Villa Hotel Guide - Hotels with Pool in Villa, Radda in Chianti

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Our top choices for Villa hotels with a pool

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 €99
includes taxes & fees
8 Jan - 9 Jan 2026
Borgo di Pietrafitta Relais

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 €113
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Cassia di Baccano

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (480)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is €91
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais

Tenuta Moriano

Tenuta Moriano
Montespertoli
10.0 out of 10, Exceptional, (6)
"We stayed as a family and enjoyed the properties facilities including pool swings and outdoor games. The Tuscan dinner was enjoyable with amazing views. Property in convenient to local restaurants and provided a great recommendation list. We thoroughly enjoyed our stay and would return. Great value. My only suggestion would be to provide some basics on arrival such as tea, coffee, milk. A hairdryer would also be useful."
Australia
Amy
The price is €127
includes taxes & fees
4 Jan - 5 Jan 2026
Tenuta Moriano

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

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 €140
includes taxes & fees
6 Jan - 7 Jan 2026
Castello di Bossi

Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (595)
"Spacious accommodation and everything works! Great parking, pool and gardens with views across the valley to nearby Siena. Very nice breakfast and lovely staff. Excellent value too!"
United Kingdom
David
The price is €87
includes taxes & fees
6 Jan - 7 Jan 2026
Sangallo Park Hotel

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145)
"Wonderful stay."
United States
Nancy
The price is €120
includes taxes & fees
8 Jan - 9 Jan 2026
Villa il Poggiale - Dimora Storica

Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very good, (608)
"Clean modern room, helpful staff, excellent restaurant and breakfast "
Canada
Dieter
The price is €81
includes taxes & fees
6 Jan - 7 Jan 2026
Precise House Montaperti Siena

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.6 out of 10, Exceptional, (43)
"Beautiful property with the most wonderful staff!!!!"
United States
dana
The price is €128
includes taxes & fees
19 Jan - 20 Jan 2026
Tenuta Sovestro - Agriturismo e Winery
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.

Top Villa Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Villa?
Hotel Athena: Offers free self parking, a seasonal outdoor pool and complimentary bicycles. Borgo Grondaie: Hotel located near Piazza di Santa Maria Novella. Provides free self parking, an outdoor pool and a 24-hour fitness centre. Radisson Blu Hotel, Florence: Features a full-service spa, an outdoor pool and a sauna. Villa La Borghetta Resort: Provides a children's pool, a seasonal outdoor pool and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Features a children's pool, a seasonal outdoor pool and a rooftop terrace.
What is there to see and do in Villa?
Make a point to visit attractions such as Borgo di Vescine - Tenute di Castelvecchi and Gianfranco Carla Fineschi Botanical Rose Garden. Discover sights such as Castello di Radda Winery, Castello di Albola and Badia a Coltibuono during your stay. Villa appeals to visitors with its beautiful countryside, selection of wineries and cosy cafes.
When is the best time to book a hotel with a pool in Villa?
You may want to think about accommodation that has an outdoor pool if you're planning to visit Villa in the warmest months of August, July or June, when the average temp 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 temp is 6°C.