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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
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 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 stone building with a swimming pool, outdoor seating, and a waterfall feature.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A rustic stone building with a wooden ceiling and a view of a vineyard.
A gravel driveway leading to a stone building with a garden and tall trees.

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.
AED 562
AED 638 total
includes taxes & fees
8 Nov - 9 Nov
Tenuta Sovestro - Agriturismo e Winery
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.
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.
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.

2. 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.
AED 528
AED 606 total
includes taxes & fees
24 Oct - 25 Oct
Hotel Casolare Le Terre Rosse
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.

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.
AED 333
AED 396 total
includes taxes & fees
22 Oct - 23 Oct
Relais Santa Chiara Hotel by Double Hospitality
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 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.

4. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
AED 1,014
AED 1,136 total
includes taxes & fees
20 Oct - 21 Oct
Mormoraia
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
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.
A historic stone building with a tower, a courtyard with hedges, and a covered outdoor seating area.

5. La Collegiata

La Collegiata
San Gimignano
  • Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.
AED 531
AED 612 total
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.
A hotel room with a large mirror, a mannequin, a grey armchair, and a small wooden stool.
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.

6. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
AED 1,647
AED 1,833 total
includes taxes & fees
13 Oct - 14 Oct
Tenuta Bartoli
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.
A cozy living room with large windows, a dining area, and a kitchen.

7. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
  • Splash into rustic charm at this Tuscan retreat with seasonal outdoor pool and hilltop views.
AED 559
AED 636 total
includes taxes & fees
10 Oct - 11 Oct
Torraccia di Chiusi
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.
A stone building with a wooden door, a stone wall, and a wooden balcony.

8. Casanova di Pescille

Casanova di Pescille
San Gimignano
  • Dreamy Tuscan farm stay pool beckons with sun loungers and refreshing drinks.
AED 669
AED 757 total
includes taxes & fees
23 Oct - 24 Oct
Casanova di Pescille
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 vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

9. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Sun-drenched Tuscan vineyard escape with a seasonal pool and loungers for summer bliss.
AED 344
AED 403 total
includes taxes & fees
26 Oct - 27 Oct
Hotel Le Colline
A swimming pool with lounge chairs and a view of a hill with buildings.
A stone building with a terrace, outdoor seating, and a view of rolling hills.
A bathroom with a toilet, a sink, and a shower. There is a window with a view of greenery outside.
A view from a window overlooking a rural landscape with rolling hills and vineyards.

10. Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
  • Splash into the Tuscan countryside with a seasonal pool overlooking gardens at this rural farmstay.
AED 426
AED 489 total
includes taxes & fees
1 Nov - 2 Nov
Agriturismo Il Casolare di Bucciano
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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 stone building with a swimming pool, outdoor seating, and a waterfall feature.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A rustic stone building with a wooden ceiling and a view of a vineyard.
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
AED 562
AED 638 total
includes taxes & fees
8 Nov - 9 Nov
Tenuta Sovestro - Agriturismo e Winery
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 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.
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.

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
AED 528
AED 606 total
includes taxes & fees
24 Oct - 25 Oct
Hotel Casolare Le Terre Rosse
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
AED 333
AED 396 total
includes taxes & fees
22 Oct - 23 Oct
Relais Santa Chiara Hotel by Double Hospitality
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 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
AED 344
AED 403 total
includes taxes & fees
26 Oct - 27 Oct
Hotel Le Colline
A swimming pool with lounge chairs and a view of a hill with buildings.
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.
A view from a window overlooking a rural landscape with rolling hills and vineyards.

Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
AED 426
AED 489 total
includes taxes & fees
1 Nov - 2 Nov
Agriturismo Il Casolare di Bucciano
A pool area with lounge chairs and umbrellas, surrounded by well-maintained lawns and a stone wall.
A dining area with a view of a pool and garden, featuring tables with chairs and umbrellas.
A spacious living room with a chandelier, a staircase, and a sofa.
A dining area with large windows overlooking a pool and garden.

Molino di Foci

Molino di Foci
San Gimignano
AED 564
AED 621 total
includes taxes & fees
3 Nov - 4 Nov
Molino di Foci
A table set for dining with a view of a hilltop town.
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 stone-walled room with a large bathtub, wooden beams, and a view through a window.

La Collegiata

La Collegiata
San Gimignano
AED 531
AED 612 total
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A room with a stone floor, a sofa, a chair, and a bookshelf.
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.

Mormoraia

Mormoraia
San Gimignano
AED 1,014
AED 1,136 total
includes taxes & fees
20 Oct - 21 Oct
Mormoraia
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.
A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.
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.

il Casale del Cotone

il Casale del Cotone
San Gimignano
AED 571
AED 648 total
includes taxes & fees
2 Nov - 3 Nov
il Casale del Cotone
A stone building with a wooden door, a stone wall, and a wooden balcony.
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.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills.

Casanova di Pescille

Casanova di Pescille
San Gimignano
AED 669
AED 757 total
includes taxes & fees
23 Oct - 24 Oct
Casanova di Pescille
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 Sovestro

Hotel Sovestro

10/10 Excellent
"Location was great. Loved the breakfast it was amazing. The restaurant was fabulous. Would go back if ever in the area.The staff were awesome."
Sean 3-night trip
Posted 5 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 3 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 7 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 8 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 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.