A city with historic towers and a vineyard.

Castel San Gimignano Hotel Guide - Hotels with Pool in Castel San Gimignano, San Gimignano

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Check availability on Castel San Gimignano Hotels with Pool

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Castel San Gimignano hotels with a pool

A swimming pool with lounge chairs and blue umbrellas, surrounded by trees and a stone wall.
A room with two beds, a desk with a chair, a television, and a window with curtains.
A patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.
A garden with a stone pathway, wooden benches, and various potted plants.

1. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
  • Discover a rustic retreat with a seasonal outdoor pool, garden views, and tranquil lounging spaces in the Italian countryside.
€154
includes taxes & fees
13 Oct - 14 Oct
Antico Borgo il Cardino
A swimming pool with lounge chairs, a stone building, and a well-maintained garden.
An outdoor patio with stone arches, a table with chairs, and a sun umbrella.
A room with a stone floor, a wooden table, a bench, and a window with a view.
A stone staircase leading up to a historic building with a tower, surrounded by lavender fields.

2. Simona delightful studio apartment with pool view

Simona delightful studio apartment with pool view
Castel San Gimignano
Simona delightful studio apartment with pool view
A swimming pool at night with a stone building in the background.
A stone building with a tiled roof, a gravel path, and potted plants.
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

3. Tenuta Decimo

Tenuta Decimo
San Gimignano
  • Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
€54
includes taxes & fees
25 Oct - 26 Oct
Tenuta Decimo
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 gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

4. 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.
€173
includes taxes & fees
14 Oct - 15 Oct
Hotel Casolare Le Terre Rosse
A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A dining area with a table, chairs, a potted plant, and arched windows with curtains.
An aerial view of a property with a swimming pool, multiple buildings, and a well-maintained lawn.

5. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
  • Tuscany's idyllic seasonal outdoor pool offers sun-soaked relaxation among garden views at this charming farm stay retreat.
€104
includes taxes & fees
28 Sept - 29 Sept
Agriturismo Nerbona
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A garden with a wooden bar, stone pathway, and various plants.
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

6. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
  • Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
€128
includes taxes & fees
19 Oct - 20 Oct
Villa Sabolini
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 hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
A poolside area with red umbrellas and lounge chairs, a building with balconies, and a clear blue sky.

7. 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.
€109
includes taxes & fees
15 Oct - 16 Oct
Relais Santa Chiara Hotel by Double Hospitality
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.

8. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
€455
includes taxes & fees
29 Sept - 30 Sept
Tenuta Bartoli
A swimming pool surrounded by a grassy area with trees and a hill in the background.
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!"
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 narrow street with stone buildings, wooden barrels, and potted plants.

9. Fattoria San Donato

Fattoria San Donato
San Gimignano
€158
includes taxes & fees
16 Oct - 17 Oct
Fattoria San Donato
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Choose what matters most at hotels with a pool in Castel San Gimignano

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Castel San Gimignano Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"
Lynne 3-night trip
Posted 1 day ago
Hotel Athena
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Beautiful property close to San Gimignano historic center. Loved having option to have all meals here. Breakfast was way more expensive than other hotels so just had breakfast in town. But other meals were reasonably priced. If they would step up their game a bit (more pillows, seating in rooms, provide wine glasses and opener, cozy it up a bit with amenities), they could easily be a 4 star because the property itself is certainly 4 star."
Alina 3-night trip
Posted 1 day ago
Hotel Casolare Le Terre Rosse
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 1 day ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Location is beautiful. We were in the separate house."
Guillermo 3-night trip
Posted 5 days ago
Poderi Arcangelo
Castelfalfi

Castelfalfi

10/10 Excellent
"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other amenities which are also super clean. Loved our stay here, definitely the best hotel stay we’ve had"
Palack 3-night trip
Posted 9 days ago
Castelfalfi
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 10 days ago
Villa Scacciapensieri Boutique Hotel
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 2 weeks ago
Hotel Italia
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 2 weeks ago
Borgo Vescine

Frequently asked questions

What are some accommodation options with pools in Castel San Gimignano?
Castelfalfi: Features 4 restaurants, a seasonal outdoor pool and a full-service spa. La Certosa di Pontignano: Provides a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Athena: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. NH Siena: Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool and a snack bar/deli. Hotel Executive: Provides a snack bar/deli, a seasonal outdoor pool and free self parking.
What is there to see and do in Castel San Gimignano?
Make a point to visit attractions such as Val di Merse and Chianti Observatory. Discover sights such as Sovestro in Poggio Winery, Casa e Torre Campatelli and Piazza della Cisterna during your stay.
When is the best time to book a hotel with a pool in Castel San Gimignano?
You may want to consider a place to stay that offers an outdoor pool if you plan to visit Castel San Gimignano in the hottest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 6°C.