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Holiday Rentals in Montespertoli

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Our top choices for Montespertoli holiday rentals

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is €119
includes taxes & fees
19 Jan - 20 Jan 2026
Palazzo al Torrione 2

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (49)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is €109
includes taxes & fees
22 Dec - 23 Dec
Fullino Nero

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (229)
"Great location and great rooms"
United States
David
The price is €92
includes taxes & fees
23 Dec - 24 Dec
La Torre Del Cestello

Villa il Fedino

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 €141
includes taxes & fees
7 Jan - 8 Jan 2026
Villa il Fedino

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio

Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (727)
"This was such a lovely hotel! It was in a great location with an incredible view. The staff was great and the breakfast was absolutely fantastic! I would highly recommend this hotel "
United States
Christine
The price is €160
includes taxes & fees
24 Dec - 25 Dec
Palazzo Alfieri Residenza d’epoca

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (443)
"A really nice place to stay and close to everything you need. Would definitely go back and stay. "
United States
Tejwant
The price is €127
includes taxes & fees
22 Dec - 23 Dec
Il Rivalta - Place of Charme

Numa Palazzo San Niccolò

Numa Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (174)
"Clean, amenities, breakfast! "
United States
Laury
The price is €99
includes taxes & fees
7 Jan - 8 Jan 2026
Numa Palazzo San Niccolò

Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1073)
"Perfect stay"
United States
Juan P
Palazzo Mannaioni Suites

Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.6 out of 10, Exceptional, (371)
"Great property, plenty of space for my family. The location is great, we were able to walk everywhere including the train station. "
United States
Loren
The price is €157
includes taxes & fees
11 Jan - 12 Jan 2026
Numa Florence Palazzo Belfiore

Sette Angeli Rooms

Sette Angeli Rooms
Historic Centre of Florence
8.8 out of 10, Excellent, (636)
"I loved this place and the stuff was very kind <3 "
United Kingdom
romina
The price is €74
includes taxes & fees
23 Dec - 24 Dec
Sette Angeli Rooms

Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (150)
"We liked our stay at this property. It’s a good value for the location, size, and style of the hotel. The staff was also very helpful and polite. I would stay here, again. "
United States
Fernando
Residenza La Musa Amarcord

QK Costa58 Home Tower

QK Costa58 Home Tower
Historic Centre of Florence
9.6 out of 10, Exceptional, (177)
"The building and room were very well maintained and clean. Nice quiet place to rest. Close to everything and we walked easily everywhere. Great place and location. Would stay there again. "
Canada
Nathan
The price is €167
includes taxes & fees
24 Dec - 25 Dec
QK Costa58 Home Tower

Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (171)
"Perfect stay. Apartment was immaculate as were all the public areas of the building. Helpful friendly staff and ideally placed to explore Florence’s "
United Kingdom
Michele
Serristori Palace Residence

Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.2 out of 10, Wonderful, (211)
"Very nice, quiet area of Florence! You cannot ask for a better location within walking distance of so many famous tourist sites! "
United States
Denise
The price is €98
includes taxes & fees
16 Jan - 17 Jan 2026
Bob W Florence Ponte Vecchio

Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (279)
"Beautiful Hotel in an amazing location. Very friendly and helpful staff. Room was large with an amazing balcony. Would definitely stay here again. "
United States
James W.
The price is €198
includes taxes & fees
22 Dec - 23 Dec
Tornabuoni Suites Collection

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (159)
"Great location, attentive staff, clean rooms"
United States
Dennis
Corte Guelfa
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 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, apart-hotels, 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 favorite 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 depends 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 €70 per night. Entering your travel dates in the search wizard you might find 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 12 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. While here, Castello Sonnino and Montegufoni Castle are other places worth a visit.

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.