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

Our top choices for Bossi vacation 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 NT$5,361
NT$6,041 total
includes taxes & fees
Oct 4 - Oct 5
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, (39 reviews)
"Great spot"
Canada
Philippe
The price is NT$4,965
NT$6,909 total
includes taxes & fees
Oct 1 - Oct 2
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 NT$8,341
NT$9,464 total
includes taxes & fees
Oct 5 - Oct 6
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 bakery display with pastries and a coffee station.

5. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (210 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 NT$3,661
NT$4,172 total
includes taxes & fees
Sep 30 - Oct 1
B&B Il Corso
A stone building with a yellow sign reading "b&b erioico".

6. 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 NT$5,117
NT$5,918 total
includes taxes & fees
Oct 5 - Oct 6
L' Eroico
A bathroom with a window view of a historic building and a tiled roof.

7. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (481 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is NT$3,446
NT$3,935 total
includes taxes & fees
Oct 21 - Oct 22
Siena Vip
A table set with breakfast items on a balcony overlooking a historic town.

8. 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 NT$6,577
NT$7,379 total
includes taxes & fees
Oct 28 - Oct 29
Residenza d'Epoca Palazzo Borghesi
A modern building with a sign reading "PORTA PISPINI" and a staircase leading to an entrance.

9. 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.

10. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (250 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is NT$4,229
NT$4,796 total
includes taxes & fees
Oct 29 - Oct 30
La Terrazza Sul Campo Rooming House
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

11. 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 NT$4,587
NT$5,191 total
includes taxes & fees
Oct 6 - Oct 7
Guild Living Siena Senior Resort & Residence
A table with two wine glasses, a bottle, and a book.

12. 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 NT$2,137
NT$2,496 total
includes taxes & fees
Oct 12 - Oct 13
Domus il Palio B&B
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

13. 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 NT$2,782
NT$3,205 total
includes taxes & fees
Sep 29 - Sep 30
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.

14. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (111 reviews)
"We loved our stay The host made us feel appreciated and really went out of his way to show us the highlight spots to see and where to eat. Thanks you."
Canada
scott
The price is NT$6,541
NT$7,339 total
includes taxes & fees
Oct 25 - Oct 26
PALAZZO DEL PAPA
A bedroom with a bed, bedside table, and a window with a view of greenery.

15. 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 NT$4,590
NT$5,194 total
includes taxes & fees
Oct 21 - Oct 22
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.

16. 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 NT$2,283
NT$2,981 total
includes taxes & fees
Oct 25 - Oct 26
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.

17. 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 NT$3,075
NT$3,527 total
includes taxes & fees
Oct 26 - Oct 27
Piazza Paradiso Accomodation
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

18. 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 NT$7,458
NT$8,348 total
includes taxes & fees
Sep 30 - Oct 1
Il Battistero Siena - Residenza d'Epoca
A rustic stone building with a courtyard.

19. 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 NT$3,436
NT$3,925 total
includes taxes & fees
Sep 30 - Oct 1
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 Minerva

Hotel Minerva

10/10 Excellent
"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."
Michael 1-night trip
Posted less than an hour ago
Hotel Minerva

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: Visitors like this Bossi vacation home rental. It 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 5 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.