Montespertoli Vacation Rentals from ￥8,375: Search Short-Term Rentals

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Montespertoli vacation rentals

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Montespertoli

￥49,816 total

includes taxes & fees

Oct 1 - Oct 2

A modern bedroom with a bed, bedside tables, a chair, a TV, and a view of the outdoors.

2. Holiday Home 'Blueyes house tuscany'

Montespertoli

￥25,247 total

includes taxes & fees

Oct 4 - Oct 5

A villa with a swimming pool, surrounded by lush greenery and vineyards.

3. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Montespertoli

￥1,071,258 total

includes taxes & fees

Oct 14 - Oct 15

An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

4. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Montespertoli

"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"

Susan A.

￥75,831 total

includes taxes & fees

Oct 14 - Oct 15

A dining area with a table set for four, surrounded by chairs, in front of a house with a stone facade and a wooden door.

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

Poppiano

"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...

Dinah H.

￥70,121 total

includes taxes & fees

Oct 3 - Oct 4

A stone building with a gravel path, potted plants, and a large vase with flowers.

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

Montespertoli

Mark S.

A dining room with a large wooden table, chairs, a chandelier, and a painting on the wall.

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

Montespertoli

Scott M.

￥482,102 total

includes taxes & fees

Oct 7 - Oct 8

8. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Montespertoli

"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"

Elise D.

￥357,384 total

includes taxes & fees

Oct 3 - Oct 4

9. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Montespertoli

Krista G.

￥357,384 total

includes taxes & fees

Oct 3 - Oct 4

A swimming pool with lounge chairs and tables, surrounded by grass and a view of hills.

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

Montespertoli

"Pros: Die Unterkunft ist geräumig und geschmackvoll toskanisch eingerichtet. Die Betten waren bequem, und es war ein Traum morgens ganz alleine im großen Pool seine Bahnen zu ziehen. Der Haustechniker war überaus freundlich und hilfsbereit. Cons: Die Vermieterin war nicht wirklich unfreundlich, aber ruppig und desinteressiert. Bei der Ankunft mussten wir erst einmal jemanden suchen, der uns empfängt. Es gab keine wirkliche Einweisung, wo die Mülltonnen stehen und wo man Wäsche waschen kann. Die...

Anonymous traveler

￥85,465 total

includes taxes & fees

Oct 1 - Oct 2

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of rolling hills.

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

Montespertoli

"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."

Charlie B.

￥103,129 total

includes taxes & fees

Oct 1 - Oct 2

12. Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Jessica C.

￥90,283 total

includes taxes & fees

Oct 13 - Oct 14

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

Montespertoli

"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...

Havva C.

An arched entrance with a lantern above, flanked by two potted plants.

14. Villa il Fedino

San Casciano in Val di Pesa

Lori

￥39,612 total

includes taxes & fees

Oct 2 - Oct 3

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

15. Relais Villa Olmo

Impruneta

Mohamed

￥24,796 total

includes taxes & fees

Oct 21 - Oct 22

A water park with a pool, slides, and a wooden deck area.

16. hu Firenze Certosa camping in town

Impruneta

Jessica

￥8,375 total

includes taxes & fees

Oct 7 - Oct 8

A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

17. Mamo Florence - Le Farine Della Signoria Apartments

Historic Centre of Florence

raxshaaz

￥38,203 total

includes taxes & fees

Oct 28 - Oct 29

An open wooden door leading to an outdoor patio with a table and chairs.

18. Palazzo al Torrione 2

San Gimignano City Centre

Angela

￥23,733 total

includes taxes & fees

Oct 31 - Nov 1

A view from a window overlooking a rural landscape with fields and a distant mountain range.

19. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

￥22,402 total

includes taxes & fees

Oct 23 - Oct 24

A narrow alleyway with brick walls, wooden barrels, and potted plants.

20. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano City Centre

Marilyn H.

￥30,332 total

includes taxes & fees

Oct 19 - Oct 20

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

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

Art Hotel Villa Agape

10/10 Excellent

"The hotel its grounds are really beautiful. The breakfast is delicious and the staff is very friendly and helpful. It is quite a ways outside the historic center of Florence. They offer a shuttle service that operates from 9:00-1:00 and then again in the late afternoon until 8:00. We found it hard to make this schedule work with our plans. For example it is customary to have dinner at 7:00pm or later at the restaurants in the city so very hard to get the shuttle home. Taxis are expensive but we ended up taking quite a few so you may want to factor this in when making your plans. Still it’s a relaxing and quiet place to be away from the noise and hustle of the downtown."

The Social Hub Florence Belfiore

8/10 Good

"The Social Hub is a great hotel—modern, stylish, minimalist, and incredibly convenient. It’s especially well suited to the independent traveler who appreciates a contemporary, self-service approach. For me personally, being in Florence, I would have preferred a slightly more traditional and full-service hotel experience. The self check-in process and technology-driven approach are modern and very well executed, but they weren’t necessarily a highlight of my vacation. That is entirely a matter of personal preference rather than a criticism of the hotel itself. The rooms were very clean, comfortable, and thoughtfully designed, and the hotel itself has a really dynamic atmosphere. The rooftop was definitely a standout, with the pool, terrace, various bars, and food-truck-style counters creating a fantastic space to relax, have a drink, and enjoy the surroundings. Overall, it’s a very cool, modern concept and a great choice for travelers looking for independence, convenience, and a lively social atmosphere in Florence."

Radisson Blu Hotel, Florence

8/10 Good

"Everything was great, staff were helpful. A couple comments I do have are: One of the staff let themselves into our room in the morning while I was still sleeping then saw me and said “sorry” and turned around and walked out. Weird. Also the room had a lot of thick cob webs and didn’t seem that they dust the room. Other than that, it was a very nice room and clean comfortable beds. Handicap accessible room needs some type of shower curtain to contain the water or the whole bathroom becomes a shower and it doesn’t dry which can be very slippery and everything is wet in there. The rest of the hotel was very nice and updated."

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 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.

How many vacation rentals are there in Montespertoli?

Choose from 17 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montespertoli vacation rentals

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

2. Holiday Home 'Blueyes house tuscany'

3. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

4. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

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

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

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

8. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

9. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

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

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

12. Villa 'Villa del Fattore' with Shared Pool, Private Terrace & Wi-Fi

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

14. Villa il Fedino

15. Relais Villa Olmo

16. hu Firenze Certosa camping in town

17. Mamo Florence - Le Farine Della Signoria Apartments

18. Palazzo al Torrione 2

19. B&B Palazzo Tortoli

20. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

Find vacation rentals that suit your style

Top Montespertoli Hotel Reviews

Art Hotel Villa Agape

The Social Hub Florence Belfiore

Hotel Horto Convento

Palazzo Montebello

Italiana Hotels Florence

Hotel Albani Firenze

Hotel Paris

Hotel Santa Maria Novella

Radisson Blu Hotel, Florence

Find out more about Montespertoli

Frequently asked questions

Go further with the Expedia app