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Check availability on San Gimignano Hotels with Pool

Tonight
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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.
Rp2.414.129
Rp2.777.100 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Sovestro
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 room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A table set for breakfast with a scenic view of hills and trees.

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.
Rp1.844.085
Rp2.170.311 total
includes taxes & fees
20 Oct - 21 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 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.

3. 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.
Rp2.762.600
Rp3.140.239 total
includes taxes & fees
9 Nov - 10 Nov
Tenuta Sovestro - Agriturismo e Winery
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.

4. La Collegiata

La Collegiata
San Gimignano
  • Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.
Rp2.870.639
Rp3.299.520 total
includes taxes & fees
30 Oct - 31 Oct
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 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 stone building with an arched entrance, ivy-covered walls, and potted plants.

5. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
Rp4.351.156
Rp4.887.631 total
includes taxes & fees
1 Nov - 2 Nov
Mormoraia
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
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.
A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.

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.
Rp3.712.706
Rp4.225.794 total
includes taxes & fees
20 Oct - 21 Oct
Cappuccina Country Resort
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills.
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.
A stone building with a wooden door, a stone wall, and a wooden balcony.

7. Casanova di Pescille

Casanova di Pescille
San Gimignano
  • Dreamy Tuscan farm stay pool beckons with sun loungers and refreshing drinks.
Rp3.058.727
Rp3.465.898 total
includes taxes & fees
19 Oct - 20 Oct
Casanova di Pescille
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.
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.
An outdoor seating area with a table, two sofas, and an umbrella.

8. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
Rp8.288.104
Rp9.218.213 total
includes taxes & fees
19 Oct - 20 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.
An outdoor patio with wicker furniture, a stone table, and a potted plant.

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.
Rp2.558.195
Rp2.915.313 total
includes taxes & fees
27 Oct - 28 Oct
B&B Ponte a Nappo
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.
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.

10. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Sun-drenched Tuscan vineyard escape with a seasonal pool and loungers for summer bliss.
Rp1.741.479
Rp2.037.185 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Le Colline
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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 gravel driveway leading to a stone building with a garden and tall trees.
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.

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
Rp2.762.600
Rp3.140.239 total
includes taxes & fees
9 Nov - 10 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.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.
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.

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
Rp3.020.505
Rp3.444.134 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Casolare Le Terre Rosse
A stone building with an arched entrance, ivy-covered walls, and potted plants.
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 kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

Mormoraia

Mormoraia
San Gimignano
Rp4.351.156
Rp4.887.631 total
includes taxes & fees
1 Nov - 2 Nov
Mormoraia
A hotel room with a bed, a TV mounted on the wall, a balcony with a table and chairs, and a lamp on the bedside table.
A table set for breakfast with a scenic view of hills and trees.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
A dining table with a view of a pool and landscaped garden.

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
Rp1.844.085
Rp2.170.311 total
includes taxes & fees
20 Oct - 21 Oct
Relais Santa Chiara Hotel by Double Hospitality
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 cozy dining area with a wooden table and chairs, a sofa, and a fireplace.
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
Rp2.096.869
Rp2.407.854 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
Rp2.870.639
Rp3.299.520 total
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
A rustic house with a brick facade, surrounded by lush greenery and tall trees.
A room with a wooden ceiling, a bed, a table with chairs, a dresser, and a window with curtains.
A table with a bowl of fruit and a wine glass, overlooking a scenic landscape with hills and a distant town.
A garden pathway leading to a view of a cityscape.

Fattoria Sant'Andrea

Fattoria Sant'Andrea
San Gimignano
Rp1.748.994
Rp2.582.330 total
includes taxes & fees
21 Oct - 22 Oct
Fattoria Sant'Andrea
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.
A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.
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.

Hotel Le Colline

Hotel Le Colline
San Gimignano
Rp1.741.479
Rp2.037.185 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 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 swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.

Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
Rp3.315.209
Rp3.748.028 total
includes taxes & fees
19 Oct - 20 Oct
Torraccia di Chiusi
A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.
A two-story building with a yellow facade, arched windows, and a garden with various plants and flowers.
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.

Agriturismo Il Segreto di Pietrafitta

Agriturismo Il Segreto di Pietrafitta
San Gimignano
Rp3.812.453
Rp4.295.037 total
includes taxes & fees
19 Oct - 20 Oct
Agriturismo Il Segreto di Pietrafitta
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

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent
"Staff is friendly & welcoming! Room was clean! Great breakfast selection! Close to city centre/main shopping strip. Lots of restaurants close by!"
Elizabeth 2-night trip
Posted 4 hours ago
Relais Santa Chiara Hotel by Double Hospitality
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"If you need a rest between travelling through the big cities of Italy, Hotel Sovestro is the place you need to try. A quiet and well maintained hotel set among its own vineyards and olive orchards, Hotel Sovestro is a must visit. The hotel is nestled in the hills below San Gimmignano, a 30 minute walk to this medieval town with incredible views of the Tuscan country. The hotel also has a Michelin rated restaurant with incredible food. Ensure you try their own wine - its incredible."
Timothy 3-night trip
Posted 1 day ago
Hotel Sovestro
Mormoraia

Mormoraia

8/10 Good
"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."
Breta 4-night trip
Posted 4 days ago
Mormoraia
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 5 days ago
Hotel Casolare Le Terre Rosse
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 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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