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Bossi Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Bossi holiday rentals

Outdoor pool

1. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is AU$245
includes taxes & fees
21 Sept - 22 Sept
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 AU$270
includes taxes & fees
16 Sept - 17 Sept
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 AU$358
includes taxes & fees
24 Sept - 25 Sept
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 AU$263
includes taxes & fees
17 Sept - 18 Sept
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 AU$175
includes taxes & fees
9 Sept - 10 Sept
Siena Vip
Double Room (Ginevra) | 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 AU$197
includes taxes & fees
24 Sept - 25 Sept
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 AU$224
includes taxes & fees
22 Sept - 23 Sept
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 AU$136
includes taxes & fees
18 Sept - 19 Sept
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 AU$233
includes taxes & fees
9 Sept - 10 Sept
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 AU$111
includes taxes & fees
1 Oct - 2 Oct
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 AU$231
includes taxes & fees
4 Oct - 5 Oct
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 AU$166
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
Triple Room, Balcony, City View

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 AU$137
includes taxes & fees
5 Oct - 6 Oct
Al Mercato B&B
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 AU$204
includes taxes & fees
6 Oct - 7 Oct
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 AU$165
includes taxes & fees
15 Sept - 16 Sept
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 AU$342
includes taxes & fees
30 Sept - 1 Oct
Il Battistero Siena - Residenza d'Epoca
Superior Double Room, Ensuite, City View

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 AU$189
includes taxes & fees
24 Sept - 25 Sept
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 AU$135
includes taxes & fees
9 Sept - 10 Sept
Villa le Camelie Siena
Breakfast meal

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 AU$465
includes taxes & fees
29 Sept - 30 Sept
Residenza d'Epoca Palazzo Borghesi
Suite

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 AU$302
includes taxes & fees
7 Oct - 8 Oct
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.
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Top Bossi Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Beautiful property, amazing views"
Nasir 3-night trip
Posted 2 hours ago
Villa Scacciapensieri Boutique Hotel

Find out more about Bossi

Everything you need to know about Bossi holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bossi holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bossi holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Bossi holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bossi. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bossi holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bossi holiday rentals we have selected for you start as low as AU$85 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Bossi rentals

At Expedia, we put the best Bossi holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bossi rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bossi holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bossi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 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 Meleto Castle.

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.