An ancient stone tower with a view of rolling hills and fields in the background.

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Our top choices for Roccastrada holiday rentals

Equipped glamping tent and infinity pool in a Tuscan olive grove

Equipped glamping tent and infinity pool in a Tuscan olive grove
Roccastrada
The price is £149
includes taxes & fees
1 Jul - 2 Jul
Equipped glamping tent and infinity pool in a Tuscan olive grove

Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
The price is £582
includes taxes & fees
3 Jul - 4 Jul
Casetta di campagna indipendente

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 £91
includes taxes & fees
5 Jul - 6 Jul
Country House il Ciliegio

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Toscana
The price is £139
includes taxes & fees
10 Jul - 11 Jul
Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills

Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
Roccastrada
The price is £85
includes taxes & fees
1 Jul - 2 Jul
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills

Narciso Dei Poeti – Deluxe Double Room with Valley-View Balcony and Wood Fireplace

Narciso Dei Poeti – Deluxe Double Room with Valley-View Balcony and Wood Fireplace
Piloni
The price is £298
includes taxes & fees
14 Jul - 15 Jul
Narciso Dei Poeti – Deluxe Double Room with Valley-View Balcony and Wood Fireplace

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Roccastrada GR
The price is £1,342
includes taxes & fees
1 Jul - 2 Jul
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
Roccastrada
The price is £1,061
includes taxes & fees
24 Jul - 25 Jul
Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

Uva Spina – Double Room with Valley View

Uva Spina – Double Room with Valley View
Piloni
The price is £245
includes taxes & fees
14 Jul - 15 Jul
Uva Spina – Double Room with Valley View

Mora Selvatica – Deluxe Double Room with Valley-View Balcony and Bathtub

Mora Selvatica – Deluxe Double Room with Valley-View Balcony and Bathtub
Piloni
The price is £326
includes taxes & fees
14 Jul - 15 Jul
Mora Selvatica – Deluxe Double Room with Valley-View Balcony and Bathtub

Fragolina di Bosco – Room with a View of the Val di Farma

Fragolina di Bosco – Room with a View of the Val di Farma
Piloni
The price is £215
includes taxes & fees
14 Jul - 15 Jul
Fragolina di Bosco – Room with a View of the Val di Farma

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is £1,342
includes taxes & fees
1 Jul - 2 Jul
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is £1,342
includes taxes & fees
1 Jul - 2 Jul
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is £1,342
includes taxes & fees
1 Jul - 2 Jul
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is £277
includes taxes & fees
3 Jul - 4 Jul
Ca' Bianca Tuscany Relais

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is £121
includes taxes & fees
1 Jul - 2 Jul
B&B Le Scalette di Piazza

Camping Village Baia Azzurra

Camping Village Baia Azzurra
4.0 star property
Castiglione della Pescaia
8.6 out of 10, Excellent, (37 reviews)
"Great price for last minute. Well located. The lady at the front counter initially must get some manners. Agitatedly accusing/greating me with being late after arriving at 20:30 although expedia shows check in until 2200. But the other staff was great!"
Canada
Reyno
Camping Village Baia Azzurra

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (91 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is £152
includes taxes & fees
5 Jul - 6 Jul
Casanova - Panoramic Rooms and Suites

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is £293
includes taxes & fees
1 Jul - 2 Jul
Palazzo Saloni

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (27 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is £73
includes taxes & fees
7 Jul - 8 Jul
Tuscasì Aparthotel
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 Roccastrada Hotel Reviews

Find out more about Roccastrada

Everything you need to know about Roccastrada holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Roccastrada holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roccastrada holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Roccastrada holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roccastrada. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Roccastrada holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roccastrada holiday rentals we have selected for you start as low as £69 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Roccastrada rentals

At Expedia, we put the best Roccastrada holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Roccastrada rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roccastrada holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roccastrada. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Roccastrada?

Yes, there are holiday rentals close to the most popular sights in Roccastrada, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Roccastrada?

Choose from 72 Expedia holiday rentals in Roccastrada for a memorable holiday.

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 Sassoforte Castle are other places to visit while you're in town.

What’s a holiday rental in Roccastrada like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roccastrada. Holiday rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.