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Check availability on Cavallari Hotels with a Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Cavallari hotels with a pool

An outdoor dining area with a table set for two, overlooking a pool and vineyard.
An outdoor dining area with a pool, potted plants, and umbrellas.
A villa with a swimming pool, outdoor seating, and a garden.
A restaurant with a table set for two, overlooking a scenic landscape.

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.
AED 634
AED 824 total
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
A poolside area with lounge chairs and a view of the night sky.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A person relaxing in a hot tub with a view of a building and trees in the background.
A rustic stone building with a garden in front.

2. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
AED 394
AED 458 total
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
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.

3. Villa San Lucchese

Villa San Lucchese
Poggibonsi
  • Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.
AED 382
AED 445 total
includes taxes & fees
25 Oct - 26 Oct
Villa San Lucchese
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

4. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
AED 940
AED 1,067 total
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort
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.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

5. 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.
AED 548
AED 628 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Villa Campomaggio
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.

6. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
AED 207
AED 228 total
includes taxes & fees
24 Nov - 25 Nov
Hotel Villa San Giorgio
A spa area with a stone ceiling, a pool, and two sun loungers.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
An outdoor cafe with tables and chairs, a yellow umbrella, and a stone building in the background.
A modern bathroom with a freestanding bathtub, a vanity with a mirror, and marble walls.

7. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
  • Dive into year-round pool perfection with indoor and seasonal outdoor swimming options at this elegant Tuscan retreat.
AED 340
AED 399 total
includes taxes & fees
17 Nov - 18 Nov
Hotel Palazzo San niccolò & Spa
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 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.

8. 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.
AED 381
AED 444 total
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

9. 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.
AED 411
AED 480 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Il Piccolo Castello
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

10. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
AED 221
AED 267 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Casafrassi
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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

Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Fantastic experience all around from the the food, the wine, THE VIEWS, and the late October weather gifted us an afternoon poolside. Our room was wonderful and passed every expectation. Five stars!"
Christine 2-night trip
Posted 2 days ago
Poderi Arcangelo
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."
Maya 1-night trip
Posted 2 days ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."
Kurt 1-night trip
Posted 4 days ago
Hotel Italia
Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

10/10 Excellent
"A Wonderful Stay at the Primavera Apartment – Helpful Tips for Travelers We thoroughly enjoyed our stay at the Primavera apartment in Florence! The apartment was fully renovated, and we highly recommend it to other travelers. One of the biggest conveniences for us was being able to park our car right in front of the door, which made unloading and loading our luggage easy. The apartment has a fully stocked kitchen, including a mini fridge/freezer. One little tip for future guests: the dishes are stored in the cabinet to the left as you enter. We didn't discover them until the night we were leaving, but fortunately, we didn't need them during our stay! Dining Recommendation We also had a wonderful surprise at the restaurant on the property. The authentic Italian vintage decor created a lovely atmosphere, and both the food and service were excellent. It was well worth the drive! A helpful tip: I recommend driving to the restaurant rather than walking, particularly at night. The restaurant is about a five-minute drive from the apartment, up a winding, rocky mountain road. After arriving, park behind the building where you will see the letter “P.” Then walk around to the front entrance, where you will be rewarded with a beautiful view of the city. We reserved the first seating at 7:30 p.m. The restaurant is closed on Mondays and serves dinner Tuesday through Sunday. Lunch is also available on Saturdays, Sundays, and holidays. If your schedule allows, I recommend visiting durin"
Carmen 3-night trip
Posted 8 days ago
Fattoria il Milione Agriturismo

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.