Montaione Holiday Rentals

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Check prices for these dates

Tonight
26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Montaione

Aerial view
Relais Villa Olmo

Relais Villa Olmo

Impruneta
9.4 out of 10, Exceptional, (227)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
The price is HK$937
HK$1,058 total
includes taxes & fees
1 Dec - 2 Dec
Relais Villa Olmo
Balcony
Palazzo al Torrione 2

Palazzo al Torrione 2

San Gimignano City Centre
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 HK$866
HK$997 total
includes taxes & fees
3 Dec - 4 Dec
Palazzo al Torrione 2
Breakfast, lunch, dinner served; garden views
Marignolle Relais and Charme

Marignolle Relais and Charme

Florence
9.2 out of 10, Wonderful, (90)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool loungers
Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort

3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23)
"Vicino a Firenze e quindi alle principali via di scambi, ma in una tranquillità disarmante. Il silenzio è parte integrante della struttura, ma sia chiaro assolutamente positivo. La struttura è ubicata in una zona veramente bella e le stanze sono confortevoli, comode e con la possibilità di cucinare. Infine fatevi coccolare dalla colazione servita in compagnia di uno stupendo gattone rosso e dalla bella Camilla. ;-)"
Italy
Matteo
The price is HK$793
HK$1,098 total
includes taxes & fees
20 Dec - 21 Dec
Lebbiano Residence Bio Resort
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers
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
Breakfast, lunch, dinner served; Regional cuisine
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
Exterior detail
Villa il Fedino

Villa il Fedino

San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"We had a wonderfull welcome, very professional ,friendly and helpful in every aspect. Great villa with Tuscany vibe and breathtaking views.Close enough to Florence.You can't ask for better. We will return again."
Canada
Mario
The price is HK$1,087
HK$1,232 total
includes taxes & fees
15 Dec - 16 Dec
Villa il Fedino
Outdoor pool, pool loungers
I Parigi Corbinelli

I Parigi Corbinelli

Florence
9.4 out of 10, Exceptional, (161)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is HK$582
HK$748 total
includes taxes & fees
27 Nov - 28 Nov
I Parigi Corbinelli
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

4.0 star property
Florence
8.2 out of 10, Very good, (226)
"Nice property, comfortable beds, awesome on site restaurant, good breakfast however room a little run down, broken shower tap and no AC work. "
Australia
Robert
The price is HK$572
HK$755 total
includes taxes & fees
26 Dec - 27 Dec
Fattoria il Milione Agriturismo
Seasonal outdoor pool, open 10:00 AM to 7:30 PM, pool umbrellas
Poggio Degli Olivi

Poggio Degli Olivi

Monsummano Terme
8.8 out of 10, Excellent, (19)
"Lovely property. Yummy breakfast with cappuccino. Staff & service friendly & helpful. Love Gino the cat😊"
United States
Lynne
Poggio Degli Olivi
2 bedrooms, premium bedding, down duvets, in-room safe
Terre di Baccio

Terre di Baccio

Greve in Chianti
9.8 out of 10, Exceptional, (71)
"Great hotel in a beautiful location with fantastic staff. "
United Kingdom
Mark
Terre di Baccio
Full-sized fridge, oven, stovetop, espresso maker
Rocca Palazzaccio

Rocca Palazzaccio

3.0 star property
Impruneta
9.0 out of 10, Wonderful, (14)
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
United Kingdom
Lauren
Rocca Palazzaccio
Daily self-service breakfast (EUR 6 per person)
Beatabb

Beatabb

Guardistallo
9.0 out of 10, Wonderful, (7)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
Outdoor pool, pool loungers
Borgo San Giusto

Borgo San Giusto

Empoli
9.4 out of 10, Exceptional, (38)
"The hotel stay was great."
United Kingdom
Jonathan
The price is HK$767
HK$871 total
includes taxes & fees
27 Nov - 28 Nov
Borgo San Giusto
Seasonal outdoor pool
Poggio Desto B&B

Poggio Desto B&B

Quarrata
9.4 out of 10, Exceptional, (24)
"Great B&B, we enjoyed our stay and recommend this place."
United States
Victor
Poggio Desto B&B
Exterior detail
B&B Palazzo Tortoli

B&B Palazzo Tortoli

San Gimignano City Centre
9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is HK$1,022
HK$1,169 total
includes taxes & fees
3 Dec - 4 Dec
B&B Palazzo Tortoli
Terrace/patio
Affittacamere Le Ginestre

Affittacamere Le Ginestre

San Gimignano City Centre
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre
Premium bedding, free WiFi
Room Rent Morrona

Room Rent Morrona

Terricciola
9.0 out of 10, Wonderful, (6)
"Ottima struttura "
Italy
Marzia
Room Rent Morrona
Property entrance
Palazzo Pacini

Palazzo Pacini

Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is HK$1,118
HK$1,248 total
includes taxes & fees
30 Nov - 1 Dec
Palazzo Pacini
Down duvets, Select Comfort beds, in-room safe, individually decorated
Donna Nobile

Donna Nobile

San Gimignano City Centre
8.2 out of 10, Very good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is HK$611
HK$717 total
includes taxes & fees
3 Dec - 4 Dec
Donna Nobile
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 Montaione Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful property "
steven 2-night trip
Posted 8 days ago
Castelfalfi

Find out more about Montaione

Search for holiday rentals in Montaione on Expedia! You can easily find your home rentals, villas, holiday apartments in Montaione using one of the methods below:

  • View our selection of featured holiday rentals in Montaione
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Look no further and take a look at our great range of rental properties in Montaione!

Frequently asked questions

Can I find holiday rentals in Montaione?

Yes, there are holiday rentals close to the most popular sights in Montaione, or you can select a more secluded option if you're looking for a relaxing stay. Montaione is known for its wineries and golf courses. Make sure you have time to check out the spas and seafood restaurants during your trip.

What are some of the best holiday rentals that Montaione has to offer?

Villa with large garden in the Chianti hills: This holiday home rental outside of Montaione is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals are there in Montaione?

With 97 Expedia holiday rentals, you're guaranteed to find just the right place for your Montaione stay.

What’s there to see and do in Montaione?

Explore the area and family-friendly sights such as Pasta Martelli, or get out into nature at a spot like Sentierelsa Trail. Monastery of San Vivaldo and Castelfalfi Golf Course are other places to visit while you're in town.

What’s a holiday rental in Montaione like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montaione. Holiday rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.