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Check availability on Montegrossi Hotels with a Pool

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Montegrossi hotels with a pool

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 sunlit patio with a glass roof, stone walls, and outdoor seating.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

1. 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.
NT$10,533
NT$11,943 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
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 spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A villa with a swimming pool, outdoor seating, and a garden.

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.
NT$5,513
NT$7,162 total
includes taxes & fees
Oct 19 - Oct 20
Relais Vignale & Spa
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 narrow street with buildings on either side, a flag, and a bench.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

3. 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.
NT$3,518
NT$4,084 total
includes taxes & fees
Nov 1 - Nov 2
Palazzo Leopoldo Dimora Storica & Spa
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.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

4. 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.
NT$5,266
NT$6,008 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Villa Campomaggio
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 room with a view of a forest through a window, a table with a lamp, and a chair.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

5. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
  • Splash into luxury at a Tuscan wine resort with two outdoor pools and vineyard views.
NT$8,690
NT$9,845 total
includes taxes & fees
Nov 9 - Nov 10
Dievole Wine Resort
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 luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A modern bathroom with a freestanding bathtub, a vanity with a mirror, and marble walls.

6. 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.
NT$3,102
NT$3,627 total
includes taxes & fees
Nov 11 - Nov 12
Hotel Palazzo San niccolò & Spa
A poolside area with lounge chairs and umbrellas.
A modern living room with a white sofa, armchairs, and a coffee table.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

7. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
NT$8,582
NT$9,655 total
includes taxes & fees
Oct 12 - Oct 13
Chapter Chianti, a Member of Design Hotels
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An arched brick corridor leading to a dining area with tables set for a meal.
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

8. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
  • Float in tuscan splendor with vineyard views from two pools at this wine country hotel.
NT$12,318
NT$13,908 total
includes taxes & fees
Nov 6 - Nov 7
Borgo Scopeto Wine & Country Relais
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

9. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
  • Dive into tranquil luxury at this hotel's indoor and seasonal outdoor pools, complemented by a poolside bar and loungers.
NT$17,508
NT$19,616 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Le Fontanelle
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 balcony with a table and chairs, a vase of flowers, and a view of a mountainous landscape.
A bedroom with a bed, bedside tables, a large wooden wardrobe, a bathroom with a bathtub, and a window with a view.

10. Villa Barberino

Villa Barberino
Meleto
NT$4,713
NT$5,185 total
includes taxes & fees
Oct 26 - Oct 27
Villa Barberino
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 here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."
Ralph 2-night trip
Posted 21 hours ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"
Hillaine 3-night trip
Posted 2 days ago
Hotel Athena
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 9 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Villa Pitiana

Villa Pitiana

10/10 Excellent
"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make sure you understand where the property is located before booking as it is quite a ways outside of Florence city center. I rented a car and drove through the Tuscan hills to arrive."
Connor 1-night trip
Posted 2 weeks ago
Villa Pitiana

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.

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