🏊 Top 10 Montecastelli Hotels with Swimming Pool

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

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

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Our top choices for Montecastelli hotels with a pool

Agriturismo Il Cerreto

Pomarance

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

RM579 total

includes taxes & fees

30 Jun - 1 Jul

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.

RM296 total

includes taxes & fees

23 Jul - 24 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.

RM315 total

includes taxes & fees

6 Jul - 7 Jul

Hotiday Toscana Riparbella

Riparbella

RM406 total

includes taxes & fees

1 Jul - 2 Jul

Hotiday Massa Marittima

Massa Marittima

RM383 total

includes taxes & fees

29 Jun - 30 Jun

Residence Il Paradiso

Guardistallo

Splash into serenity at this Tuscan oasis, where poolside lounging meets rural charm.

RM334 total

includes taxes & fees

30 Jun - 1 Jul

Villa Nencini

Volterra

Seasonal outdoor pool sanctuary with rooftop terrace views offers a tranquil Tuscan retreat in garden surroundings.

RM396 total

includes taxes & fees

29 Jun - 30 Jun

Agriturismo il Poggiarello

Siena

Seasonal outdoor pool escape in Tuscan farm stay with garden views and hiking trails.

RM741 total

includes taxes & fees

29 Jun - 30 Jun

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Choose what matters most at hotels with a pool in Montecastelli

Breakfast included

4 stars

Top Montecastelli Hotel Reviews

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."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Everything was great! The location, the pool and grounds, food and beverage were wonderful. The staff was very helpful. It was a great benefit to be able to do a load of laundry. Our only suggestion would be to add another set of machines, as it gets busy but thankful to have it."

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good

"The hotel and grounds were beautiful, however we weren’t aware there were multiple buildings on the property and were given a dark room on the ground floor of a back building. We had also booked the junior suite but our room, while large, did not have a couch as described."

Frequently asked questions

What are some accommodation options with pools in Montecastelli?

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

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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Our top choices for Montecastelli hotels with a pool

Agriturismo Il Cerreto

Hotel Girifalco - Nature & Relax

Tenuta Decimo

Hotiday Toscana Riparbella

Hotiday Massa Marittima

Residence Il Paradiso

Villa Nencini

Agriturismo il Poggiarello

Agriturismo Nerbona

AGRITURISMO CESANI

Choose what matters most at hotels with a pool in Montecastelli

Top Montecastelli Hotel Reviews

Hotel Italia

Borgo Santo Pietro

Cappuccina Country Resort

Hotel Casolare Le Terre Rosse

Hotel Sovestro

Villa Sabolini

Poderi Arcangelo

Hotel Pescille by Double Hospitality

Villa Ermellina Siena, a Tribute Portfolio Hotel

Frequently asked questions

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