A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

Hotels with Pool & Resorts in San Gimignano from AU$161

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Check availability on San Gimignano Hotels with Pool

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for San Gimignano hotels with a pool

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.
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.

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.
AU$236
includes taxes & fees
25 Oct - 26 Oct
Hotel Casolare Le Terre Rosse
A dining table with a view of a pool and landscaped garden.
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.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.

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.
AU$162
includes taxes & fees
30 Oct - 31 Oct
Relais Santa Chiara Hotel by Double Hospitality
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 well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
A gravel driveway leading to a stone building with a garden and tall trees.

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.
AU$224
includes taxes & fees
11 Nov - 12 Nov
Tenuta Sovestro - Agriturismo e Winery
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and vineyards.
A spacious kitchen with a dining area, wooden furniture, and a tiled floor.
A cozy living room with a wooden dining table, two white sofas, a wooden chair, a lamp, and a window with a view.
A vineyard with a wooden fence and a view of rolling hills.

4. Fattoria Abbazia Monte Oliveto

Fattoria Abbazia Monte Oliveto
San Gimignano
AU$207
includes taxes & fees
13 Nov - 14 Nov
Fattoria Abbazia Monte Oliveto
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.
A room with a stone floor, a sofa, a chair, and a bookshelf.

5. Mormoraia

Mormoraia
San Gimignano
  • Sip poolside at this vineyard oasis, where sparkling waters meet Italian countryside views.
AU$375
includes taxes & fees
22 Nov - 23 Nov
Mormoraia
A pool area with lounge chairs and umbrellas, surrounded by cypress trees and a vineyard in the background.
A bedroom with a large bed, two bedside tables, a headboard, and framed botanical prints on the wall.
Living area
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.

6. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
AU$704
includes taxes & fees
31 Oct - 1 Nov
Tenuta Bartoli
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills.
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.
A traditional stone building with a tiled roof, surrounded by tall evergreen trees and a field of lavender.

7. Casanova di Pescille

Casanova di Pescille
San Gimignano
  • Dreamy Tuscan farm stay pool beckons with sun loungers and refreshing drinks.
AU$294
includes taxes & fees
23 Oct - 24 Oct
Casanova di Pescille
A narrow alleyway with brick walls, wooden barrels, and potted plants.
A historic town with medieval towers and buildings.
A courtyard with a hanging planter, potted plants, and a brick wall.
A cozy room with a bed, a sofa, a lamp, and a TV.

8. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
AU$267
includes taxes & fees
22 Nov - 23 Nov
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
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.
A cozy living room with large windows, a dining area, and a kitchen.
An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.

9. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
  • Splash into rustic charm at this Tuscan retreat with seasonal outdoor pool and hilltop views.
AU$267
includes taxes & fees
3 Nov - 4 Nov
Torraccia di Chiusi
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
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 historic stone building with a tower, a courtyard with hedges, and a covered outdoor seating area.

10. La Collegiata

La Collegiata
San Gimignano
  • Tuscan paradise: dive into hilltop bliss at a seasonal pool with captivating countryside views.
AU$225
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
View all properties

Choose what matters most at hotels with a pool in San Gimignano

Breakfast included
4 stars
5 stars
Spa pool
Spa

Hotels with pools and free breakfast in San Gimignano

A dining table with a view of a pool and landscaped garden.
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.
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
AU$162
includes taxes & fees
30 Oct - 31 Oct
Relais Santa Chiara Hotel by Double Hospitality
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 well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.
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
AU$224
includes taxes & fees
11 Nov - 12 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.
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.

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
AU$236
includes taxes & fees
25 Oct - 26 Oct
Hotel Casolare Le Terre Rosse
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 view from a window overlooking a rural landscape with rolling hills and vineyards.
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
AU$190
includes taxes & fees
15 Nov - 16 Nov
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 table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.
A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

Hotel Le Colline

Hotel Le Colline
San Gimignano
AU$161
includes taxes & fees
28 Oct - 29 Oct
Hotel Le Colline
A stone building with a wooden door, a stone wall, and a wooden balcony.
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 traditional stone building with a tiled roof, surrounded by tall evergreen trees and a field of lavender.

Casanova di Pescille

Casanova di Pescille
San Gimignano
AU$294
includes taxes & fees
23 Oct - 24 Oct
Casanova di Pescille
A table set for dining with a view of a hilltop town.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A stone-walled room with a large bathtub, wooden beams, and a view through a window.

La Collegiata

La Collegiata
San Gimignano
AU$225
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
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 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.

Fattoria Sant'Andrea

Fattoria Sant'Andrea
San Gimignano
Fattoria Sant'Andrea
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
AU$267
includes taxes & fees
3 Nov - 4 Nov
Torraccia di Chiusi
A stone building with an arched entrance, ivy-covered walls, and potted plants.
A cozy kitchen with a wooden bench, a dining table, and a view of a garden through arched windows.
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.

Mormoraia

Mormoraia
San Gimignano
AU$375
includes taxes & fees
22 Nov - 23 Nov
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

Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Personnels très gentils, dégustation de vins super bon et intéressant, souper excellent, très bonne qualité nourriture, vin, huile d’olive. Je recommande cet endroit fortement"
Nadine 1-night trip
Posted 3 days ago
Poderi Arcangelo
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"It was exactly what you would expect at a wine resort. Relaxing, refreshing, close to a whole bunch of wineries including the one right on property."
James 3-night trip
Posted 3 days ago
Hotel Sovestro
Relais Santa Chiara Hotel by Double Hospitality

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent
"The biggest mistake we made... was leaving. What a wonderful place to stay and enjoy the Tuscan countryside. The proximity to Sam Gimignano was perfect. Short stroll of 7 minutes and you are there. Room was clean and comfortable. Great water pressure in the shower with plenty of hot water. Loved the charm of this hotel. Met by Gaia... so hospitable and helpful. She walked us out to show us where parking had been set aside for us as asked (I received welcome emails ahead of my stay and inquired about parking. All was neatly arranged.) We enjoyed dinner in the bar area twice. All meals were wonderful. But the breakfast spread was just delightful. So many choices of fresh food. Delicious!! Thank you for a wonderful stay. Molto bene!!! Gratzie mille, Gaia!!"
Julie 2-night trip
Posted 3 days ago
Relais Santa Chiara Hotel by Double Hospitality
il Casale del Cotone

il Casale del Cotone

10/10 Excellent
"This was a Tuscan country villa with a magnificent hilltop view of all the surrounding wine and olive groves. The estate gardens, sitting area and small chapel was designed for relaxing maybe drink some wine and enjoy this villa that's part of haven. Alejandro made guest a special delicious dinner i will never forget. I highly recommend this villa if you want to experience the true Tuscan country Villa,"
Isaac 3-night trip
Posted 4 days ago
il Casale del Cotone
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 8 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 9 days ago
Hotel Casolare Le Terre Rosse
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 5 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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