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Check availability on San Gimignano Hotels with a Pool

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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 buffet setup with various food items and beverages, wooden crates, and a stone wall background.
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.
￥30,334
￥34,263 total
includes taxes & fees
Oct 16 - Oct 17
Tenuta Sovestro - Agriturismo e Winery
A dining table with a view of a pool and landscaped garden.
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.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.

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.
￥16,342
￥19,229 total
includes taxes & fees
Oct 11 - Oct 12
Relais Santa Chiara Hotel by Double Hospitality
A swimming pool with lounge chairs and umbrellas, a stone building with a dome roof, and a forested hillside in the background.
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 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.
￥24,059
￥27,539 total
includes taxes & fees
Oct 13 - Oct 14
Hotel Casolare Le Terre Rosse
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 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.

4. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Sun-drenched Tuscan vineyard escape with a seasonal pool and loungers for summer bliss.
￥16,442
￥19,161 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Le Colline
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 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.

5. Casanova di Pescille

Casanova di Pescille
San Gimignano
  • Dreamy Tuscan farm stay pool beckons with sun loungers and refreshing drinks.
￥29,084
￥32,887 total
includes taxes & fees
Oct 10 - Oct 11
Casanova di Pescille
A swimming pool with lounge chairs and a view of a hill with buildings.
A bathroom with a toilet, a sink, and a shower. There is a window with a view of greenery outside.
A stone building with a terrace, outdoor seating, and a view of rolling hills.
A view from a window overlooking a rural landscape with rolling hills and vineyards.

6. 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.
￥18,773
￥21,546 total
includes taxes & fees
Oct 14 - Oct 15
Agriturismo Il Casolare di Bucciano
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.
A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.
A room with a window, a radiator, a chair, a table with a lamp and a book, and a bottle.
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

7. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
  • Retreat to a seasonal outdoor pool sanctuary at this Tuscan wine country house, where sun loungers await among vineyard views.
￥36,557
￥41,107 total
includes taxes & fees
Oct 4 - Oct 5
Tenuta Guardastelle
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.
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.

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.
￥24,273
￥27,596 total
includes taxes & fees
Oct 18 - Oct 19
B&B Ponte a Nappo
A stone building with a swimming pool, outdoor seating, and trees.
A restaurant with a brick floor, white furniture, and a chalkboard menu.
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.

9. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
  • Stretch out poolside at this rustic country house, complete with seasonal outdoor pool, loungers, and refreshing bar service.
￥20,704
￥23,669 total
includes taxes & fees
Oct 4 - Oct 5
Il Castagnolo Country B&B
A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.
A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.
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.

10. Hotel Le Renaie

Hotel Le Renaie
San Gimignano
  • Tuscan escape with seasonal outdoor pool and children's splash area amid garden landscapes.
￥15,680
￥18,322 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Le Renaie
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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 buffet setup with various food items and beverages, wooden crates, and a stone wall background.
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
￥30,334
￥34,263 total
includes taxes & fees
Oct 16 - Oct 17
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 large estate with a swimming pool, surrounded by lush greenery and rolling hills.
A swimming pool with lounge chairs and umbrellas, a stone building with a dome roof, and a forested hillside in the background.
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
￥24,059
￥27,539 total
includes taxes & fees
Oct 13 - Oct 14
Hotel Casolare Le Terre Rosse
A dining table with a view of a pool and landscaped garden.
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.
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
￥16,342
￥19,229 total
includes taxes & fees
Oct 11 - Oct 12
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 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.

Hotel Le Colline

Hotel Le Colline
San Gimignano
￥16,442
￥19,161 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Le Colline
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
￥47,174
￥53,145 total
includes taxes & fees
Oct 16 - Oct 17
La Collegiata
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.
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.

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
￥24,273
￥27,596 total
includes taxes & fees
Oct 18 - Oct 19
B&B Ponte a Nappo
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.
A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.
A room with a window, a radiator, a chair, a table with a lamp and a book, and a bottle.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
￥36,557
￥41,107 total
includes taxes & fees
Oct 4 - Oct 5
Tenuta Guardastelle
An outdoor dining area with tables set for two, overlooking a pool and garden.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped garden and a view of hills.

Casanova di Pescille

Casanova di Pescille
San Gimignano
￥29,084
￥32,887 total
includes taxes & fees
Oct 10 - Oct 11
Casanova di Pescille
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 stone building with a terrace, outdoor seating, and a view of rolling hills.
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
￥18,773
￥21,546 total
includes taxes & fees
Oct 14 - Oct 15
Agriturismo Il Casolare di Bucciano
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 room with a stone floor, a sofa, a chair, and a bookshelf.

Mormoraia

Mormoraia
San Gimignano
￥84,975
￥94,369 total
includes taxes & fees
Sep 24 - Sep 25
Mormoraia
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
"If you are driving around in Tuscany and need a place to stay, look no further! The place is beautiful, clean, friendly staff and feels like a 5 star hotel without the price. location was central to all the wineries and Tuscany sites. Breakfast was fantastic. Awesome place!"
George 1-night trip
Posted 2 days ago
Hotel Casolare Le Terre Rosse
Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent
"Our stay at Relais was perfect. The team were lovely, the buffet was excellent and the hotel was so clean. Very enjoyable. And the pool was a nice respite from the hot weather. Thank you."
Rebecca 3-night trip
Posted 4 days ago
Relais Santa Chiara Hotel by Double Hospitality
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"Amazing"
Giovanna 3-night trip
Posted 2 weeks ago
Hotel Sovestro
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 3 weeks ago
Poderi Arcangelo
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
Mormoraia

Mormoraia

10/10 Excellent
"The room was a bit small and simple but nice and clean. The amenities were great. Overall the property was awesome."
Vivi 1-night trip
Posted 2 months ago
Mormoraia
Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano

10/10 Excellent
"The views and quality of this agriturismo is simply outstanding. Peaceful and surreal, the view of San Gimigano are amazing. We had a wonderful time. Breakfast options could have been more varied for vegetarians and the staff member who greeted us on arrival could have been a little more welcoming! All other members of staff were outstanding. Did their best to accommodate us, including cooking special egg free dishes! Gratzie!"
Satnam 4-night trip
Posted 2 months ago
Agriturismo Il Casolare di Bucciano
La Collegiata

La Collegiata

10/10 Excellent
"The property and building is beautiful and so historic. It was close enough to San Gimignano to walk but also was a private sanctuary with a pool and restaurant to let you ."
Derek 2-night trip
Posted 2 months ago
La Collegiata
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 3 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 Torre Grossa, 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, Torre Grossa, and San Gimignano Communal Palace. 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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