Montespertoli Vacation Rentals from $49: 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.

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Our top choices for Montespertoli vacation rentals

A large swimming pool with sun loungers, a tennis court, and a view of rolling hills.

1. Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

Montespertoli

Todd F.

$339 nightly

Nov 13 - Nov 14

Total with taxes and fees

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

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

Montespertoli

Jessica C.

$562 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

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.

$344 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

4. 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.

$1,549 nightly

Dec 9 - Dec 10

Total with taxes and fees

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.

$339 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

6. Holiday Home 'Blueyes house tuscany'

Montespertoli

$170 nightly

Nov 17 - Nov 18

Total with taxes and fees

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.

$1,805 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Montespertoli

Krista G.

$1,500 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

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

Montespertoli

$6,017 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

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

Montespertoli

$309 nightly

Nov 11 - Nov 12

Total with taxes and fees

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.

$642 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

12. 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

$532 nightly

Nov 11 - Nov 12

Total with taxes and fees

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.

$618 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

14. Villa il Fedino

San Casciano in Val di Pesa

Justyna

$158 nightly

Nov 23 - Nov 24

Total with taxes and fees

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

15. B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

Stella

$115 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

16. hu Firenze Certosa camping in town

Impruneta

Ana María

$42 nightly

Dec 10 - Dec 11

Total with taxes and fees

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

17. Relais Villa Olmo - Place of Charme

Impruneta

Michael

$90 nightly

Nov 26 - Nov 27

Total with taxes and fees

A modern house with glass walls and a patio area.

18. Marignolle Relais and Charme

Florence

Honey

$127 nightly

Nov 30 - Dec 1

Total with taxes and fees

A terrace with outdoor seating, a view of the city, and a clock tower in the background.

19. Palazzo Alfieri Residenza d’epoca - Place of Charme

Historic Centre of Florence

robert

$178 nightly

Nov 23 - Nov 24

Total with taxes and fees

A rooftop pool with a clear view of historic buildings and mountains in the background.

20. Teatro Luxury Apartments Firenze - Starhotels Collezione

Historic Centre of Florence

Jahzier

$173 nightly

Nov 22 - Nov 23

Total with taxes and fees

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Top Montespertoli Hotel Reviews

IQ Hotel Firenze

10/10 Excellent

"Clean / quiet / close to everything Excellent customer relations"

The Social Hub Florence Lavagnini

10/10 Excellent

"Francesco and Lara were so helpful with check in, baggage storage, accommodating our cancellations and more! All with a smile. The hotel is superconvenient to train, tram, airport, and museums/attractions. Very modern and artistic vibe. Comfortable, clean and spacious rooms....and bed was big and comfortable. Can't say the same for other beds in Italy. All together A+ property and staff. Great rooftop bar and view of Florence!"

Hotel Galileo

10/10 Excellent

"This was a great hotel! The rooms were small but adequate as we were not in them much. It is close to a great market and square with many food choices. The room and bathroom were clean and all amenities were as expected. We did not try to use the air conditioning so I’m not sure about its effectiveness, but we did open the window for some cooler air which also let in a lot of noise from the street. Would absolutely stay here again when in Florence."

c-hotels Ambasciatori

10/10 Excellent

"Convenient location. Just cross the street from the train station side exit and you are at the hotel reception. Staff very helpful. Convenience stores on the other side of the station - just walk. Restaurants and fast food close buy. Quick snack at the station. I will stay here again at the next opportunity."

Find out more about Montespertoli

Everything you need to know about Montespertoli vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montespertoli vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montespertoli vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montespertoli vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montespertoli. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montespertoli in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $49 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montespertoli rentals

At Expedia, we put the best Montespertoli vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montespertoli rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montespertoli vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montespertoli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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.

Montespertoli Vacation Rentals

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Check prices for these dates

Our top choices for Montespertoli vacation rentals

1. Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

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

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

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

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

6. Holiday Home 'Blueyes house tuscany'

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

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

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

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

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

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

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

14. Villa il Fedino

15. B&B La Fonte del Machiavelli

16. hu Firenze Certosa camping in town

17. Relais Villa Olmo - Place of Charme

18. Marignolle Relais and Charme

19. Palazzo Alfieri Residenza d’epoca - Place of Charme

20. Teatro Luxury Apartments Firenze - Starhotels Collezione

Find vacation rentals that suit your style

Top Montespertoli Hotel Reviews

IQ Hotel Firenze

Find out more about Montespertoli

Explore a world of travel with Expedia

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