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

Roccastrada Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Roccastrada vacation rentals

Pool

Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
Toscana
$212 nightly
The price is $212
Jul 17 - Jul 18
Total with taxes and fees
Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun
1 bedroom, WiFi, bed sheets

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Toscana
$182 nightly
The price is $182
Jul 17 - Jul 18
Total with taxes and fees
Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove
Pool

Equipped glamping tent and infinity pool in a Tuscan olive grove

Equipped glamping tent and infinity pool in a Tuscan olive grove
Roccastrada
$195 nightly
The price is $195
Jul 17 - Jul 18
Total with taxes and fees
Equipped glamping tent and infinity pool in a Tuscan olive grove
Interior

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
$159 nightly
The price is $159
Jul 20 - Jul 21
Total with taxes and fees
Casa Giovy - Relaxation with a view all the way to the sea, in the Tuscan hills
Exterior

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
$113 nightly
The price is $126
Jul 19 - Jul 20
Total with taxes and fees
Country House il Ciliegio
Pool

Stargazer – Your Sky‑View Hideaway in the Tuscan Hills

Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
Toskana
$234 nightly
The price is $234
Jul 19 - Jul 20
Total with taxes and fees
Stargazer – Your Sky‑View Hideaway in the Tuscan Hills
Outdoor dining

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
$257 nightly
The price is $257
Jul 27 - Jul 28
Total with taxes and fees
Fragolina di Bosco – Room with a View of the Val di Farma
Outdoor dining

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

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
$628 nightly
The price is $632
Jul 19 - Jul 20
Total with taxes and fees
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Outdoor dining

Casetta di campagna indipendente

Casetta di campagna indipendente
Roccastrada
$895 nightly
The price is $895
Jul 17 - Jul 18
Total with taxes and fees
Casetta di campagna indipendente
Exterior detail

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
$1,266 nightly
The price is $1,266
Jul 24 - Jul 25
Total with taxes and fees
Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi
Outdoor dining

Uva Spina – Double Room with Valley View

Uva Spina – Double Room with Valley View
Piloni
$292 nightly
The price is $292
Jul 27 - Jul 28
Total with taxes and fees
Uva Spina – Double Room with Valley View
Outdoor dining

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
$356 nightly
The price is $356
Jul 27 - Jul 28
Total with taxes and fees
Narciso Dei Poeti – Deluxe Double Room with Valley-View Balcony and Wood Fireplace
Outdoor dining

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

Mora Selvatica – Deluxe Double Room with Valley-View Balcony and Bathtub
Piloni
$389 nightly
The price is $389
Jul 27 - Jul 28
Total with taxes and fees
Mora Selvatica – Deluxe Double Room with Valley-View Balcony and Bathtub
Outdoor dining

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

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
$870 nightly
The price is $875
Jul 19 - Jul 20
Total with taxes and fees
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Property grounds

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

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Roccastrada GR
$870 nightly
The price is $875
Jul 19 - Jul 20
Total with taxes and fees
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Outdoor dining

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

Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
$870 nightly
The price is $875
Jul 19 - Jul 20
Total with taxes and fees
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
$106 nightly
The price is $121
Jul 26 - Jul 27
Total with taxes and fees
Il Pozzo di Sant'Andrea
Exterior

Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
$75 nightly
The price is $87
Jul 20 - Jul 21
Total with taxes and fees
Villa le Camelie Siena
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (96 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
$62 nightly
The price is $73
Jul 20 - Jul 21
Total with taxes and fees
Domus il Palio B&B
Premium bedding, down comforters, pillowtop beds, desk

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (28 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$83 nightly
The price is $95
Jul 19 - Jul 20
Total with taxes and fees
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.
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 Roccastrada Hotel Reviews

The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

10/10 Excellent
"Beautiful property."
Sylwia 4-night trip
Posted 2 hours ago
The Sense Experience Resort - Preferred Hotels & Resorts

Find out more about Roccastrada

Everything you need to know about Roccastrada vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Roccastrada vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Roccastrada vacation 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 low season months. For more hustle and bustle, you may prefer to visit Roccastrada in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $91 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Roccastrada rentals

At Expedia, we put the best Roccastrada vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.

What are some of the best vacation home rentals that Roccastrada has to offer?

The House of Alice, charm and relaxation: This vacation home rental near Roccastrada is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals are there in Roccastrada?

Choose from 72 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 Sassoforte Castle 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.