Province of Siena Holiday Rentals from AU$77: Search Short-Term Rentals

Top Cities in Province of Siena

A narrow street with stone buildings, Italian flags, and a shop with ceramic plates.

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

Our top choices for Province of Siena holiday rentals

A bakery display with pastries and a coffee station.

1. B&B Il Corso

Siena City Centre

Enrique

includes taxes & fees

19 Sept - 20 Sept

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

2. Siena Vip

Siena City Centre

Luis

includes taxes & fees

28 Sept - 29 Sept

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

3. Domus il Palio B&B

Ravacciano

Alissia

includes taxes & fees

7 Oct - 8 Oct

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.

4. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

28 Sept - 29 Sept

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

5. Villa Curina Resort

Castelnuovo Berardenga

Mary

includes taxes & fees

13 Sept - 14 Sept

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

6. Affitacamere Maria Gabriella

Pienza

Young Rok

includes taxes & fees

4 Oct - 5 Oct

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

7. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

includes taxes & fees

5 Oct - 6 Oct

A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

8. B&B Palazzo del Magnifico

Siena City Centre

Khaled

includes taxes & fees

24 Sept - 25 Sept

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

9. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

includes taxes & fees

30 Sept - 1 Oct

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

10. Villa Fontis Rapolano

Rapolano Terme

Barbara

includes taxes & fees

18 Sept - 19 Sept

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

11. Al Mercato B&B

Siena City Centre

Marie-Christine

includes taxes & fees

6 Oct - 7 Oct

An outdoor café with tables and chairs under umbrellas, a stone building with green shutters, and a sign that reads "POSTERIA".

12. B&B Dei Rossi

Siena City Centre

Alana

includes taxes & fees

14 Sept - 15 Sept

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

13. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

25 Sept - 26 Sept

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

14. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Peggy

includes taxes & fees

29 Sept - 30 Sept

A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

15. PALAZZO DEL PAPA

Siena City Centre

Diane

includes taxes & fees

3 Oct - 4 Oct

An interior courtyard with stone columns, arches, and a mosaic.

16. Meublé Il Riccio

Montepulciano

Marlenne

includes taxes & fees

15 Sept - 16 Sept

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

17. Hotel San Gregorio

Pienza

Nancy

includes taxes & fees

10 Oct - 11 Oct

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

18. Guild Living Siena Senior Resort & Residence

Scacciapensieri

tomaz

includes taxes & fees

5 Oct - 6 Oct

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

19. Villa di Sotto

Castelnuovo Berardenga

Philippe

includes taxes & fees

21 Sept - 22 Sept

A poolside area with two glasses of water, candles, and a stone pathway.

20. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

includes taxes & fees

17 Sept - 18 Sept

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Top Province of Siena Hotel Reviews

Hotel Athena

8/10 Good

"Overall okay hotel. It’s meant more to come in during the morning while explore and out all day. Rooms are small and you can hear everything that’s going on in the hallway and in othe rooms (e.g., crying baby at 3am). Reception staff (Simone) was helpful and bartender (Lucas) was super nice. View in the terrace is good and peaceful but can’t be use if too close to dinner time."

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

Find out more about Province of Siena

Everything you need to know about Province of Siena 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 Province of Siena 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 Province of Siena holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Province of Siena holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Province of Siena. 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 Province of Siena 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 Province of Siena holiday rentals we have chosen for you start as low as AU$77 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Province of Siena rentals

At Expedia, we put the best Province of Siena 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 Province of Siena 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 Province of Siena 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 Province of Siena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Province of Siena Holiday Rentals

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Top Cities in Province of Siena

San Gimignano

Siena

Our top choices for Province of Siena holiday rentals

1. B&B Il Corso

2. Siena Vip

3. Domus il Palio B&B

4. Tuscasì Aparthotel

5. Villa Curina Resort

6. Affitacamere Maria Gabriella

7. La Terrazza Sul Campo Rooming House

8. B&B Palazzo del Magnifico

9. Il Battistero Siena - Residenza d'Epoca

10. Villa Fontis Rapolano

11. Al Mercato B&B

12. B&B Dei Rossi

13. Palazzo Pacini

14. Residenza d'Epoca Palazzo Borghesi

15. PALAZZO DEL PAPA

16. Meublé Il Riccio

17. Hotel San Gregorio

18. Guild Living Siena Senior Resort & Residence

19. Villa di Sotto

20. Casanova - Panoramic Rooms and Suites

Find holiday rentals that suit your style

Top Province of Siena Hotel Reviews

Hotel Athena

Find out more about Province of Siena

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