A rural landscape with olive groves, scattered houses, and rolling hills in the background.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Montespertoli holiday rentals

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

1. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (108 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is 4.123.111 ₫
4.651.017 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Villa il Fedino
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

2. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (93 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is 2.987.506 ₫
3.401.564 ₫ total
includes taxes & fees
2 Nov - 3 Nov
B&B La Fonte del Machiavelli
A pool with a stone border, a grassy area, and a building with a sloped roof.

3. Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort
3.0 star property
Scandicci
9.2 out of 10, Wonderful, (24 reviews)
"Very good service, staff are very friendly and helpful. I would defenitely come back."
Australia
R.D
The price is 4.731.056 ₫
5.953.601 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Lebbiano Residence Bio Resort
A water park with a pool, slides, and a wooden deck area.

4. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (122 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is 1.238.243 ₫
1.448.547 ₫ total
includes taxes & fees
29 Nov - 30 Nov
hu Firenze Certosa camping in town
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

5. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (274 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is 2.408.091 ₫
2.735.596 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Relais Villa Olmo - Place of Charme
A rooftop pool with a clear view of historic buildings and mountains in the background.

6. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (149 reviews)
"Excelente location, staff members great service, kind, attentive, we love our room"
United States
James
The price is 4.466.165 ₫
5.259.566 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A modern house with glass walls and a patio area.

7. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (94 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is 3.596.118 ₫
4.302.515 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Marignolle Relais and Charme
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

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

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (862 reviews)
"The staff are amazing & the location is great"
United Kingdom
Helen Jane
The price is 4.405.008 ₫
5.250.091 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Palazzo Alfieri Residenza d’epoca - Place of Charme
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

9. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is 6.981.329 ₫
7.794.769 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Terre di Baccio
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

10. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (346 reviews)
"Great location! Room was spacious and comfortable! Would stay again!"
United States
Bethany
The price is 3.827.536 ₫
5.135.048 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Tornabuoni Suites Collection
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

11. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (890 reviews)
"The people were all extremely nice and helpful, location was amazing, exactly what we were after having never been to Florence !!"
United States
David
The price is 2.834.190 ₫
3.464.394 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Relais Piazza Signoria
An open wooden door leading to an outdoor patio with a table and chairs.

12. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.207.231 ₫
3.294.916 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Palazzo al Torrione 2
A dining area with a table set for two, featuring a view of greenery through a window.

13. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (40 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is 3.734.225 ₫
4.222.839 ₫ total
includes taxes & fees
7 Nov - 8 Nov
La Locanda di Pietracupa
Room

14. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (366 reviews)
"Such a great location and easy stay. We had a tower room and the view was incredible especially at sunset!"
Canada
Nina
The price is 1.870.877 ₫
2.461.540 ₫ total
includes taxes & fees
11 Nov - 12 Nov
La Torre Del Cestello
A stone building with a wooden door, a grill outside, and a stone wall.

15. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is 2.620.619 ₫
10.204.690 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Teranga in Chianti - Parking & Garden 3 BR
A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.

16. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
10.0 out of 10, Exceptional, (181 reviews)
"Great location away from the crowds. Quiet. Elegant hotel with a friendly and pleasant staff."
United States
Samuel
The price is 2.371.008 ₫
2.954.894 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Residenza La Musa Amarcord
A table set with croissants, coffee cups, and a vase with flowers on a balcony overlooking a cityscape.

17. Antica Torre di Via Tornabuoni 1

Antica Torre di Via Tornabuoni 1
Historic Centre of Florence
9.8 out of 10, Exceptional, (612 reviews)
"My mom and I stayed there for a couple of nights and we loved it. Our room was spacious and very clean, welcoming gifts were a nice touch. The location was perfect, close to everything. Highly recommend this hotel!"
United States
NAZLI
The price is 8.049.616 ₫
9.201.363 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Antica Torre di Via Tornabuoni 1
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

18. Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (646 reviews)
"Lovely hotel, great location."
United Kingdom
Robert
The price is 4.654.387 ₫
5.524.408 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Il Rivalta - Place of Charme
A balcony with a glass table, white curtains, and a bottle of champagne.

19. Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.8 out of 10, Exceptional, (190 reviews)
"We had a wonderful experience with hotel owners. Great hospitality, beautiful room, perfect location. Breakfast included, good selection of breakfast options. Highly recommend this place if you’re visiting Florence"
United States
Marat
The price is 2.110.197 ₫
2.668.002 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Dimora Bandinelli Firenze
An aerial view of a hotel with a swimming pool, outdoor seating, and a landscaped garden.

20. I Vivai

I Vivai
Montemurlo
9.4 out of 10, Exceptional, (92 reviews)
"Beautifully kept, pool was great. Rooms are spacious and nice. Restaurant, breakfast and dinner was great."
Australia
JOE
The price is 3.357.452 ₫
3.693.255 ₫ total
includes taxes & fees
1 Nov - 2 Nov
I Vivai
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

Bernini Palace

Bernini Palace

10/10 Excellent
"We loved the Bernini Hotel. The location was wonderful, the staff was helpful and warm, and our room was clean and comfortable. Highly recommend!"
Amy 3-night trip
Posted 2 hours ago
Bernini Palace

Frequently asked questions

Can I find a holiday rental in Montespertoli?

Yes, there are holiday rentals in Montespertoli close to Il Fiaschetto, or you can select a more secluded option if you're looking for 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.

How many holiday rentals are there in Montespertoli?

Choose from 17 Expedia holiday rentals in Montespertoli for a memorable holiday.

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 holiday rentals like in Montespertoli?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montespertoli. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.