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Montegonzi Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Montegonzi vacation rentals

A stone building with large wooden doors and a paved courtyard.

1. Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
A stone building with a yellow sign reading "b&b erioico".

2. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
$128 nightly
The price is $150
Nov 4 - Nov 5
Total with taxes and fees
L' Eroico
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
$166 nightly
The price is $182
Oct 8 - Oct 9
Total with taxes and fees
Villa di Sotto
A villa with a swimming pool, outdoor seating, and a tennis court.

4. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
$107 nightly
The price is $123
Oct 16 - Oct 17
Total with taxes and fees
Villa Curina Resort
A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

5. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
$143 nightly
The price is $157
Oct 14 - Oct 15
Total with taxes and fees
Relais Villa Belpoggio - Residenza d'Epoca
A stone building with a garden in front.

6. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
$200 nightly
The price is $229
Oct 5 - Oct 6
Total with taxes and fees
Borgo Argenina
A cozy living room with a stone wall, a wine rack, and two sofas.

7. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (26 reviews)
"Such a lovely experience, the perfect getaway place with perfect room, breakfast, pool, staff, lunch and dinner. we will definitely come back. 10/10 ❤️"
Finland
Veera
$142 nightly
The price is $157
Nov 4 - Nov 5
Total with taxes and fees
Villa Cassia di Baccano
A pool area with a water slide and a stage for performances.

8. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (333 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
Hu Norcenni Girasole Village
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (25 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
$179 nightly
The price is $179
Oct 5 - Oct 6
Total with taxes and fees
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

10. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
$123 nightly
The price is $140
Oct 5 - Oct 6
Total with taxes and fees
Villa Rosa Panzano
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

11. Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (75 reviews)
"True Tuscan style, beautiful views and a lovely breakfast."
Canada
Janet
$102 nightly
The price is $114
Oct 18 - Oct 19
Total with taxes and fees
Relais Villa Belvedere
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

12. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
$243 nightly
The price is $272
Oct 7 - Oct 8
Total with taxes and fees
Castello di Gargonza
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

13. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
$126 nightly
The price is $144
Oct 6 - Oct 7
Total with taxes and fees
Residenzia del Sogno
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

14. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
$183 nightly
The price is $203
Oct 6 - Oct 7
Total with taxes and fees
Riserva di Fizzano Residence
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

15. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
$283 nightly
The price is $315
Oct 15 - Oct 16
Total with taxes and fees
Terre di Baccio
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

16. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
$124 nightly
The price is $140
Oct 5 - Oct 6
Total with taxes and fees
Casa Vacanze Le Fornaci
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

17. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
$87 nightly
The price is $101
Oct 13 - Oct 14
Total with taxes and fees
Mariani Bed & Breakfast
A pool area with a water slide and a stage for performances.

18. Villa Norcenni Aparthotel

Villa Norcenni Aparthotel
2.0 star property
Figline e Incisa Valdarno
7.4 out of 10, Good, (24 reviews)
"It was clean and safe."
United Kingdom
Laka
Villa Norcenni Aparthotel
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

19. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
$122 nightly
The price is $136
Nov 4 - Nov 5
Total with taxes and fees
Casa Vacanze Squarcialupi
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, (484 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
$93 nightly
The price is $107
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 Montegonzi Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."
Victoria 6-night trip
Posted 2 days ago
Villa Scacciapensieri Boutique Hotel

Find out more about Montegonzi

Everything you need to know about Montegonzi 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 Montegonzi 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 Montegonzi vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montegonzi vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montegonzi. 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 Montegonzi 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 $49 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 Montegonzi rentals

At Expedia, we put the best Montegonzi 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 Montegonzi 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 Montegonzi 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 Montegonzi. 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

Can I find vacation rentals in Montegonzi?

Yes, there are vacation rentals near well known attractions in Montegonzi, or you can go with a more remote option if you want a relaxing place to stay. Montegonzi is known for its restaurants.

What are some of the best vacation rentals in Montegonzi?

Borgo Argiano: Visitors like this Montegonzi vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

What’s there to see and do in Montegonzi?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Terme Antica Querciolaia. Le Miccine and Badia a Coltibuono are a couple of places you'll find in the larger area.

What’s a vacation rental in Montegonzi like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Montegonzi. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.