A grassy field with a group of people walking and a person running.

Hotels with Pool & Resorts in Brunello di Montalcino Wine Area from NZ$220

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Brunello di Montalcino Wine Area Hotels with Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.
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.

1. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
NZ$220
includes taxes & fees
26 Oct - 27 Oct
SI Montalcino Hotel
A stone building with a pool, lounge chairs, and a garden with flowers.
A stone building with a wooden deck and white lounge chairs.
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.

2. Podere Brizio

Podere Brizio
Montalcino
  • Vineyard paradise offers blissful pool lounging amidst Tuscan farm stay serenity.
NZ$411
includes taxes & fees
31 Oct - 1 Nov
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 buffet setup with various food items, a coffee station, and a counter with beverages.
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.
NZ$273
includes taxes & fees
21 Oct - 22 Oct
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 stone building with a tiled roof, surrounded by greenery and a stone wall.
A bedroom with a large bed, a red sofa, a wooden wardrobe, and a view through a glass door.

4. Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
  • Swim between indoor and seasonal outdoor pools at this rural wine farm resort.
NZ$448
includes taxes & fees
27 Oct - 28 Oct
Il Burellino Wine & Resort
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.
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.

5. 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.
NZ$338
includes taxes & fees
20 Oct - 21 Oct
Hotel Vecchia Oliviera
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.

6. Capanna Suites

Capanna Suites
Montalcino
  • Drift into Tuscan splendour at this hillside retreat where the seasonal outdoor pool offers breathtaking vineyard panoramas.
NZ$597
includes taxes & fees
28 Oct - 29 Oct
Capanna Suites
A stone building with a swimming pool, white lounge chairs, and a white 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.
An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.

7. Le Ragnaie

Le Ragnaie
Montalcino
  • Tuscan hillside farm stay features seasonal pool with vineyard views from stylish loungers.
NZ$255
includes taxes & fees
28 Oct - 29 Oct
Le Ragnaie
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 stone building with a garden and a gazebo.
A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.

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.
NZ$1,225
includes taxes & fees
6 Oct - 7 Oct
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 stone house with a covered patio, a stone pathway, and well-maintained landscaping.
A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.
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.
NZ$994
includes taxes & fees
8 Oct - 9 Oct
Mastrojanni Relais - Small Luxury Hotels of the World
A stone building with a pool overlooking a mountainous landscape.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
Vineyard

10. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
  • Soak in thermal bliss at this Italian winery hotel, where 2 outdoor pools offer vineyard views for ultimate relaxation.
NZ$1,427
includes taxes & fees
25 Oct - 26 Oct
Castello di Velona Resort Thermal SPA & Winery
View all properties

Choose what matters most at hotels with a pool in Brunello di Montalcino Wine Area

Breakfast included
4 stars
5 stars
Spa pool
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 bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.
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.

SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
NZ$220
includes taxes & fees
26 Oct - 27 Oct
SI Montalcino Hotel
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 stone building with a garden and a gazebo.
A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
NZ$1,225
includes taxes & fees
6 Oct - 7 Oct
Villa Le Prata - Residenza del Vescovo
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.
A stone building with a pool, lounge chairs, and a garden with flowers.
A stone building with a wooden deck and white lounge chairs.
A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

Podere Brizio

Podere Brizio
Montalcino
NZ$411
includes taxes & fees
31 Oct - 1 Nov
Podere Brizio
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
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
NZ$3,642
includes taxes & fees
30 Oct - 31 Oct
Castiglion del Bosco, A Rosewood Hotel
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
NZ$597
includes taxes & fees
28 Oct - 29 Oct
Capanna Suites
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 stone building with a tiled roof, surrounded by greenery and a stone wall.
A bedroom with a large bed, a red sofa, a wooden wardrobe, and a view through a glass door.

Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
NZ$448
includes taxes & fees
27 Oct - 28 Oct
Il Burellino Wine & Resort
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.
A stone house with a covered patio, a stone pathway, and well-maintained landscaping.
A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.
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
NZ$994
includes taxes & fees
8 Oct - 9 Oct
Mastrojanni Relais - Small Luxury Hotels of the World
A stone building with a pool overlooking a mountainous landscape.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
Vineyard

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
NZ$1,427
includes taxes & fees
25 Oct - 26 Oct
Castello di Velona Resort Thermal SPA & Winery
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 buffet setup with various food items, a coffee station, and a counter with beverages.
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
NZ$273
includes taxes & fees
21 Oct - 22 Oct
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.
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
NZ$338
includes taxes & fees
20 Oct - 21 Oct
Hotel Vecchia Oliviera
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 Brunello di Montalcino Wine Area Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 1 day ago
Hotel Athena
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 4 days ago
Castello di Velona Resort Thermal SPA & Winery
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 weeks 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 3 weeks ago
Hotel Italia

Explore a world of travel with Expedia