Roccastrada 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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Roccastrada vacation rentals

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

1. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is P5,522
P6,214 total
includes taxes & fees
Nov 13 - Nov 14
Country House il Ciliegio
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

2. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (34 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is P4,089
P5,409 total
includes taxes & fees
Nov 20 - Nov 21
Tuscasì Aparthotel
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

3. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is P5,735
P6,869 total
includes taxes & fees
Dec 13 - Dec 14
Idolina Guest House
A hotel lobby with a reception desk, seating area, bookshelves, and large windows.

4. Appartamenti La Vecchia Posta

Appartamenti La Vecchia Posta
Marina di Grosseto
The price is P4,730
P5,575 total
includes taxes & fees
Dec 3 - Dec 4
Appartamenti La Vecchia Posta
A stone courtyard with a bench, potted plants, and a building in the background.

5. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is P4,278
P4,916 total
includes taxes & fees
Nov 16 - Nov 17
Casa di Campagna in Toscana
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

6. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (106 reviews)
"We had a great stay in this conveniently located property. The breakfast was good with many options and staff to assist."
Canada
Morris
The price is P7,978
P9,057 total
includes taxes & fees
Dec 13 - Dec 14
B&B Le Scalette di Piazza
A person relaxing in a hot tub with a glass of wine.

7. Botrona B&B

Botrona B&B
Scarlino
9.4 out of 10, Exceptional, (26 reviews)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
The price is P5,009
P5,510 total
includes taxes & fees
Nov 15 - Nov 16
Botrona B&B
A residential area with multiple buildings, a balcony with a wooden railing, and a view of trees and a clear sky.

8. Pineta Azzurra

Pineta Azzurra
Grosseto
8.2 out of 10, Very good, (14 reviews)
"Appartamento molto vicino al mare,per famiglie"
Italy
Lucrezia
The price is P2,941
P3,235 total
includes taxes & fees
Nov 13 - Nov 14
Pineta Azzurra
An open door leading to a balcony with a view of a forested hillside.

9. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is P4,495
P4,944 total
includes taxes & fees
Nov 15 - Nov 16
La Dimora di Dida
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

10. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is P16,144
P18,460 total
includes taxes & fees
Dec 12 - Dec 13
Palazzo Saloni
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

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Find out more about Roccastrada

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

  • View our selection of featured holiday rentals in Roccastrada
  • Use the map to find apartments and other holiday homes in the Roccastrada neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Roccastrada while they last

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

Frequently Asked Questions

Can I find vacation rentals in Roccastrada?

Yes, we give you a choice of vacation rentals close to well known points of interest in Roccastrada, or you can choose a secluded option if you're looking for a relaxing stay.

How many vacation rentals are there in Roccastrada?

Choose from 77 Expedia vacation rentals in Roccastrada for a memorable vacation.

What’s there to see and do in Roccastrada?

I Canaloni del Torrente Farma and Val di Merse are a couple of lovely local spots to get outside and enjoy nature. Podere Ristella Vineyards and Winery and Castello del Belagaio are other places to visit while you're in town.

What’s a vacation rental in Roccastrada like?

Vacation rentals are private properties where you can stay for several days or longer in Roccastrada. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family trips or small group gatherings.