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Check availability on Cavallari Hotels with Pool

Tonight
27 Sept - 28 Sept
Tomorrow
28 Sept - 29 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Cavallari hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A stone building with a courtyard, a covered seating area, and a small bell tower.
A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

1. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
Rp1.612.900
Rp1.855.762 total
includes taxes & fees
20 Oct - 21 Oct
Borgo di Pietrafitta Relais
A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.
A stone-walled room with tables set for dining, a staircase, and a lamp.
A stone building with a large arched doorway, a bench, and a potted plant outside.
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

2. Albergo Il Colombaio

Albergo Il Colombaio
Castellina in Chianti
  • Lounge beneath Italian sunshine at the inviting outdoor pool, where rural charm meets relaxation at this countryside retreat.
Rp2.780.787
Rp3.120.126 total
includes taxes & fees
30 Sept - 1 Oct
Albergo Il Colombaio
A clear blue pool with lounge chairs and a stone building in the background.
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.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

3. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
  • Sun-drenched Tuscan pool retreat offers garden-framed relaxation and poolside cocktails.
Rp2.229.972
Rp2.514.148 total
includes taxes & fees
18 Oct - 19 Oct
Hotel Colle Etrusco Salivolpi
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
A cozy living room with two beige sofas, a glass coffee table, and a patterned rug.

4. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
  • Dive into the tranquil waters of a seasonal outdoor pool surrounded by the charm of this Beaux Arts hotel and attached winery.
Rp3.649.120
Rp4.136.309 total
includes taxes & fees
21 Oct - 22 Oct
Palazzo Squarcialupi
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A modern interior with a bar area, seating, and a staircase.
A vineyard landscape with rows of grapevines and a person holding a glass.

5. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
  • Savour countryside luxury at the outdoor pool, where vineyard views and poolside cocktails create an idyllic Tuscan escape.
Rp6.196.671
Rp6.938.696 total
includes taxes & fees
16 Oct - 17 Oct
Locanda le Piazze
A clear swimming pool with a view of a lush green landscape and distant hills.
A courtyard with outdoor seating, a gravel path, and a building covered in ivy.
A garden with pink roses, a lawn, and a white umbrella.
A room with a wooden ceiling, a sofa, a coffee table, a lamp, and a TV.

6. Villa Le Barone

Villa Le Barone
Greve in Chianti
  • Dive into luxury at this Tuscan retreat with 2 outdoor pools, mountain views, and a poolside bar for ultimate relaxation.
Rp4.660.168
Rp5.248.543 total
includes taxes & fees
11 Oct - 12 Oct
Villa Le Barone
A pool with a view of a lush valley and distant buildings.
A bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.
A courtyard with stone buildings, arched doorways, and potted plants.
A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

7. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
  • Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.
Rp3.088.749
Rp3.397.624 total
includes taxes & fees
27 Oct - 28 Oct
Castello Vicchiomaggio
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.
A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A dining area with a table set for two, featuring wine bottles and bread.

8. Castello La Leccia

Castello La Leccia
Castellina in Chianti
  • Castello La Leccia's seasonal pool offers Tuscan countryside refreshment and vineyard views all summer long.
Rp4.916.604
Rp5.489.836 total
includes taxes & fees
17 Oct - 18 Oct
Castello La Leccia
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.
An outdoor patio with stone flooring, a table with chairs, and potted plants.

9. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
  • Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.
Rp2.925.744
Rp3.361.070 total
includes taxes & fees
21 Oct - 22 Oct
Hotel Borgo San Luigi
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a sofa, a desk, a bunk bed, and a patterned floor.
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

10. Villa San Lucchese

Villa San Lucchese
Poggibonsi
  • Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.
Rp2.231.474
Rp2.576.980 total
includes taxes & fees
2 Oct - 3 Oct
Villa San Lucchese
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

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"
Lynne 3-night trip
Posted 2 days ago
Hotel Athena
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Beautiful property close to San Gimignano historic center. Loved having option to have all meals here. Breakfast was way more expensive than other hotels so just had breakfast in town. But other meals were reasonably priced. If they would step up their game a bit (more pillows, seating in rooms, provide wine glasses and opener, cozy it up a bit with amenities), they could easily be a 4 star because the property itself is certainly 4 star."
Alina 3-night trip
Posted 2 days ago
Hotel Casolare Le Terre Rosse
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Location is beautiful. We were in the separate house."
Guillermo 3-night trip
Posted 6 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 2 weeks ago
Hotel Italia
Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 3 weeks ago
Borgo San Felice Resort
Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

8/10 Good
"Great location easy access to Firenze"
Donnie 1-night trip
Posted 1 month ago
Fattoria il Milione Agriturismo

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 a full-service spa, an outdoor pool and a sauna. NH Siena: Hotel located near Piazza del Campo. Provides a rooftop terrace, a seasonal outdoor pool and a snack bar/deli.
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.

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