Bossi Holiday Rentals

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Our top choices for Bossi holiday rentals

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is AU$250
includes taxes & fees
18 May - 19 May
Villa Cassia di Baccano

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$161
includes taxes & fees
27 Apr - 28 Apr
Il Pozzo di Sant'Andrea

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is AU$354
includes taxes & fees
4 May - 5 May
Albergo Diffuso Borgo Santo

Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is AU$350
includes taxes & fees
27 Apr - 28 Apr
Luxury resort in the Tuscan countryside

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, (2 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 AU$277
includes taxes & fees
24 Apr - 25 Apr
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
The price is AU$389
includes taxes & fees
25 Apr - 26 Apr
Castello di Gargonza

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (51 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is AU$163
includes taxes & fees
26 Apr - 27 Apr
Fullino Nero

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$238
includes taxes & fees
7 May - 8 May
La Coroncina Lodging

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is AU$259
includes taxes & fees
26 Apr - 27 Apr
Villa Montecastello

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (202 reviews)
"Room was excellent, location was perfect for seeing Siena and restaurant was also excellent"
United Kingdom
John
Il Battistero Siena - Residenza d'Epoca

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is AU$278
includes taxes & fees
23 Apr - 24 Apr
Antico Borgo Poggiarello

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is AU$531
includes taxes & fees
28 Apr - 29 Apr
Borgo Lucignanello Bandini

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
9.8 out of 10, Exceptional, (10 reviews)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is AU$311
includes taxes & fees
24 Apr - 25 Apr
Chianti Craft House Badia a Passignano

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Great time, perfect property and location."
United States
Christopher
The price is AU$382
includes taxes & fees
23 Apr - 24 Apr
Ca' Bianca Tuscany Relais

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (21 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is AU$188
includes taxes & fees
4 May - 5 May
Casa di Campagna in Toscana

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (30 reviews)
"Amazing family operating this property. Wonderful food and rooms. View is stunning and the pools are what you need after a long tourist day"
United States
Torsten
The price is AU$250
includes taxes & fees
29 Apr - 30 Apr
Villa di Sotto

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is AU$236
includes taxes & fees
15 May - 16 May
Antica Pieve B&B

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (59 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$257
includes taxes & fees
5 May - 6 May
Il Poggio dell'Eremita

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (13 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
The price is AU$261
includes taxes & fees
25 Apr - 26 Apr
L' Eroico

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (170 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is AU$204
includes taxes & fees
21 May - 22 May
Bosco della Spina
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

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$93 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 an espresso maker. You can relax into your holiday with a garden and a library.

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.