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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Bossi holiday rentals

A villa with a swimming pool, outdoor seating, and a tennis court.

1. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is HK$1,318
HK$1,486 total
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is HK$1,221
HK$1,699 total
includes taxes & fees
1 Oct - 2 Oct
Villa di Sotto
A stone building with a garden in front.

3. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is HK$1,683
HK$1,922 total
includes taxes & fees
1 Oct - 2 Oct
Borgo Argenina
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

4. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
Ca' Bianca Tuscany Relais
A bedroom with a large bed, bedside tables, a window, a radiator, and a TV.

5. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (3 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is HK$1,423
HK$1,672 total
includes taxes & fees
8 Oct - 9 Oct
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
A bakery display with pastries and a coffee station.

6. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (211 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 HK$900
HK$1,026 total
includes taxes & fees
25 Oct - 26 Oct
B&B Il Corso
A stone building with a yellow sign reading "b&b erioico".

7. 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 HK$1,196
HK$1,386 total
includes taxes & fees
7 Oct - 8 Oct
L' Eroico
A bathroom with a window view of a historic building and a tiled roof.

8. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (484 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is HK$848
HK$968 total
includes taxes & fees
21 Oct - 22 Oct
Siena Vip
A table set with breakfast items on a balcony overlooking a historic town.

9. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (131 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is HK$1,537
HK$1,726 total
includes taxes & fees
30 Oct - 31 Oct
Residenza d'Epoca Palazzo Borghesi
A modern building with a sign reading "PORTA PISPINI" and a staircase leading to an entrance.

10. Porta Pispini Residence

Porta Pispini Residence
2.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (24 reviews)
"A fabulous property - well appointed and equipped. Very modern, clean and quiet. We enjoyed our daily walks into Siena via the Porta Pispini. We would love to stay here again."
Canada
Michael
Porta Pispini Residence
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

11. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (251 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is HK$1,040
HK$1,180 total
includes taxes & fees
29 Oct - 30 Oct
La Terrazza Sul Campo Rooming House
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

12. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (51 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is HK$1,128
HK$1,277 total
includes taxes & fees
12 Oct - 13 Oct
Guild Living Siena Senior Resort & Residence
A table with two wine glasses, a bottle, and a book.

13. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is HK$526
HK$614 total
includes taxes & fees
20 Oct - 21 Oct
Domus il Palio B&B
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

14. 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 HK$686
HK$790 total
includes taxes & fees
1 Oct - 2 Oct
Villa Fontis Rapolano
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

15. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (114 reviews)
"The setup was more like a guest house/Bed and Breakfast. It was impeccably clean and newly renovated, which made it very cozy and comfortable. Everything needed was provided. The location was half a block from the Piazza del Campo. And last but not least, Hamza was one of the most welcoming and gracious hosts imaginable, directing us to a magical Trattoria, Pappei’s, that felt like you were visiting your own Nonna! Wonderful!!!"
United States
Walter
The price is HK$1,601
HK$1,796 total
includes taxes & fees
31 Oct - 1 Nov
PALAZZO DEL PAPA
A bedroom with a bed, bedside table, and a window with a view of greenery.

16. 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$1,159
HK$1,311 total
includes taxes & fees
21 Oct - 22 Oct
La Coroncina Lodging
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

17. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is HK$528
HK$696 total
includes taxes & fees
31 Oct - 1 Nov
Tuscasì Aparthotel
A modern hotel room with a wooden door, a white sink, a bathtub, a bed with white bedding, and a bedside table with a lamp.

18. Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (161 reviews)
"Great location and lovely staff!"
United States
Dawn
The price is HK$880
HK$1,003 total
includes taxes & fees
22 Oct - 23 Oct
Piazza Paradiso Accomodation
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

19. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (219 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is HK$1,178
HK$1,331 total
includes taxes & fees
6 Oct - 7 Oct
Il Battistero Siena - Residenza d'Epoca
A rustic stone building with a courtyard.

20. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is HK$845
HK$965 total
includes taxes & fees
5 Oct - 6 Oct
Fullino Nero
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

Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 17 hours ago
Hotel Athena

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 kitchenware. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Bossi?

Expedia has 5 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.