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Check availability on Montecastelli Hotels with Pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Montecastelli hotels with a pool

A hotel with a pool, outdoor seating, and a mountainous backdrop.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

1. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
  • A dreamy Tuscan poolside escape where luxury meets Italian countryside charm.
฿66,275
฿72,979 total
includes taxes & fees
29 Aug - 30 Aug
Castello di Casole, A Belmond Hotel, Tuscany
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.
A cozy living room with a fireplace, elegant furniture, and a chandelier.
A rustic dining area with brick walls, hanging plants, and candle-lit tables.
A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

2. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
  • Tuscan oasis boasts poolside luxury with cabanas, spa treatments, and hot tub escapes.
฿34,573
฿38,413 total
includes taxes & fees
30 Aug - 31 Aug
Borgo Santo Pietro
A swimming pool with lounge chairs and umbrellas, a stone building with a dome roof, and a forested hillside in the background.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.
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.
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

3. 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.
฿6,478
฿7,355 total
includes taxes & fees
30 Aug - 31 Aug
Hotel Casolare Le Terre Rosse
A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.
A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.
A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.
A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

4. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
  • Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
฿6,438
฿7,235 total
includes taxes & fees
28 Sept - 29 Sept
Villa Sabolini
A clear blue pool with a view of distant mountains and trees.
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.
A modern hotel lobby with abstract art on the walls, comfortable seating, and a view of the city.

5. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Casole d'Elsa
฿2,815
฿3,402 total
includes taxes & fees
26 Sept - 27 Sept
Relax Hotel Acquaviva
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A balcony with a table and chairs, a view of a tall tree, and a mountainous landscape.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.

6. 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.
฿22,586
฿25,035 total
includes taxes & fees
10 Sept - 11 Sept
Borgo Pignano Volterra Tuscany
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.
An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.

7. Hotel San Lino

Hotel San Lino
Volterra
  • Soak up the sun at a private pool sanctuary with loungers and a poolside bar in Tuscany.
฿3,595
฿4,185 total
includes taxes & fees
21 Sept - 22 Sept
Hotel San Lino
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.
A room with a woven basket on a round table, a wooden chair, and a wooden floor.
A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

8. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
฿4,813
฿5,562 total
includes taxes & fees
30 Aug - 31 Aug
Relais Castel Bigozzi
A swimming pool surrounded by lush greenery and a wooden deck.
A dog sitting on a gravel path flanked by tall trees and a brick gate with a sign.
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.

9. Agriturismo Il Cerreto

Agriturismo Il Cerreto
Pomarance
  • Tuscan farm offers seasonal outdoor pool with loungers, children's pool, and hill views for pure bliss.
฿5,750
฿6,325 total
includes taxes & fees
28 Sept - 29 Sept
Agriturismo Il Cerreto
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.
A fountain in a park with tall trees and a clear sky.

10. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
  • Seasonal outdoor pool paradise nestled in rural Italy, where sunny loungers and poolside drinks await amidst Tuscan adventures.
฿4,835
฿5,587 total
includes taxes & fees
15 Sept - 16 Sept
Hotel Il Piccolo Castello
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Choose what matters most at hotels with a pool in Montecastelli

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Montecastelli Hotel Reviews

Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 2 days ago
Poderi Arcangelo
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff were most courteous, both at front desk (local map offered on checkin) and in breakfast room. Breakfast buffet offered plenty of choices. Room and bathroom clean and tidy. City attractions dispersed throughout city, but walking made them accessible."
Catherine 4-night trip
Posted 3 days ago
Hotel Italia
Borgo Santo Pietro

Borgo Santo Pietro

10/10 Excellent
"Staff were incredible and the place was beautiful!! We will be back"
Rachel 2-night trip
Posted 8 days ago
Borgo Santo Pietro
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

8/10 Good
"The rooms are a little dated, with a strong smell of damp. But for the few nights we stayed, it was acceptable and comfortable. The receptionist wasn't particularly friendly. The breakfast is good, and the pool is nice. The location is lovely."
Oliver 3-night trip
Posted 12 days ago
Hotel Il Piccolo Castello
Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent
"Once in a lifetime trip. The facilities, the staff, the rooms, the views, the activities were all exceptional."
Kelly 2-night trip
Posted 1 month ago
Castello di Casole, A Belmond Hotel, Tuscany
Hotel Sovestro

Hotel Sovestro

8/10 Good
"The breakfast was very good with also great parking The outdoor pool area is very nice and well maintained"
Anthony 3-night trip
Posted 1 month ago
Hotel Sovestro
Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality

10/10 Excellent
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."
mark 1-night trip
Posted 3 months ago
Hotel Pescille by Double Hospitality

Frequently asked questions

What are some accommodation options with pools in Montecastelli?
Hotel Toscana Ambassador: Offers a snack bar/deli, 3 outdoor swimming pools and free self parking. Poderi Arcangelo: Hotel located near Piazza del Campo. Provides a children's pool, a seasonal outdoor pool and free self parking. Villa Ermellina Siena, a Tribute Portfolio Hotel: Features a snack bar/deli, a seasonal outdoor pool and free self parking. Hotel Casolare Le Terre Rosse: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Hotel Borgo San Luigi: Features 3 outdoor swimming pools, a children's pool and 2 restaurants.
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, Cathedral of Volterra and Roman Theatre 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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