Montaione Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Montaione vacation rentals

Exterior detail

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (7 reviews)
"Love this town. Location is great "
United States
William
The price is NT$2,341
NT$2,762 total
includes taxes & fees
Jan 29 - Jan 30
La Casa di Ines
Breakfast, lunch, dinner served; garden views

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (90 reviews)
"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
The price is NT$4,622
NT$5,533 total
includes taxes & fees
Jan 29 - Jan 30
Marignolle Relais and Charme
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
8.4 out of 10, Very Good, (232 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
Fattoria il Milione Agriturismo
Daily self-serve breakfast (EUR 6 per person)

Beatabb

Beatabb
Guardistallo
9.0 out of 10, Wonderful, (7 reviews)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
Seasonal outdoor pool, pool umbrellas, sun loungers

Rocca Palazzaccio

Rocca Palazzaccio
3.0 star property
Impruneta
9.0 out of 10, Wonderful, (14 reviews)
"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
The price is NT$5,249
NT$10,516 total
includes taxes & fees
Feb 4 - Feb 5
Rocca Palazzaccio
Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (38 reviews)
"The hotel stay was great."
United Kingdom
Jonathan
The price is NT$3,259
NT$3,697 total
includes taxes & fees
Feb 27 - Feb 28
Borgo San Giusto
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (59 reviews)
"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
B&B Palazzo Tortoli
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"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
The price is NT$2,632
NT$2,970 total
includes taxes & fees
Feb 9 - Feb 10
Chianti Village Morrocco
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (98 reviews)
"Great people, great location great service"
Canada
James
The price is NT$5,185
NT$5,853 total
includes taxes & fees
Jan 29 - Jan 30
Villa il Fedino
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Terrace/patio

Poggio Degli Olivi

Poggio Degli Olivi
Monsummano Terme
8.8 out of 10, Excellent, (19 reviews)
"Lovely property. Yummy breakfast with cappuccino. Staff & service friendly & helpful. Love Gino the cat😊"
United States
Lynne
Poggio Degli Olivi
Front of property

Villa Scorzi

Villa Scorzi
Calci
9.8 out of 10, Exceptional, (7 reviews)
"This is the type of resort you go to Tuscany for. Great history and great staff. It makes you feel like you have stepped back in time. "
United States
Don
The price is NT$3,581
NT$4,350 total
includes taxes & fees
Feb 26 - Feb 27
Villa Scorzi
Breakfast, lunch, dinner served; Regional cuisine

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
Dining

Petit Château

Petit Château
Montecatini Terme
8.8 out of 10, Excellent, (15 reviews)
"Owner is super sweet, daily maintenance. Super nice place to stay!!!!"
Canada
Filoteo
Petit Château
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is NT$3,052
NT$4,479 total
includes taxes & fees
Feb 14 - Feb 15
Palazzo al Torrione 2
Porch

Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very Good, (157 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is NT$2,546
NT$2,988 total
includes taxes & fees
Feb 8 - Feb 9
Donna Nobile
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Balcony

Poggio Desto B&B

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

appartamenti la piazzetta

appartamenti la piazzetta
Signa
9.6 out of 10, Exceptional, (4 reviews)
"Oui"
France
Teresa
The price is NT$2,284
NT$3,971 total
includes taxes & fees
Feb 3 - Feb 4
appartamenti la piazzetta
View from property

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is NT$2,886
NT$4,071 total
includes taxes & fees
Feb 27 - Feb 28
Antica Pieve B&B
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montaione Hotel Reviews

Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful property "
steven 2-night trip
Posted 3 months 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
  • Use the map to find apartments and other holiday homes in the Montaione neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montaione while they last

Look no further and take a look at our great range of rental properties in Montaione!

Frequently asked questions

Can I find vacation rentals in Montaione?

Yes, we give you a choice of vacation rentals close to popular points of interest in Montaione, or you can go with a more remote 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.

How many vacation rentals are there in Montaione?

With 45 Expedia vacation rentals, you're sure 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 Tenuta San Vito, or get out into nature at a spot like Casciana Thermal Baths. Castelfalfi Golf Course and Monastery of San Vivaldo are other places to visit while you're in town.

What’s a vacation rental in Montaione like?

Vacation rentals are privately owned properties you can book for short or long periods in Montaione. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family getaway.