Find 5 Star Hotels in Roccastrada from $90

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Our top choices for Roccastrada 5-star hotels

Ballroom
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (577)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
$270 nightly
The price is $304
Jan 29 - Jan 30, 2026
Total with taxes and fees
Grand Hotel Continental Siena – Starhotels Collezione
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (71)
"Wonderful stay "
United States
Talib
$1,057 nightly
The price is $1,175
Jan 3 - Jan 4, 2026
Total with taxes and fees
Castiglion del Bosco, A Rosewood Hotel
Villa (Thesan) | Terrace/patio
Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
Casole d'Elsa
9.6 out of 10, Exceptional, (79)
"Top-notch hotel. Everything, from the grounds, to the breakfast, to the pool, to the spa + gym, is perfect."
United States
Michael
Castello di Casole, A Belmond Hotel, Tuscany
View from property
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (340)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
$535 nightly
The price is $600
Jan 7 - Jan 8, 2026
Total with taxes and fees
Castello di Velona Resort Thermal SPA & Winery
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
$82 nightly
The price is $90
Jan 15 - Jan 16, 2026
Total with taxes and fees
Mercure Petriolo Siena Terme Spa Hotel
2 restaurants, breakfast, lunch, dinner served; local cuisine
L'Andana

L'Andana

L'Andana
5.0 star property
Castiglione della Pescaia
9.4 out of 10, Exceptional, (85)
"Lovely place, great food, great staff"
United States
barbara
L'Andana
2 restaurants, lunch, dinner served; Italian cuisine
Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (126)
"The setting, scenery and hotel were 5 star plus!"
United States
Diana
Castello Banfi - Il Borgo - Relais et Chateaux
Lunch and dinner served, local cuisine
La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (70)
"Enjoyed our stay to the fullest!"
United States
Anna
$501 nightly
The price is $558
Jan 6 - Jan 7, 2026
Total with taxes and fees
La Posta Hotel & Thermal Spa
2 restaurants, lunch, dinner served; Modern European cuisine
Borgo Santo Pietro

Borgo Santo Pietro

Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (57)
"Always wonderful stay here "
United States
Andrew
Borgo Santo Pietro
Private beach, sun loungers, beach umbrellas, beach towels
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts
5.0 star property
Follonica
9.2 out of 10, Wonderful, (211)
"Lovely hotel that "
United Kingdom
Nicola
The Sense Experience Resort - Preferred Hotels & Resorts
Outdoor dining
La Bagnaia Golf Resort

La Bagnaia Golf Resort

La Bagnaia Golf Resort
5.0 star property
Murlo
8.4 out of 10, Very Good, (116)
"This properties has the nicest view set in a medival village and the staff is great. I would stay there again and take more time to enjoy the hotel."
Canada
Eric
La Bagnaia Golf Resort
Poolside bar
Cala del Porto Punta Ala

Cala del Porto Punta Ala

Cala del Porto Punta Ala
5.0 star property
Castiglione della Pescaia
9.8 out of 10, Exceptional, (6)
"All staff was superb."
United States
Frank J.
Cala del Porto Punta Ala
Exterior
Cala Beach Resort

Cala Beach Resort

Cala Beach Resort
5.0 star property
Castiglione della Pescaia
10.0 out of 10, Exceptional, (1)
"It was a delightful pair of days. The staff and service is superb, I strongly recommend if you want to have beautiful days in an almost private beach in a park with excellent food. I recommend to dinne early to enjoy the sunset. Only suggestion is to increase the number of wine options from Tuscany in the wine list and to introduce a good vermouth. The drinks are great. Again congratulations to the staff!"
United States
Christian
Cala Beach Resort
Exterior
ADLER Spa Resort Thermae

ADLER Spa Resort Thermae

ADLER Spa Resort Thermae
5.0 star property
San Quirico d'Orcia
9.4 out of 10, Exceptional, (68)
"Wonderful stay in Tuscany - marvellous staff and great food."
Germany
Anonymous traveler
ADLER Spa Resort Thermae
Private beach nearby, beach cabanas, sun loungers, beach umbrellas
Gallia Palace Hotel

Gallia Palace Hotel

Gallia Palace Hotel
5.0 star property
Castiglione della Pescaia
9.0 out of 10, Wonderful, (53)
"Very relaxing place "
United Kingdom
Michel
Gallia Palace Hotel
Sauna, hot tub, steam room, Turkish bath, body treatments, aromatherapy
Castel Porrona Relais & Spa

Castel Porrona Relais & Spa

Castel Porrona Relais & Spa
5.0 star property
Cinigiano
9.6 out of 10, Exceptional, (7)
"Stayed here for one night in August. Fantastic and helpful staff offered welcome drinks and showed around the beautiful property. Was offered a complimentary upgrade. Pool area is really nice and quiet with spa facilities right next to it. Restaurant perfect for a romantic dinner. Will definitely plan for a longer visit in the future."
Finland
Joona
Castel Porrona Relais & Spa
Front of property
Agriturismo San Fabiano

Agriturismo San Fabiano

Agriturismo San Fabiano
5.0 star property
Monteroni d'Arbia
10.0 out of 10, Exceptional, (1)
"I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..."
United States
James
Agriturismo San Fabiano
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Roccastrada.
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
$82 nightly
The price is $94 total per night from Jan 27 to Jan 28
$94 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
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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.

Learn more about Roccastrada

Hike through the dramatic rock formations of I Canaloni del Torrente Farma, where natural pools invite summer swimming between towering canyon walls. Medieval history comes alive at Sassoforte Castle, while nearby Podere Ristella offers wine tastings showcasing Tuscan varietals grown on sun-drenched slopes.

See all hotels in Roccastrada
Image of landscape near Roccastrada Tuscany Italy at sunset in autumn; Shutterstock ID 224935198; Purchase Order: -

Top Roccastrada Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"The staff were exceptionally friendly and welcoming, making us feel comfortable from the moment we arrived. The breakfast was outstanding, with a great variety of fresh and high-quality options to choose from. Everything was well organised and very clean. We would happily stay here again and highly recommend this hotel."
Adam 2-night trip
Posted 6 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Roccastrada

There's nothing wrong with enjoying the finer things in life. Add further luxury on your next trip to Roccastrada by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. There's no reason to delay a getaway to Roccastrada any longer. You'll join the multitudes of vacationers who have made Roccastrada so fashionable in the last few seasons. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Our 5-star hotels in Roccastrada are the perfect places to relax in during your next chunk of time off.

Book the Best Roccastrada 5-Star Hotels

You'll have a fantastic time at one of these 5-star hotels. Top-notch service, delicious meals, and personalized service are all at your fingertips. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A reflexology treatment that will leave you feeling like a million bucks? Butler services? No matter what you want on a perfect getaway, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

You won't sleep and order room service the entire time, though. We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Roccastrada are the perfect place to rest up after an exciting day.

Your Getaway Starts Today

The results are in, and Roccastrada 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. Your great getaway is just a mouse-click away. Opt for one of our Roccastrada 5-star hotels today and decompress in the lap of luxury tomorrow.