Roccastrada Vacation Rentals from CA $114: Short-Term Rentals for 2025

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

Il Palazzetto : Located near Roccastrada, this vacation home rental is located in a rural location and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and an espresso maker. Make the most of the garden in this rental home to help you unwind. Our travelers also rate Agriturismo Campo al Crognolo. as a favorite home for rent in Roccastrada.

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Vacation Rentals in Roccastrada

CA $1,775 total

includes taxes & fees

Jul 31 - Aug 1

"Anche se solo punto di appoggio, Grosseto si raggiunge rapidamente.Non lontano molto da vedere, tra sacro e profano...Grazie."

CA $164 total

includes taxes & fees

Jul 21 - Jul 22

"I can’t say enough about this wonderful Tuscan gem! We were lucky to find such a beautiful spot to stay. The staff were so friendly and helpful and the cooking class was so much fun! The restaurant was also very good! Thank you for a wonderful stay! "

CA $241 total

includes taxes & fees

Jul 21 - Jul 22

"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"

CA $163 total

includes taxes & fees

Jul 21 - Jul 22

CA $169 total

includes taxes & fees

Aug 4 - Aug 5

CA $124 total

includes taxes & fees

Jul 22 - Jul 23

"Pros: Ottima posizione a pochi minuti a piedi dal centro del paese, posto tranquillo con comodo parcheggio. Letto comodo, bagnetto un po' piccolino ma funzionale con prontezza e kit cortesia, buona idea kit con spazzolino e dentifricio. Cucina in comune ben equipaggiata. Host premurosa e attenta, ci ha fornito prontamente tutte le indicazioni necessarie e consigli sui locali nelle vicinanze."

CA $180 total

includes taxes & fees

Jul 21 - Jul 22

"Beautiful accommodations, very remote and tranquil, loved the area and had a great time at the local restaurants.💕 Will be back!"

CA $381 total

includes taxes & fees

Jul 24 - Jul 25

"We loved the village setting and the apartment was very comfortable and well appointed."

CA $227 total

includes taxes & fees

Jul 24 - Jul 25

"Struttura molto curata nei particolari, ha una veranda di fronte all'ingresso molto bella dove è possibile ammirare un panorama incantevole...."

CA $223 total

includes taxes & fees

Jul 22 - Jul 23

"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...

CA $222 total

includes taxes & fees

Aug 20 - Aug 21

CA $199 total

includes taxes & fees

Jul 21 - Jul 22

"Tutto ok"

CA $432 total

includes taxes & fees

Jul 21 - Jul 22

"Une très belle location dans l'environnement magique de la campagne toscane, Paolo est très accueillant , seul bémol la proximité de la route."

CA $259 total

includes taxes & fees

Jul 22 - Jul 23

CA $262 total

includes taxes & fees

Aug 14 - Aug 15

"Looking for a village away from the tourist crowds, this is it!"

CA $381 total

includes taxes & fees

Jul 25 - Jul 26

CA $213 total

includes taxes & fees

Jul 21 - Jul 22

CA $156 total

includes taxes & fees

Jul 31 - Aug 1

CA $201 total

includes taxes & fees

Jul 21 - Jul 22

CA $176 total

includes taxes & fees

Jul 21 - Jul 22

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Top Roccastrada Hotel Reviews

Hotel Athena

10/10 Excellent

"The front desk that was exceptional"

The Sense Experience Resort

10/10 Excellent

"What can I say!!!! Best hotel, Amazing service from check in staff who are amazing and welcoming. They are super helpful and friendly. The manager was amazing, so helpful and accommodating . She helps , and pay attention to little details to make your time great and always with a smile . Restaurant staff were amazing and attentive. Management is superb , and waiters are very highly trained to make guests feel special. Egor was great in particular as he is fast , attentive, and super friendly. We have been coming here for the 4 th time now as it is great and upscaled. It is part of the i prefer hotels . Only my gps keeps taking me to a different location thinking we arrived, but the street is closed. Restaurants, breakfast, dinner, lunch all had great selections. They even arranged couple massages for us on the panoramic terrace. Over all it is 10 out of 10."

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roccastrada vacation rentals we have selected for you start as low as CA $114 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 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.

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?

Il Palazzetto: Located near Roccastrada, this vacation home rental is located in a rural location and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and an espresso maker. Make the most of the garden in this rental home to help you unwind. Our travelers also rate Agriturismo Campo al Crognolo. as a favorite home for rent in Roccastrada.

How many vacation rentals are there in Roccastrada?

Choose from 61 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.

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Roccastrada Vacation Rentals

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Vacation Rentals in Roccastrada

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

Spacious apartment with beautiful views of the Ombrone River and Mount Amiata

Spacious apartment with beautiful views of the Ombrone River and Mount Amiata

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Comfort, relaxation and nature

Comfort, relaxation and nature

Apartment in the historic center of Asciano Siena, heart of the Crete Senesi

Apartment in the historic center of Asciano Siena, heart of the Crete Senesi

Amiata mountain house w terrace, top of the medieval village with stunning views

Amiata mountain house w terrace, top of the medieval village with stunning views

Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi

Room 'Castagno' with Private Terrace, Shared Garden and Wi-Fi

The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

The Gelda house, relax with a view

The Gelda house, relax with a view

Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda

Exclusive Stone Tower.

Exclusive Stone Tower.

Room 'Camera 3 - Del Ponti' with Shared Garden and Wi-Fi

Room 'Camera 3 - Del Ponti' with Shared Garden and Wi-Fi

Two-room apartment in residence with swimming pool and restaurant

Two-room apartment in residence with swimming pool and restaurant

The crete senesi

The crete senesi

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed

The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Vacation home "Old mansion"

Vacation home "Old mansion"

Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano

Room 'L'arco Del Pellegrino' with Wi-Fi and Air Conditioning

Room 'L'arco Del Pellegrino' with Wi-Fi and Air Conditioning

Top Roccastrada Hotel Reviews

Hotel Athena

Find out more about Roccastrada

Find out more about Roccastrada

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