Default HTG hotel image

Bossi Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Bossi holiday rentals

Aerial view

1. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (73 reviews)
"Beautiful property"
Canada
Mary
The price is HK$1,486
HK$1,671 total
includes taxes & fees
23 Aug - 24 Aug
Villa Curina Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is HK$1,257
HK$1,383 total
includes taxes & fees
10 Sept - 11 Sept
Villa di Sotto
Exterior

3. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
The price is HK$2,054
HK$2,332 total
includes taxes & fees
23 Aug - 24 Aug
Borgo Argenina
Breakfast meal

4. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (205 reviews)
"Lovely B&B right in the heart of Siena. Pierre was incredibly helpful and kept me up to date prior to my arrival with suggestions for dining out, shopping and bars. Would highly recommend"
United Kingdom
Katherine
The price is HK$919
HK$1,047 total
includes taxes & fees
21 Aug - 22 Aug
B&B Il Corso
View from room

5. 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 HK$1,028
HK$1,167 total
includes taxes & fees
17 Aug - 18 Aug
A Casa Mastacchi
Property grounds

6. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is HK$2,235
HK$2,495 total
includes taxes & fees
17 Aug - 18 Aug
Ca' Bianca Tuscany Relais
Room amenity

7. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (474 reviews)
"Lovely, clean room, comfy bed, decent breakfast "
United Kingdom
Andrew
The price is HK$987
HK$1,122 total
includes taxes & fees
18 Aug - 19 Aug
Siena Vip
Tasting room

8. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (216 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is HK$1,422
HK$1,600 total
includes taxes & fees
31 Aug - 1 Sept
Il Battistero Siena - Residenza d'Epoca
Daily continental breakfast for a fee

9. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (130 reviews)
"The room was very impressive with a large Chandelier. The breakfast was Delicious and the staff very very nice and helpful"
United States
Peggy
The price is HK$1,321
HK$1,489 total
includes taxes & fees
18 Aug - 19 Aug
Residenza d'Epoca Palazzo Borghesi
Exterior

10. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (14 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is HK$1,183
HK$1,374 total
includes taxes & fees
24 Aug - 25 Aug
L' Eroico
Courtyard

11. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (78 reviews)
"I loved the location. My only problem was having to wake-up by a jackhammer in the morning as the hotel was remodeling the apartment next door."
United States
Dror
The price is HK$1,114
HK$1,262 total
includes taxes & fees
20 Aug - 21 Aug
Regis Condo
Premium bedding, Select Comfort beds, minibar, in-room safe

12. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is HK$949
HK$1,080 total
includes taxes & fees
26 Aug - 27 Aug
La Terrazza Sul Campo Rooming House
Interior detail

13. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is HK$1,090
HK$1,235 total
includes taxes & fees
27 Aug - 28 Aug
La Coroncina Lodging
Seasonal outdoor pool

14. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (48 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is HK$1,294
HK$1,459 total
includes taxes & fees
30 Aug - 31 Aug
Guild Living Siena Senior Resort & Residence
City view from property

15. Birbo Bike Hospitality

Birbo Bike Hospitality
Siena City Centre
8.0 out of 10, Very good, (17 reviews)
"Beautiful view from our room at the top"
United States
ralph
The price is HK$1,540
HK$1,730 total
includes taxes & fees
26 Aug - 27 Aug
Birbo Bike Hospitality
Desk, iron/ironing board (on request), free WiFi, bed sheets

16. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (102 reviews)
"Great location."
Canada
Marie-Christine
The price is HK$557
HK$729 total
includes taxes & fees
24 Aug - 25 Aug
Al Mercato B&B
Exterior

17. 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
The price is HK$921
HK$1,049 total
includes taxes & fees
3 Sept - 4 Sept
Il Pozzo di Sant'Andrea
Minibar, desk, blackout curtains, free WiFi

18. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (111 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is HK$1,607
HK$1,803 total
includes taxes & fees
25 Aug - 26 Aug
PALAZZO DEL PAPA
Premium bedding, down duvets, pillow-top beds, desk

19. 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 HK$640
HK$822 total
includes taxes & fees
19 Aug - 20 Aug
Tuscasì Aparthotel
Property grounds

20. 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 HK$563
HK$655 total
includes taxes & fees
30 Aug - 31 Aug
Domus il Palio B&B
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 Bossi Hotel Reviews

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"What a wonderful 3 night break at Villa Casagrande! My wife and I had a beautiful stay in this historic villa. There’s a little steep walk up to the pool and restaurant next to it which were perfect and where we spent most of our time relaxing and sunbathing with the view of the trees and the Tuscan mountains. The staff were incredible, so kind, quick to help and made our stay even more pleasant. We both had lovely massages and relaxed in the spa area and one evening did the historic tour and wine tasting which was exceptional. The guides and sommeliers were so knowledgeable and so lovely and the organic Chianti wines they produce are an absolute must to taste and buy. The hotel’s main restaurant was the best in Filigne (the local town) and the food was incredible. One of the nights we had a live musician who was fantastic. We had dinner twice there; mushroom tagliatelle, the lamb, the wild boar gnocchi and paccheri carbonara were to die for! It’s only 50 mins on the train to Florence which is one of our favourite cities to explore in one day and we picked this place especially because it’s only a 12 minute walk from the Filigne Valdarno station and avoids the need to hire a car. We went for the comfort room which was spacious and clean and the air con was great and important for us it had a powerful shower. We truly had a wonderful time and absolutely cannot wait to go back next year! Grazie Villa Casagrande!"
C 3-night trip
Posted 1 day ago
Villa Casagrande Resort & SPA

Find out more about Bossi

Search for holiday rentals in Bossi on Expedia! You can easily find your home rentals, villas, holiday apartments in Bossi using one of the methods below:

  • View our selection of featured holiday rentals in Bossi
  • Use the map to find apartments and other holiday homes in the Bossi neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bossi while they last

Look no further and take a look at our great range of rental properties in Bossi!

Frequently asked questions

Can I find holiday rentals in Bossi?

Yes, there are holiday rentals close to the most popular sights in Bossi, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bossi has to offer?

Borgo Argiano: This holiday home rental outside of Bossi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an espresso maker. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Bossi?

Expedia has 4 holiday rentals for your stay in Bossi.

What’s there to see and do in Bossi?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Terme Antica Querciolaia. In the wider area, you’ll find Castle of Brolio and Cantalici Winery.

What’s a holiday rental in Bossi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bossi. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.