A cobblestone street with historic buildings, a wooden chair, and potted plants.

Search Hotels with Pool in Casole d'Elsa

  • 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 Casole d'Elsa Hotels with Pool

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

Our top choices for Casole d'Elsa hotels with a pool

A hotel with a pool, outdoor seating, and a mountainous backdrop.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

1. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
  • A dreamy Tuscan poolside escape where luxury meets Italian countryside charm.
฿30,288
฿33,393 total
includes taxes & fees
19 Nov - 20 Nov
Castello di Casole, A Belmond Hotel, Tuscany
A clear blue pool with a view of distant mountains and trees.
A table set for dining with a view of the countryside.
A modern hotel lobby with abstract art on the walls, comfortable seating, and a view of the city.
A modern bathroom with a marble vanity, a glass shower enclosure, and a large mirror.

2. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
฿2,779
฿3,358 total
includes taxes & fees
25 Oct - 26 Oct
Relax Hotel Acquaviva
A swimming pool with tiled flooring, lounge chairs, and umbrellas.
A stone building with a paved courtyard, surrounded by grass and a brick pathway.
A stone building with a tiled courtyard, outdoor seating, and potted plants.
A cozy living room with a wooden dining table, a sofa, and a fireplace.

3. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
฿6,518
฿7,245 total
includes taxes & fees
27 Oct - 28 Oct
Le Mascie Country House
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
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.

4. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
  • Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
฿2,702
฿3,123 total
includes taxes & fees
3 Nov - 4 Nov
Villa Sabolini
Pool
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.
Breakfast meal
An outdoor patio with stone flooring, a table with chairs, and potted plants.

5. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
  • Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.
฿4,228
฿4,916 total
includes taxes & fees
8 Nov - 9 Nov
Hotel Borgo San Luigi
A wooden pathway leading to a pool area with a gazebo and potted plants.
A modern bathroom with a marble vanity, a large mirror, a shower with glass doors, and a wooden ceiling.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
A courtyard with a statue, stone walls, and a reception sign.

6. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
  • Tuscan poolside retreat offers seasonal dips with loungers and umbrellas under the Italian sun.
฿4,446
฿5,041 total
includes taxes & fees
31 Oct - 1 Nov
Relais Della Rovere
A swimming pool at night with a stone building in the background.
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
A bathroom with a skylight, a large mirror, a double sink, a shower, and a toilet.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

7. Tenuta Decimo

Tenuta Decimo
San Gimignano
  • Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
฿1,672
฿2,028 total
includes taxes & fees
25 Oct - 26 Oct
Tenuta Decimo
A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.
A dining area with a table set for two, a bottle of wine, and a vase of flowers.
An outdoor seating area with a table, two sofas, and an umbrella.
A compact bedroom with a bed, a desk, a chair, a wardrobe, and a window with curtains.

8. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
฿15,436
฿17,169 total
includes taxes & fees
26 Oct - 27 Oct
Tenuta Bartoli
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.
A fountain in a park with tall trees and a clear sky.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

9. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
  • Seasonal outdoor pool paradise nestled in rural Italy, where sunny loungers and poolside drinks await amidst Tuscan adventures.
฿3,778
฿4,421 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Il Piccolo Castello
A dining table with a view of a pool and landscaped garden.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding town.
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.

10. 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.
฿3,515
฿4,130 total
includes taxes & fees
30 Oct - 31 Oct
Relais Santa Chiara Hotel by Double Hospitality
View all properties

Choose what matters most at hotels with a pool in Casole d'Elsa

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Casole d'Elsa Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."
mauricio 2-night trip
Posted 1 hour ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."
Maya 1-night trip
Posted 14 hours ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."
Kurt 1-night trip
Posted 2 days ago
Hotel Italia
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 4 days ago
Poderi Arcangelo
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 12 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent
"Once in a lifetime trip. The facilities, the staff, the rooms, the views, the activities were all exceptional."
Kelly 2-night trip
Posted 3 months ago
Castello di Casole, A Belmond Hotel, Tuscany

Frequently asked questions

What's it like visiting Casole d'Elsa?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider quaint Casole d'Elsa, which offers 6 places to stay with pools. During your visit, you can explore sights such as Val di Merse and Terre di Vini, and then relax and unwind poolside at one of the accommodation options in Casole d'Elsa that guests like for their pools.
What are some accommodation options with pools in Casole d'Elsa?
Castello di Casole, A Belmond Hotel, Tuscany: Features 3 restaurants, an outdoor pool and a full-service spa. Castelfalfi: Offers 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. NH Siena: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa.
How many hotels with pools can I expect to find in Casole d'Elsa?
Expedia has 6 hotels in Casole d'Elsa for your poolside break.
What is there to see and do in Casole d'Elsa?
Make a point to visit attractions such as Val di Merse and Terre di Vini. Discover sights such as Archeological and Collegiate Church Museum during your stay.
When is the best time to book a hotel with a pool in Casole d'Elsa?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Casole d'Elsa 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 come to town during the coldest months of January, February or December, when the average temp is 6°C.

Explore a world of travel with Expedia