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

Montalcino Hotels with Swimming Pool

  • 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 Montalcino Hotels with Swimming Pools

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Montalcino hotels with a pool

1. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
RM439
RM592 total
includes taxes & fees
29 Sept - 30 Sept
SI Montalcino Hotel

2. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
  • Soak up Italian sunshine in this charming hillside hotel with inviting outdoor pool.
RM651
RM754 total
includes taxes & fees
29 Sept - 30 Sept
Hotel Dei Capitani

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.
RM694
RM801 total
includes taxes & fees
11 Oct - 12 Oct
Hotel Vecchia Oliviera

4. Capanna Suites

Capanna Suites
Montalcino
  • Drift into Tuscan splendour at this hillside retreat where the seasonal outdoor pool offers breathtaking vineyard panoramas.
RM1,902
RM2,139 total
includes taxes & fees
9 Oct - 10 Oct
Capanna Suites

5. Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
  • Swim between indoor and seasonal outdoor pools at this rural wine farm resort.
RM909
RM1,038 total
includes taxes & fees
8 Oct - 9 Oct
Il Burellino Wine & Resort

6. 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.
RM1,971
RM2,215 total
includes taxes & fees
5 Oct - 6 Oct
Mastrojanni Relais - Small Luxury Hotels of the World

7. Podere Brizio

Podere Brizio
Montalcino
  • Vineyard paradise offers blissful pool lounging amidst Tuscan farm stay serenity.
RM922
RM1,052 total
includes taxes & fees
11 Oct - 12 Oct
Podere Brizio

8. Le Ragnaie

Le Ragnaie
Montalcino
  • Tuscan hillside farm stay features seasonal pool with vineyard views from stylish loungers.
RM601
RM708 total
includes taxes & fees
24 Sept - 25 Sept
Le Ragnaie

9. 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.
RM2,372
RM2,656 total
includes taxes & fees
20 Sept - 21 Sept
Villa Le Prata - Residenza del Vescovo

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.
RM572
RM648 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

SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
RM439
RM592 total
includes taxes & fees
29 Sept - 30 Sept
SI Montalcino Hotel

Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
RM651
RM754 total
includes taxes & fees
29 Sept - 30 Sept
Hotel Dei Capitani

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
RM694
RM801 total
includes taxes & fees
11 Oct - 12 Oct
Hotel Vecchia Oliviera

Le Ragnaie

Le Ragnaie
Montalcino
RM601
RM708 total
includes taxes & fees
24 Sept - 25 Sept
Le Ragnaie

Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
RM1,971
RM2,215 total
includes taxes & fees
5 Oct - 6 Oct
Mastrojanni Relais - Small Luxury Hotels of the World

Podere Brizio

Podere Brizio
Montalcino
RM922
RM1,052 total
includes taxes & fees
11 Oct - 12 Oct
Podere Brizio

Capanna Suites

Capanna Suites
Montalcino
RM1,902
RM2,139 total
includes taxes & fees
9 Oct - 10 Oct
Capanna Suites

Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
RM909
RM1,038 total
includes taxes & fees
8 Oct - 9 Oct
Il Burellino Wine & Resort

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
RM2,372
RM2,656 total
includes taxes & fees
20 Sept - 21 Sept
Villa Le Prata - Residenza del Vescovo

Wine Resort Colsereno

Wine Resort Colsereno
Montalcino
RM1,419
RM1,620 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

Hotel Athena

Hotel Athena

8/10 Good
"Overall okay hotel. It’s meant more to come in during the morning while explore and out all day. Rooms are small and you can hear everything that’s going on in the hallway and in othe rooms (e.g., crying baby at 3am). Reception staff (Simone) was helpful and bartender (Lucas) was super nice. View in the terrace is good and peaceful but can’t be use if too close to dinner time."
Maria Fernanda 2-night trip
Posted 2 hours 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 22 hours 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 3 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 3 weeks 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
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 2 months ago
Castiglion del Bosco, A Rosewood Hotel

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.

Explore a world of travel with Expedia