San Sano Vacation Rentals : Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in San Sano?

Borgo Argiano : Visitors like this San Sano 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 kitchenware. You can relax into your vacation with a garden and a library.

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Our top choices for San Sano vacation rentals

A table set with various items including a book, glassware, and decorative objects against a stone wall backdrop.

1. 'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning

Gaiole in Chianti

Mariah M.

CA $425 total

includes taxes & fees

Oct 5 - Oct 6

A stone building with a garden in front.

2. Borgo Argenina

Gaiole in Chianti

Tatevik

CA $422 total

includes taxes & fees

Oct 5 - Oct 6

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

Castelnuovo Berardenga

Philippe

CA $308 total

includes taxes & fees

Oct 1 - Oct 2

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

4. L' Eroico

Gaiole in Chianti

Angela

CA $237 total

includes taxes & fees

Oct 9 - Oct 10

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

5. Villa Curina Resort

Castelnuovo Berardenga

Deanna

CA $238 total

includes taxes & fees

Oct 4 - Oct 5

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

6. Mariani Bed & Breakfast

Castellina in Chianti

Frank

CA $134 total

includes taxes & fees

Oct 24 - Oct 25

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

7. Domus il Palio B&B

Ravacciano

María

CA $111 total

includes taxes & fees

Oct 20 - Oct 21

A rustic stone building with a courtyard.

8. Fullino Nero

Siena

Christian

CA $175 total

includes taxes & fees

Sep 30 - Oct 1

A table with breakfast items and a view of rolling hills.

9. Chianti Village Morrocco

Tavarnelle Val di Pesa

Winonah

CA $117 total

includes taxes & fees

Oct 12 - Oct 13

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.

10. Tuscasì Aparthotel

Sovicille

Sergey

CA $133 total

includes taxes & fees

Oct 25 - Oct 26

A bakery display with pastries and a coffee station.

11. B&B Il Corso

Siena City Centre

Enrique

CA $186 total

includes taxes & fees

Oct 27 - Oct 28

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

12. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

CA $215 total

includes taxes & fees

Oct 19 - Oct 20

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

13. ApartHotel Anghel

Siena

Lauro

CA $127 total

includes taxes & fees

Oct 6 - Oct 7

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

14. Villa le Camelie Siena

Petriccio

Mark

CA $135 total

includes taxes & fees

Oct 29 - Oct 30

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

15. Siena Vip

Siena City Centre

Luis

CA $175 total

includes taxes & fees

Oct 28 - Oct 29

A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

16. Residenzia del Sogno

Castellina in Chianti

Katherine

CA $205 total

includes taxes & fees

Oct 7 - Oct 8

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

17. Il Pozzo di Sant'Andrea

Siena

Prem

CA $157 total

includes taxes & fees

Oct 5 - Oct 6

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

18. Riserva di Fizzano Residence

Castellina in Chianti

Janet

CA $301 total

includes taxes & fees

Oct 4 - Oct 5

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

19. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

CA $206 total

includes taxes & fees

Oct 18 - Oct 19

A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

20. Villa Rosa Panzano

Greve in Chianti

Allison

CA $200 total

includes taxes & fees

Oct 7 - Oct 8

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Top San Sano Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"good to stay"

Fattoria di Vegi

10/10 Excellent

"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

Find out more about San Sano

Everything you need to know about San Sano 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 San Sano 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 San Sano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Sano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Sano. 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 San Sano 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 San Sano vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Sano rentals

At Expedia, we put the best San Sano 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 San Sano 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 San Sano 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 San Sano. 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

Are there vacation rentals in San Sano?

Yes, you can find vacation rentals close to top sights in San Sano, or you can go with a more remote option if you want a relaxing place to stay. San Sano is known for its restaurants.

What are some of the best vacation rentals in San Sano?

Borgo Argiano: Visitors like this San Sano 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 kitchenware. You can relax into your vacation with a garden and a library.

What can I see and do in San Sano?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Terme Antica Querciolaia. Meleto Castle and Cantalici Winery are a couple of places you'll find in the larger area.

What are vacation rentals like in San Sano?

Vacation rentals are privately owned accommodations you can book for several days or longer in San Sano. Vacation rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.

San Sano Vacation Rentals

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Check prices for these dates

Our top choices for San Sano vacation rentals

1. 'La Casa Di Emma' Apartment with Wi-Fi and Air Conditioning

2. Borgo Argenina

3. Villa di Sotto

4. L' Eroico

5. Villa Curina Resort

6. Mariani Bed & Breakfast

7. Domus il Palio B&B

8. Fullino Nero

9. Chianti Village Morrocco

10. Tuscasì Aparthotel

11. B&B Il Corso

12. Guild Living Siena Senior Resort & Residence

13. ApartHotel Anghel

14. Villa le Camelie Siena

15. Siena Vip

16. Residenzia del Sogno

17. Il Pozzo di Sant'Andrea

18. Riserva di Fizzano Residence

19. Casa Vacanze Squarcialupi

20. Villa Rosa Panzano

Find vacation rentals that suit your style

Top San Sano Hotel Reviews

La Certosa di Pontignano

Find out more about San Sano

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