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Hotels with Swimming Pool in Brunello di Montalcino Wine Area, Tuscany

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Check availability on Brunello di Montalcino Wine Area Hotels with Swimming Pool

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

Our top choices for Brunello di Montalcino Wine Area 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 large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.
A kitchen with a buffet setup, including a variety of food items and glassware.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

1. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
P6,729
P9,072 total
includes taxes & fees
Sep 29 - Sep 30
SI Montalcino Hotel
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 dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

2. Podere Brizio

Podere Brizio
Montalcino
  • Vineyard paradise offers blissful pool lounging amidst Tuscan farm stay serenity.
P14,139
P16,134 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 spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.
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."

3. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
  • Soak up Italian sunshine in this charming hillside hotel with inviting outdoor pool.
P9,966
P11,543 total
includes taxes & fees
Sep 29 - Sep 30
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."
A room with a wooden bench, potted plants, framed artwork, and a view of the outside.
An aerial view of a two-story stone building with a swimming pool in the foreground.
An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

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.
P11,288
P12,998 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Vecchia Oliviera
A stone building with a swimming pool, white lounge chairs, and a white umbrella.
A bathroom with a large sink, mirror, and shower.
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.

5. Le Ragnaie

Le Ragnaie
Montalcino
  • Tuscan hillside farm stay features seasonal pool with vineyard views from stylish loungers.
P6,851
P8,262 total
includes taxes & fees
Sep 28 - Sep 29
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.

6. Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
  • Swim between indoor and seasonal outdoor pools at this rural wine farm resort.
P13,917
P15,890 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.
A four-poster bed with a bench, stone flooring, and a stone wall.
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 villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

7. Capanna Suites

Capanna Suites
Montalcino
  • Drift into Tuscan splendor at this hillside retreat where the seasonal outdoor pool offers breathtaking vineyard panoramas.
P27,566
P31,048 total
includes taxes & fees
Sep 29 - Sep 30
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 stone building with a garden and a gazebo.
A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.

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.
P30,848
P34,659 total
includes taxes & fees
Sep 20 - Sep 21
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 picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.
A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.
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.
P37,594
P42,080 total
includes taxes & fees
Oct 4 - Oct 5
Mastrojanni Relais - Small Luxury Hotels of the World
A swimming pool with a stone wall and a bench, surrounded by lights.
A four-poster bed with a canopy, a wooden wardrobe, and a chandelier.
An outdoor patio with a stone wall, metal chairs, and a table.
A stone building with a central courtyard, arched doorways, and a staircase leading to an upper level.

10. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
P4,594
P5,344 total
includes taxes & fees
Oct 6 - Oct 7
Cordella in Montalcino Wine Resort
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Choose what matters most at hotels with a pool in Brunello di Montalcino Wine Area

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Brunello di Montalcino Wine Area

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 kitchen with a buffet setup, including a variety of food items and glassware.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
P6,729
P9,072 total
includes taxes & fees
Sep 29 - Sep 30
SI Montalcino Hotel
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 dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

Podere Brizio

Podere Brizio
Montalcino
P14,139
P16,134 total
includes taxes & fees
Oct 11 - Oct 12
Podere Brizio
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 stone building with a swimming pool, white lounge chairs, and a white umbrella.
A bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.

Le Ragnaie

Le Ragnaie
Montalcino
P6,851
P8,262 total
includes taxes & fees
Sep 28 - Sep 29
Le Ragnaie
A pool with a stone wall, a view of the countryside, and a building with a tiled roof.
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.
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."

Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
P9,966
P11,543 total
includes taxes & fees
Sep 29 - Sep 30
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."
A room with a wooden bench, potted plants, framed artwork, and a view of the outside.
An aerial view of a two-story stone building with a swimming pool in the foreground.
An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
P11,288
P12,998 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Vecchia Oliviera
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
P13,917
P15,890 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.
A four-poster bed with a bench, stone flooring, and a stone wall.
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 villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

Capanna Suites

Capanna Suites
Montalcino
P27,566
P31,048 total
includes taxes & fees
Sep 29 - Sep 30
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 stone building with a garden and a gazebo.
A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
P30,848
P34,659 total
includes taxes & fees
Sep 20 - Sep 21
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 picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.
A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.
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
P37,594
P42,080 total
includes taxes & fees
Oct 4 - Oct 5
Mastrojanni Relais - Small Luxury Hotels of the World
A stone building with a pool overlooking a mountainous landscape.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
P47,810
P53,318 total
includes taxes & fees
Sep 27 - Sep 28
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 Brunello di Montalcino Wine Area 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 3 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 4 days ago
Hotel Italia
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 7 days ago
Castello di Velona Resort Thermal SPA & Winery
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Nice clean stay. Staff excellent"
Susan and Larry 3-night trip
Posted 10 days ago
Fonteverde Thermal Spa Resort Tuscany

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