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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Montespertoli vacation rentals

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

1. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is P7,282
P8,291 total
includes taxes & fees
Oct 16 - Oct 17
B&B La Fonte del Machiavelli
An arched entrance with a lantern above, flanked by two potted plants.

2. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (106 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is P13,957
P15,634 total
includes taxes & fees
Oct 20 - Oct 21
Villa il Fedino
A water park with a pool, slides, and a wooden deck area.

3. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (118 reviews)
"Friendly staff!"
United States
larisa
The price is P3,018
P3,531 total
includes taxes & fees
Oct 16 - Oct 17
hu Firenze Certosa camping in town
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

4. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (271 reviews)
"Very friendly and clean."
United States
Mohamed
The price is P8,665
P9,742 total
includes taxes & fees
Nov 13 - Nov 14
Relais Villa Olmo - Place of Charme
A living room with a sofa, a coffee table, and a dining table with chairs. There are paintings on the walls and a window with a view.

5. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is P6,451
P24,943 total
includes taxes & fees
Oct 16 - Oct 17
Teranga in Chianti - Parking & Garden 3 BR
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

6. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (91 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is P3,334
P3,879 total
includes taxes & fees
Oct 16 - Oct 17
Camping Boschetto Di Piemma
An open wooden door leading to an outdoor patio with a table and chairs.

7. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is P5,738
P8,421 total
includes taxes & fees
Nov 7 - Nov 8
Palazzo al Torrione 2
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

Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"The place is clean and the city centre is walkable."
Ricky Jay 1-night trip
Posted less than an hour ago
Plus Florence - Hostel

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:

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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.