Bossi Vacation Rentals from $82: Search Short-Term Rentals

Q: 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.

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Our top choices for Bossi vacation rentals

A villa with a swimming pool, outdoor seating, and a tennis court.

1. Villa Curina Resort

Castelnuovo Berardenga

Mary

$151 nightly

Aug 23 - Aug 24

Total with taxes and fees

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

Castelnuovo Berardenga

Philippe

$162 nightly

Sep 21 - Sep 22

Total with taxes and fees

A stone building with a garden in front.

3. Borgo Argenina

Gaiole in Chianti

Sabatino

$155 nightly

Aug 23 - Aug 24

Total with taxes and fees

An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

4. Ca' Bianca Tuscany Relais

Siena

Talha

$257 nightly

Aug 23 - Aug 24

Total with taxes and fees

A bakery display with pastries and a coffee station.

5. B&B Il Corso

Siena City Centre

Katherine

$118 nightly

Aug 30 - Aug 31

Total with taxes and fees

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

6. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

$134 nightly

Sep 10 - Sep 11

Total with taxes and fees

A bedroom with a large bed, bedside tables, a window, a radiator, and a TV.

7. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Monteaperti

Ian F.

$192 nightly

Aug 23 - Aug 24

Total with taxes and fees

A table set with breakfast items on a balcony overlooking a historic town.

8. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Peggy

$168 nightly

Aug 23 - Aug 24

Total with taxes and fees

A bathroom with a window view of a historic building and a tiled roof.

9. Siena Vip

Siena City Centre

Luis

$122 nightly

Aug 23 - Aug 24

Total with taxes and fees

A table with two wine glasses, a bottle, and a book.

10. Domus il Palio B&B

Ravacciano

Alissia

$63 nightly

Aug 28 - Aug 29

Total with taxes and fees

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.

11. Tuscasì Aparthotel

Sovicille

Sergey

$85 nightly

Aug 30 - Aug 31

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.

12. Podere Vesta

Asciano

Katerine

$173 nightly

Sep 17 - Sep 18

Total with taxes and fees

A bedroom with a bed, bedside table, and a window with a view of greenery.

13. La Coroncina Lodging

Siena

Hassan

$120 nightly

Aug 27 - Aug 28

Total with taxes and fees

A wine cellar with stone walls, wine racks, and tables with glasses and candles.

14. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

$169 nightly

Aug 31 - Sep 1

Total with taxes and fees

A building with a sign reading 'Villa Le Camelie' and multiple flags.

15. Villa le Camelie Siena

Petriccio

Mark

$81 nightly

Aug 26 - Aug 27

Total with taxes and fees

A rustic stone building with a courtyard.

16. Fullino Nero

Siena

Christian

$93 nightly

Aug 23 - Aug 24

Total with taxes and fees

A traditional stone building with a courtyard, a staircase, and potted plants.

17. Il Pozzo di Sant'Andrea

Siena

Prem

$113 nightly

Sep 9 - Sep 10

Total with taxes and fees

A stone building with a yellow sign reading "b&b erioico".

18. L' Eroico

Gaiole in Chianti

Angela

$152 nightly

Aug 23 - Aug 24

Total with taxes and fees

A room with a bed, a leather sofa, and a window with a view of a building outside.

19. Al Mercato B&B

Siena City Centre

Marie-Christine

$95 nightly

Aug 24 - Aug 25

Total with taxes and fees

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

20. ApartHotel Anghel

Siena

jon

$82 nightly

Aug 30 - Aug 31

Total with taxes and fees

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Top Bossi Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"The staff were very helpful with my questions. I had a room on the lower floor during a heat wave and the room stayed cool. The bathroom was clean and there was even a nice little balcony."

Villa Casagrande Resort & SPA

10/10 Excellent

"A beautiful hotel in a lovely little town. The staff were amazing, so helpful. The rooms were very clean and comfortable. I didn’t use the indoor pool or spa facilities so can’t comment on them. The outdoor pool is across the road and up a steep hill, so great if you have a car but not so much if you are on foot! Overall a very good stay."

Hotel Athena

10/10 Excellent

"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Find out more about Bossi

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Bossi in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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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 4 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.

Bossi Vacation Rentals

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Check prices for these dates

Our top choices for Bossi vacation rentals

1. Villa Curina Resort

2. Villa di Sotto

3. Borgo Argenina

4. Ca' Bianca Tuscany Relais

5. B&B Il Corso

6. La Terrazza Sul Campo Rooming House

7. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

8. Residenza d'Epoca Palazzo Borghesi

9. Siena Vip

10. Domus il Palio B&B

11. Tuscasì Aparthotel

12. Podere Vesta

13. La Coroncina Lodging

14. Il Battistero Siena - Residenza d'Epoca

15. Villa le Camelie Siena

16. Fullino Nero

17. Il Pozzo di Sant'Andrea

18. L' Eroico

19. Al Mercato B&B

20. ApartHotel Anghel

Find vacation rentals that suit your style

Top Bossi Hotel Reviews

Hotel Chiusarelli

Find out more about Bossi

Explore a world of travel with Expedia

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