Top Hotels with Swimming Pools in Montecastelli

Q: What are some accommodation options with pools in Montecastelli?

Hotel Italia : Provides a full-service spa, a seasonal outdoor pool and a snack bar/deli. Hotel Toscana Ambassador : Hotel located near Piazza del Campo. Features a children's pool, a seasonal outdoor pool and free self parking. Mormoraia : Offers a snack bar/deli, a seasonal outdoor pool and free self parking. Villa Ermellina Siena, a Tribute Portfolio Hotel : Features a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Casolare Le Terre Rosse : Offers 2 restaurants, a pool and a full-service spa.

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Our top choices for Montecastelli hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers

Hotel Girifalco - Nature & Relax

Massa Marittima

Dive into a refreshing poolside escape where seasonal swimming meets gorgeous garden views at this bed & breakfast.

includes taxes & fees

28 Jul - 29 Jul

Agriturismo Il Cerreto

Pomarance

Tuscan farm offers seasonal outdoor pool with loungers, children's pool, and hill views for pure bliss.

includes taxes & fees

26 Jul - 27 Jul

Outdoor pool, open 8 AM to 7 PM, pool loungers

Tenuta Decimo

San Gimignano

Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.

includes taxes & fees

21 Jul - 22 Jul

Relais la Costa - Dimora Storica

Monteriggioni

Tuscan splendour meets poolside relaxation at this luxury property with seasonal rooftop swimming and spa services.

includes taxes & fees

31 Jul - 1 Aug

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Relax Hotel Acquaviva

Casole d'Elsa

includes taxes & fees

13 Jul - 14 Jul

Residence Arianna

Sovicille

Dive into Italian elegance with a seasonal pool oasis, terrace views, and an on-site restaurant for the perfect Siena retreat.

includes taxes & fees

16 Jul - 17 Jul

Il Defizio

Gambassi Terme

Splash into rural serenity with rooftop views at this charming bed and breakfast's seasonal pool retreat.

includes taxes & fees

13 Jul - 14 Jul

B&B Poggiobonizio

Poggibonsi

includes taxes & fees

13 Jul - 14 Jul

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Choose what matters most at hotels with a pool in Montecastelli

Breakfast included

4 stars

Top Montecastelli Hotel Reviews

Hotel Palazzo San Lorenzo & SPA

10/10 Excellent

"Great stay and this lovely property. Beautiful room, great pool, we enjoyed everything immensely. My only minor issue was that when we arrived at breakfast both days, they were out of scrambled eggs at the buffet and didn't replace them. It was a very minor issue. Otherwise we had a fantastic stay."

Mormoraia

10/10 Excellent

"Unforgettable experience! Gorgeous scenery, we spent so much time just relaxing by the stunning pool and taking advantage of the poolside bar. The best hotel breakfast we had in Italy, included daily. The staff were so helpful and kind. They truly go the extra mile. My only minor critique is that the air conditioning was weaker than expected but we were also there during a heat wave! Staff helped remedy the situation with a fan- thank you! We will be back!"

Villa Sabolini

10/10 Excellent

"We came to this hotel unexpectedly and were so happy we found it. The staff are truly exceptional, friendly, attentive, accommodating, effective, welcoming. We arrived due to my wife having emergency surgery in Siena, we were supposed to be in Venice, and this hotel staff went to work making sure we were taken care of. The grounds are stunning as well, an amazing place to recover after surgery. The pool is beautiful and the restaurant is fantastic. I truly have enjoyed each meal I have had. The lunch I ordered of sliced beef with rocket, pecorino and tomato was perfectly cooked and so tasty. The bartender Bruno makes a fantastic Negroni and I have had the chance to taste it with 3 different small gins all from this region. The front office staff from Silvia, Valentina and each person we interacted with have been amazing. We were looking forward to the basset hounds as well, we have seen them lounging about but hope to get to meet them before our stay ends. A wonderful place to stay in the Tuscan countryside, and only a 20 minute drive to Siena."

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Frequently asked questions

What are some accommodation options with pools in Montecastelli?

Hotel Italia: Provides a full-service spa, a seasonal outdoor pool and a snack bar/deli. Hotel Toscana Ambassador: Hotel located near Piazza del Campo. Features a children's pool, a seasonal outdoor pool and free self parking. Mormoraia: Offers a snack bar/deli, a seasonal outdoor pool and free self parking. Villa Ermellina Siena, a Tribute Portfolio Hotel: Features a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Casolare Le Terre Rosse: Offers 2 restaurants, a pool and a full-service spa.

What is there to see and do in Montecastelli?

Make a point to visit attractions such as Alta Val d'Elsa River Park and Terre di Vini. Discover sights such as Medici Fortress, Porta all'Arco and Palazzo dei Priori during your stay.

When is the best time to book a hotel with a pool in Montecastelli?

You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Montecastelli in the hottest months of August, July or June, when the average temperature is 22°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 6°C.

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Check availability on Montecastelli Hotels with Swimming Pools

Our top choices for Montecastelli hotels with a pool

Hotel Girifalco - Nature & Relax

Agriturismo Il Cerreto

Tenuta Decimo

Relais la Costa - Dimora Storica

Relax Hotel Acquaviva

Residence Arianna

Il Defizio

B&B Poggiobonizio

Villa Nencini

UNA Hotels Monterufoli Wine Country

Choose what matters most at hotels with a pool in Montecastelli

Top Montecastelli Hotel Reviews

Hotel Palazzo San Lorenzo & SPA

Mormoraia

Villa Ermellina Siena, a Tribute Portfolio Hotel

Hotel Sovestro

Poderi Arcangelo

Villa Sabolini

Hotel Italia

Borgo Santo Pietro

Cappuccina Country Resort

Frequently asked questions

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