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Montespertoli Vacation Rentals

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Check prices for these dates

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Montespertoli vacation rentals

Breakfast, lunch, dinner served; Regional cuisine
La Locanda di Pietracupa

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
Balcony
Palazzo al Torrione 2

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ￥14,801
￥21,801 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Palazzo al Torrione 2
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers
Tenuta Sant'Ilario

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
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
Apartment, 2 Bedrooms | Premium bedding, down comforters, in-room safe, blackout drapes
Terre di Baccio

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is ￥79,063
￥87,706 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Terre di Baccio
Lounge
Corte Guelfa

Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (160)
"Great location, attentive staff, clean rooms"
United States
Dennis
Corte Guelfa
Exclusive Suite | Terrace/patio
QK Costa58 Home Tower

QK Costa58 Home Tower

QK Costa58 Home Tower
Historic Centre of Florence
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 ￥24,679
￥34,874 total
includes taxes & fees
Dec 29 - Dec 30
QK Costa58 Home Tower
Exterior detail
Villa il Fedino

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is ￥21,348
￥24,219 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Villa il Fedino
Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
Chianti Village Morrocco
Interior detail
Palazzo Mannaioni Suites

Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1073)
"Perfect stay"
United States
Juan P
Palazzo Mannaioni Suites
Terrace/patio
Numa Palazzo San Niccolò

Numa Palazzo San Niccolò

Numa Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (175)
"Clean, amenities, breakfast! "
United States
Laury
The price is ￥14,351
￥17,994 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Numa Palazzo San Niccolò
Classic Suite, 1 King Bed | Premium bedding, down comforters, in-room safe, desk
La Torre Del Cestello

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (230)
"Great location and great rooms"
United States
David
The price is ￥15,690
￥19,835 total
includes taxes & fees
Jan 18 - Jan 19, 2026
La Torre Del Cestello
Premier Suite (Leonardo Da Vinci) | Premium bedding, down comforters, minibar, in-room safe
Palazzo Vecchietti

Palazzo Vecchietti

Palazzo Vecchietti
Historic Centre of Florence
10.0 out of 10, Exceptional, (82)
"Incredibly thoughtful and attentive staff. Beautiful property with tons of character and an exceptional location in Florence. Will definitely consider staying here again."
United States
Rajan
The price is ￥76,316
￥86,523 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Palazzo Vecchietti
Exterior
Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.6 out of 10, Exceptional, (372)
"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 ￥28,440
￥33,496 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Numa Florence Palazzo Belfiore
Suite, City View (Belvedere) | View from room
Tornabuoni Suites Collection

Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (279)
"Beautiful Hotel in an amazing location. Very friendly and helpful staff. Room was large with an amazing balcony. Would definitely stay here again. "
United States
James W.
The price is ￥24,609
￥32,968 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Tornabuoni Suites Collection
Premium Studio | Laptop workspace, free WiFi, bed sheets
Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
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 ￥16,906
￥20,805 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Bob W Florence Ponte Vecchio
Deluxe Suite, 2 Bedrooms | Premium bedding, down comforters, iron/ironing board, cribs/infant beds
Palazzo Branchi

Palazzo Branchi

Palazzo Branchi
Historic Centre of Florence
9.0 out of 10, Wonderful, (287)
"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 ￥17,522
￥21,482 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Palazzo Branchi
Family Triple Room | Premium bedding, minibar, in-room safe, soundproofing
Residenza La Musa Amarcord

Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (151)
"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
40-inch flat-screen TV with digital channels, TV
Repubblica Firenze Luxury Apartments | UNA ESPERIENZE

Repubblica Firenze Luxury Apartments | UNA ESPERIENZE

Repubblica Firenze Luxury Apartments | UNA ESPERIENZE
Historic Centre of Florence
9.6 out of 10, Exceptional, (79)
"Absolutely stunning views and a great property. Management friendly and helpful in the rare occasion you need something. I would absolutely stay here again. AC nice and cold, beautiful views, kitchenette area with stove top, refrigerator. Grazie!!!"
United States
Julie
The price is ￥27,722
￥32,702 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Repubblica Firenze Luxury Apartments | UNA ESPERIENZE
Food and drink
San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (406)
"Great inn. "
United States
Carol
San Giuliano Inn - Adults Only
Classic Apartment, 2 Bedrooms (Giglio Viola) | Living area | Flat-screen TV
Canto degli Scali

Canto degli Scali

Canto degli Scali
Historic Centre of Florence
10.0 out of 10, Exceptional, (236)
"Amazing. Just incredible. Everyone should stay here when the come to Florence!"
Canada
Melissa
Canto degli Scali
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

Hotel Paris

Hotel Paris

10/10 Excellent
"Amazing! Vitorrio was the best! Gave amazing recommendations "
Victoria 2-night trip
Posted 3 days ago
Hotel Paris

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:

  • View our selection of featured holiday rentals in Montespertoli
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  • Enter your travel dates to view the best deals on holiday rentals in Montespertoli while they last

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?

QK Costa58 Home Tower: This vacation home rental outside of Montespertoli is located in the historical district and offers a terrace, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Another good choice for your trip to Montespertoli is House with character in typical medieval borgo on the Chianti Classico hills.

How many vacation rentals are there in Montespertoli?

Choose from 12 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. While here, Castello Sonnino and Montegufoni Castle are other places worth a visit.

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.