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Check availability on Montegrossi Hotels with a Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Montegrossi hotels with a pool

A spa area with a stone ceiling, a pool, and two sun loungers.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A modern bathroom with a freestanding bathtub, a vanity with a mirror, and marble walls.
An outdoor cafe with tables and chairs, a yellow umbrella, and a stone building in the background.

1. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
  • Dive into year-round pool perfection with indoor and seasonal outdoor swimming options at this elegant Tuscan retreat.
AED 340
AED 399 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Palazzo San niccolò & Spa
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A villa with a swimming pool, outdoor seating, and a garden.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A restaurant with a table set for two, overlooking a scenic landscape.

2. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
  • Discover a seasonal rooftop sanctuary with dual pools, poolside bar service, and stunning vineyard views in historic wine country.
AED 635
AED 825 total
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

3. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
AED 923
AED 1,048 total
includes taxes & fees
10 Nov - 11 Nov
Dievole Wine Resort
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A stone building with a garden, tall trees, and a clear blue sky.
A sunlit patio with a glass roof, stone walls, and outdoor seating.

4. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
  • Serene pools with vineyard views offer both indoor and outdoor aquatic escapes.
AED 1,213
AED 1,375 total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A couple dining at an outdoor table with a view of the countryside.
A dining table with wine glasses, a bottle, and plates of food, set against a window with a view of a balcony and flowers.
A narrow street with buildings on either side, a flag, and a bench.

5. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendor beckon with historic charm and breathtaking views.
AED 427
AED 495 total
includes taxes & fees
1 Nov - 2 Nov
Palazzo Leopoldo Dimora Storica & Spa
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A historic stone building with a large arched window and a small balcony.
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone building with a tower, surrounded by people dining at tables with candles.

6. 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.
AED 519
AED 604 total
includes taxes & fees
27 Oct - 28 Oct
Castello di Tornano Wine Resort
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

7. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
  • Soak in mountain views from the sun-drenched outdoor pool at this Tuscan retreat where spa treatments and regional cuisine await.
AED 606
AED 692 total
includes taxes & fees
3 Nov - 4 Nov
Hotel Villa Campomaggio
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.

8. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
AED 243
AED 284 total
includes taxes & fees
2 Nov - 3 Nov
Agriturismo San Sano
A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.
A room with a wooden door, a white cabinet with a book and candles, and two framed pictures on the wall.
A bedroom with a bed, bedside tables, a large wooden wardrobe, a bathroom with a bathtub, and a window with a view.
A stone wall, a pink building, and a pool with a garden.

9. Villa Barberino

Villa Barberino
Meleto
AED 501
AED 551 total
includes taxes & fees
22 Oct - 23 Oct
Villa Barberino
A swimming pool with a view of a forest through large windows.
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

10. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
AED 988
AED 1,112 total
includes taxes & fees
22 Oct - 23 Oct
Chapter Chianti, a Member of Design Hotels
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Choose what matters most at hotels with a pool in Montegrossi

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Montegrossi Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 8 days ago
Hotel Italia

Frequently asked questions

What are some hotels with pools in Montegrossi?
La Certosa di Pontignano: Offers a children's pool, a seasonal outdoor pool, and a rooftop terrace. Hotel Athena: Features a rooftop terrace, an outdoor pool, and a snack bar/deli. Hotel Executive: Features an indoor pool, an outdoor pool, and 2 restaurants. NH Siena: Provides 2 restaurants, 2 outdoor pools, and a full-service spa. Hotel Chiusarelli: Hotel located near Piazza del Campo. Features a children's pool, a seasonal outdoor pool, and free self parking.
What is there to see and do in Montegrossi?
Make a point to visit attractions like Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. During your stay, check out sights such as Badia a Coltibuono, Meleto Castle, and Cantalici Winery.
When is the best time to book a hotel with a pool in Montegrossi?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Montegrossi in the warmest 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 come to town during the coldest months of January, February, or December when the average temp is 44°F.