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Cavallari Hotel Guide - Hotels with Pool in Cavallari, Castellina in Chianti

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Check availability on Cavallari Hotels with Pool

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Cavallari hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.
An outdoor patio area with tables and chairs, a reception desk, and potted plants.
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

1. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
€54
includes taxes & fees
15 Nov - 16 Nov
Hotel Villa San Giorgio
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.
A stone building with a courtyard, a covered seating area, and a small bell tower.

2. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
€91
includes taxes & fees
1 Nov - 2 Nov
Borgo di Pietrafitta Relais
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A stone building with a window and a light fixture.

3. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
€75
includes taxes & fees
2 Nov - 3 Nov
Agriturismo San Sano
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A building with arched windows, a courtyard with a pond, and a metal fence.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

4. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
€65
includes taxes & fees
16 Oct - 17 Oct
Hotel Casafrassi
A poolside area with lounge chairs and a view of the night sky.
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A rustic stone building with a garden in front.
A person relaxing in a hot tub with a view of a building and trees in the background.

5. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
€111
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

6. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
  • Tuscan retreat offers sparkling outdoor pool with free cabanas, loungers, and refreshing poolside bar service.
Ultimo Mulino Wellness Country Hotel
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.
A couple dining at an outdoor table with a view of the countryside.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

7. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendour beckon with historic charm and breathtaking views.
€120
includes taxes & fees
2 Nov - 3 Nov
Palazzo Leopoldo Dimora Storica & Spa
A clear blue pool with lounge chairs and a stone building in the background.
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A stone building with a wooden bench outside.

8. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
€123
includes taxes & fees
18 Oct - 19 Oct
Hotel Colle Etrusco Salivolpi
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.
A modern bathroom with a glass-enclosed shower, a white toilet, and a sink with a mirror.
A modern living room with leather furniture, a glass coffee table, and a white brick wall.

9. Park Hotel Chianti

Park Hotel Chianti
Tavarnelle Val di Pesa
  • Seasonal pool sanctuary amid Tuscan vineyards awaits with a refreshing poolside bar and sun loungers for ultimate relaxation.
€71
includes taxes & fees
5 Nov - 6 Nov
Park Hotel Chianti
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

10. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
  • Soak in mountain views from the sun-drenched outdoor pool at this Tuscan retreat where spa treatments and regional cuisine await.
€168
includes taxes & fees
3 Nov - 4 Nov
Hotel Villa Campomaggio
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Choose what matters most at hotels with a pool in Cavallari

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cavallari Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 3 days ago
Hotel Italia
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 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great spot and friendly staff."
Chris 4-night trip
Posted 6 days ago
Villa I Barronci Resort & Spa

Frequently asked questions

What are some accommodation options with pools in Cavallari?
Radisson Blu Hotel, Florence: Hotel located near Ponte Vecchio. Features free self parking, an outdoor pool and a 24-hour fitness centre. La Certosa di Pontignano: Provides a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Athena: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. Hotel Executive: Offers an indoor pool, an outdoor pool and 2 restaurants. NH Siena: Villa located near Ponte Vecchio. Provides an infinity pool, an outdoor pool and a water park.
What is there to see and do in Cavallari?
Make a point to visit attractions such as Arno River 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.