Photo by Paula Warren

Montespertoli Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Montespertoli

Cozy and bright apartment

Montespertoli
The price is AU$350
includes taxes & fees
11 Nov - 12 Nov
Cozy and bright apartment

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is AU$2,729
includes taxes & fees
12 Nov - 13 Nov
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Tuscan House Relax in the heart of the Tuscan countryside

Montespertoli
The price is AU$217
includes taxes & fees
14 Nov - 15 Nov
Tuscan House Relax in the heart of the Tuscan countryside

Cozy apartment with garden for families and friends. Near Florence!

Toscana
The price is AU$310
includes taxes & fees
13 Nov - 14 Nov
Cozy apartment with garden for families and friends. Near Florence!

Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

Montespertoli
10.0 out of 10, Exceptional, (22)
"Great place & beautiful location. Only issue is the two bedrooms are right next to each other upstairs and you can easily hear all conversation in the other room. This is very good location if you want to be near Florence but be out of the city and enjoy the area."
United States
RICHARD S.
The price is AU$511
includes taxes & fees
11 Nov - 12 Nov
Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
The price is AU$228
includes taxes & fees
11 Nov - 12 Nov
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Charming apartment in the heart of Tuscany

Montespertoli
The price is AU$413
includes taxes & fees
12 Nov - 13 Nov
Charming apartment in the heart of Tuscany

Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
10.0 out of 10, Exceptional, (2)
"We had the best time. The view is spectacular. The rooms are spacious very secure property. The property was clean and well appointed. We had a special request during our stay of a chef to cook us a real Italian meal. Our host Elena took the challenge on herself with the help of her family. The meal she cooked was the highlight of our entire vacation. She was a great host to deal with and we’d love to go back there again."
United States
Charlie B.
The price is AU$1,030
includes taxes & fees
11 Nov - 12 Nov
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi

Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
9.4 out of 10, Exceptional, (3)
"Beautiful stay in a wonderful Italian villa. "
United States
Jessica C.
The price is AU$901
includes taxes & fees
11 Nov - 12 Nov
Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi

Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
6.0 out of 10, (1)
"Une magnifique propriété viticole, dans un environnement superbe en plein milieu des vignes de Chianti et des oliviers, à environ 50 mn en voiture de Florence, Pise, Sienne, qui aurait pu être synonyme de séjour parfait si nous n'avions été constamment ennuyés par différents problèmes de confort, de bruit et de maintenance. La Limonaia se trouve juste au dessous de la terrasse d'un appartement, sans aucune isolation et le moindre bruit de pas ou de mobilier déplacé est amplifié. Nous n'avons...
France
SERGE P.
The price is AU$709
includes taxes & fees
11 Nov - 12 Nov
Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi

Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi

Montespertoli
4.0 out of 10, (1)
"Die Wohnung war im Internet nicht deutlich dargestellt. Die 140 m² sind vom Nutzen her nicht zutreffend. Das Wohnzimmer direkt unter dem heißen Dachstuhl haben wir gar nicht nutzen können, die Küche nur schnell schnell. Sie war viel zu klein, viele Utensilien fehlten, um für eine Familie zu kochen und zu essen. Die Küche war in einer Zwischenetage, die Schlafzimmer in der ersten Etage, so dass sich die ganze Fläche auf 2,5 Etagen mit vielen Treppen und Fluren verteilte. Es war fast ziemlich...
Germany
Havva C.
The price is AU$901
includes taxes & fees
11 Nov - 12 Nov
Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi

San Giuliano Inn - Adults Only

Historic Centre of Florence
10.0 out of 10, Exceptional, (401)
"Great location - we loved it!"
United States
Julian
San Giuliano Inn - Adults Only

Hu Firenze Camping In Town

Florence
8.8 out of 10, Excellent, (1590)
"It was a grt place to stay"
United States
Sunitha
Hu Firenze Camping In Town

Sette Angeli Rooms

Historic Centre of Florence
8.8 out of 10, Excellent, (632)
"Beautifully updated rooms, very comfortable beds and linens, great location walkable everywhere. The host Maria is fantastic, would highly recommend experiencing Florence with a stay here."
Canada
Ronald
The price is AU$167
includes taxes & fees
23 Nov - 24 Nov
Sette Angeli Rooms

Palazzo al Torrione 2

San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is AU$201
includes taxes & fees
20 Nov - 21 Nov
Palazzo al Torrione 2

Tenuta Sant'Ilario

Gambassi Terme
9.4 out of 10, Exceptional, (33)
"Great place, difficult driving access but enjoyable"
United States
Sergio
Tenuta Sant'Ilario

Chianti Village Morrocco

3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Really enjoyed our short stay. The studio has all we needed, and we were given ine with a wraparound balcony with views of the stunning countryside!"
United Kingdom
Heike
Chianti Village Morrocco

La Locanda di Pietracupa

Barberino Tavarnelle
9.4 out of 10, Exceptional, (35)
"Wonderful staff and exceptional food. "
United States
Michael
La Locanda di Pietracupa

Terre di Baccio

Greve in Chianti
9.8 out of 10, Exceptional, (71)
"Very nice hotel , breakfast very good , is a winery and very good Chianti Is a big hotel All the staff is very kind I liked this hotel very much I recommend!!!!!!!"
Mexico
Orlando Santini
The price is AU$368
includes taxes & fees
11 Nov - 12 Nov
Terre di Baccio

Villa il Fedino

San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is AU$254
includes taxes & fees
9 Dec - 10 Dec
Villa il Fedino
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montespertoli Hotel Reviews

Find out more about Montespertoli

Everything you need to know about Montespertoli holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montespertoli holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Montespertoli holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montespertoli holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montespertoli holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montespertoli holiday rentals we have selected for you start as low as AU$137 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montespertoli rentals

At Expedia, we put the best Montespertoli holiday 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 Montespertoli 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 Montespertoli holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montespertoli. 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 a holiday rental in Montespertoli?

Yes, there are holiday rentals in Montespertoli close to Il Fiaschetto, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the countryside in Montespertoli. Make sure you have time to check out the wineries and gardens during your trip.

What are some of the best holiday rentals that Montespertoli has to offer?

QK Costa58 Home Tower: This holiday home rental outside of Montespertoli is located in the historical district, and offers a terrace, air conditioning and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Another good choice for your trip to Montespertoli is House with character in typical medieval borgo on the Chianti Classico hills.

How many holiday rentals are there in Montespertoli?

Choose from 52 Expedia holiday rentals in Montespertoli for a memorable holiday.

What’s there to see and do in Montespertoli?

Cultural attractions include Vine and Wine Museum, whereas Il Fiaschetto is just one of the family-friendly sights. Uffizi Gallery and Cathedral of Santa Maria del Fiore are other popular places to visit in the area.

What are holiday rentals like in Montespertoli?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montespertoli. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.