Bossi Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Bossi

Special offer Newly renovated fine detached villa with fireplace.
Exterior
Special offer Newly renovated fine detached villa with fireplace.
9.4 out of 10, Exceptional, 9 reviews
"I'm 72, and I can't say enough about what a wonderful stay I had at the Jino House. It seems like the perfect location. 20 minutes from Siena, and the train station in Siena, so that I could easily make daytrips by bus or train to Pisa, and Florence. The trains and buses were very easy to navigate. The house is darling, and has all the amenities you need to live comfortably. The view outside of the gated courtyard was spectacular. I stayed for a month! My hosts, Patrizia and her mother Alberta...
Special offer Newly renovated fine detached villa with fireplace.
Hu Norcenni Girasole Village
Exterior
Hu Norcenni Girasole Village
4.0 star property
8.6 out of 10, Excellent, 247 reviews
"The location is really beautiful. There are constant shuttles to transport from one location to other within the property. Nice food options and music on specific days Clean Cabins If you have not booked shuttle from the Figline station to this place- you may have a hard time getting a taxi from the station. I recommend to plan ahead for the commute from the train station to this property."
The price is CA $99
CA $114 total
includes taxes & fees
Jun 6 - Jun 7
Hu Norcenni Girasole Village
Il Battistero Siena - Residenza d'Epoca
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, 118 reviews
"The staff is friendly and helpful, an asset to this hotel. "
The price is CA $224
CA $252 total
includes taxes & fees
Jun 7 - Jun 8
Il Battistero Siena - Residenza d'Epoca
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
ApartHotel Anghel
Lobby lounge
ApartHotel Anghel
8.2 out of 10, Very good, 279 reviews
"The postive is checkin experiene is easy as the receptionist is very nice. She communicated well. The negative is the room are not insulated. You can hear other rooms closing their doors and kids running in the hallway. "
The price is CA $119
CA $137 total
includes taxes & fees
Jun 6 - Jun 7
ApartHotel Anghel
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, 38 reviews
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Bosco della Spina
Exterior
Bosco della Spina
9.4 out of 10, Exceptional, 124 reviews
"Charming property in midst of magical Tuscany."
The price is CA $146
CA $161 total
includes taxes & fees
Jun 6 - Jun 7
Bosco della Spina
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, 51 reviews
"We looked at many properties, both online and during a December visit to Chianti. This villa was by far best location we found. Everything was perfect, from our communication with Serena, to the reception by Raffaella, and then a stay in an amazing villa in an amazing setting. We were a group of maximum 9 persons, ranging in age from 20 to 60, and all were pleased with the amenities, especially watching the sunset across the vineyards and hills of Tuscany from the terrace. We will be looking to...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Wonderful villa for 6 guests with private pool, WIFI, A/C, TV, patio and parking
Pool
Wonderful villa for 6 guests with private pool, WIFI, A/C, TV, patio and parking
10.0 out of 10, Exceptional, 1 review
Wonderful villa for 6 guests with private pool, WIFI, A/C, TV, patio and parking
Family apartment with magical view on the old city, balcony, wifi & parking
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
9.8 out of 10, Exceptional, 35 reviews
"The apartment is very spacious with lots of antiques and has a home from home feel. It is about a 20 min walk into town, uphill in places but straight forward. Parking is tight so bring a small car 😊. The views across to the old town are great and the balcony space a plus."
Family apartment with magical view on the old city, balcony, wifi & parking
Independent house in the hills of the Sienese countryside
Exterior
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, 64 reviews
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
Tara by Interhome
Pool
Tara by Interhome
8.8 out of 10, Excellent, 8 reviews
"Beautiful guesthouse! Kitchen had everything we needed. Bigger bath towels would have been better. Difficult to communicate with the landlords as they had no English and I had very little italian"
Tara by Interhome
Yellow House Country Villa in Chianti Classico
Property grounds
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, 90 reviews
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Chianti Village Morrocco
Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, 85 reviews
"The staff gave us wonderful tips and suggestions for the area"
The price is CA $170
CA $190 total
includes taxes & fees
Jun 6 - Jun 7
Chianti Village Morrocco
La Terrazza Sul Campo Rooming House
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, 209 reviews
"My wife and I loved our stay! The property is historic and has so much character. Our room had a view of the Il Campo square which was fantastic. The location can't be beat. The communication with the property prior to check was great. There were complimentary snacks and drinks available in the lobby. I highly recommend staying here!"
The price is CA $231
CA $260 total
includes taxes & fees
Jul 4 - Jul 5
La Terrazza Sul Campo Rooming House
Farmhouse in the heart of the real chiantishire
Exterior
Farmhouse in the heart of the real chiantishire
10.0 out of 10, Exceptional, 126 reviews
"This charming farmhouse made our stay in the Tuscan region perfect. While we never met the host, they were very easy to communicate with and responded quickly. The farm and area is beautiful! We rented a car and did day trips to Montepulciano, Siena, Volterra, Lucca and Cinque Terre. The house is also convenient to the local town. We found excellent restaurants and also bought groceries at the Coop. Would highly recommend staying here if planning a trip to this region of Italy."
Farmhouse in the heart of the real chiantishire
Villa with large garden in the Chianti hills
Property grounds
Villa with large garden in the Chianti hills
9.4 out of 10, Exceptional, 63 reviews
"Had a great stay here and met the lovely Ben and his beautiful garden :) plus the 4 local cats hanging around :) great base for us to drive and explore the area :) would definitely stay again at this property."
Villa with large garden in the Chianti hills
Villa luna with pool and garden near the center of Siena
Fridge, microwave, oven, dishwasher
Villa luna with pool and garden near the center of Siena
8.8 out of 10, Excellent, 24 reviews
"Wonderful location. Loved the view, the pool, the outdoor bbq area"
Villa luna with pool and garden near the center of Siena
House consists of a "two-room" and a "trilocale", Valdarno Aretino
Property grounds
House consists of a "two-room" and a "trilocale", Valdarno Aretino
10.0 out of 10, Exceptional, 45 reviews
"This is a well contained villa with a beautiful garden surrounding the property. As a group of friends we enjoyed all the comforts of the property including the swimming pool. Spent relaxing times in the porch beside the kitchen. The bedrooms are well furnished and clean. The kitchen is well equipped. The hosts Santa and Giovanni are lovely and stocked the kitchen with complimentary essentials and drinks. They also provided some vegetables from their allotment which was very kind of them. We...
House consists of a "two-room" and a "trilocale", Valdarno Aretino
Red House -- Country villa in Chianti Classico
Property grounds
Red House -- Country villa in Chianti Classico
9.8 out of 10, Exceptional, 101 reviews
"The little red house is a wonderful place to completely relax and enjoy the Tusan/Chianti countryside. Very secluded and quiet. Easy access to dining options. Our host, Stefano, was very helpful and replied quickly to any questions."
Red House -- Country villa in Chianti Classico
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Interior
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
8.8 out of 10, Excellent, 17 reviews
"Beautiful property with stupendous views of Tuscan hills. Close to town with all amenities. Rustic road to property not a problem. Beautiful furnishings, with a small kitchen."
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Don't see what you're looking for?
See all available properties in Bossi
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.

Bossi Vacation Rental Travel Info

Number of vacation rentals
27
Popular accommodation
Bossi apartments
Known landmarks
Terra di Seta, San Felice Winery and Vittorio Alfieri Theater
International airport
Florence (FLR-Peretola)

Other types of properties in Bossi you may be interested in

Hotel Athena
Terrace/patio
Hotel Athena
4.0 star property
9.2 out of 10, Wonderful, 1,006 reviews
"This hotel was a lovely, quiet place just a short walk from all the major attractions. The staff is very helpful and it was terrific to have a place to park our car. "
The price is CA $196
CA $223 total
includes taxes & fees
Jul 5 - Jul 6
Hotel Athena
NH Siena
Front of property
NH Siena
4.0 star property
8.2 out of 10, Very good, 1,005 reviews
"Great location, clean room. "
The price is CA $150
CA $173 total
includes taxes & fees
Jul 4 - Jul 5
NH Siena
Hotel Italia
Exterior
Hotel Italia
3.0 star property
9.0 out of 10, Wonderful, 978 reviews
"Good"
The price is CA $155
CA $177 total
includes taxes & fees
Jun 17 - Jun 18
Hotel Italia
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.

Everything you need to know about Bossi vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bossi vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bossi vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bossi vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bossi vacation rentals we have selected for you start as low as CA $99 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bossi rentals

At Expedia, we put the best Bossi vacation 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 vacation.

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 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 an espresso maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Bossi?

Expedia has 12 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 Cantalici Winery.

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.

Recent reviews of Bossi properties
Expedia verified reviews

Pensione Palazzo Ravizza

Pensione Palazzo Ravizza

5/5 Excellent
"Staff was awesome. Great location for walking to everything."
A verified traveller stayed at Pensione Palazzo Ravizza
Posted 1 day ago
Pensione Palazzo Ravizza