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Search Holiday Rentals in Montespertoli

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Montespertoli holiday rentals

Balcony
Palazzo al Torrione 2

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is 2.484.759 ₫
3.659.755 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Palazzo al Torrione 2
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers
Tenuta Sant'Ilario

Townhouse in Gambassi Terme

Tenuta Sant'Ilario
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Breakfast, lunch, dinner served; Regional cuisine
La Locanda di Pietracupa

Townhouse in Barberino Tavarnelle

La Locanda di Pietracupa
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
Outdoor pool, pool umbrellas, pool loungers
Chianti Village Morrocco

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Apartment, 2 Bedrooms | Premium bedding, down duvets, in-room safe, blackout curtains
Terre di Baccio

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Classic Suite, 1 King Bed | Premium bedding, down duvets, in-room safe, desk
La Torre Del Cestello

Residence in Historic Centre of Florence

La Torre Del Cestello
9.0 out of 10, Wonderful, (228)
"Great location and great rooms"
United States
David
The price is 1.963.751 ₫
2.592.915 ₫ total
includes taxes & fees
15 Dec - 16 Dec
La Torre Del Cestello
Terrace/patio
Numa Palazzo San Niccolò

Apartment in Historic Centre of Florence

Numa Palazzo San Niccolò
9.4 out of 10, Exceptional, (174)
"Clean, amenities, breakfast! "
United States
Laury
The price is 2.182.310 ₫
2.771.149 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Numa Palazzo San Niccolò
Family Triple Room | Premium bedding, minibar, in-room safe, soundproofing
Residenza La Musa Amarcord

Townhouse in Historic Centre of Florence

Residenza La Musa Amarcord
9.8 out of 10, Exceptional, (150)
"We liked our stay at this property. It’s a good value for the location, size, and style of the hotel. The staff was also very helpful and polite. I would stay here, again. "
United States
Fernando
Residenza La Musa Amarcord
Exterior detail
Villa il Fedino

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is 3.853.482 ₫
4.362.367 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa il Fedino
Food and drink
San Giuliano Inn - Adults Only

Townhouse in Historic Centre of Florence

San Giuliano Inn - Adults Only
10.0 out of 10, Exceptional, (405)
"Great inn. "
United States
Carol
San Giuliano Inn - Adults Only
Deluxe Double Room (1° floor) | Egyptian cotton sheets, premium bedding, down duvets
Sette Angeli Rooms

Townhouse in Historic Centre of Florence

Sette Angeli Rooms
8.8 out of 10, Excellent, (636)
"I loved this place and the stuff was very kind <3 "
United Kingdom
romina
The price is 1.730.922 ₫
2.274.623 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sette Angeli Rooms
Terrace/patio
Palazzo Alfieri Residenza d’epoca

Residence in Historic Centre of Florence

Palazzo Alfieri Residenza d’epoca
9.2 out of 10, Wonderful, (725)
"This was such a lovely hotel! It was in a great location with an incredible view. The staff was great and the breakfast was absolutely fantastic! I would highly recommend this hotel "
United States
Christine
The price is 3.196.762 ₫
3.949.196 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Palazzo Alfieri Residenza d’epoca
Exterior
Numa Florence Palazzo Belfiore

Residence in Historic Centre of Florence

Numa Florence Palazzo Belfiore
9.6 out of 10, Exceptional, (371)
"Great property, plenty of space for my family. The location is great, we were able to walk everywhere including the train station. "
United States
Loren
The price is 2.954.344 ₫
3.620.741 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Numa Florence Palazzo Belfiore
Premium Studio | Laptop workspace, free WiFi, bed sheets
Bob W Florence Ponte Vecchio

Aparthotel in Historic Centre of Florence

Bob W Florence Ponte Vecchio
9.2 out of 10, Wonderful, (211)
"Very nice, quiet area of Florence! You cannot ask for a better location within walking distance of so many famous tourist sites! "
United States
Denise
The price is 2.790.024 ₫
3.439.634 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Bob W Florence Ponte Vecchio
Terrace/patio
Il Rivalta - Place of Charme

Apartment in Historic Centre of Florence

Il Rivalta - Place of Charme
4.0 star property
9.2 out of 10, Wonderful, (438)
"A really nice place to stay and close to everything you need. Would definitely go back and stay. "
United States
Tejwant
The price is 4.302.070 ₫
5.164.653 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Il Rivalta - Place of Charme
Exclusive Suite | Terrace/patio
QK Costa58 Home Tower

Holiday Home in Historic Centre of Florence

QK Costa58 Home Tower
9.6 out of 10, Exceptional, (177)
"The building and room were very well maintained and clean. Nice quiet place to rest. Close to everything and we walked easily everywhere. Great place and location. Would stay there again. "
Canada
Nathan
The price is 2.819.991 ₫
4.399.118 ₫ total
includes taxes & fees
18 Dec - 19 Dec
QK Costa58 Home Tower
Deluxe Penthouse, 3 Bedrooms, 2 Bathrooms | Terrace/patio
Serristori Palace Residence

Residence in Historic Centre of Florence

Serristori Palace Residence
9.6 out of 10, Exceptional, (168)
"Absolutely fantastic location and wonderful place to stay."
United States
Matt and Katie
Serristori Palace Residence
Deluxe Suite, 2 Bedrooms | Premium bedding, down duvets, iron/ironing board, cots/infant beds
Palazzo Branchi

Apartment in Historic Centre of Florence

Palazzo Branchi
9.0 out of 10, Wonderful, (286)
"WHAT A GREAT STAY. The location is perfect if you want to stay in the heart of Florence. Easy to reach all of the main attractions. The room was so pretty and spacious. Our host was very helpful, greeted us at the door, and had with great tips! Will stay here again. "
United States
Jeannette
The price is 3.032.192 ₫
3.706.081 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Palazzo Branchi
Rooftop terrace
Locanda dei Guelfi

Townhouse in Historic Centre of Florence

Locanda dei Guelfi
8.8 out of 10, Excellent, (173)
"Be ready for steps as there is no elevator - four floors to check-in. Other than that it is good."
United States
Darrell
Locanda dei Guelfi
Interior detail
Palazzo Mannaioni Suites

Residence in Historic Centre of Florence

Palazzo Mannaioni Suites
4.0 star property
9.2 out of 10, Wonderful, (1072)
"Perfect stay"
United States
Juan P
Palazzo Mannaioni Suites
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

Orto De Medici Hotel

Orto De Medici Hotel

10/10 Excellent
"Todo el staff fueron súper amables y profesionales desde el check in hasta el check out! El desayuno delicioso y muy completo, la ubicación perfecta. El estado de las habitaciones impecables, la relación calidad-precio es inmejorable! El poder guardar las maletas para aprovechar el día es una gran ventaja. Los chicos de la recepción tuvieron un lindo detalle por nuestra luna de miel. Volvería 10 veces más y por muchas más noches, solo que la próxima vez reservaría una habitación un poco más grande. 20 de 10!!!! GRACIAS "
Fabiola 1-night trip
Posted 2 days ago
Orto De Medici Hotel

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 11 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. While here, Castello Sonnino and Montegufoni Castle are other places worth a visit.

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.