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Hotels with Swimming Pools in Montegrossi

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Check availability on Montegrossi Hotels with Swimming Pools

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Montegrossi hotels with a pool

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
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 couple dining at an outdoor table with a view of the countryside.

1. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
  • Sun-kissed pools in tuscan splendour beckon with historic charm and breathtaking views.
S$154
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
A spa area with a stone ceiling, a pool, and two sun loungers.
An outdoor cafe with tables and chairs, a yellow umbrella, and a stone building in the background.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

2. 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.
S$147
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San niccolò & Spa
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
An outdoor dining area with a pool, potted plants, and umbrellas.
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.

3. 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.
S$287
includes taxes & fees
27 Oct - 28 Oct
Relais Vignale & Spa
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.

4. 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.
S$225
includes taxes & fees
26 Oct - 27 Oct
Castello di Tornano Wine Resort
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

5. 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.
S$241
includes taxes & fees
27 Oct - 28 Oct
Hotel Villa Campomaggio
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a window and a light fixture.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

6. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
  • Tuscan vineyard retreat with sun-kissed seasonal pool beckons outdoor adventurers for summer splashing.
S$102
includes taxes & fees
30 Oct - 31 Oct
Agriturismo San Sano
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A stone-walled room with a brick ceiling, featuring a row of white sofas and a small table with a candle.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
A historic building with a stone facade, arched entrance, and a wooden balcony.

7. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
  • Swim through captivating seasons at this hotel with both indoor and outdoor pools, spa treatments, and an attached winery.
S$155
includes taxes & fees
8 Nov - 9 Nov
Villa Casagrande Resort & SPA
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a clear sky.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a view of a forest through a window, a table with a lamp, and a chair.

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
S$371
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
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.
S$143
includes taxes & fees
27 Oct - 28 Oct
Borgo di Pietrafitta Relais
A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.
A breakfast setting with a table set for two, including plates of fruit, a cup of coffee, a glass of juice, and a bottle of wine.
A spacious room with a high arched ceiling, frescoed walls, a white sofa, and a wooden cabinet.
A traditional stone building with a garden featuring geometric hedges and potted plants.

10. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
  • Rustic Tuscan farm stay captivates with a seasonal outdoor pool and garden views in the heart of wine country.
S$225
includes taxes & fees
1 Nov - 2 Nov
Badia a Coltibuono
View all properties

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
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."
Kurt 1-night trip
Posted 4 days ago
Hotel Italia
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 2 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World

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 swimming 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 such as Borgo di Vescine - Tenute di Castelvecchi and Chianti Observatory. During your stay, visit 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 with an outdoor swimming pool if you'll be visiting Montegrossi in the warmest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 6°C.

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