Roccastrada Vacation Rentals from $46: Search Short-Term Rentals

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Our top choices for Roccastrada vacation rentals

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

Roccastrada

$109 nightly

Aug 13 - Aug 14

Total with taxes and fees

2. Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

Toscana

$161 nightly

Sep 1 - Sep 2

Total with taxes and fees

3. Equipped glamping tent and infinity pool in a Tuscan olive grove

Roccastrada

$175 nightly

Sep 3 - Sep 4

Total with taxes and fees

4. Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

Toscana

$192 nightly

Sep 1 - Sep 2

Total with taxes and fees

5. Country House il Ciliegio

Roccastrada

Maaike

$100 nightly

Sep 6 - Sep 7

Total with taxes and fees

6. Casetta di campagna indipendente

Roccastrada

$437 nightly

Sep 4 - Sep 5

Total with taxes and fees

7. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

Roccastrada

$7,955 nightly

Aug 31 - Sep 1

Total with taxes and fees

8. Stargazer – Your Sky‑View Hideaway in the Tuscan Hills

Toskana

$192 nightly

Sep 8 - Sep 9

Total with taxes and fees

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Top Roccastrada Hotel Reviews

Hotel Italia

8/10 Good

"Clean, nice small room. Nothing fancy. Basic, but very clean."

Palazzo Ravizza

10/10 Excellent

"Two things that really made our stay at the Palazzo Ravizza exceptional were the charming terrace with a view of the Tuscan countryside, and the included continental breakfast offered in the morning, including plenty of drip coffee! ☕️ Our room was also undeniably European, with a painted ceiling and rustic furniture. The AC was sufficient, considering the daytime high on our visit was 100°. Service from the staff was very helpful, and they even called a taxi for us. The shower was hot with strong water pressure. The architecture of the hotel had some historic charm as well, with leaded glass doors, black and white marble floors, and vaulted ceilings in the public spaces. But that terrace... 😍"

Hotel Chiusarelli

8/10 Good

"Location was great - 5 mins to the bus station and town centre. Staff were friendly and helpful. Room was comfortable. Only issue we faced was with the hairdryer - attached to the wall in the bathroom - it kept cutting out. Luckily one of the team were able to bring a portable one - but was a bit of a pain. Would defo recommend if you are in Siena."

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 $46 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.

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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?

Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi: This vacation home rental near Roccastrada is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private balcony, a terrace, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Roccastrada?

Choose from 81 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.

Roccastrada Vacation Rentals

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Check prices for these dates

Our top choices for Roccastrada vacation rentals

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

2. Ottagono – Your Elegant Nature Retreat in the Tuscan Olive Grove

3. Equipped glamping tent and infinity pool in a Tuscan olive grove

4. Sahara – The Spacious Family Glamping Tent Under the Tuscan Sun

5. Country House il Ciliegio

6. Casetta di campagna indipendente

7. Farmhouse "Casa Girasole" with Private Pool, Terraces & Wi-Fi

8. Stargazer – Your Sky‑View Hideaway in the Tuscan Hills

9. Fragolina di Bosco – Twin Room with Val di Farma View

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

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

12. Uva Spina – Intimate Double Room with Val di Farma View

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

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

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

16. Narciso dei Poeti – Deluxe Double Room with Extra Bed

17. Mora Selvatica – Deluxe Room with Private Balcony and Val di Farma View

18. Tuscasì Aparthotel

19. Exclusive Stone Tower.

20. Corte Francigena - Apartments

Find vacation rentals that suit your style

Top Roccastrada Hotel Reviews

Hotel Italia

Find out more about Roccastrada

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