Province of Siena Holiday Rentals

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Top Cities in Province of Siena

Top Holiday Rentals Destinations in Province of Siena

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (68)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
The price is AU$317
includes taxes & fees
30 Sept - 1 Oct
Casanova - Panoramic Rooms and Suites

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (129)
"Such friendly staff, loved Pienza and the property was such a good location! "
The price is AU$278
includes taxes & fees
29 Oct - 30 Oct
Hotel San Gregorio

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (84)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
The price is AU$135
includes taxes & fees
15 Oct - 16 Oct
Camping Boschetto Di Piemma

ApartHotel Anghel

8.4 out of 10, Very good, (327)
"Enough space for a family. We were able to walk to restaurants, grocery and old city Siena. "
ApartHotel Anghel

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (179)
"Great location. Convenient to attractions, restaurants. "
The price is AU$268
includes taxes & fees
21 Oct - 22 Oct
Il Battistero Siena - Residenza d'Epoca

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (21)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
The price is AU$141
includes taxes & fees
1 Oct - 2 Oct
Tuscasì Aparthotel

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (64)
"If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (84)
"Lovely villa in a beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (92)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
Hilltop house in the heart of Tuscany with private pool

Camping Siena Colleverde

3.0 star property
8.2 out of 10, Very good, (155)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (64)
"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Borgo Argiano

10.0 out of 10, Exceptional, (69)
"Very comfortable stay. "
The price is AU$506
includes taxes & fees
21 Oct - 22 Oct
Borgo Argiano

Residenza Fabroni

8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is AU$134
includes taxes & fees
30 Sept - 1 Oct
Residenza Fabroni

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (111)
"Beautiful, unique property in central Siena. Sonia at reception was excellent! "
The price is AU$445
includes taxes & fees
23 Oct - 24 Oct
Residenza d'Epoca Palazzo Borghesi

Villa with large garden in the Chianti hills

9.6 out of 10, Exceptional, (73)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti hills

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (18)
"That’s not a hotel room, that’s small apartment with guest room and kitchen with washer and dishwasher Amazing window view Free parking Very clean 3 minutes walk from the city wall More than reasonable price "
Porta Pispini Residence

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (101)
"The location and views were absolutely spectacular! Alessandro was EXTREMELY helpful and accommodating. He helped arrange for chef and wine tasting at the villa and they were memorable. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

Delcorto Suites

10.0 out of 10, Exceptional, (27)
"Exceptional service great building felt like a Medici!"
The price is AU$359
includes taxes & fees
5 Oct - 6 Oct
Delcorto Suites

Regis Condo

9.4 out of 10, Exceptional, (64)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo

La Casa di Ines

10.0 out of 10, Exceptional, (2)
"Habitación limpia en buenas condiciones tranquila sin ruido y muy bien ubicada"
The price is AU$139
includes taxes & fees
18 Oct - 19 Oct
La Casa di Ines
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.
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Top Province of Siena Hotel Reviews

Find out more about Province of Siena

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$134 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.