A city with historic towers and a vineyard.

Search Hotels with Swimming Pool in Castel San Gimignano

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Castel San Gimignano Hotels with Swimming Pool

Tonight
12 Sept - 13 Sept
Tomorrow
13 Sept - 14 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

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 patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.
A room with two beds, a desk with a chair, a television, and a window with curtains.
An aerial view of a residential area with a large house, a swimming pool, and surrounding greenery.

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.
₹13,767
₹15,698 total
includes taxes & fees
12 Oct - 13 Oct
Antico Borgo il Cardino
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.
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.

2. 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.
₹15,236
₹17,425 total
includes taxes & fees
12 Oct - 13 Oct
Hotel Casolare Le Terre Rosse
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
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.

3. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
  • Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
₹14,761
₹16,680 total
includes taxes & fees
6 Oct - 7 Oct
Villa Sabolini
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills.
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 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.
₹18,009
₹20,364 total
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.
An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.
A stone building with a terrace, outdoor seating, and a view of rolling hills.

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.
₹11,732
₹13,459 total
includes taxes & fees
7 Oct - 8 Oct
Agriturismo Il Casolare di Bucciano
View all properties

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 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 8 hours ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

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

Hotel Athena

10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
stacy 3-night trip
Posted 1 day ago
Hotel Athena
Castelfalfi

Castelfalfi

10/10 Excellent
"Stunning estate. Excellent food."
Evelin 2-night trip
Posted 3 days ago
Castelfalfi
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The staff were very friendly and helpful. The bar service is the best."
Harley 1-night trip
Posted 4 days ago
Villa Scacciapensieri Boutique Hotel
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 2 weeks ago
Poderi Arcangelo
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 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: Features 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. Grand Hotel Continental Siena – Starhotels Collezione: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa. Hotel Chiusarelli: Hotel located near Piazza del Campo. Features a rooftop terrace, a seasonal outdoor pool and a snack bar/deli.
What is there to see and do in Castel San Gimignano?
Make a point to visit attractions such as Alta Val d'Elsa River Park and Chianti Observatory. Discover sights such as Sovestro in Poggio Winery, Piazza della Cisterna and Vernaccia di San Gimignano Wine Museum 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.

Explore a world of travel with Expedia