A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.

Castiglione del Bosco Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Castiglione del Bosco vacation rentals

Standard Double Room (La Piazza) | Desk, soundproofing, WiFi (free), bed sheets

1. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (100 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is AED 488
AED 554 total
includes taxes & fees
23 Aug - 24 Aug
B&B Le Scalette di Piazza
Breakfast, lunch and dinner served

2. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (4 reviews)
"Amazing stay! The staff are exceptional- so helpful and kind with every aspect of the stay. The rooms are beautiful and lovely amenities upon arrival. Would definitely go back again!"
United States
Victoria
The price is AED 1,303
AED 1,468 total
includes taxes & fees
22 Aug - 23 Aug
Palazzo Saloni
Front of property

3. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (117 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is AED 404
AED 479 total
includes taxes & fees
31 Aug - 1 Sep
Idolina Guest House
Aerial view

4. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (176 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is AED 534
AED 621 total
includes taxes & fees
21 Sep - 22 Sep
Bosco della Spina
Exterior

5. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
10.0 out of 10, Exceptional, (12 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."
United States
Hanna
The price is AED 607
AED 711 total
includes taxes & fees
30 Aug - 31 Aug
Corte Francigena - Apartments
1 treatment room, massages

6. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (93 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is AED 646
AED 728 total
includes taxes & fees
30 Aug - 31 Aug
Casanova - Panoramic Rooms and Suites
Premium bedding, down comforters, pillowtop beds, desk

7. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AED 280
AED 363 total
includes taxes & fees
26 Aug - 27 Aug
Tuscasì Aparthotel
Studio | Terrace/patio

8. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is AED 286
AED 315 total
includes taxes & fees
23 Aug - 24 Aug
La Dimora di Dida
Terrace/patio

9. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is AED 782
AED 873 total
includes taxes & fees
31 Aug - 1 Sep
Abbadia Sicille Relais
Couples treatment rooms, sauna, hot tub, steam room, body treatments

10. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (49 reviews)
"Our stay was great. "
United States
Elena
The price is AED 470
AED 535 total
includes taxes & fees
25 Aug - 26 Aug
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Terrace/patio

11. Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful stay "
United States
Marc
The price is AED 1,363
AED 1,542 total
includes taxes & fees
8 Sep - 9 Sep
Borgo Lucignanello Bandini
Property grounds

12. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 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
The price is AED 267
AED 310 total
includes taxes & fees
28 Aug - 29 Aug
Domus il Palio B&B
Front of property

13. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is AED 347
AED 403 total
includes taxes & fees
28 Aug - 29 Aug
RESIDENCE LECCIO
Aerial view

14. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (73 reviews)
"Beautiful property"
Canada
Mary
The price is AED 634
AED 714 total
includes taxes & fees
20 Sep - 21 Sep
Villa Curina Resort
Food and drink

15. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (154 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is AED 767
AED 869 total
includes taxes & fees
25 Aug - 26 Aug
Hotel San Gregorio
Property entrance

16. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is AED 317
AED 366 total
includes taxes & fees
30 Aug - 31 Aug
Residenza Fabroni
Lobby lounge

17. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (344 reviews)
"Great stay highly recommend!!"
United States
jon
The price is AED 344
AED 395 total
includes taxes & fees
28 Aug - 29 Aug
ApartHotel Anghel
Terrace/patio

18. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is AED 505
AED 569 total
includes taxes & fees
2 Sep - 3 Sep
Casa di Campagna in Toscana
Room amenity

19. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (474 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is AED 447
AED 508 total
includes taxes & fees
22 Aug - 23 Aug
Siena Vip
Double Room (Ginevra) | View from room

20. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is AED 476
AED 541 total
includes taxes & fees
22 Aug - 23 Aug
A Casa Mastacchi
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 Castiglione del Bosco Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"The hotel itself was very nice. The staff were super helpful and we enjoyed our time. The AC and wifi were both a little weak, but otherwise, it was a pleasant stay. The breakfast buffet was also very good with a large selection."
Nicholas 3-night trip
Posted 5 hours ago
Hotel Chiusarelli

Frequently asked questions

Can I find vacation rentals in Castiglione del Bosco?

Yes, there are vacation rentals close to well known attractions in Castiglione del Bosco, or you can choose a more secluded option if you want a relaxing place to stay. Castiglione del Bosco is known for its restaurants.

What are some of the best vacation home rentals in Castiglione del Bosco?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This vacation home rental near Castiglione del Bosco is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 terrace, a garden, and a selection of books so you can immerse yourself in your vacation.

What’s there to see and do in Castiglione del Bosco?

Explore the area and family-friendly sights such as Terme Petriolo, or get out into nature at a spot like Val di Merse. Castiglion del Bosco Winery and Fortress of Montalcino are a couple of places you'll find in the larger area.

What’s a vacation rental in Castiglione del Bosco like?

A vacation rental is a private property where you can stay for short or long periods in Castiglione del Bosco. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip.