Default HTG hotel image

Bossi Vacation 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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Bossi vacation rentals

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

1. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is P10,076
P11,084 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
Aerial view

2. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (77 reviews)
"Beautiful property"
Canada
Mary
The price is P11,166
P12,574 total
includes taxes & fees
Sep 27 - Sep 28
Villa Curina Resort
Breakfast meal

3. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (207 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is P14,459
P16,196 total
includes taxes & fees
Sep 14 - Sep 15
B&B Il Corso
Exterior

4. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 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 P10,297
P11,909 total
includes taxes & fees
Sep 17 - Sep 18
L' Eroico
Room amenity

5. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (477 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is P6,935
P7,919 total
includes taxes & fees
Sep 9 - Sep 10
Siena Vip
View from room

6. 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 P8,244
P9,360 total
includes taxes & fees
Sep 10 - Sep 11
A Casa Mastacchi
Courtyard

7. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (79 reviews)
"Great location!!! Clean and well equipped. Easy online check process. Comfortable beds and linens. Would highly recommend this property."
United States
kay
The price is P8,935
P10,120 total
includes taxes & fees
Sep 22 - Sep 23
Regis Condo
Interior

8. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is P5,717
P6,580 total
includes taxes & fees
Sep 9 - Sep 10
Villa Fontis Rapolano
Interior detail

9. 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 P10,153
P11,459 total
includes taxes & fees
Sep 9 - Sep 10
La Coroncina Lodging
Property grounds

10. 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 P4,301
P5,022 total
includes taxes & fees
Oct 1 - Oct 2
Domus il Palio B&B
City view from property

11. 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 P9,529
P10,773 total
includes taxes & fees
Sep 13 - Sep 14
Birbo Bike Hospitality
Exterior

12. 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 P6,626
P7,580 total
includes taxes & fees
Oct 5 - Oct 6
Il Pozzo di Sant'Andrea
Desk, iron/ironing board (on request), WiFi (free), bed sheets

13. 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 P5,469
P6,948 total
includes taxes & fees
Oct 6 - Oct 7
Al Mercato B&B
Seasonal outdoor pool

14. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (49 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is P8,735
P9,899 total
includes taxes & fees
Oct 6 - Oct 7
Guild Living Siena Senior Resort & Residence
Front of property

15. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...
United Kingdom
Kevin
The price is P6,785
P7,754 total
includes taxes & fees
Sep 20 - Sep 21
Podere La Chiusella
Tasting room

16. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (218 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is P15,008
P16,800 total
includes taxes & fees
Sep 30 - Oct 1
Il Battistero Siena - Residenza d'Epoca
Egyptian cotton sheets, premium bedding, down comforters, minibar

17. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (73 reviews)
"Wonderful place, great location."
United States
Khaled
The price is P10,140
P11,445 total
includes taxes & fees
Oct 3 - Oct 4
B&B Palazzo del Magnifico
Exterior

18. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is P5,294
P6,114 total
includes taxes & fees
Oct 1 - Oct 2
Villa le Camelie Siena
Daily continental breakfast for a fee

19. 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 P18,859
P21,036 total
includes taxes & fees
Sep 29 - Sep 30
Residenza d'Epoca Palazzo Borghesi
Premium bedding, Select Comfort beds, minibar, in-room safe

20. 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 P12,140
P13,645 total
includes taxes & fees
Oct 7 - Oct 8
La Terrazza Sul Campo Rooming House
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 Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Beautiful property, amazing views"
Nasir 3-night trip
Posted 1 hour ago
Villa Scacciapensieri Boutique Hotel

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 vacation rentals in Bossi?

Yes, we offer vacation rentals near popular attractions in Bossi, or you can choose a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Bossi?

Borgo Argiano: You might want to consider this vacation home rental near Bossi, which is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Bossi?

Expedia has 4 vacation 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 larger area, you’ll find Castle of Brolio and Meleto Castle.

What’s a vacation rental in Bossi like?

Vacation rentals are private properties where you can stay for a couple of days or more in Bossi. Vacation rentals feature amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.