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

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Check availability on Montalcino Hotels with a Pool

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Montalcino hotels with a pool

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 hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."
A buffet setup with various food items, a coffee station, and a counter with beverages.

1. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
  • Soak up Italian sunshine in this charming hillside hotel with inviting outdoor pool.
￥21,130
￥24,684 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Dei Capitani
A poolside area with two lounge chairs and a woven ottoman.
A garden with red flowers, a pool area with lounge chairs, and a stone wall.
A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.
A stone building with a tiled roof, surrounded by greenery and a stone wall.

2. Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
  • Swim between indoor and seasonal outdoor pools at this rural wine farm resort.
￥37,859
￥43,086 total
includes taxes & fees
Oct 8 - Oct 9
Il Burellino Wine & Resort
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 large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.
A wicker table with a candle, surrounded by greenery and stone walls.
A kitchen with a buffet setup, including a variety of food items and glassware.

3. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
￥18,704
￥24,718 total
includes taxes & fees
Oct 25 - Oct 26
SI Montalcino Hotel
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.
A stone building with a brick archway and a tall cypress tree in front.
An aerial view of a two-story stone building with a swimming pool in the foreground.

4. 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.
￥26,437
￥30,522 total
includes taxes & fees
Oct 19 - Oct 20
Hotel Vecchia Oliviera
A poolside area with lounge chairs, a table with drinks, and a view of hills.
An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.
A modern bathroom with a glass-enclosed shower, a large mirror, and a countertop with toiletries.
A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

5. Capanna Suites

Capanna Suites
Montalcino
  • Drift into Tuscan splendor at this hillside retreat where the seasonal outdoor pool offers breathtaking vineyard panoramas.
￥68,402
￥77,044 total
includes taxes & fees
Oct 22 - Oct 23
Capanna Suites
A stone building with a pool, lounge chairs, and a garden with flowers.
A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.
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.

6. Podere Brizio

Podere Brizio
Montalcino
  • Vineyard paradise offers blissful pool lounging amidst Tuscan farm stay serenity.
￥38,191
￥43,452 total
includes taxes & fees
Oct 11 - Oct 12
Podere Brizio
A stone building with a swimming pool, white lounge chairs, and a white umbrella.
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.
A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.
A bathroom with a large sink, mirror, and shower.

7. Le Ragnaie

Le Ragnaie
Montalcino
  • Tuscan hillside farm stay features seasonal pool with vineyard views from stylish loungers.
￥21,048
￥24,955 total
includes taxes & fees
Oct 18 - Oct 19
Le Ragnaie
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.
A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.
A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.
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.
￥98,111
￥109,724 total
includes taxes & fees
Oct 6 - Oct 7
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 spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.
A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.
A stone house with a covered patio, a stone pathway, and well-maintained landscaping.

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.
￥80,101
￥89,914 total
includes taxes & fees
Oct 15 - Oct 16
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 rustic interior with a brick fireplace, wooden beams, and a bar area.
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.
￥19,813
￥22,515 total
includes taxes & fees
Sep 27 - Sep 28
Fattoria Pieve a Salti
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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 large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.
A kitchen with a buffet setup, including a variety of food items and glassware.

SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
￥18,704
￥24,718 total
includes taxes & fees
Oct 25 - Oct 26
SI Montalcino Hotel
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.
A stone building with a brick archway and a tall cypress tree in front.
An aerial view of a two-story stone building with a swimming pool in the foreground.

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
￥26,437
￥30,522 total
includes taxes & fees
Oct 19 - Oct 20
Hotel Vecchia Oliviera
A poolside area with two lounge chairs and a woven ottoman.
A garden with red flowers, a pool area with lounge chairs, and a stone wall.
A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.
A stone building with a tiled roof, surrounded by greenery and a stone wall.

Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
￥37,859
￥43,086 total
includes taxes & fees
Oct 8 - Oct 9
Il Burellino Wine & Resort
A poolside area with lounge chairs, a table with drinks, and a view of hills.
An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.
A room with a large window, a door, and a view of a landscape.
A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

Capanna Suites

Capanna Suites
Montalcino
￥68,402
￥77,044 total
includes taxes & fees
Oct 22 - Oct 23
Capanna Suites
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.
A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.
A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.
A stone building with a garden and a gazebo.

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
￥98,111
￥109,724 total
includes taxes & fees
Oct 6 - Oct 7
Villa Le Prata - Residenza del Vescovo
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.
A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.
A stone building with a wooden deck and white lounge chairs.
A stone building with a pool, lounge chairs, and a garden with flowers.

Podere Brizio

Podere Brizio
Montalcino
￥38,191
￥43,452 total
includes taxes & fees
Oct 11 - Oct 12
Podere Brizio
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 hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."
A buffet setup with various food items, a coffee station, and a counter with beverages.

Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
￥21,130
￥24,684 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Dei Capitani
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.
A pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.
A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.
A stone house with a covered patio, a stone pathway, and well-maintained landscaping.

Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
￥80,101
￥89,914 total
includes taxes & fees
Oct 15 - Oct 16
Mastrojanni Relais - Small Luxury Hotels of the World
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
￥368,550
￥407,207 total
includes taxes & fees
Oct 8 - Oct 9
Castiglion del Bosco, A Rosewood Hotel
A stone building with a pool overlooking a mountainous landscape.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
￥107,953
￥120,550 total
includes taxes & fees
Oct 25 - Oct 26
Castello di Velona Resort Thermal SPA & Winery
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.
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Top Montalcino Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
Melanie 2-night trip
Posted 2 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Dei Capitani

Hotel Dei Capitani

10/10 Excellent
"Hotel Dei Capitani was a wonderful hotel with a fantastic view. It was so relaxing to open our doors to the balcony and see the sunrise and sunset colors over the lovely countryside. A great location and the staff were so helpful. We highly recommend this hotel."
Leonel 3-night trip
Posted 6 days ago
Hotel Dei Capitani
Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux

10/10 Excellent
"Beautiful property, spacious room, so well maintained. Pool was lovely but a little too quiet, some music would have been a nice touch. A little awkward to get drink/snack at pool and carry it outside while juggling entrance key. White wine appeared to complimentary pool side, why not red? Would love to have experienced e-bikes but unfortunately rained during our available time slot. Enjoyed lunch at the on-site casual restaurant, food and wine parings were excellent, never left us with an empty wine glass. Enjoyed the onsite museum even though not all the information was in English. Would love to return one day."
Anna 1-night trip
Posted 7 days ago
Castello Banfi - Il Borgo - Relais et Chateaux
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 11 days ago
Castiglion del Bosco, A Rosewood Hotel
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 2 weeks ago
Podere Brizio

Frequently asked questions

What's it like visiting Montalcino?
If laying by the pool is your idea of a great vacation, you might want to think about historic Montalcino, which offers 12 places to stay with pools. During your trip, you can explore sights such as Fortress of Montalcino and Tenuta Greppo Franco Biondi Santi, and then relax and unwind poolside at one of the accommodations 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 pools, and a full-service spa. Le Ragnaie: Offers buffet, a seasonal outdoor pool, and free self parking. SI Montalcino Hotel: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. 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, check out 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 with an outdoor swimming pool if you plan to visit Montalcino in the warmest months of August, July, or June when the average temperature is 69°F. Lodging offering 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 42°F.

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