Montespertoli Vacation Rentals from CA $73: Short-Term Rentals for 2026

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

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Our top choices for Montespertoli vacation rentals

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

Montespertoli

CA $235 total

includes taxes & fees

Sep 22 - Sep 23

2 bedrooms, iron/ironing board, WiFi, bed sheets

2. Blueyes House Tuscany

Montespertoli

CA $227 total

includes taxes & fees

Sep 22 - Sep 23

3. 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.

CA $692 total

includes taxes & fees

Oct 14 - Oct 15

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

Montespertoli

CA $9,645 total

includes taxes & fees

Oct 14 - Oct 15

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

Montespertoli

Scott M.

CA $3,184 total

includes taxes & fees

Sep 30 - Oct 1

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

Montespertoli

Krista G.

CA $2,845 total

includes taxes & fees

Sep 22 - Sep 23

7. 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 traveller

CA $697 total

includes taxes & fees

Sep 22 - Sep 23

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

Montespertoli

Jessica C.

CA $813 total

includes taxes & fees

Oct 2 - Oct 3

9. 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.

CA $929 total

includes taxes & fees

Oct 2 - Oct 3

10. 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.

CA $894 total

includes taxes & fees

Oct 2 - Oct 3

11. Villa il Fedino

San Casciano in Val di Pesa

Lori

CA $334 total

includes taxes & fees

Oct 18 - Oct 19

12. Chianti Village Morrocco

Tavarnelle Val di Pesa

Chris

CA $117 total

includes taxes & fees

Oct 15 - Oct 16

13. Relais Villa Olmo

Impruneta

Mohamed

CA $255 total

includes taxes & fees

Oct 21 - Oct 22

14. Marignolle Relais and Charme

Florence

David Joseph

CA $342 total

includes taxes & fees

Oct 18 - Oct 19

15. Sapiti Modern by Mmega

Historic Centre of Florence

Francisco J

CA $291 total

includes taxes & fees

Oct 9 - Oct 10

16. Serristori Palace Residence

Historic Centre of Florence

Imamah

CA $333 total

includes taxes & fees

Sep 22 - Sep 23

17. Dimora Bandinelli Firenze

Oltrarno

Marat

18. La Torre Del Cestello

Historic Centre of Florence

IVAN

CA $367 total

includes taxes & fees

Sep 22 - Sep 23

19. La Locanda di Pietracupa

Tavarnelle Val di Pesa

Isabell

CA $273 total

includes taxes & fees

Sep 22 - Sep 23

20. Numa Florence Palazzo San Niccolò

Historic Centre of Florence

Dante

CA $367 total

includes taxes & fees

Oct 22 - Oct 23

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Top Montespertoli Hotel Reviews

Italiana Hotels Florence

10/10 Excellent

"Very convenient, great breakfast and location. Would 100% stay here again"

Villa Neroli

10/10 Excellent

"Hotel Villa Neroli is simply an oasis in Florence, one of the best if not the best hotel experience we’ve ever had. If you’ve ever dreamed of staying in a luxurious villa in Italy, this is the place. The hotel, the grounds, the pool, all first class. The staff was excellence, dedicated to customer service and could not have been better. From the moment we got there, the staff treated us like family, very kind, caring, and accommodating. The staff at the bar was happy to refill our water bottles and this little touch meant so much to us. The included breakfast was delicious, nutritious, and convenient. The bed was very comfortable. I would not want to stay any other place in Florence. One thing to be aware of is that the Villa Neroli is a more suburban area, a 15-20 minute cab ride into the center of Florence, which is near the train station. It’s not a walk, so factor some cab rides into and back from the historic center of Florence with all of its restaurants and shops. To us, it was well worth the little extra time and money to stay at this gorgeous location."

Plus Florence - Hostel

8/10 Good

"We were a couple who stayed the first night in a 3 single beds room, and the other three nights we were in a private room with a large bed. One issue is that there is only one singular outlet in the rooms. In the private room, we only had one free electrical outlet which was in the bathroom. We had to disconnect the TV in order to have any outlet in the bedroom. We really feel this is inadequate, especially in bedroom with more than two beds. On the day we left we found bugs under the bedside cube. I also had multiple bites on my leg, luckily they were not itchy so I don't know what they were. They were NOT bedbugs. There is no facility to iron at all, not a single iron on the whole property They staff was really friendly and helpful over all, even when faced with large groups who were waiting to check in they were very professional, kind and helpful, 5 starts for any staff interaction. We would definitely stay again but would really wish they would install more outlets and stay on top of ants/bugs. All towels and beddings were clean. We didn't eat from their restaurant or use the pool so we have no comments to share."

Palazzo Montebello

10/10 Excellent

"Elegant, safe, relaxing property set in residential neighborhood away from the Firenze crowds. But still very close walking distance or tram stop to Duomo, Uffizzi, Academia, Ponte Vechio etc. Beautiful classic + modern decor with lovely gardens for apertivo. AC worked very well and comfortable bed - very restful stay after all the tours and walking. Breakfast is exceptional - delicious, fresh, bountiful with many selections to suit all palettes. Plus great local restaurants and shops within two blocks of property. Felt like I was in a lovely private residence with all the comfort and amenities of an upscale and welcoming home. Highly recommend to property."

Find out more about Montespertoli

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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 16 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.

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Check prices for these dates

Our top choices for Montespertoli vacation rentals

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

2. Blueyes House Tuscany

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

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

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

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

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

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

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

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

11. Villa il Fedino

12. Chianti Village Morrocco

13. Relais Villa Olmo

14. Marignolle Relais and Charme

15. Sapiti Modern by Mmega

16. Serristori Palace Residence

17. Dimora Bandinelli Firenze

18. La Torre Del Cestello

19. La Locanda di Pietracupa

20. Numa Florence Palazzo San Niccolò

Find vacation rentals that suit your style

Top Montespertoli Hotel Reviews

Italiana Hotels Florence

Art Hotel Villa Agape

Villa Neroli

Plus Florence - Hostel

Hotel Paris

Hotel Albani Firenze

IQ Hotel Firenze

Palazzo Montebello

Radisson Blu Hotel, Florence

Find out more about Montespertoli

Frequently asked questions

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