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
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Montespertoli vacation rentals

Iron/ironing board, WiFi, bed sheets

Blueyes House Tuscany

Blueyes House Tuscany
Montespertoli
The price is AED 434
AED 593 total
includes taxes & fees
19 Jul - 20 Jul
Blueyes House Tuscany
Pool

Apartment for 2/3 guests with panoramic patio, pool and Wi-Fi

Apartment for 2/3 guests with panoramic patio, pool and Wi-Fi
Toscana
The price is AED 642
AED 985 total
includes taxes & fees
28 Jul - 29 Jul
Apartment for 2/3 guests with panoramic patio, pool and Wi-Fi
Dining

Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
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 AED 891
AED 899 total
includes taxes & fees
13 Jul - 14 Jul
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Apartment (3 Bedrooms) | Hill view

La Casa di Madina - Flo Apartments

La Casa di Madina - Flo Apartments
Montespertoli
La Casa di Madina - Flo Apartments
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, (23 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 AED 1,389
AED 1,552 total
includes taxes & fees
15 Jul - 16 Jul
Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country
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 AED 8,302
AED 8,310 total
includes taxes & fees
13 Jul - 14 Jul
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Outdoor dining

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (40 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is AED 7,925
AED 9,036 total
includes taxes & fees
13 Jul - 14 Jul
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
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.
The price is AED 1,434
AED 1,442 total
includes taxes & fees
14 Jul - 15 Jul
Villa 'La Limonaia' 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, (3 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.
The price is AED 3,354
AED 3,363 total
includes taxes & fees
26 Jul - 27 Jul
Apartment 'La Terrazza' with Shared Pool, Private Terrace & Wi-Fi
Interior

La Casa di Madina - Flo Apartments

La Casa di Madina - Flo Apartments
Montespertoli
La Casa di Madina - Flo Apartments
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 AED 1,971
AED 1,979 total
includes taxes & fees
7 Aug - 8 Aug
Villa 'Villa del Fattore' 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.
Apartment 'La Torre' with Shared Pool, Private Terrace & Wi-Fi
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very Good, (83 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is AED 186
AED 217 total
includes taxes & fees
13 Jul - 14 Jul
hu Firenze Certosa camping in town
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (324 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is AED 689
AED 770 total
includes taxes & fees
26 Jul - 27 Jul
Hu Norcenni Girasole Village
Seasonal outdoor pool

Camping Village Panoramico Fiesole

Camping Village Panoramico Fiesole
3.0 star property
Fiesole
8.4 out of 10, Very Good, (133 reviews)
"Brand new bungalow. Nice campground."
United States
Gustavo
The price is AED 238
AED 278 total
includes taxes & fees
19 Jul - 20 Jul
Camping Village Panoramico Fiesole
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is AED 542
AED 605 total
includes taxes & fees
27 Jul - 28 Jul
Palazzo Pacini
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is AED 400
AED 461 total
includes taxes & fees
15 Jul - 16 Jul
Palazzo al Torrione 2
Exterior

DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
The price is AED 341
AED 383 total
includes taxes & fees
27 Jul - 28 Jul
DomuS Miniato
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (77 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 AED 1,142
AED 1,273 total
includes taxes & fees
13 Jul - 14 Jul
Terre di Baccio
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

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"Staff are friendly, location close to train station and central."
Thabiso 3-night trip
Posted 6 hours ago
The Social Hub Florence Belfiore

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. Uffizi Gallery and Piazza di Santa Maria Novella 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.