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Check availability on Cavallari Hotels with a Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Cavallari hotels with a pool

An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A restaurant with a table set for two, overlooking a scenic landscape.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
An outdoor dining area with a pool, potted plants, and umbrellas.

1. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
  • Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.
￥27,287
￥35,449 total
includes taxes & fees
Oct 19 - Oct 20
Relais Vignale & Spa
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A narrow street with buildings on either side, a flag, and a bench.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A couple dining at an outdoor table with a view of the countryside.

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendor beckon with historic charm and breathtaking views.
￥17,516
￥20,335 total
includes taxes & fees
Nov 1 - Nov 2
Palazzo Leopoldo Dimora Storica & Spa
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A fountain in a park with tall trees and a clear sky.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.

3. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
  • Seasonal outdoor pool paradise nestled in rural Italy, where sunny loungers and poolside drinks await amidst Tuscan adventures.
￥17,660
￥20,665 total
includes taxes & fees
Nov 6 - Nov 7
Hotel Il Piccolo Castello
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.

4. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
￥17,749
￥20,586 total
includes taxes & fees
Oct 10 - Oct 11
Belvedere di San Leonino
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
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.

5. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
￥13,914
￥16,013 total
includes taxes & fees
Nov 3 - Nov 4
Borgo di Pietrafitta Relais
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

6. 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.
￥26,066
￥29,734 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Villa Campomaggio
A clear blue pool with lounge chairs and a stone building in the background.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A stone building with a wooden bench outside.
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

7. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
￥17,071
￥19,309 total
includes taxes & fees
Oct 12 - Oct 13
Hotel Colle Etrusco Salivolpi
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
￥39,727
￥45,116 total
includes taxes & fees
Oct 28 - Oct 29
Dievole Wine Resort
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A sunlit patio with a glass roof, stone walls, and outdoor seating.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.

9. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
  • Serene pools with vineyard views offer both indoor and outdoor aquatic escapes.
￥52,449
￥59,474 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
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.

10. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
￥9,659
￥10,625 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Villa San Giorgio
View all properties

Choose what matters most at hotels with a pool in Cavallari

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cavallari Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 6 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Beautiful property, nice and helping staff. We enjoy our stay ."
Hector 3-night trip
Posted 7 days ago
Poderi Arcangelo
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 1 month ago
Hotel Italia

Frequently asked questions

What are some accommodations 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 center. La Certosa di Pontignano: Provides a snack bar/deli, 3 outdoor 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 like Arno River and Borgo di Vescine - Tenute di Castelvecchi. During your stay, check out 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 with an outdoor swimming pool if you will be visiting Cavallari in the hottest months of August, July, or June when the average temperature is 72°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 44°F.

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