Find Hotels with a Pool in Montalcino

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Montalcino Hotels with a Pool

Tonight
Nov 28 - Nov 29
Tomorrow
Nov 29 - Nov 30
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Montalcino Hotels with a Pool

Outdoor pool, sun loungers
Podere Brizio

Podere Brizio

Montalcino
  • Outdoor pool
  • Pool loungers
  • Hot tub
9.8 out of 10, Exceptional, (153)
Refreshing dips in the outdoor pool complement rejuvenating sessions in the hot tub and sauna at this vineyard retreat. Indulgent spa treatments, tennis matches, and dinner at the on-site restaurant enhance the Tuscan countryside experience.
Podere Brizio
Exterior
Capanna Suites

Capanna Suites

Montalcino
  • Poolside bar
  • Pool loungers
9.8 out of 10, Exceptional, (130)
Sparkling waters await at this Tuscan farm stay's seasonal pool, complete with comfortable loungers, refreshing drinks from the poolside bar, and stunning wine country vistas. Bicycles for rent and an onsite Italian restaurant enhance the idyllic experience.
$239 nightly
The price is $275
Dec 5 - Dec 6
Total with taxes and fees
Capanna Suites
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, sun loungers
Hotel Vecchia Oliviera

Hotel Vecchia Oliviera

3.0 star property
Montalcino
  • Pool loungers
9.6 out of 10, Exceptional, (62)
Dive into the seasonal outdoor pool, surrounded by sun loungers from June to September. Bicycle rentals provide an ideal way to explore nearby Museum of Brunello, while the rooftop terrace showcases stunning town views.
Hotel Vecchia Oliviera
Exterior
Mastrojanni Relais

Mastrojanni Relais

Montalcino
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.8 out of 10, Exceptional, (60)
Seasonal outdoor pool creates a refreshing oasis amid mountain scenery from May through October. Mastrojanni Relais enhances wine country stays with an attached winery, hiking trails, horseback riding, and daily buffet breakfast.
$324 nightly
The price is $368
Dec 5 - Dec 6
Total with taxes and fees
Mastrojanni Relais
Exterior
Il Burellino Wine & Resort

Il Burellino Wine & Resort

Montalcino
  • Indoor pool
  • Pool loungers
10.0 out of 10, Exceptional, (76)
Plunge into the tranquil indoor pool year-round or bask under umbrellas by the seasonal outdoor pool during summer months. This farm stay offers hiking trails, homemade breakfast delicacies, and a wine tasting room among rolling countryside vistas.
$153 nightly
The price is $177
Dec 2 - Dec 3
Total with taxes and fees
Il Burellino Wine & Resort
Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas
Le Ragnaie

Le Ragnaie

Montalcino
  • Pool loungers
9.2 out of 10, Wonderful, (322)
Surrounded by stone buildings and breathtaking Tuscan landscapes, this farm stay's seasonal outdoor pool invites summer relaxation from 9:30 AM to 7:30 PM. Sun-drenched loungers and umbrellas complement the natural hot springs nearby.
$100 nightly
The price is $122
Dec 4 - Dec 5
Total with taxes and fees
Le Ragnaie
Pool
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino
  • Pool
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available
  • Toys/Games
$7,482 nightly
The price is $7,482
Dec 5 - Dec 6
Total with taxes and fees
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Pool
ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22

ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22

Montalcino
  • Pool
  • Air conditioning
  • Parking available
$8,282 nightly
The price is $8,282
Dec 5 - Dec 6
Total with taxes and fees
ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22
Seasonal outdoor pool, pool umbrellas, sun loungers
Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo

Montalcino
  • Pool loungers
  • Hot tub
10.0 out of 10, Exceptional, (72)
Floating in the infinity pool offers spectacular panoramas of rolling vineyards and distant mountains. Wine enthusiasts appreciate the attached winery, while the exceptional staff serves outstanding Italian cuisine beneath the Tuscan sun.
$337 nightly
The price is $383
Nov 29 - Nov 30
Total with taxes and fees
Villa Le Prata - Residenza del Vescovo
Outdoor pool, sun loungers
Hotel Dei Capitani

Hotel Dei Capitani

3.0 star property
Montalcino
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (416)
Sparkling waters invite relaxation amidst panoramic rural scenery at this hotel's outdoor swimming sanctuary. After a cooling swim, guests can recline on sun loungers while savoring continental breakfast with fabulous views.
Hotel Dei Capitani
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

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Top Montalcino Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Hotel Athena was planned for just one night because we rented a car for a week of sight-seeing all through Tuscany. It's a great location and we should have stayed longer. The hotel and Staff very very nice and the room was great! "
Anthony 1-night trip
Posted 1 day ago
Hotel Athena

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 16 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?
Rosewood Castiglion del Bosco: Features 2 restaurants, 2 outdoor pools, and a full-service spa. SI Montalcino Hotel: Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Cordella in Montalcino Wine Resort: Provides a rooftop terrace, a seasonal outdoor pool, and free self parking. Le Ragnaie: Features buffet, a seasonal outdoor pool, and free self parking. ANTICO BRUNELLO - Eleven Bedroom Resort, Sleeps 22: Offers televisions, a pool, and air conditioning.
How many hotels with pools will I find in Montalcino?
Expedia's 16 hotels in Montalcino give you a great choice for your poolside getaway.
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.

Explore a world of travel with Expedia