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Hotels with Swimming Pool in Monti, Gaiole in Chianti

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Check availability on Monti Hotels with Swimming Pool

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Monti hotels with a pool

A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A stone building with a window and a light fixture.

1. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
P7,398
P8,426 total
includes taxes & fees
Aug 31 - Sep 1
Agriturismo San Sano
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
A building with arched windows, a courtyard with a pond, and a metal fence.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

2. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
  • Sun-soaked seasonal pool oasis in the heart of a Tuscan wine resort with loungers and umbrellas.
P3,866
P4,685 total
includes taxes & fees
Sep 6 - Sep 7
Hotel Casafrassi
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone archway leading to a window with a view of tall trees and a distant landscape.
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A historic stone building with a large arched window and a small balcony.

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
  • Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.
P13,942
P15,914 total
includes taxes & fees
Aug 31 - Sep 1
Castello di Tornano Wine Resort
An indoor swimming pool with lounge chairs and a view of the countryside.
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A modern bathroom with a large sink, mirror, and glass shower enclosure. Adjacent is a bedroom with two beds, a wooden ceiling, and a view of the outdoors.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

4. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
  • Float in warmth year-round at this Italian retreat, where two pools complement soothing spa treatments in the Siena countryside.
P5,868
P6,888 total
includes taxes & fees
Sep 28 - Sep 29
Precise House Montaperti Siena
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.
A group of people toasting with wine glasses at a table with a view of the countryside.
A room with a large window overlooking a courtyard with a brick building, trees, and a clear sky.
A stone building with a balcony overlooking a vineyard.

5. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
P9,979
P10,976 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
A large outdoor swimming pool with multiple sections and lounge chairs.
A stone building with a restaurant and pizzeria sign, a courtyard with potted plants, and a cobblestone path.
An interior with stone walls, wooden beams, a fireplace, and a dining area with tables and chairs.

6. Mulino di Quercegrossa

Mulino di Quercegrossa
Castelnuovo Berardenga
  • Sip poolside drinks while kids splash in their own cool-off zone at this sun-drenched Tuscan hotel.
P6,865
P8,128 total
includes taxes & fees
Sep 27 - Sep 28
Mulino di Quercegrossa
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

7. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
  • Tuscan retreat offers sparkling outdoor pool with free cabanas, loungers, and refreshing poolside bar service.
P9,185
P10,681 total
includes taxes & fees
Sep 23 - Sep 24
Ultimo Mulino Wellness Country Hotel
A poolside area with lounge chairs and a view of the night sky.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A person relaxing in a hot tub with a view of a building and trees in the background.
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

8. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
  • Scenic Tuscan escape with a poolside paradise and winery at your doorstep.
P7,136
P8,282 total
includes taxes & fees
Sep 21 - Sep 22
Belvedere di San Leonino
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
A dining area with a stone wall, wooden beams, and a striped sofa.
A stone building with a courtyard, a covered seating area, and a small bell tower.

9. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
  • Countryside farm stay's outdoor pool beckons with scenic vineyard views.
P8,321
P9,442 total
includes taxes & fees
Aug 31 - Sep 1
Borgo di Pietrafitta Relais
An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.
A bathroom with a large arched window, a bathtub, a sink, and a towel rack.
A courtyard with brick buildings, a column, and potted plants.
A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

10. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
  • Luxurious medieval castle with rooftop and natural pools offers serene countryside swims and poolside dining.
P8,160
P9,408 total
includes taxes & fees
Aug 30 - Aug 31
Castello di Leonina Relais
View all properties

Choose what matters most at hotels with a pool in Monti

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Monti Hotel Reviews

Villa Sabolini

Villa Sabolini

10/10 Excellent
"We couldn’t rate Villa Sabolini more highly - we had such an excellent time. It is a beautiful property and the perfect place to relax and enjoy Tuscany. The staff were so helpful and friendly too."
Andrew 5-night trip
Posted 5 hours ago
Villa Sabolini
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The resort is amazingly restored and preserved and has a wonderful family feel while remains very private and has an exclusive appeal. If it is at all possible I would highly recommend the family style dinner served on Monday night which is available to all the guests. It fascinating to interact with the people who are here for the first time or revisiting for the 30th time."
Bryan 2-night trip
Posted 3 days ago
Borgo Vescine
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"Incredible property, steeped in history. The rooms are beautifully traditional and the staff incredibly friendly. A beautiful place to unwind for a few days in Tuscany! We would re-book in a heartbeat."
Natasha 4-night trip
Posted 7 days ago
Villa Casagrande Resort & SPA
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Two large pool sites. Helpful staff. Lots of entertainment. Restaurant options and a well stocked reasonably priced food market."
Katie 5-night trip
Posted 3 weeks ago
Hu Norcenni Girasole Village
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 1 month ago
Castello di Spaltenna- Small Luxury Hotels of the World

Frequently asked questions

What are some accommodations with pools in Monti?
Hotel Athena: Provides 2 restaurants, 2 outdoor pools, and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Offers an indoor pool, an outdoor pool, and 2 restaurants. Borgo Scopeto Wine & Country Relais: Provides 2 restaurants, a seasonal outdoor pool, and a full-service spa. La Certosa di Pontignano: Hotel located near Piazza del Campo. Offers a rooftop terrace, a seasonal outdoor pool, and a snack bar/deli. Castello di Spaltenna- Small Luxury Hotels of the World: Features a seasonal outdoor pool, an indoor pool, and 2 restaurants.
What is there to see and do in Monti?
The picturesque setting of Terme Antica Querciolaia and Alta Val d'Elsa River Park showcase the area's natural beauty. During your stay, check out sights such as Castle of Brolio, Cantalici Winery, and Meleto Castle.
When is the best time to book a hotel with a pool in Monti?
You may want to think about an accommodation that has an outdoor pool if you plan to visit Monti in the warmest months of August, July, or June when the average temperature is 72°F. Lodging offering an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 44°F.

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