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

Q: What are some accommodation options 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 centre. Hotel Athena : Offers 2 restaurants, 2 outdoor swimming 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

Hotel Casafrassi Wine Resort

Castellina in Chianti

Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.

includes taxes & fees

2 Jun - 3 Jun

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

Agriturismo San Sano

Gaiole in Chianti

Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.

includes taxes & fees

5 Jun - 6 Jun

Villa Sabolini

Colle di Val d'Elsa

Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.

includes taxes & fees

21 Jun - 22 Jun

Castello Vicchiomaggio

Greve in Chianti

Refreshing infinity pool with breathtaking views awaits at this charming Tuscan farm stay with winery.

includes taxes & fees

17 Jun - 18 Jun

Radisson Blu Hotel, Florence

Florence

Florence's upscale hotel features a refreshing pool, providing serenity after Uffizi Gallery visits.

includes taxes & fees

21 Jun - 22 Jun

Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

Refreshing pool sanctuary invites travellers to soak up Tuscan sunshine and scenic relaxation time with every dip.

includes taxes & fees

9 Jun - 10 Jun

Indoor pool, seasonal outdoor pool, pool loungers

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.

includes taxes & fees

21 Jun - 22 Jun

Hotel Pescille by Double Hospitality

San Gimignano

Seasonal Tuscan oasis invites guests to indulge in poolside relaxation with vineyard views and refreshing cocktails at the bar.

includes taxes & fees

14 Jun - 15 Jun

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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

4/10 Poor

"Honestly, I've had better stays at Motel 6. The staff were mostly indifferent about any of my requests. The room and facilities simply didn't measure up to the cost. The room was small - hardly room to open one suitcase, let alone two. No soap, or body wash dispenser in the shower. The only option was to drop the tiny hotel bar of soap on the floor, then hope you didn't kill yourself picking it up again. No Kleenex either. Yes, it's a small thing but at the price they charge... And the hotel is on a steep hillside, with stairs, stairs and more stairs. Not easy for anyone with even slight mobility issues. The one bright spot was the view from our room's terrace. The restaurant also has lovely views out over the Tuscan countryside. But overall ABSOLUTELY not worth the money."

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 accommodation options 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 centre. Hotel Athena: Offers 2 restaurants, 2 outdoor swimming 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 such as Chianti Sculpture Park 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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