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

Montespertoli Holiday Rentals

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Our top choices for Montespertoli holiday rentals

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 NZ$534
includes taxes & fees
8 Sept - 9 Sept
Villa il Fedino

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 NZ$204
includes taxes & fees
22 Aug - 23 Aug
I Parigi Corbinelli

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 NZ$466
includes taxes & fees
27 Aug - 28 Aug
Lebbiano Residence Bio Resort

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 NZ$419
includes taxes & fees
18 Aug - 19 Aug
Marignolle Relais and Charme

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 NZ$183
includes taxes & fees
15 Sept - 16 Sept
Chianti Village Morrocco

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 NZ$209
includes taxes & fees
24 Aug - 25 Aug
Fattoria il Milione Agriturismo

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 NZ$183
includes taxes & fees
17 Sept - 18 Sept
Villa San Filippo

8. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (860 reviews)
"Great location and view from the patio."
United States
Jeffrey
The price is NZ$290
includes taxes & fees
24 Aug - 25 Aug
Relais Piazza Signoria

9. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (262 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is NZ$351
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo

10. Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (812 reviews)
The price is NZ$427
includes taxes & fees
20 Aug - 21 Aug
Palazzo Alfieri Residenza d’epoca

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

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 NZ$103
includes taxes & fees
23 Aug - 24 Aug
hu Firenze Certosa camping in town

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 NZ$178
includes taxes & fees
18 Aug - 19 Aug
Sette Angeli Rooms

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 NZ$256
includes taxes & fees
18 Aug - 19 Aug
Palazzo Mannaioni Suites

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 NZ$193
includes taxes & fees
18 Aug - 19 Aug
PopArtment

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 NZ$231
includes taxes & fees
21 Aug - 22 Aug
Serristori Palace Residence

17. Residence La Contessina

Residence La Contessina
3.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (722 reviews)
"Everything about my stay was satisfactory."
Canada
JUNG KI
The price is NZ$206
includes taxes & fees
18 Aug - 19 Aug
Residence La Contessina

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 NZ$230
includes taxes & fees
23 Aug - 24 Aug
Numa Florence Palazzo San Niccolò

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 NZ$585
includes taxes & fees
26 Aug - 27 Aug
Terre di Baccio

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, (592 reviews)
"Great hotel and location!"
United States
Viola
The price is NZ$495
includes taxes & fees
20 Aug - 21 Aug
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

Find out more about Montespertoli

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Montespertoli holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Montespertoli. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Montespertoli. Seeing all the best attractions is bound to make you fall in love with Montespertoli. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Montespertoli short-term rentals, that won’t be hard to do.

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. 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 18 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. Piazza di Santa Maria Novella and Piazza del Duomo 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.