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

Hotels with Swimming Pool in Montalcino, Tuscany

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Check availability on Montalcino Hotels with Swimming Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.
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.

1. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
P5,943
P8,155 total
includes taxes & fees
Nov 1 - Nov 2
SI Montalcino Hotel
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."

2. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
  • Soak up Italian sunshine in this charming hillside hotel with inviting outdoor pool.
P8,168
P9,548 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Dei Capitani
A poolside area with two lounge chairs and a woven ottoman.
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.
A garden with red flowers, a pool area with lounge chairs, and a stone wall.

3. Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
  • Swim between indoor and seasonal outdoor pools at this rural wine farm resort.
P11,505
P13,358 total
includes taxes & fees
Nov 5 - Nov 6
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.
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.

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.
P9,722
P11,256 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Vecchia Oliviera
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.

5. 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.
P26,930
P30,326 total
includes taxes & fees
Nov 5 - Nov 6
Villa Le Prata - Residenza del Vescovo
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 modern bathroom with a glass-enclosed shower, a large mirror, and a countertop with toiletries.

6. Capanna Suites

Capanna Suites
Montalcino
  • Drift into Tuscan splendor at this hillside retreat where the seasonal outdoor pool offers breathtaking vineyard panoramas.
P20,324
P23,060 total
includes taxes & fees
Oct 26 - Oct 27
Capanna Suites
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
A stone bench and two wooden chairs overlooking a scenic landscape with rolling hills and a lake.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

7. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
  • Poolside bliss awaits at this Tuscan hotel where loungers, umbrellas, and cocktails create a refreshing retreat.
P111,768
P123,648 total
includes taxes & fees
Oct 18 - Oct 19
Castiglion del Bosco, A Rosewood Hotel
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 bathroom with a large sink, mirror, and shower.

8. Le Ragnaie

Le Ragnaie
Montalcino
  • Tuscan hillside farm stay features seasonal pool with vineyard views from stylish loungers.
P6,673
P8,043 total
includes taxes & fees
Nov 3 - Nov 4
Le Ragnaie
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.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

9. 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.
P37,208
P41,632 total
includes taxes & fees
Nov 3 - Nov 4
Castello di Velona Resort Thermal SPA & Winery
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 stone house with a covered patio, a stone pathway, and well-maintained landscaping.

10. 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.
P27,718
P31,192 total
includes taxes & fees
Nov 7 - Nov 8
Mastrojanni Relais - Small Luxury Hotels of the World
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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 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.

SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
P5,943
P8,155 total
includes taxes & fees
Nov 1 - Nov 2
SI Montalcino Hotel
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 spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

Le Ragnaie

Le Ragnaie
Montalcino
P6,673
P8,043 total
includes taxes & fees
Nov 3 - Nov 4
Le Ragnaie
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 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
P12,540
P14,357 total
includes taxes & fees
Oct 31 - Nov 1
Podere Brizio
A poolside area with two lounge chairs and a woven ottoman.
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.
A garden with red flowers, a pool area with lounge chairs, and a stone wall.

Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
P11,505
P13,358 total
includes taxes & fees
Nov 5 - Nov 6
Il Burellino Wine & Resort
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
P8,168
P9,548 total
includes taxes & fees
Oct 20 - Oct 21
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 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.

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
P9,722
P11,256 total
includes taxes & fees
Oct 14 - Oct 15
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.
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.

Capanna Suites

Capanna Suites
Montalcino
P20,324
P23,060 total
includes taxes & fees
Oct 26 - Oct 27
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
P26,930
P30,326 total
includes taxes & fees
Nov 5 - Nov 6
Villa Le Prata - Residenza del Vescovo
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.
A stone building with a courtyard, large potted plants, and a well-maintained lawn.
An arched stone doorway leading to a covered outdoor seating area with a table and benches.

Colsereno Boutique Wine Hotel resort

Colsereno Boutique Wine Hotel resort
Montalcino
Colsereno Boutique Wine Hotel resort
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 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
P27,718
P31,192 total
includes taxes & fees
Nov 7 - Nov 8
Mastrojanni Relais - Small Luxury Hotels of the World
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
"Nice and quiet excellent hospitality"
Mohammed 2-night trip
Posted 2 days ago
Castiglion del Bosco, A Rosewood Hotel
Le Ragnaie

Le Ragnaie

10/10 Excellent
"Beautiful and quiet property, clean rooms, pool with stunning views. Friendly staff and delicious breakfast."
Mary Margaret 1-night trip
Posted 3 days ago
Le Ragnaie
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 11 days ago
Castello di Velona Resort Thermal SPA & Winery
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 3 weeks ago
Castello Banfi - Il Borgo - Relais et Chateaux
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 1 month ago
Hotel Italia

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. Cordella in Montalcino Wine Resort: Provides a rooftop terrace, a seasonal outdoor pool, and free self parking. SI Montalcino Hotel: Features a snack bar/deli, a seasonal outdoor pool, and buffet. 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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