oct
Fattoria Sant'Andrea
A view from a window overlooking a pool, greenery, and a distant building.
A buffet table with various dishes and a bulletin board with photos and notes.
A pool area with a stone building, two umbrellas, and a statue.
A bedroom with a large window overlooking a garden and a distant view of a hill with buildings.

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
RM580
RM662 total
includes taxes & fees
20 Oct - 21 Oct
B&B Ponte a Nappo
A stone building with a wooden door, a stone wall, and a wooden balcony.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills.
A traditional stone building with a tiled roof, surrounded by tall evergreen trees and a field of lavender.
A restaurant with a long table displaying purple flowers, framed landscape paintings on the walls, and stone walls.

Casanova di Pescille

Casanova di Pescille
San Gimignano
RM725
RM820 total
includes taxes & fees
19 Oct - 20 Oct
Casanova di Pescille
A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.
A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.
A spacious living room with a fireplace, wicker furniture, and a view of the garden through open doors.
A building with a courtyard featuring potted plants and flowers.

Hotel Le Renaie

Hotel Le Renaie
San Gimignano
RM596
RM683 total
includes taxes & fees
18 Oct - 19 Oct
Hotel Le Renaie
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
"We were looking for a Tuscan experience and this hotel more than met our expectations. They had an excellent restaurant on site for breakfast and dinner. The pool was large and nice to use after a day of visiting. Hotel is close to San Gimignano which is a must see town, We used the hotel shuttle to get to the town since it was an uphill walk and walked back. The sights were quite spectacular. We had a wine tasting of their vineyards wines which was also very nice. Can not say enough about how much we enjoyed our stay."
Franco 4-night trip
Posted 19 hours ago
Hotel Sovestro
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 2 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 4 days ago
Poderi Arcangelo
Mormoraia

Mormoraia

10/10 Excellent
"Loved this property! Gorgeous views, beautiful property, room was amazing. Breakfast was also great."
Kathleen 4-night trip
Posted 13 days ago
Mormoraia
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 3 weeks 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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