Province of Siena Vacation Rentals

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Top Cities in Province of Siena

Top Vacation Rentals in in Province of Siena

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (123)
"Such friendly staff, loved Pienza and the property was such a good location! "
The price is CA $280
CA $318 total
includes taxes & fees
Sep 26 - Sep 27
Hotel San Gregorio

ApartHotel Anghel

8.4 out of 10, Very good, (324)
"Hotel is close to Siena and the check-in person (Gabriela) was very friendly and helpful. Room is spacious, functional with easy parking in front of the building and just a 3 minute drive to garage in Siena old-town so very convenient to visit this beautiful city. Excellent value for the money."
The price is CA $101
CA $117 total
includes taxes & fees
Sep 3 - Sep 4
ApartHotel Anghel

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (65)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
The price is CA $227
CA $256 total
includes taxes & fees
Aug 31 - Sep 1
Casanova - Panoramic Rooms and Suites

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (110)
"Beautiful, unique property in central Siena. Sonia at reception was excellent! "
The price is CA $296
CA $332 total
includes taxes & fees
Aug 30 - Aug 31
Residenza d'Epoca Palazzo Borghesi

Il Casale Di Manuele 12, Emma Villas

10.0 out of 10, Exceptional, (3)
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany! "
Il Casale Di Manuele 12, Emma Villas

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (176)
"Excellent staffing, nice facility and great location"
The price is CA $233
CA $263 total
includes taxes & fees
Sep 24 - Sep 25
Il Battistero Siena - Residenza d'Epoca

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (82)
"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 CA $59
CA $83 total
includes taxes & fees
Sep 14 - Sep 15
Camping Boschetto Di Piemma

Borgo Argiano

10.0 out of 10, Exceptional, (68)
"Very comfortable stay. "
The price is CA $868
CA $968 total
includes taxes & fees
Aug 31 - Sep 1
Borgo Argiano

Residenza Fabroni

8.8 out of 10, Excellent, (89)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is CA $116
CA $134 total
includes taxes & fees
Sep 2 - Sep 3
Residenza Fabroni

Camping Siena Colleverde

3.0 star property
8.2 out of 10, Very good, (154)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde

La Terrazza Sul Campo Rooming House

9.8 out of 10, Exceptional, (231)
"Service was supreme. Decor was authentic Italian. Hard to beat the central location"
The price is CA $284
CA $319 total
includes taxes & fees
Sep 22 - Sep 23
La Terrazza Sul Campo Rooming House

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (19)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
The price is CA $111
CA $127 total
includes taxes & fees
Sep 28 - Sep 29
Tuscasì Aparthotel

Delcorto Suites

10.0 out of 10, Exceptional, (25)
"Exceptional service great building felt like a Medici!"
The price is CA $301
CA $337 total
includes taxes & fees
Sep 7 - Sep 8
Delcorto Suites

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

10.0 out of 10, Exceptional, (83)
"The villa is huge and well appointed with anything you could imagine There are two large dining rooms inside and several well appointed outside patio areas. The bucolic setting includes birds , roaming sheep down the hill meandering from field to field. Couldn’t be more restful! Also close enough to Siena , San gimingnano Assisi for day trips and even Florence Will definitely return. "
Villa in Montalcino, exclusive for you, stunning view!!!

Il Tosco

10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is CA $379
CA $424 total
includes taxes & fees
Sep 10 - Sep 11
Il Tosco

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (90)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
Hilltop house in the heart of Tuscany with private pool

Regis Condo

9.4 out of 10, Exceptional, (63)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
The price is CA $225
CA $254 total
includes taxes & fees
Sep 7 - Sep 8
Regis Condo

Palazzo Pacini

9.8 out of 10, Exceptional, (94)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
The price is CA $200
CA $223 total
includes taxes & fees
Aug 30 - Aug 31
Palazzo Pacini

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

9.4 out of 10, Exceptional, (61)
"We wanted to enjoy the Tuscany area and this house checked all the boxes for us. The photos can’t actually capture the true beauty of this place. The host, Camilla was so gracious and kind. Comfortable bed, kitchen well stocked with the dishes we needed. Full size refrigerator was nice too! It’s a little bit of a drive to the property but oh so worth it! "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (17)
"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 "
The price is CA $156
CA $179 total
includes taxes & fees
Aug 30 - Aug 31
Porta Pispini Residence
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 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 Province of Siena 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 Province of Siena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Province of Siena vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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.  The selection of Province of Siena vacation rentals we have selected for you start as low as CA $59 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 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 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 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 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.