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

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Check availability on Casole d'Elsa Hotels with a Pool

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

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

A hotel with a pool, outdoor seating, and a mountainous backdrop.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

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.
₩1,191,825
₩1,313,988 total
includes taxes & fees
Nov 20 - Nov 21
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 dining area with tables set for breakfast, overlooking a scenic landscape.
A modern bathroom with a marble vanity, a glass shower enclosure, and a large mirror.

2. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
₩109,700
₩132,588 total
includes taxes & fees
Oct 25 - Oct 26
Relax Hotel Acquaviva
A swimming pool with tiled flooring, lounge chairs, and umbrellas.
A cozy living room with a wooden dining table, a sofa, and a fireplace.
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.

3. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
₩257,320
₩286,031 total
includes taxes & fees
Oct 25 - Oct 26
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 garden with a wooden bar, stone pathway, and various plants.
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.
₩106,666
₩123,292 total
includes taxes & fees
Nov 3 - Nov 4
Villa Sabolini
Pool
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.
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.
₩166,375
₩193,441 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Borgo San Luigi
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 stone building with a tiled roof, a gravel path, and potted plants.
A bathroom with a skylight, a large mirror, a double sink, a shower, and a toilet.

6. Tenuta Decimo

Tenuta Decimo
San Gimignano
  • Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
₩66,001
₩80,050 total
includes taxes & fees
Oct 25 - Oct 26
Tenuta Decimo
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
A balcony with a table and chairs, a view of a tall tree, and a mountainous landscape.
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.

7. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
  • Serene Tuscan getaway with 2 outdoor pools and children's splash zone, nestled near historic San Gimignano landmarks.
₩677,148
₩752,312 total
includes taxes & fees
Oct 25 - Oct 26
Borgo Pignano Volterra Tuscany
A wooden pathway leading to a pool area with a gazebo and potted plants.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
A modern bathroom with a marble vanity, a large mirror, a shower with glass doors, and a wooden ceiling.

8. 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.
₩175,517
₩199,027 total
includes taxes & fees
Oct 31 - Nov 1
Relais Della Rovere
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.
A modern interior with a bar area, pendant lighting, and a vase with flowers on a counter.
A stone building with two windows, a small garden, and a tree with red flowers.

9. Tenuta Bartoli

Tenuta Bartoli
San Gimignano
₩609,440
₩677,833 total
includes taxes & fees
Oct 27 - Oct 28
Tenuta Bartoli
A poolside area with lounge chairs, umbrellas, and a swimming pool.
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.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.

10. 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.
₩138,490
₩162,773 total
includes taxes & fees
Nov 13 - Nov 14
Hotel Il Piccolo Castello
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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

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 1 day ago
Hotel Italia
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good
"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."
Marcela 3-night trip
Posted 2 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
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 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
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 11 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 taking it easy by the pool is your idea of the perfect getaway, you may want to check out 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 accommodations in Casole d'Elsa that guests like for their pools.
What are some accommodations 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 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 pools, and a full-service spa.
How many hotels with pools should 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 like 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 will be visiting Casole d'Elsa in the hottest months of August, July, or June when the average temp is 72°F. Lodging 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 44°F.

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