A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

Montalcino Hotel with Pool

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Check availability on Montalcino Hotel with Pool

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Montalcino hotels with a pool

A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.
A kitchen with a buffet setup, including a variety of food items and glassware.
A wicker table with a candle, surrounded by greenery and stone walls.

1. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
HK$840
HK$1,132 total
includes taxes & fees
29 Sept - 30 Sept
SI Montalcino Hotel
A pool with a stone wall, a view of the countryside, and a building with a tiled roof.
A terrace with outdoor seating, a view of the landscape, and a building with large windows.
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.
A buffet setup with various food items, a coffee station, and a counter with beverages.

2. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
  • Soak up Italian sunshine in this charming hillside hotel with inviting outdoor pool.
HK$1,245
HK$1,442 total
includes taxes & fees
29 Sept - 30 Sept
Hotel Dei Capitani
An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."
An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.
An aerial view of a two-story stone building with a swimming pool in the foreground.
A room with a wooden bench, potted plants, framed artwork, and a view of the outside.

3. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
  • Seasonal poolside escape in Tuscany offers rooftop terrace views of Montalcino and a serene garden sanctuary for summer stays.
HK$1,408
HK$1,622 total
includes taxes & fees
16 Oct - 17 Oct
Hotel Vecchia Oliviera
A stone building with a pool, lounge chairs, and a garden with flowers.
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.
A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.
A stone building with a wooden deck and white lounge chairs.

4. Podere Brizio

Podere Brizio
Montalcino
  • Vineyard paradise offers blissful pool lounging amidst Tuscan farm stay serenity.
HK$1,771
HK$2,021 total
includes taxes & fees
11 Oct - 12 Oct
Podere Brizio
A poolside area with two lounge chairs and a woven ottoman.
A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.
A bedroom with a large bed, a red sofa, a wooden wardrobe, and a view through a glass door.
A garden with red flowers, a pool area with lounge chairs, and a stone wall.

5. Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
  • Swim between indoor and seasonal outdoor pools at this rural wine farm resort.
HK$1,739
HK$1,986 total
includes taxes & fees
8 Oct - 9 Oct
Il Burellino Wine & Resort
A stone building with a swimming pool, white lounge chairs, and a white umbrella.
An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.
A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

6. Le Ragnaie

Le Ragnaie
Montalcino
  • Tuscan hillside farm stay features seasonal pool with vineyard views from stylish loungers.
HK$958
HK$1,145 total
includes taxes & fees
28 Sept - 29 Sept
Le Ragnaie
A poolside area with lounge chairs, a table with drinks, and a view of hills.
A four-poster bed with a bench, stone flooring, and a stone wall.
A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.
An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

7. Capanna Suites

Capanna Suites
Montalcino
  • Drift into Tuscan splendour at this hillside retreat where the seasonal outdoor pool offers breathtaking vineyard panoramas.
HK$3,653
HK$4,109 total
includes taxes & fees
9 Oct - 10 Oct
Capanna Suites
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.
A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.
A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.
A stone building with a garden and a gazebo.

8. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
  • Dreamy Tuscan pool sanctuary surrounded by vineyards and countryside views at this historic villa hotel.
HK$4,568
HK$5,116 total
includes taxes & fees
20 Sept - 21 Sept
Villa Le Prata - Residenza del Vescovo
A pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.
A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.
A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

9. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
  • Dive into mountain wine country at this farm stay with a refreshing seasonal outdoor pool.
HK$4,710
HK$5,272 total
includes taxes & fees
4 Oct - 5 Oct
Mastrojanni Relais - Small Luxury Hotels of the World
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.
A window with a view of a green landscape, including trees and distant hills.
A table with a bottle of Brunello di Montalcino wine, a plate of food, and a bowl of bread.
An aerial view of a property with a main building, a swimming pool, and surrounding green fields.

10. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
  • Countryside retreat with serene indoor and outdoor pools awaits, alongside spa treatments and horseback adventures.
HK$1,038
HK$1,178 total
includes taxes & fees
20 Sept - 21 Sept
Fattoria Pieve a Salti
View all properties

Choose what matters most at hotels with a pool in Montalcino

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Montalcino

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.
A kitchen with a buffet setup, including a variety of food items and glassware.
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
HK$840
HK$1,132 total
includes taxes & fees
29 Sept - 30 Sept
SI Montalcino Hotel
A pool with a stone wall, a view of the countryside, and a building with a tiled roof.
A terrace with outdoor seating, a view of the landscape, and a building with large windows.
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.
A buffet setup with various food items, a coffee station, and a counter with beverages.

Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
HK$1,245
HK$1,442 total
includes taxes & fees
29 Sept - 30 Sept
Hotel Dei Capitani
An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."
An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.
An aerial view of a two-story stone building with a swimming pool in the foreground.
A room with a wooden bench, potted plants, framed artwork, and a view of the outside.

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
HK$1,408
HK$1,622 total
includes taxes & fees
16 Oct - 17 Oct
Hotel Vecchia Oliviera
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.
A stone building with a wooden deck and white lounge chairs.
A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.
A stone building with a pool, lounge chairs, and a garden with flowers.

Podere Brizio

Podere Brizio
Montalcino
HK$1,771
HK$2,021 total
includes taxes & fees
11 Oct - 12 Oct
Podere Brizio
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.
An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.
A bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.
A stone building with a swimming pool, white lounge chairs, and a white umbrella.

Le Ragnaie

Le Ragnaie
Montalcino
HK$958
HK$1,145 total
includes taxes & fees
28 Sept - 29 Sept
Le Ragnaie
A poolside area with two lounge chairs and a woven ottoman.
A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.
A bedroom with a large bed, a red sofa, a wooden wardrobe, and a view through a glass door.
A garden with red flowers, a pool area with lounge chairs, and a stone wall.

Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
HK$1,739
HK$1,986 total
includes taxes & fees
8 Oct - 9 Oct
Il Burellino Wine & Resort
A poolside area with lounge chairs, a table with drinks, and a view of hills.
A four-poster bed with a bench, stone flooring, and a stone wall.
A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.
An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

Capanna Suites

Capanna Suites
Montalcino
HK$3,653
HK$4,109 total
includes taxes & fees
9 Oct - 10 Oct
Capanna Suites
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.
A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.
A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.
A stone building with a garden and a gazebo.

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
HK$4,568
HK$5,116 total
includes taxes & fees
20 Sept - 21 Sept
Villa Le Prata - Residenza del Vescovo
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.
A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.
A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.
A pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.

Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
HK$4,710
HK$5,272 total
includes taxes & fees
4 Oct - 5 Oct
Mastrojanni Relais - Small Luxury Hotels of the World
A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.
A cozy interior with a dining area, a sofa, and a kitchen.
An arched stone doorway leading to a covered outdoor seating area with a table and benches.
A stone building with a courtyard, large potted plants, and a well-maintained lawn.

Wine Resort Colsereno

Wine Resort Colsereno
Montalcino
HK$2,734
HK$3,121 total
includes taxes & fees
6 Oct - 7 Oct
Wine Resort Colsereno
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Montalcino Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 2 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
stacy 3-night trip
Posted 4 days ago
Hotel Athena
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

8/10 Good
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"
Ruth 3-night trip
Posted 6 days ago
Castello di Velona Resort Thermal SPA & Winery
Podere Brizio

Podere Brizio

10/10 Excellent
"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"
Aseem 2-night trip
Posted 8 days ago
Podere Brizio
SI Montalcino Hotel

SI Montalcino Hotel

10/10 Excellent
"Las Muchachas del Fron deck super Amable"
Ledys 3-night trip
Posted 1 month ago
SI Montalcino Hotel
Le Ragnaie

Le Ragnaie

10/10 Excellent
"Clean room and friendly staff"
Giuliana 2-night trip
Posted 1 month ago
Le Ragnaie
Hotel Dei Capitani

Hotel Dei Capitani

10/10 Excellent
"Great location, excellent staff and beautiful views. Breakfast is good selection and rooms are clean and comfortable, more spacious than most also."
BRANDY 27-night trip
Posted 2 months ago
Hotel Dei Capitani

Frequently asked questions

What's it like visiting Montalcino?
If lounging by a pool is your idea of a great holiday, you may want to explore historic Montalcino, which has 12 places to stay with pools. While you're visiting, you can explore sights such as Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi, and then kick back and relax poolside at one of the accommodation options in Montalcino that guests like for their pools.
What are some hotels with pools in Montalcino?
Castiglion del Bosco, A Rosewood Hotel: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. SI Montalcino Hotel: Offers a snack bar/deli, a seasonal outdoor pool and buffet. Le Ragnaie: Provides buffet, a seasonal outdoor pool and free self parking. Cordella in Montalcino Wine Resort: Features a rooftop terrace, a seasonal outdoor pool and free self parking. Fattoria Pieve a Salti: Offers a children's pool, a seasonal outdoor pool and a full-service spa.
How many hotels with pools will I find in Montalcino?
Expedia has 12 hotels in Montalcino for your poolside break.
What is there to see and do in Montalcino?
The picturesque setting of Val di Merse and Val di Chiana showcase the area's natural beauty. During your stay, visit sights such as Fortress of Montalcino, Tenuta Greppo Franco Biondi Santi and Abbazia di Sant'Antimo. The countryside, wineries and historic landmarks are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Montalcino?
You may want to think about a place to stay that offers an outdoor pool if you'll be visiting Montalcino in the warmest months of August, July or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 5°C.

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