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Find Hotels with Pool in San Gimignano

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Check availability on San Gimignano Hotels with Pool

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for San Gimignano hotels with a pool

A swimming pool with lounge chairs and umbrellas, a stone building with a dome roof, and a forested hillside 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 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.

1. 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.
£145
includes taxes & fees
12 Oct - 13 Oct
Hotel Casolare Le Terre Rosse
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
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.
A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.

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.
£160
includes taxes & fees
13 Oct - 14 Oct
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 room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.

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.
£82
includes taxes & fees
11 Oct - 12 Oct
Relais Santa Chiara Hotel by Double Hospitality
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 swimming pool with lounge chairs and umbrellas.

4. Casanova di Pescille

Casanova di Pescille
San Gimignano
  • Dreamy Tuscan farm stay pool beckons with sun loungers and refreshing drinks.
£158
includes taxes & fees
10 Oct - 11 Oct
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.

5. 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.
£105
includes taxes & fees
7 Oct - 8 Oct
Agriturismo Il Casolare di Bucciano
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.

6. Hotel Le Colline

Hotel Le Colline
San Gimignano
  • Sun-drenched Tuscan vineyard escape with a seasonal pool and loungers for summer bliss.
£92
includes taxes & fees
13 Oct - 14 Oct
Hotel Le Colline
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.
A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.
A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.
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.
£180
includes taxes & fees
9 Oct - 10 Oct
Tenuta Guardastelle
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.
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.

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.
£140
includes taxes & fees
15 Oct - 16 Oct
B&B Ponte a Nappo
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 view through a window of a well-maintained garden with neatly trimmed hedges and tall trees.
A table set for dining with a view of a hilltop town.

9. La Collegiata

La Collegiata
San Gimignano
  • Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.
£182
includes taxes & fees
9 Oct - 10 Oct
La Collegiata
A swimming pool surrounded by a grassy area with trees and a hill in the background.
A cozy room with a stone wall, a wooden door, a wicker sofa with cushions, a small table with a mirror and vase, and a chandelier.
A stone-walled room with a wooden table and chairs, a large arched doorway, and a brick floor.
A rustic interior with a stone archway leading to a dining area. A chalkboard sign on the wall reads "COLAZIONE 8-10 19:00 Buon Appetito!"

10. Fattoria San Donato

Fattoria San Donato
San Gimignano
£136
includes taxes & fees
30 Sept - 1 Oct
Fattoria San Donato
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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 room with a fireplace, a table with a tray of food, and two lamps on either side of the fireplace.
A garden area with potted plants, a red scooter, and a white umbrella.

Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality
San Gimignano
£82
includes taxes & fees
11 Oct - 12 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 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.

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
£145
includes taxes & fees
12 Oct - 13 Oct
Hotel Casolare Le Terre Rosse
A stone building with a swimming pool, outdoor seating, and a waterfall feature.
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.
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
£160
includes taxes & fees
13 Oct - 14 Oct
Tenuta Sovestro - Agriturismo e Winery
A stone building with a wooden door, a stone wall, and a wooden balcony.
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 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
£158
includes taxes & fees
10 Oct - 11 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.

Hotel Le Colline

Hotel Le Colline
San Gimignano
£92
includes taxes & fees
13 Oct - 14 Oct
Hotel Le Colline
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
£105
includes taxes & fees
7 Oct - 8 Oct
Agriturismo Il Casolare di Bucciano
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 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.

La Collegiata

La Collegiata
San Gimignano
£182
includes taxes & fees
9 Oct - 10 Oct
La Collegiata
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.
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.

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
£140
includes taxes & fees
15 Oct - 16 Oct
B&B Ponte a Nappo
A stone building with a rustic charm, featuring a large terracotta pot and a tree in the foreground.
A swimming pool with a stone border, surrounded by lounge chairs and a view of the countryside.
A bedroom with a wooden ceiling, a bed with a beige bedspread, a chair, and a window with curtains.
A dining area with a wooden table, chairs, a vase of flowers, and a framed picture on the wall.

Agriturismo Il Castagnolino

Agriturismo Il Castagnolino
San Gimignano
£120
includes taxes & fees
16 Sept - 17 Sept
Agriturismo Il Castagnolino
A rustic house with a brick facade, surrounded by lush greenery and tall trees.
A dining area with wooden tables and chairs, a fireplace, and large windows.
A table with a bowl of fruit and a wine glass, overlooking a scenic landscape with hills and a distant town.
A room with a wooden ceiling, a bed, a table with chairs, a dresser, and a window with curtains.

Fattoria Sant'Andrea

Fattoria Sant'Andrea
San Gimignano
£105
includes taxes & fees
23 Sept - 24 Sept
Fattoria Sant'Andrea
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
"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 22 hours ago
Relais Santa Chiara Hotel by Double Hospitality
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Lovely hotel, great location, good pool, friendly staff, good food"
Christopher 7-night trip
Posted 2 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 3 days ago
il Casale del Cotone
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"Amazing"
Giovanna 3-night trip
Posted 12 days 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
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 are the best hotels in San Gimignano with outdoor pools?
Torraccia di Chiusi is a standout option for travellers seeking a delightful retreat in San Gimignano. This charming hotel boasts an outdoor pool surrounded by sun loungers, great for families wanting to bask in the Tuscan sun. Guests rave about the fabulous breakfast and wonderful food, complemented by the amazing staff who go above and beyond to ensure a memorable stay. With a great review rating of 10.0, it's no wonder this hotel is highly recommended.Another exceptional choice is Agriturismo Il Segreto di Pietrafitta, where the outdoor pool invites you to unwind after exploring the beautiful surroundings. This hotel also serves a complimentary buffet breakfast, ensuring you start your day on a high note. With a great rating of 10.0, it has received rave reviews for its welcoming atmosphere and excellent service.For travellers looking for a blend of comfort and convenience, Hotel Sovestro offers an outdoor pool along with a poolside bar, creating an ideal spot for relaxation. Rated at 9.6, guests appreciate the nice, clean rooms and the attentive staff, making it a family-friendly option. Additionally, the on-site winery offers private tours and tastings, adding a great experience to your stay.Mormoraia, with a similar rating of 9.6, features a picturesque outdoor pool with stunning vineyard views. Guests often highlight the kind and helpful staff, delicious food, and beautiful scenery, making it a great getaway for families wanting both adventure and relaxation.Lastly, Fattoria Voltrona is a great option for those traveling with pets, as they stay free here. This hotel features an outdoor pool and offers a complimentary breakfast, ensuring that every family member, including your furry friends, is well taken care of. With a rating of 9.6, it's a wonderful place to enjoy the serene Tuscan landscape.
How much does a hotel with outdoor pool in San Gimignano cost?
Enjoy staying in a hotel in San Gimignano with an outdoor pool. You can find a great deal from £82 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in San Gimignano that have private outdoor pools?
Mormoraia is a stunning hotel in San Gimignano that offers a unique blend of comfort and charm, featuring a private plunge pool for guests seeking a touch of luxury. Rated an impressive 9.6 by travellers, this hotel is praised for its kind and helpful staff, delicious food, and beautiful scenery. Guests can enjoy the serene vineyard views while unwinding by the poolside bar, making it a great spot for relaxation.Another excellent option is the Villa in a panoramic position in San Gimignano, which boasts a great rating of 10.0. This villa offers multiple private outdoor pools, secured for your peace of mind, alongside amenities like a fully equipped kitchen and inviting balconies where you can soak in the breathtaking Tuscan landscape.For a charming bed and breakfast experience, Il Castagnolo Country B&B features a private outdoor pool as well, rated 9.0 by guests who rave about the spacious and comfortable rooms. The friendly staff adds to the welcoming atmosphere, ensuring a memorable stay.Additionally, the MONTEGONFOLI apartments provide a variety of private pool options, each secured for added safety. The MONTEGONFOLI 2 apartment, rated 9.4, allows guests to revel in splendid views of the countryside while enjoying the luxuries of home, including a kitchen for family meals.
What are some of the best San Gimignano hotels with outdoor pools and scenic views?
Montegonfoli MANDORLO is an exquisite choice for travellers seeking a blend of relaxation and stunning vistas in San Gimignano. This apartment not only features a shared outdoor pool great for cooling off during warm Tuscan days but also offers breathtaking mountain views that make every moment spent here feel like a postcard come to life.Families will appreciate the spacious terrace, ideal for enjoying meals al fresco while soaking in the scenic surroundings. With a traveller review rating of 9.6, guests rave about the tranquility and beauty of the location, along with the convenience of having a kitchen for preparing family meals. Nearby, the area is great for mountain biking, adding an adventurous touch to your stay.
Which San Gimignano hotels offer poolside service for food and drinks?
Agriturismo Il Segreto di Pietrafitta is a delightful choice for those seeking both relaxation and refreshment by the pool. This stunning property boasts an outdoor pool accompanied by a charming poolside bar, making it easy to enjoy a drink or snack as you soak up the Tuscan sun. With an impressive traveller rating of 10.0, guests rave about the serene atmosphere and attentive service.Another fantastic option is Hotel Sovestro, a 3-star hotel that also features an inviting outdoor pool with a poolside bar. Guests have highlighted the cleanliness of the rooms and the excellent food served on-site, earning it a top rating of 9.6. It's an ideal spot for families looking to unwind after a day of exploring the beautiful surroundings of San Gimignano.Mormoraia is yet another charming hotel that offers poolside service, where you can enjoy a refreshing drink while taking in breathtaking vineyard views. With a traveller rating of 9.6, visitors appreciate the delicious food and the kind, helpful staff, making it a superb retreat for travellers.Lastly, il Casale del Cotone features a rooftop pool with a poolside bar, providing a unique vantage point to admire the Tuscan landscape. With a rating of 9.4, guests have enjoyed the complimentary breakfasts and the welcoming atmosphere, making it a wonderful choice for families wishing to experience the local charm in comfort.
Are there hotels with outdoor pools that are close to Museo Civico?
Hotel Sovestro is a delightful 3-star hotel featuring an inviting outdoor pool, great for a refreshing dip after a day of exploring San Gimignano. Guests rave about the excellent service and the amazing breakfast buffet, making it a family-friendly option with a traveller rating of 9.6. The hotel also boasts a poolside bar and sun loungers, providing a relaxing atmosphere to unwind.Another fantastic choice is Fattoria Abbazia Monte Oliveto, which has an infinity pool that offers stunning vineyard views. This hotel is highly rated at 9.8, with many guests highlighting the great location and attentive staff. Here, you can enjoy the serene surroundings while taking in the beauty of Tuscany.For those seeking a cozy ambiance, Hotel Le Colline is a charming 3-star establishment with an outdoor pool and a rating of 9.2. Guests appreciate its winery onsite and the lovely sun loungers available for relaxation.Lastly, Tenuta Sovestro - Agriturismo e Winery offers a unique agriturismo experience with an outdoor pool, poolside bar, and complimentary breakfast. This hotel has a traveller rating of 9.6, reflecting the friendly staff and clean accommodations, making it a popular choice for families looking for convenience and quality.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in San Gimignano for you.
How can I save on a hotel in San Gimignano with Expedia?
Before booking your San Gimignano hotel, remember to join One Key™, Expedia's free travel rewards programme. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Is it cheaper to book flights and a hotel in San Gimignano as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. *Savings vary and are not available on all flight and hotel bookings.

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