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Search Hotels with Pool in Castiglione del Bosco

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Check availability on Castiglione del Bosco Hotels with Pool

Our top choices for Castiglione del Bosco hotels with a pool

2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is 36.134.292 ₫
40.056.561 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Hiking
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is 4.459.651 ₫
4.998.268 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Borgo Sant'Ambrogio Resort
Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
The price is 16.777.037 ₫
18.578.277 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Albergo San Biagio
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Superior Villa, Private Pool, Pool View | Aerial view
Agriturismo Le Casaline

Agriturismo Le Casaline

Agriturismo Le Casaline
4.0 star property
Seggiano
9.0 out of 10, Wonderful, (8)
"Great host, great view and great pool!"
Canada
Kayla
The price is 2.246.503 ₫
3.397.550 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Agriturismo Le Casaline
Aerial view
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is 1.923.046 ₫
2.208.130 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Abbadia Sicille Relais
Sun deck
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Restaurant
Thalassa Locanda B&B e Appartamento

Thalassa Locanda B&B e Appartamento

Thalassa Locanda B&B e Appartamento
Arcidosso
9.6 out of 10, Exceptional, (16)
"Location "
Italy
raffaele
The price is 2.373.745 ₫
2.703.895 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Thalassa Locanda B&B e Appartamento
Exterior
Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta
Castiglione d'Orcia
9.6 out of 10, Exceptional, (9)
"Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. "
Switzerland
Alexandra
The price is 3.228.783 ₫
3.675.198 ₫ total
includes taxes & fees
10 Jan - 11 Jan 2026
Terre di GIORGIO - Agriturismo Villa la Palazzetta
View from property
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
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.
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Top Castiglione del Bosco Hotel Reviews

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Frequently asked questions

What is there to see and do in Castiglione del Bosco?
Make a point to visit attractions such as Terme Petriolo and Siena Circuit. Discover sights such as Castiglion del Bosco Winery during your stay.
When is the best time to book a hotel with a pool in Castiglione del Bosco?
You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Castiglione del Bosco in the hottest months of August, July or June, when the average temperature 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.