Montespertoli Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Montespertoli holiday rentals

Iron/ironing board, WiFi, bed sheets

Blueyes House Tuscany

Blueyes House Tuscany
Montespertoli
The price is HK$1,008
HK$1,359 total
includes taxes & fees
12 May - 13 May
Blueyes House Tuscany
Outdoor dining

Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Il Melograno, Chianti apartment in farmhouse for 4 people with garden
Montespertoli
Il Melograno, Chianti apartment in farmhouse for 4 people with garden
Pool

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

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is HK$1,370
HK$1,389 total
includes taxes & fees
12 May - 13 May
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Exterior

La Quercia, apartment with garden for 6/8 people in the heart of Chianti

La Quercia, apartment with garden for 6/8 people in the heart of Chianti
Montespertoli
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful 7 day stay. The location is perfect. It is an easy drive to all the towns in Tuscany. The property is beautiful and quiet. The views are amazing. Patrizia was a great host and very helpful with restaurant and winery recommendations."
United States
Mark S.
La Quercia, apartment with garden for 6/8 people in the heart of Chianti
Exterior

Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
Exterior

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

Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country
Montespertoli
10.0 out of 10, Exceptional, (22 reviews)
"Great location. Wonderful property. The host was very accessible and super helpful with places to visit, eat, etc. will definitely be back! "
United States
Todd F.
The price is HK$3,184
HK$3,673 total
includes taxes & fees
2 Jun - 3 Jun
Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country
Exterior

Cozy and bright apartment

Cozy and bright apartment
Montespertoli
The price is HK$369
HK$1,744 total
includes taxes & fees
12 May - 13 May
Cozy and bright apartment
Hill view

La Casa di Madina - Flo Apartments

La Casa di Madina - Flo Apartments
Montespertoli
The price is HK$1,153
HK$5,172 total
includes taxes & fees
19 May - 20 May
La Casa di Madina - Flo Apartments
Dining

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

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"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 HK$16,611
HK$16,630 total
includes taxes & fees
13 May - 14 May
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Outdoor dining

Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef

Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef
Poppiano
8.0 out of 10, Very good, (3 reviews)
"Tuscany really is as lovely as we dreamed. We found the property communication to be excellent and registration very informative. The recommendations for sights and restaurants were absolutely spot on. We were two couples and the space does work well for two couples. One bedroom had an ensuite and the second bedroom had a bathroom adjacent. The kitchen is small but functional for 2. We would suggest that the property description be updated as it is a little misleading. The kitchen supplies are...
Canada
Dinah H.
Cozy apartment for 4/5 pax in a cottage in Chianti,Wifi,Swimmingpool,AIR-CO,Chef
Pool

Villa 'Villa del Fattore' 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 reviews)
"Beautiful stay in a wonderful Italian villa. "
United States
Jessica C.
The price is HK$5,482
HK$5,500 total
includes taxes & fees
19 May - 20 May
Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi
Pool

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

Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (2 reviews)
"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.
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi
Pool

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

Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
6.0 out of 10, (1 review)
"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.
Villa 'La Limonaia' with Shared Pool, Private Terrace & Wi-Fi
Pool

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

Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
4.0 out of 10, (1 review)
"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 HK$7,512
HK$7,530 total
includes taxes & fees
11 Jun - 12 Jun
Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is HK$1,502
HK$1,689 total
includes taxes & fees
12 May - 13 May
Villa il Fedino
City view from property

Boboli Living

Boboli Living
Historic Centre of Florence
8.6 out of 10, Excellent, (8 reviews)
"The room was perfect, the location is near to all main attractions of the city and is 15 minutes away from the train station."
United States
Rustinko
The price is HK$1,411
HK$1,663 total
includes taxes & fees
8 Jun - 9 Jun
Boboli Living
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is HK$2,601
HK$2,898 total
includes taxes & fees
13 May - 14 May
Terre di Baccio
Exterior

DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (1 review)
"Kjempefint rom, nydelig utsikt og hyggelig vertsskap. Anbefales. "
Norway
Karen
The price is HK$722
HK$813 total
includes taxes & fees
3 Jun - 4 Jun
DomuS Miniato
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (316 reviews)
"Beautiful place for family "
Canada
Ismail
The price is HK$394
HK$461 total
includes taxes & fees
14 May - 15 May
Hu Norcenni Girasole Village
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (239 reviews)
"We had an excellent stay, the staff is very friendly, stunning location and easy but windy road into Florence "
United States
Juliana
The price is HK$1,485
HK$1,661 total
includes taxes & fees
14 May - 15 May
Relais Villa Olmo
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montespertoli Hotel Reviews

Hotel Paris

Hotel Paris

10/10 Excellent
"The beds are very comfortable! Location is great and the staff was excellent!"
Alison 8-night trip
Posted 8 hours ago
Hotel Paris

Find out more about Montespertoli

Search for holiday rentals in Montespertoli on Expedia! You can easily find your home rentals, villas, holiday apartments in Montespertoli using one of the methods below:

  • View our selection of featured holiday rentals in Montespertoli
  • Use the map to find apartments and other holiday homes in the Montespertoli neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montespertoli while they last

Look no further and take a look at our great range of rental properties in Montespertoli!

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?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Montespertoli is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Some other homes for rent in Montespertoli include Villa Paola Private Pool Gym in Chianti, Montespertoli, Italy and House with character in typical medieval borgo on the Chianti Classico hills.

How many holiday rentals are there in Montespertoli?

Choose from 22 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 Piazza di Santa Maria Novella 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.