Search Hotels with Pool in Bossi

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Check availability on Bossi Hotels with Pool

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Bossi hotels with a pool

Seasonal outdoor pool
Castello di Bossi

Castello di Bossi

Castello di Bossi
2.0 star property
Castelnuovo Berardenga
7.8 out of 10, Good, (8)
"The location is great if you get to the hotel in a car. "
Mexico
CESAR JAVIER
The price is ฿2,116
฿5,012 total
includes taxes & fees
27 Dec - 28 Dec
Castello di Bossi
Aerial view
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (479)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ฿2,645
฿3,131 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers
Villa Cassia di Baccano

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ฿4,529
฿4,982 total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa Cassia di Baccano
Indoor pool, seasonal outdoor pool, pool loungers
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (177)
"Ideal country setting"
Canada
Dee
The price is ฿3,602
฿4,183 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Palazzo San niccolò & Spa
Seasonal outdoor pool
Four Points by Sheraton Siena

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (579)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is ฿3,950
฿4,456 total
includes taxes & fees
27 Dec - 28 Dec
Four Points by Sheraton Siena
Food court
Hotel Borgo San Luigi

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (405)
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
United States
Allyson
Hotel Borgo San Luigi
Seasonal outdoor pool, pool umbrellas, pool loungers
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
9.0 out of 10, Wonderful, (7)
"Unique and cozy prot"
United States
Kristine
The price is ฿3,666
฿4,143 total
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Ermellina Siena, a Tribute Portfolio Hotel
Outdoor pool, pool loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is ฿2,875
฿3,310 total
includes taxes & fees
5 Jan - 6 Jan 2026
Borgo di Pietrafitta Relais
Seasonal outdoor pool, pool umbrellas, pool loungers
Hotel Villa San Giorgio

Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (105)
"Loved the breakfast amazing !!! Such a beautiful place woujd love to go in summer and lay by the pool "
Australia
Kylie
The price is ฿1,805
฿1,986 total
includes taxes & fees
23 Dec - 24 Dec
Hotel Villa San Giorgio
Seasonal outdoor pool, pool loungers
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (91)
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto
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.
View all properties

Top Bossi Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
Allyson 3-night trip
Posted 3 weeks ago
Hotel Borgo San Luigi

Frequently asked questions

What's it like visiting Bossi?
If spending time by the pool is your idea of a great getaway, you may want to look at Bossi, which has 13 places to stay with pools. During your visit, you can explore attractions such as Castle of Brolio and Chianti Sculpture Park, and then relax and unwind poolside at one of the accommodation options in Bossi that guests like for their pools.
What are some hotels with pools in Bossi?
Hotel Athena: Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Borgo Grondaie: Provides a full-service spa, an outdoor pool and a sauna. Villa La Borghetta Resort: Features a children's pool, a seasonal outdoor pool and a full-service spa. Palazzo Ravizza: Provides a children's pool, a seasonal outdoor pool and a rooftop terrace. Grand Hotel Continental Siena – Starhotels Collezione: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa.
How many hotels with pools can I expect to find in Bossi?
Expedia has 13 hotels in Bossi for your poolside break.
What is there to see and do in Bossi?
Make a point to visit attractions such as Siena Circuit and Borgo di Vescine - Tenute di Castelvecchi. During your stay, visit sights such as Castle of Brolio, Chianti Sculpture Park and Cantalici Winery.
When is the best time to book a hotel with a pool in Bossi?
You may want to think about accommodation that has an outdoor pool if you'll be visiting Bossi in the hottest months of August, July or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temperature is 6°C.