Compare Montalcino Vacation Rentals

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Montalcino Rentals

The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

4.25 mi from city center
The price is $245 per night
$245
includes taxes & fees
$240 per night
May 11 - May 12
At this vacation home, guests have access to a terrace, laundry facilities, and a garden.
Kitchen
Air conditioning
Corte Francigena

Corte Francigena

Via Ferretti, Montalcino, SI
4.48 mi from city center
The price is $221 per night
$221
includes taxes & fees
$190 per night
May 18 - May 19
Corte Francigena features free WiFi in public areas, express check-out, and laundry facilities. If you decide to drive, there's free parking. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a vending machine and a water dispenser.
Kitchen
Pet friendly
Hilltop house in the heart of Tuscany with private pool

Hilltop house in the heart of Tuscany with private pool

10.55 mi from city center
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
Borgo Lucignanello Bandini

Borgo Lucignanello Bandini

Località Lucignano d'Asso, Montalcino, SI
7.03 mi from city center
The price is $366 per night
$366
includes taxes & fees
$324 per night
May 28 - May 29
Guests of Borgo Lucignanello Bandini enjoy an outdoor pool, free WiFi in public areas, and meeting rooms. There's free parking and an airport shuttle for a fee. Front-desk staff can assist with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include a seasonal outdoor pool, a library, and a terrace.
Pool
Kitchen
Villa in Montalcino, exclusive for you, stunning view!!!

Villa in Montalcino, exclusive for you, stunning view!!!

10.24 mi from city center
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

5.74 mi from city center
At this villa, guests have access to a terrace, laundry facilities, and barbecue grills. Transportation is made easy with limo/town car service. This family-friendly villa also has a garden.
Pool
Kitchen
Storico Villa Ferrano con comfort moderni e piscina, ideale per i grandi eventi

Storico Villa Ferrano con comfort moderni e piscina, ideale per i grandi eventi

7.87 mi from city center
Guests staying at this villa enjoy an outdoor pool, a gym, and a hot tub. Additional amenities include a living plant wall and a garden.
Pool
Hot Tub
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.23 mi from city center
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Kitchen
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach

Enchanting tuscan house, private garden, wellness, stunning views, easy to reach

9.01 mi from city center
Guests of this vacation home enjoy access to ski-in/ski-out access, laundry facilities, and barbecue grills. This ski vacation home also has a garden.
Pool
Kitchen
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia, SI
6.1 mi from city center
The price is $213 per night
$213
includes taxes & fees
$189 per night
May 11 - May 12
Guests staying at Casanova - Panoramic Rooms and Suites enjoy access to a full-service spa, a gym, and a rooftop terrace. The front desk has multilingual staff that can help with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this spa residence include free WiFi in public areas, an outdoor tennis court, and a seasonal outdoor pool.
Pool
Breakfast included
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4, Pienza, SI
Free Cancellation
Reserve now, pay when you stay
9.6 mi from city center
The price is $217 per night
$217
includes taxes & fees
$191 per night
May 7 - May 8
Guests of Hotel San Gregorio enjoy 2 hot tubs, free WiFi in public areas, and a business center. If you drive, self parking is EUR 20 per day, or you can take advantage of the airport shuttle (available 24 hours) for EUR 290 per vehicle roundtrip. Front-desk staff can assist with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this hot springs residence include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Pool
Hot Tub
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Piazza San Giovanni, 13, Siena, SI
Free Cancellation
Reserve now, pay when you stay
19.87 mi from city center
The price is $183 per night
$183
includes taxes & fees
$163 per night
May 9 - May 10
Guests of Il Battistero Siena - Residenza d'Epoca enjoy access to free WiFi in public areas, meeting rooms, and a business center. Valet parking is available for EUR 30 per night, and there's also an airport shuttle for a fee. Front-desk staff can assist with concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include a library, free newspapers, and a terrace.
Pet friendly
Free WiFi
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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.

Montalcino Large Group Rentals

How to Book Vacation Rentals in Montalcino



🏠 What is the best price for Montalcino vacation rentals?

Montalcino vacation rentals range in price, starting at $183 per night.


🏠 What types of vacation rentals in Montalcino can I rent?

Orbitz offers a wide range of Montalcino rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Montalcino condo rentals.


🏠 Is it free to cancel my Montalcino vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Montalcino vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Montalcino. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Montalcino?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Montalcino apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Montalcino?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Montalcino package deals will get you even more savings.

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