A rural landscape with olive groves, scattered houses, and rolling hills in the background.

Montespertoli Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Montespertoli vacation rentals

Property entrance

1. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is ￥44,477
￥49,662 total
includes taxes & fees
Sep 8 - Sep 9
Villa il Fedino
Courtyard

2. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is ￥15,417
￥19,170 total
includes taxes & fees
Aug 20 - Aug 21
I Parigi Corbinelli
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers

3. Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort
3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23 reviews)
"Vicino a Firenze e quindi alle principali via di scambi, ma in una tranquillità disarmante. Il silenzio è parte integrante della struttura, ma sia chiaro assolutamente positivo. La struttura è ubicata in una zona veramente bella e le stanze sono confortevoli, comode e con la possibilità di cucinare. Infine fatevi coccolare dalla colazione servita in compagnia di uno stupendo gattone rosso e dalla bella Camilla. ;-)"
Italy
Matteo
The price is ￥35,753
￥44,121 total
includes taxes & fees
Aug 17 - Aug 18
Lebbiano Residence Bio Resort
Breakfast, lunch and dinner served

4. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (92 reviews)
"Good stay"
Canada
David Joseph
The price is ￥30,419
￥35,673 total
includes taxes & fees
Aug 17 - Aug 18
Marignolle Relais and Charme
View from room

5. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is ￥15,313
￥17,213 total
includes taxes & fees
Sep 15 - Sep 16
Chianti Village Morrocco
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

6. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (260 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is ￥15,465
￥19,593 total
includes taxes & fees
Aug 24 - Aug 25
Fattoria il Milione Agriturismo
Garden view

7. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (47 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ￥17,384
￥20,229 total
includes taxes & fees
Sep 12 - Sep 13
Villa San Filippo
Panoramic Penthouse (Signoria) | Terrace/patio

8. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (859 reviews)
"Great location and view from the patio."
United States
Jeffrey
The price is ￥23,003
￥27,515 total
includes taxes & fees
Aug 24 - Aug 25
Relais Piazza Signoria
Restaurant

9. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (261 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is ￥24,297
￥27,280 total
includes taxes & fees
Aug 30 - Aug 31
Relais Villa Olmo
Terrace/patio

10. Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (811 reviews)
"We loved the place"
United States
Alicia
The price is ￥34,139
￥40,134 total
includes taxes & fees
Aug 20 - Aug 21
Palazzo Alfieri Residenza d’epoca
View from property

11. Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.6 out of 10, Exceptional, (185 reviews)
"Rooms were very clean, and the staff was extremely friendly. The check-in process was very easy and we had a great stay."
United States
Erin
Dimora Bandinelli Firenze
Property amenity

12. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very Good, (97 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is ￥8,275
￥9,656 total
includes taxes & fees
Aug 23 - Aug 24
hu Firenze Certosa camping in town
Deluxe Double Room (1° floor) | Egyptian cotton sheets, premium bedding, down comforters

13. Sette Angeli Rooms

Sette Angeli Rooms
Historic Centre of Florence
8.8 out of 10, Excellent, (680 reviews)
"Good clean rooms and very close to the city center as well as the train station"
United Kingdom
VISHAL
The price is ￥13,167
￥16,696 total
includes taxes & fees
Aug 18 - Aug 19
Sette Angeli Rooms
Suite | Egyptian cotton sheets, premium bedding, in-room safe, desk

14. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,155 reviews)
"We loved it!"
United States
Beatriz
The price is ￥23,501
￥28,432 total
includes taxes & fees
Aug 18 - Aug 19
Palazzo Mannaioni Suites
Front of property

15. PopArtment

PopArtment
San Jacopino
9.0 out of 10, Wonderful, (759 reviews)
"Amazing staff, clean room, quick communication"
United States
Calvin
The price is ￥14,433
￥18,089 total
includes taxes & fees
Aug 17 - Aug 18
PopArtment
Garden

16. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (224 reviews)
"Everything was great Thank you"
United States
aleksandar
The price is ￥16,584
￥20,455 total
includes taxes & fees
Aug 21 - Aug 22
Serristori Palace Residence
Exterior

17. Residence La Contessina

Residence La Contessina
3.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (721 reviews)
"Everything about my stay was satisfactory."
Canada
JUNG KI
The price is ￥15,580
￥19,350 total
includes taxes & fees
Aug 22 - Aug 23
Residence La Contessina
Terrace/patio

18. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (202 reviews)
"We had a good, clean room.Staff was helpful"
United States
Luisiana
The price is ￥17,596
￥21,567 total
includes taxes & fees
Aug 23 - Aug 24
Numa Florence Palazzo San Niccolò
Free daily buffet breakfast

19. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is ￥48,716
￥54,325 total
includes taxes & fees
Aug 17 - Aug 18
Terre di Baccio
Rooftop terrace

20. Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (591 reviews)
"Great hotel and location!"
United States
Viola
The price is ￥37,389
￥43,709 total
includes taxes & fees
Aug 31 - Sep 1
Il Rivalta - Place of Charme
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

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"Wonderful stay. Everything was well maintained and presented. Staff were friendly and welcoming. I would recommend and stay again."
Stefanie 3-night trip
Posted 3 hours ago
Hotel Calimala Florence

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:

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

Frequently asked questions

Can I find a vacation rental in Montespertoli?

Yes, we give you a choice of vacation rentals in Montespertoli close to Il Fiaschetto, or you can go with a more remote option if you want 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's the top vacation rental that Montespertoli has to offer?

Villa La Stella - Casa per Ferie: This vacation 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 vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Montespertoli is House with character in typical medieval borgo on the Chianti Classico hills.

How many vacation rentals are there in Montespertoli?

Choose from 18 Expedia vacation rentals in Montespertoli for a memorable vacation.

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. Piazza di Santa Maria Novella and Piazza del Duomo are other popular places to visit in the area.

What are vacation rentals like in Montespertoli?

Vacation rentals are privately owned properties you can stay in for several days or longer in Montespertoli. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.