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Montingegnoli Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Montingegnoli vacation rentals

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

1. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
$177 nightly
The price is $200
Oct 18 - Oct 19
Total with taxes and fees
Borgo Il Poggiaccio
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

2. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$66 nightly
The price is $76
Nov 4 - Nov 5
Total with taxes and fees
Tuscasì Aparthotel
Outdoor pool

3. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (9 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
$122 nightly
The price is $137
Nov 11 - Nov 12
Total with taxes and fees
Residence Arianna
A stone building with a tiled roof, a brick pathway, and a small grassy area.

4. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
9.2 out of 10, Wonderful, (9 reviews)
"We loved our stay. The property is quiet and private but is in close proximity to a small town. Very charming and the pool was an added bonus. "
United States
Misti
$174 nightly
The price is $194
Oct 26 - Oct 27
Total with taxes and fees
Le Mascie Country House
An outdoor seating area with wooden chairs and tables, stone walls, and a yellow building in the background.

5. "Radicondoli House" Apartment with Balcony and Wi-Fi

"Radicondoli House" Apartment with Balcony and Wi-Fi
Radicondoli Siena
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful apartment that is well decorated and comfortable with everything you could need Walkable to grocery store and restaurants Parking is free and close by Giovanna was so helpful and excellent communication Can't say enough about this place! "
United States
Corey
$384 nightly
The price is $384
Oct 16 - Oct 17
Total with taxes and fees
"Radicondoli House" Apartment with Balcony and Wi-Fi
A compact kitchen with a gas stove, a refrigerator, and a wooden dining table with chairs.

6. Nido con vista

Nido con vista
Radicondoli
$134 nightly
The price is $148
Nov 1 - Nov 2
Total with taxes and fees
Nido con vista
A stone courtyard with a bench, potted plants, and a building in the background.

7. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
$101 nightly
The price is $114
Nov 8 - Nov 9
Total with taxes and fees
Casa di Campagna in Toscana
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

8. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$149 nightly
The price is $166
Oct 25 - Oct 26
Total with taxes and fees
Palazzo Pacini
A garden with a stone pathway, wooden benches, and various potted plants.

9. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (87 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
$131 nightly
The price is $150
Oct 14 - Oct 15
Total with taxes and fees
Antico Borgo il Cardino
A stone building with outdoor seating and a view of the countryside.

10. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
$159 nightly
The price is $179
Oct 15 - Oct 16
Total with taxes and fees
Antico Borgo Poggiarello
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

11. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (254 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
$128 nightly
The price is $146
Nov 2 - Nov 3
Total with taxes and fees
La Terrazza Sul Campo Rooming House
A balcony with potted plants and a view of rolling hills and mountains.

12. A Nest with a View - A Romantic Retreat Within the City Walls

A Nest with a View - A Romantic Retreat Within the City Walls
Radicondoli
$159 nightly
The price is $159
Nov 3 - Nov 4
Total with taxes and fees
A Nest with a View - A Romantic Retreat Within the City Walls
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

13. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
$315 nightly
The price is $317
Oct 27 - Oct 28
Total with taxes and fees
House with pool for 4 pax
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

14. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (222 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
$132 nightly
The price is $150
Nov 5 - Nov 6
Total with taxes and fees
Il Battistero Siena - Residenza d'Epoca
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

15. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (354 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
$62 nightly
The price is $73
Nov 5 - Nov 6
Total with taxes and fees
ApartHotel Anghel
A terrace with a table and chairs, overlooking a scenic landscape.

16. Apartment 'Timignano in Agriturismo' with Mountain View, Pool among the Hills

Apartment 'Timignano in Agriturismo' with Mountain View, Pool among the Hills
Monteguidi
$335 nightly
The price is $337
Oct 14 - Oct 15
Total with taxes and fees
Apartment 'Timignano in Agriturismo' with Mountain View, Pool among the Hills
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

17. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
$85 nightly
The price is $96
Oct 16 - Oct 17
Total with taxes and fees
Country House il Ciliegio
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

18. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (184 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
$89 nightly
The price is $106
Nov 1 - Nov 2
Total with taxes and fees
Bosco della Spina
A pool with stone edging, surrounded by lush greenery and a stone wall.

19. Casale Torricella: Relax in the Woods with Sea View

Casale Torricella: Relax in the Woods with Sea View
Montieri
10.0 out of 10, Exceptional, (1 review)
"Pros: Die Lage von Casale Torricella ist traumhaft. Die absolute Ruhe. Man hört lediglich Vogelgezwitscher und trotzdem ist Montieri mit seinem kleinen Supermetcado und 2 empfehlenswerter Lokalen nicht weit entfernt Der unbeschreibliche Duft, der in den Morgenstunden von all den Wildpflanzen ausgeht. Die supernetten Vermieter. Ich könnte stundenlang weiter schwärmen."
Germany
Anonymous traveler
$519 nightly
The price is $519
Oct 31 - Nov 1
Total with taxes and fees
Casale Torricella: Relax in the Woods with Sea View
A bathroom with a window view of a historic building and a tiled roof.

20. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (489 reviews)
"Great location right in the heart of everything and next to an escalator that takes you to the main plaza. Very comfortable bed, friendly staff. Convenient parking option very close by."
United States
Heather
$111 nightly
The price is $126
Nov 2 - Nov 3
Total with taxes and fees
Siena Vip
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.
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Top Montingegnoli Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 11 hours ago
Hotel Italia

Find out more about Montingegnoli

Everything you need to know about Montingegnoli vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montingegnoli vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montingegnoli vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montingegnoli vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montingegnoli. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montingegnoli in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $56 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montingegnoli rentals

At Expedia, we put the best Montingegnoli vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montingegnoli rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montingegnoli vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montingegnoli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Montingegnoli?

Yes, there are vacation rentals near the most popular sights in Montingegnoli, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Montingegnoli?

Villa with large garden in the Chianti hills: This vacation home rental outside of Montingegnoli is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What’s there to see and do in Montingegnoli?

While exploring the area, visit family-friendly sights like Terre di Vini, or get outside and enjoy nature at Val di Merse. In the larger area, you’ll find Abbazia di San Galgano and Biolago Geotermico Acqua Harda.

What’s a vacation rental in Montingegnoli like?

Vacation rentals are private properties where you can stay for a long or short time in Montingegnoli. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.