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Check availability on Montisi Hotels with a Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Montisi hotels with a pool

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A hotel room with a bed, a shower, a TV, and a cabinet.
A modern bathroom with a glass-enclosed shower, a white sink, and a toilet.

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
AED 477
AED 549 total
includes taxes & fees
25 Oct - 26 Oct
Relais Cloister Pienza
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A modern bathroom with two sinks, a shower, and a toilet.

2. Hotel San Gregorio

Hotel San Gregorio
Pienza
  • Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun.
AED 530
AED 608 total
includes taxes & fees
28 Oct - 29 Oct
Hotel San Gregorio
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

3. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
AED 887
AED 992 total
includes taxes & fees
8 Oct - 9 Oct
Tenuta Santo Pietro
An outdoor pool area with a fountain, string lights, and stone walls.
A rustic brick wall with a lantern and a metal archway overlooking a lush valley.
A bedroom with a stone wall, a bed with teal bedding, a chandelier, and a view through a glass door.
A stone pathway leading to a rustic building with ivy-covered walls and a large tree in the center.

4. LaChiusa Tuscany

LaChiusa Tuscany
Torrita di Siena
  • Tuscany's countryside poolside escape offers vineyard views and seasonal outdoor swimming.
AED 899
AED 1,005 total
includes taxes & fees
25 Oct - 26 Oct
LaChiusa Tuscany
A swimming pool with lounge chairs and umbrellas, a stone building with a tiled roof, and a clear blue sky.
A cozy living room with a sofa, armchair, and a coffee table with a vase.
A modern bathroom with a marble shower wall, a large mirror, and a wooden vanity.
A hotel room with a bed, a sofa, a chair, a small table with a lamp, and a window with a view of a green landscape.

5. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
  • Summer seclusion at this Tuscan spa retreat with poolside relaxation and gourmet dining.
AED 774
AED 868 total
includes taxes & fees
1 Nov - 2 Nov
Poggio Paradiso Resort & Spa
A poolside area with two glasses of water, candles, and a stone pathway.
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a tiled roof.
A buffet with various baked goods and pastries.
A bathroom with a wooden vanity, a mirror, a towel rack, and a shower area.

6. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
San Quirico d'Orcia
  • Splash into relaxation with a seasonal pool and tennis court at this tuscan retreat.
AED 621
AED 700 total
includes taxes & fees
30 Oct - 31 Oct
Casanova - Panoramic Rooms and Suites
A cave-like interior with a central hot spring, rocky formations, and a staircase leading to a higher level.
A rustic stone house with ivy-covered walls, a gravel driveway, and outdoor lighting.
A bathroom with a glass shower enclosure, a white sink, and a mirror.
An indoor rock formation with a hot tub and a waterfall feature.

7. Wellness Center Casanova Hotel e SPA

Wellness Center Casanova Hotel e SPA
San Quirico d'Orcia
  • Tuscan getaway elevates relaxation with a seasonal outdoor pool, tennis court, and spa services for a refreshing retreat.
AED 763
AED 856 total
includes taxes & fees
25 Oct - 26 Oct
Wellness Center Casanova Hotel e SPA
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

8. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
AED 748
AED 839 total
includes taxes & fees
15 Oct - 16 Oct
Agriturismo Il Macchione
An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.
An aerial view of a town with a central square, a swimming pool, and surrounding residential buildings.
An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.
A covered outdoor area with a glass roof, bicycles parked, and potted plants.

9. Palazzuolo

Palazzuolo
San Quirico d'Orcia
  • Splash into a waterfall-fed pool and soak up Italian countryside views in this family-friendly oasis.
AED 469
AED 533 total
includes taxes & fees
28 Oct - 29 Oct
Palazzuolo
A pool with lounge chairs, a stone wall, and a view of rolling hills.
A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

10. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
AED 571
AED 645 total
includes taxes & fees
30 Oct - 31 Oct
Podere Spedalone
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Choose what matters most at hotels with a pool in Montisi

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Montisi Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"All good"
Leo 4-night trip
Posted 1 hour ago
Hotel San Gregorio
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"
Carole 5-night trip
Posted 7 hours ago
Castiglion del Bosco, A Rosewood Hotel
Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

10/10 Excellent
"What a beautiful home! We absolutely loved our stay and had such a wonderful experience. The house was beautiful, a perfect place to enjoy our vacation. Luigi was an amazing host—always available and quick to respond whenever we had a question or concern, which we really appreciated.We truly enjoyed our time here and would definitely stay again. We’re already looking forward to coming back on our next trip. Highly recommend!"
emily f. 4-night trip
Posted 9 hours ago
Montalcino: Private villa in the heart of Tuscany, private pool, A/C
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 4 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 6 days ago
Hotel Corsignano
Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"Amazing"
Glen 2-night trip
Posted 8 days ago
Castello di Leonina Relais

Frequently asked questions

What are some hotels with pools in Montisi?
Montalcino: Private villa in the heart of Tuscany, private pool, A/C: Features sun loungers, a pool, and complimentary wireless internet access. Nuovo Etruria Resort: Offers televisions, a seasonal outdoor pool, and complimentary bottled water. Castello di Velona Resort Thermal SPA & Winery: Provides 2 outdoor pools, an indoor pool, and 3 restaurants. Palazzo Ravizza: Features a seasonal outdoor pool, an indoor pool, and a full-service spa. L'Orto delle Terme: Offers a full-service spa, an indoor pool, and a sauna.
What is there to see and do in Montisi?
Surround yourself with nature at Val di Chiana. Discover sights such as Monastery of Sant'Anna in Camprena, Monte Oliveto Maggiore Abbey, and Historic Centre of Pienza during your stay.
When is the best time to book a hotel with a pool in Montisi?
You may want to think about a place to stay that has an outdoor pool if you will be visiting Montisi in the hottest months of August, July, or June when the average temperature is 69°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 42°F.