Province of Siena Vacation Rentals from $63: Search Short-Term Rentals

Top Cities in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.

Our top choices for Province of Siena vacation rentals

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

1. Abbadia Sicille Relais

Trequanda

Robert

$65 nightly

Nov 26 - Nov 27

Total with taxes and fees

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

2. B&B Il Corso

Siena City Centre

Heather

$74 nightly

Nov 12 - Nov 13

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.

3. Tuscasì Aparthotel

Sovicille

Sergey

$73 nightly

Nov 20 - Nov 21

Total with taxes and fees

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

4. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

$141 nightly

Nov 10 - Nov 11

Total with taxes and fees

A stone courtyard with a bench, potted plants, and a building in the background.

5. Casa di Campagna in Toscana

Sovicille

Sally

$84 nightly

Nov 15 - Nov 16

Total with taxes and fees

A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

6. RESIDENCE LECCIO

Asciano

Corey

$74 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

7. Domus il Palio B&B

Ravacciano

Leo

$66 nightly

Nov 18 - Nov 19

Total with taxes and fees

A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

8. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

$111 nightly

Nov 13 - Nov 14

Total with taxes and fees

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

9. ApartHotel Anghel

Siena

clifford

$54 nightly

Nov 10 - Nov 11

Total with taxes and fees

A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

10. FonteLiving

San Casciano dei Bagni

Dauray

$82 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

11. Idolina Guest House

Montalcino

Jaiden

$81 nightly

Nov 13 - Nov 14

Total with taxes and fees

A courtyard with a large building featuring arched windows and a tower. There is a parking lot with several cars.

12. Al Mercato B&B

Siena City Centre

Sandra

$71 nightly

Nov 17 - Nov 18

Total with taxes and fees

A patio area with outdoor seating, potted plants, and a view of the landscape.

13. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

$118 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

14. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"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."

Heidi

$98 nightly

Nov 8 - Nov 9

Total with taxes and fees

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

15. Palazzo Pacini

Colle di Val d'Elsa

John

$109 nightly

Dec 7 - Dec 8

Total with taxes and fees

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

16. B&B Le Logge Di Sopra

Asciano

$105 nightly

Nov 24 - Nov 25

Total with taxes and fees

A bathroom with a white sink, a mirror, a towel rack, and patterned tiles.

17. Villa Fontis Rapolano

Rapolano Terme

Barbara

$85 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

18. La Coroncina Lodging

Siena

Hassan

$96 nightly

Nov 23 - Nov 24

Total with taxes and fees

A bottle of wine, two glasses, and a decorative tray on a table by a window with a view of buildings.

19. Regis Condo

Siena City Centre

Jessica

$74 nightly

Nov 26 - Nov 27

Total with taxes and fees

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

20. Casa Vacanze Le Case

San Gimignano

Andrew

$82 nightly

Nov 13 - Nov 14

Total with taxes and fees

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Top Province of Siena Hotel Reviews

La Certosa di Pontignano - Place of Charme

10/10 Excellent

"Endroit magnifique et bien situé pour visiter la région."

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Find out more about Province of Siena

Discover your perfect Province of Siena vacation rental with Expedia

How many vacation rentals are available in Province of Siena?

Expedia has plenty of vacation rentals to choose from in and around  Province of Siena, so you’re guaranteed to find the right one for you. 

How much is a vacation rental in Province of Siena?

The selection of Province of Siena vacation rentals we have selected for you start as low as $63 per night. Entering your travel dates in the search wizard you might find even better deals!

What type of vacation rental can I get in Province of Siena?

Vacation rentals in Province of Siena come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Province of Siena vacation rentals to suit everyone. 

Why should I choose a vacation rental in Province of Siena?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Province of Siena 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. 

How do I find the best deal on a vacation rental in Province of Siena?

Find vacation rentals in Province of Siena by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Province of Siena.  

What amenities are available in a vacation rental in Province of Siena?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Province of Siena vacation rentals designed to suit every budget and trip type.

When is the best time to stay in a vacation rental in Province of Siena?   

Everytime is a great time to head to Province of Siena! Staying in a Province of Siena vacation rentals you will always find lots going on to keep you entertained. 

Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Province of Siena. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Province of Siena vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Province of Siena, you can save even more.

Can I cancel my vacation rental through Expedia?  

Yes, you can cancel or change your Province of Siena vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.  

Vacation Rentals in Province of Siena

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Top Cities in Province of Siena

Siena

Our top choices for Province of Siena vacation rentals

1. Abbadia Sicille Relais

2. B&B Il Corso

3. Tuscasì Aparthotel

4. Residenza d'Epoca Palazzo Borghesi

5. Casa di Campagna in Toscana

6. RESIDENCE LECCIO

7. Domus il Palio B&B

8. Il Battistero Siena - Residenza d'Epoca

9. ApartHotel Anghel

10. FonteLiving

11. Idolina Guest House

12. Al Mercato B&B

13. Affitacamere Maria Gabriella

14. Guild Living Siena Senior Resort & Residence

15. Palazzo Pacini

16. B&B Le Logge Di Sopra

17. Villa Fontis Rapolano

18. La Coroncina Lodging

19. Regis Condo

20. Casa Vacanze Le Case

Find vacation rentals that suit your style

Top Province of Siena Hotel Reviews

La Certosa di Pontignano - Place of Charme

Find out more about Province of Siena

Discover your perfect Province of Siena vacation rental with Expedia

How many vacation rentals are available in Province of Siena?

How much is a vacation rental in Province of Siena?

What type of vacation rental can I get in Province of Siena?

Why should I choose a vacation rental in Province of Siena?

How do I find the best deal on a vacation rental in Province of Siena?

What amenities are available in a vacation rental in Province of Siena?

When is the best time to stay in a vacation rental in Province of Siena?

Why book a vacation rental with Expedia?

Can I cancel my vacation rental through Expedia?

Explore a world of travel with Expedia

When is the best time to stay in a vacation rental in Province of Siena?   

Can I cancel my vacation rental through Expedia?  