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Check availability on Montecastelli Hotels with a Pool

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Montecastelli hotels with a pool

Pool
Breakfast meal
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.
An outdoor patio with stone flooring, a table with chairs, and potted plants.

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
  • Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.
₩197,013
₩227,528 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Borgo San Luigi
A swimming pool surrounded by lush greenery and a wooden deck.
A backyard with a swimming pool, wooden deck, hanging light fixture, and a wooden fence.
A dog sitting on a gravel path flanked by tall trees and a brick gate with a sign.
An open doorway to a patio with a table set for two, surrounded by gravel and trees.

2. Agriturismo Il Cerreto

Agriturismo Il Cerreto
Pomarance
  • Tuscan farm offers seasonal outdoor pool with loungers, children's pool, and hill views for pure bliss.
₩186,387
₩205,033 total
includes taxes & fees
Oct 28 - Oct 29
Agriturismo Il Cerreto
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

3. Villa San Lucchese

Villa San Lucchese
Poggibonsi
  • Sun-drenched poolside retreat with waterslide and children's pool awaits at this Tuscan villa.
₩143,360
₩166,965 total
includes taxes & fees
Oct 30 - Oct 31
Villa San Lucchese
A swimming pool with lounge chairs and a stone building with a view of the mountains at sunset.
A stone building with a staircase leading to a second floor, surrounded by a stone wall and a paved area with steps.
A covered patio with outdoor seating, stone walls, and a view of the landscape.
A hotel reception area with a wooden reception desk, a television, a vase with flowers, and a framed picture on the wall.

4. Albergo Villa Rioddi

Albergo Villa Rioddi
Volterra
  • Sun-soaked serenity awaits at the seasonal pool, where Tuscan relaxation comes with loungers and umbrellas.
₩111,230
₩130,077 total
includes taxes & fees
Oct 26 - Oct 27
Albergo Villa Rioddi
A rectangular pool with lounge chairs and umbrellas, surrounded by trees and a view of distant hills.
A stone building with a stone wall and flower boxes in front.
A lobby with brick arches, a reception desk, a large potted plant, and framed pictures on the walls.
A stone building with a patio area, outdoor seating, and flower planters.

5. Villa Nencini

Villa Nencini
Volterra
  • Seasonal outdoor pool sanctuary with rooftop terrace views offers a tranquil Tuscan retreat in garden surroundings.
₩112,315
₩131,259 total
includes taxes & fees
Oct 1 - Oct 2
Villa Nencini
A courtyard with a swimming pool, lounge chairs, and umbrellas.
A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.
An outdoor patio with stone walls, a stone lamp post, and a table with chairs.
A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.

6. Hotel San Lino

Hotel San Lino
Volterra
  • Soak up the sun at a private pool sanctuary with loungers and a poolside bar in Tuscany.
₩137,489
₩160,486 total
includes taxes & fees
Oct 22 - Oct 23
Hotel San Lino
A swimming pool at night with a stone building in the background.
A stone building with a tiled roof, a gravel path, and potted plants.
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

7. Tenuta Decimo

Tenuta Decimo
San Gimignano
  • Refreshing outdoor pool surrounded by Tuscan beauty awaits at this farm stay near San Gimignano's historic palace.
₩68,445
₩83,013 total
includes taxes & fees
Oct 25 - Oct 26
Tenuta Decimo
A wooden pathway leading to a pool area with a gazebo and potted plants.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
A courtyard with a statue, stone walls, and a reception sign.

8. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
  • Tuscan poolside retreat offers seasonal dips with loungers and umbrellas under the Italian sun.
₩179,739
₩203,892 total
includes taxes & fees
Oct 29 - Oct 30
Relais Della Rovere
A clear blue pool with a view of distant mountains and trees.
A dining area with tables set for breakfast, overlooking a scenic landscape.
A table set for dining with a view of the countryside.
A modern bathroom with a marble vanity, a glass shower enclosure, and a large mirror.

9. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
₩113,579
₩137,276 total
includes taxes & fees
Oct 2 - Oct 3
Relax Hotel Acquaviva
A swimming pool with lounge chairs, surrounded by greenery and a hillside.
An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.
A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.
A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.

10. Hotel Pescille by Double Hospitality

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.
₩155,002
₩179,771 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Pescille by Double Hospitality
View all properties

Choose what matters most at hotels with a pool in Montecastelli

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Montecastelli Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"The property is absolutely beautiful. It’s peaceful and tranquil. The food at the restaurant is delicious and the breakfast buffet is plentiful with a ton of variety that will suit everyone’s pallet. The staff is very helpful and wonderful and will go above and beyond to make your stay very welcomed and comfortable. They accommodated us even when we were checking out and stored our luggage while we waited to check into our new destination. We were even given little goodie bags. Our room was comfortable and very clean. I can’t say enough nice things about this place. I would highly recommend."
John 4-night trip
Posted 1 hour ago
Hotel Borgo San Luigi
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."
Kathy 5-night trip
Posted 15 hours ago
Poderi Arcangelo
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"without a doubt, this one of the nicest places that my wife and i have stayed, a hidden gem in the beautiful hills of Tuscany! the location is spotless and offers several pools and quiet areas to relax. the staff was amazing, Laura and Michael tended to everything making the stay remarkable. we had to catch a super early flight and Laura worked tirelessly to find us a private taxi to get to the airport by 5:00 am. the food was beyond explanation; best spaghetti that we have ever had, breakfast was a spread of the best meats and cheeses, etc. and home reminders including eggs and bread items. highly recommend this wonderful location if you are traveling to Tuscany, we will be returning in the future."
Gregory 2-night trip
Posted 17 hours ago
Hotel Sovestro
Villa Sabolini

Villa Sabolini

8/10 Good
"Beautiful 14th century villa in the Tuscan hills with very pretty pool and restaurant areas, and very helpful and friendly staff. The food was hearty and enjoyable, but not the highest standard, even compared to restaurants in the area. It's in a great location for exploring Florence, Chianti region and Siena. The room we used (superior garden view) was good, very interesting features due to the age of the property, with a stunning view. However, it was not very cosy for spending time in and the A/C struggled as well. Overall we were very happy with our choice and had a great stay!"
Morgan 10-night trip
Posted 4 days ago
Villa Sabolini
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Beautiful property close to San Gimignano historic center. Loved having option to have all meals here. Breakfast was way more expensive than other hotels so just had breakfast in town. But other meals were reasonably priced. If they would step up their game a bit (more pillows, seating in rooms, provide wine glasses and opener, cozy it up a bit with amenities), they could easily be a 4 star because the property itself is certainly 4 star."
Alina 3-night trip
Posted 4 days ago
Hotel Casolare Le Terre Rosse
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 4 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Mormoraia

Mormoraia

10/10 Excellent
"Loved this property! Gorgeous views, beautiful property, room was amazing. Breakfast was also great."
Kathleen 4-night trip
Posted 6 days ago
Mormoraia
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

10/10 Excellent
"Good value"
Frank 3-night trip
Posted 11 days ago
Hotel Il Piccolo Castello
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 2 weeks ago
Hotel Italia

Frequently asked questions

What are some accommodations with pools in Montecastelli?
Hotel Italia: Offers a snack bar/deli, 3 outdoor pools, and free self parking. Poderi Arcangelo: Provides a snack bar/deli, a seasonal outdoor pool, and free self parking. Hotel Casolare Le Terre Rosse: Hotel located near Piazza del Campo. Features a children's pool, a seasonal outdoor pool, and free self parking. Villa Ermellina Siena, a Tribute Portfolio Hotel: Offers a rooftop terrace, 2 outdoor pools, and a snack bar/deli. Hotel Sovestro: Features a children's pool, a seasonal outdoor pool, and a rooftop terrace.
What is there to see and do in Montecastelli?
Make a point to visit attractions like Sentierelsa Trail 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 plan to visit Montecastelli in the hottest months of August, July, or June when the average temp is 72°F. Lodging 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 44°F.

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