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Montecastelli Hotels with Swimming Pool

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Check availability on Montecastelli Hotels with Swimming Pools

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Montecastelli hotels with a pool

A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
A balcony with a table and chairs, a view of a tall tree, and a mountainous landscape.

1. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
  • Serene Tuscan getaway with 2 outdoor pools and children's splash zone, nestled near historic San Gimignano landmarks.
RM2,109
RM2,344 total
includes taxes & fees
22 Oct - 23 Oct
Borgo Pignano Volterra Tuscany
A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

2. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
  • Dive into a sparkling oasis with loungers and umbrellas at this seasonal pool sanctuary.
RM705
RM803 total
includes taxes & fees
14 Oct - 15 Oct
Hotel Casolare Le Terre Rosse
A swimming pool surrounded by lush greenery and a wooden deck.
A large estate with multiple buildings, including a central tower-like structure and several smaller buildings.
A backyard with a swimming pool, wooden deck, hanging light fixture, and a wooden fence.
An open doorway to a patio with a table set for two, surrounded by gravel and trees.

3. Agriturismo Il Cerreto

Agriturismo Il Cerreto
Pomarance
  • Tuscan farm offers seasonal outdoor pool with loungers, children's pool, and hill views for pure bliss.
RM617
RM679 total
includes taxes & fees
5 Oct - 6 Oct
Agriturismo Il Cerreto
A clear blue pool with a view of distant mountains and trees.
A modern hotel lobby with abstract art on the walls, comfortable seating, and a view of the city.
A modern bathroom with a marble vanity, a glass shower enclosure, and a large mirror.
A table set for dining with a view of the countryside.

4. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
RM342
RM413 total
includes taxes & fees
28 Sept - 29 Sept
Relax Hotel Acquaviva
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.
A garden with a wooden bar, stone pathway, and various plants.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

5. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
  • Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
RM523
RM594 total
includes taxes & fees
20 Oct - 21 Oct
Villa Sabolini
A courtyard with a swimming pool, lounge chairs, and umbrellas.
A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.
A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.
An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.

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.
RM414
RM483 total
includes taxes & fees
21 Oct - 22 Oct
Hotel San Lino
A clear pool with visible mineral deposits, a pebble beach, and a mountainous landscape in the background.
An open window with a view of a mountainous landscape and a flower box on the windowsill.
A rustic interior with exposed brick walls, a stone fireplace, and wooden beams. There are leather sofas, a round table, and potted plants.
An interior with a brick archway, stone walls, and modern seating.

7. VIN Hotel - La Meridiana

VIN Hotel - La Meridiana
Montieri
  • Splash into Tuscan charm at this farm stay with a seasonal pool and adventure-packed activities.
RM592
RM652 total
includes taxes & fees
28 Sept - 29 Sept
VIN Hotel - La Meridiana
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.
A cozy living room with a fireplace, a comfortable sofa, a wooden coffee table, and a bookshelf.
A cozy living room with a fireplace, a green sofa, a wooden coffee table, and a stone fireplace surround.

8. Il Defizio

Il Defizio
Gambassi Terme
  • Splash into rural serenity with rooftop views at this charming bed and breakfast's seasonal pool retreat.
RM513
RM578 total
includes taxes & fees
12 Oct - 13 Oct
Il Defizio
A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.
A dining area with a table, chairs, a potted plant, and arched windows with curtains.
An aerial view of a property with a swimming pool, multiple buildings, and a well-maintained lawn.

9. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
  • Tuscany's idyllic seasonal outdoor pool offers sun-soaked relaxation among garden views at this charming farm stay retreat.
RM396
RM444 total
includes taxes & fees
27 Sept - 28 Sept
Agriturismo Nerbona
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A balcony with a stone wall, a wooden ceiling, and a view of a green landscape.
A stone building with a paved entrance and a well-maintained garden with potted plants.
A stone wall with a rustic stone building partially visible behind it.

10. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
  • Tuscan splendour meets poolside relaxation at this luxury property with seasonal rooftop swimming and spa services.
RM637
RM724 total
includes taxes & fees
26 Oct - 27 Oct
Relais la Costa - Dimora Storica
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

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 18 hours 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 1 day 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 1 day 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 3 days ago
Mormoraia
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Borgo San Luigi exceeded our expectations in every way. We stayed here for 2 days before our wedding at Borgo Stomennano, 15 mins away. We had a large group of nearly 30 people staying at San Luigi during our wedding events, and the consensus could not be clearer: what a stunning property. Yasmin, Ivan, Filippo and the entire staff were incredibly friendly and accommodating to every request. They helped us get a car rental delivered, ensured a smooth experience for our guests, helping us deliver their welcome bags and coordinating a clothes ironing service before the wedding. The restaurant on site was also terrific and the wait staff, especially Alessandro, were so welcoming and warm. They all knew we were here to celebrate our wedding and did everything possible to take great care of us. The grounds are stunning and that pool is amazing. Such a great place to relax for hours. If you are looking for a beautiful, elegant but with a rustic charm stay in Tuscany, look no further than this property. The staff will treat you like family and you will be dreaming of your next trip here."
Benjamin 1-night trip
Posted 4 days ago
Hotel Borgo San Luigi
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Location is beautiful. We were in the separate house."
Guillermo 3-night trip
Posted 5 days ago
Poderi Arcangelo
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

10/10 Excellent
"Good value"
Frank 3-night trip
Posted 9 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
Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany

10/10 Excellent
"Beautiful location, vast grounds, stunning food with the local produce. The rooms are old fashioned - very much the intent. Very attentive staff."
Ramin 4-night trip
Posted 3 weeks ago
Borgo Pignano Volterra Tuscany

Frequently asked questions

What are some accommodation options with pools in Montecastelli?
Hotel Italia: Offers a snack bar/deli, 3 outdoor swimming 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 free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hotel Pescille by Double Hospitality: Offers a rooftop terrace, 2 outdoor swimming pools and a snack bar/deli.
What is there to see and do in Montecastelli?
Make a point to visit attractions such as Val di Merse 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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