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Bossi Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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, (81 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is AU$217
includes taxes & fees
25 Oct - 26 Oct
Villa Curina Resort
A stone building with a garden in front.

2. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is AU$291
includes taxes & fees
31 Oct - 1 Nov
Borgo Argenina
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

3. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
Villa di Sotto
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.

4. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$118
includes taxes & fees
20 Nov - 21 Nov
Tuscasì Aparthotel
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

5. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (355 reviews)
"Great stay highly recommend!!"
United States
jon
The price is AU$97
includes taxes & fees
15 Nov - 16 Nov
ApartHotel Anghel
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 AU$214
includes taxes & fees
2 Nov - 3 Nov
L' Eroico
A bedroom with a bed, bedside table, and a window with a view of greenery.

7. 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$176
includes taxes & fees
15 Nov - 16 Nov
La Coroncina Lodging
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

8. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is AU$128
includes taxes & fees
20 Nov - 21 Nov
RESIDENCE LECCIO
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

9. 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$150
includes taxes & fees
26 Oct - 27 Oct
Villa Fontis Rapolano
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

10. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (60 reviews)
"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."
United States
Heidi
The price is AU$184
includes taxes & fees
3 Nov - 4 Nov
Guild Living Siena Senior Resort & Residence
A rustic stone building with a courtyard.

11. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (59 reviews)
"Very nice place close to"
Canada
Annie
The price is AU$159
includes taxes & fees
27 Oct - 28 Oct
Fullino Nero
A traditional stone building with a courtyard, a staircase, and potted plants.

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$170
includes taxes & fees
26 Oct - 27 Oct
Il Pozzo di Sant'Andrea
A stone building with a sloped roof, a small porch, and a gravel driveway.

13. 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$163
includes taxes & fees
24 Nov - 25 Nov
Podere La Chiusella
A stone courtyard with a bench, potted plants, and a building in the background.

14. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is AU$147
includes taxes & fees
24 Nov - 25 Nov
Casa di Campagna in Toscana
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

15. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (186 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is AU$152
includes taxes & fees
29 Oct - 30 Oct
Bosco della Spina
A table with two wine glasses, a bottle, and a book.

16. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (100 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
The price is AU$115
includes taxes & fees
18 Nov - 19 Nov
Domus il Palio B&B
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

17. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is AU$222
includes taxes & fees
22 Nov - 23 Nov
La Murata
A building with a sign reading 'Villa Le Camelie' and multiple flags.

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$134
includes taxes & fees
25 Oct - 26 Oct
Villa le Camelie Siena
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

19. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is AU$150
includes taxes & fees
27 Oct - 28 Oct
Mariani Bed & Breakfast
A bathroom with a window view of a historic building and a tiled roof.

20. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (494 reviews)
"Very friendly staff and great location close to the center of town. Breakfast was a nice touch and just what we needed to start the day. Would recommend!"
United States
Jacob
The price is AU$163
includes taxes & fees
3 Nov - 4 Nov
Siena Vip
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

NH Siena

NH Siena

10/10 Excellent
"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"
Rakhshan 1-night trip
Posted 21 hours ago
NH Siena

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$97 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 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.