Search Hotels with Pool in Cavallari

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Cavallari Hotels with Pool

This weekend
Next weekend

Our top choices for Cavallari 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 ฿3,945
฿4,487 total
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais

Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (326)
"The staff was very knowledgeable and fantastic. The location is beautiful and we will definitely be booking again. "
United States
justin
Poderi Arcangelo

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 ฿1,917
฿4,636 total
includes taxes & fees
6 Jan - 7 Jan 2026
Tenuta Moriano

Villa Castiglione

Villa Castiglione
2.0 star property
Impruneta
8.6 out of 10, Excellent, (256)
"Nice and cute place. Great price. "
United States
Jozsef
The price is ฿2,410
฿2,762 total
includes taxes & fees
24 Dec - 25 Dec
Villa Castiglione

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 ฿2,634
฿3,117 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais

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 ฿1,973
฿2,170 total
includes taxes & fees
24 Dec - 25 Dec
Hotel Villa San Giorgio

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 ฿2,966
฿5,936 total
includes taxes & fees
27 Dec - 28 Dec
Castello di Bossi

Agriturismo Montemagni di Sopra

Agriturismo Montemagni di Sopra
Greve in Chianti
9.0 out of 10, Wonderful, (8)
"The hostess is very accommodating and sweet. The beds were incredibly comfy and shower was spacious. A very lovely and peaceful stay! "
United States
Rachel
The price is ฿2,996
฿3,442 total
includes taxes & fees
30 Dec - 31 Dec
Agriturismo Montemagni di Sopra

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 ฿2,801
฿3,191 total
includes taxes & fees
15 Jan - 16 Jan 2026
Sangallo Park Hotel

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
The price is ฿3,239
฿3,710 total
includes taxes & fees
24 Dec - 25 Dec
Relais Poggio Borgoni
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 Cavallari Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Cavallari?
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: Hotel located near Piazza di Santa Maria Novella. Features free self parking, an outdoor pool and a 24-hour fitness centre. Radisson Blu Hotel, Florence: Offers a children's pool, a seasonal outdoor pool and a full-service spa. Palazzo Ravizza: Residence located near Pitti Palace. Provides a snack bar/deli, a seasonal outdoor pool and free self parking.
What is there to see and do in Cavallari?
Make a point to visit attractions such as Chianti Sculpture Park and Borgo di Vescine - Tenute di Castelvecchi. During your stay, visit sights such as City Hall Castellina In Chianti, Il Molino di Grace Winery and Castello di Radda Winery.
When is the best time to book a hotel with a pool in Cavallari?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Cavallari in the hottest months of August, July or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 6°C.