Hotels with Swimming Pool, Cavallari Castellina in Chianti

Q: What are some accommodations with pools in Cavallari?

Radisson Blu Hotel, Florence : Hotel located near Uffizi Gallery. Features free self parking, an outdoor pool, and a 24-hour fitness center. Hotel Athena : Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Executive : Provides a snack bar/deli, a seasonal outdoor pool, and free self parking. Grand Hotel Continental Siena – Starhotels Collezione : Offers an indoor pool, an outdoor pool, and 2 restaurants. Palazzo Ravizza : Features a full-service spa, a rooftop pool, and a sauna.

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Our top choices for Cavallari hotels with a pool

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Float in tuscan splendor with vineyard views from two pools at this wine country hotel.

P36,335 total

includes taxes & fees

Jul 1 - Jul 2

Seasonal outdoor pool, free cabanas, pool umbrellas

Borgo San Felice Resort

Castelnuovo Berardenga

Experience a luxury wine country retreat with a seasonal outdoor pool, poolside cabanas, and an indulgent onsite spa.

P67,156 total

includes taxes & fees

Jun 14 - Jun 15

Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Discover a Tuscan oasis with a seasonal pool sanctuary, loungers for sunbathing, and poolside drinks service in wine country.

P14,652 total

includes taxes & fees

Jun 26 - Jun 27

Hotel Casolare Le Terre Rosse

San Gimignano

Dive into a sparkling oasis with loungers and umbrellas at this seasonal pool sanctuary.

P13,647 total

includes taxes & fees

Jun 28 - Jun 29

COMO Castello Del Nero

Barberino Tavarnelle

Seasonal outdoor pool oasis in Tuscan wine country offers private poolside dining and luxury spa treatments.

P95,357 total

includes taxes & fees

Jun 29 - Jun 30

Hotel Borgo San Luigi

Monteriggioni

Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.

P20,661 total

includes taxes & fees

Jun 7 - Jun 8

Seasonal outdoor pool, pool umbrellas, sun loungers

Hotel Il Piccolo Castello

Monteriggioni

Seasonal outdoor pool paradise nestled in rural Italy, where sunny loungers and poolside drinks await amidst Tuscan adventures.

P9,964 total

includes taxes & fees

Jun 7 - Jun 8

Couples treatment rooms, sauna, hot tub, steam room, Turkish bath

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Sun-kissed pools in tuscan splendor beckon with historic charm and breathtaking views.

P10,268 total

includes taxes & fees

Jun 2 - Jun 3

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Choose what matters most at hotels with a pool in Cavallari

Breakfast included

4 stars

Top Cavallari Hotel Reviews

Relais Vignale & Spa

10/10 Excellent

"Beautiful views in the downtown area. The Pizza restaurant across stree is awesome and owner makes his own MELLONCello which is to die for. Get a Francis Espresson Martini at pool bar too."

Hotel Italia

10/10 Excellent

"Great place if you want to stay right outside the ZTL zone and the wall (beware of that if you are driving). Such a gem of hotel. The staff was super helpful, very kind and serviceable, i mean really really really nice. The room was a little tight for 4, but the bathroom was huge! All super clean, really impeccable. Our bedroom was in the adjacent building but in the ground floor, which made rolling in the luggage a breeze. The room itself had a queen bed and a day bed with a trundle. They were so nice and had the beds made for 4 when we arrived, i.e. they took out the trundle and made the bed as well as the daybed. I yet have to see that happen in the US... very attentive to detail. A very very minor thing, but the bed covers should be updated to be a bit more modern, looked like my grandma's curtains. Nevertheless, it was perfect for one night and also greatly appreciated the AC. The brick ceilings were also very charming. The breakfast buffet is absolutely amazing! Well worth the stay. They also have parking, but you need to reserve it ahead. We had gotten an email a couple of days before, but bc we were traveling around, I missed their ask if we wanted parking. Nevertheless, we found parking right behind the building so didn't matter at all, but you need to ask ahead for parking as they have limited spots A walk to the center if town is about 20mn and very easy stroll. This place is just perfect!! And Siena is just one of my favorite cities in Italy!!! Perfect combo!"

Dievole Wine Resort

8/10 Good

"While everything was wonderful it was shame that our shower water was leaking out to the bathroom floor. Had to use extra towers to soak up the water. If we were staying more than a night, I would have ask to change the room. Other than that, staffs were wonderful, the dinner was delicious and the olive oil tasting experience was fun. Would highly recommend least two nights stay here. We wanted to extend our one night stay but the weather called for rain next day."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Super emplacement! Très beau et charmant!! Bien situé, facilement accessible en voiture et près des stationnements du village de San Gimignano! Le personnel de l'hôtel nous ont fait de bonnes recommandations et nous ont même donné en temps réel le nombre de places de stationnement au village!! Confortable et chaleureux! Le restaurant de l'hôtel est excellent aussi! Belle piscine et environnement incroyable pour le déjeuner également! Bref, nous avons eu un bon moment de détente. Nous recommandons fortement!!"

Borgo San Felice Resort

10/10 Excellent

"Wow wow wow. What a place. Absolutely phenomenal stay here. The grounds and hotel are absolutely fabulous. I read some review around staff attitude but can honestly say I never experienced this at all. Everyone was very polite and helpful in the bar and restaurants. George on reception was particularly lovely and helpful. The food and drinks were beautiful. I also did the wine tasting during my stay which was also wonderful. I will definitely be back."

Poderi Arcangelo

10/10 Excellent

"The most beautiful views!! 360 degrees to the Tuscany hills. Everything is so clean and well maintained. Staff is very kind and helpful. Breakfast with delicious bread facing the valley and town. It is the most relaxing place you will find around. Did not get into the pool as the weather was playing tricks on, but the place is so wonderful that you don’t even need the pool. Awesome place"

Frequently asked questions

What are some accommodations with pools in Cavallari?

Radisson Blu Hotel, Florence: Hotel located near Uffizi Gallery. Features free self parking, an outdoor pool, and a 24-hour fitness center. Hotel Athena: Offers 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Executive: Provides a snack bar/deli, a seasonal outdoor pool, and free self parking. Grand Hotel Continental Siena – Starhotels Collezione: Offers an indoor pool, an outdoor pool, and 2 restaurants. Palazzo Ravizza: Features a full-service spa, a rooftop pool, and a sauna.

What is there to see and do in Cavallari?

Make a point to visit attractions like Chianti Sculpture Park 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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