Holiday Rentals in Province of Siena

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Featured Holiday Rentals in Province of Siena

Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio
Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (131)
"Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer."
United States
DEBORAH
The price is €195
includes taxes & fees
5 Dec - 6 Dec
Hotel San Gregorio
Lobby lounge
ApartHotel Anghel
ApartHotel Anghel
8.4 out of 10, Very good, (331)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is €68
includes taxes & fees
13 Nov - 14 Nov
ApartHotel Anghel
2 bars/lounges
Camping Boschetto Di Piemma
Camping Boschetto Di Piemma
3.0 star property
8.8 out of 10, Excellent, (85)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
Camping Boschetto Di Piemma
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (187)
"Staff was very nice and helpful."
United States
Steven
The price is €140
includes taxes & fees
7 Nov - 8 Nov
Il Battistero Siena - Residenza d'Epoca
Front of property – evening/night
Casanova - Panoramic Rooms and Suites
Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
The price is €182
includes taxes & fees
9 Nov - 10 Nov
Casanova - Panoramic Rooms and Suites
Deluxe Apartment, 2 Bedrooms, Balcony
Bellarmino Boutique Apartments
Bellarmino Boutique Apartments
The price is €79
includes taxes & fees
7 Nov - 8 Nov
Bellarmino Boutique Apartments
Outdoor pool
Villa in Montalcino, exclusive for you, stunning view!!!
Villa in Montalcino, exclusive for you, stunning view!!!
10.0 out of 10, Exceptional, (86)
"We were a group of 4 couples and found there was plenty of room for all of us. The property as better in person than we had expected. We had a car so it was really easy to get around and see all the towns nearby. Very beautiful property with great vistas. So relaxing to hang out at the pool or the deck."
Canada
Elfrieda S.
Villa in Montalcino, exclusive for you, stunning view!!!
Pool
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
9.4 out of 10, Exceptional, (67)
"Just did a 2 week trip In Italy and this was by far our favorite place to stay. Ready to go back already. Don’t think twice….JUST BOOK IT!"
United States
Blake R.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Lobby
Residenza Fabroni
Residenza Fabroni
8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
The price is €84
includes taxes & fees
12 Nov - 13 Nov
Residenza Fabroni
Exterior
Camping Siena Colleverde
Camping Siena Colleverde
3.0 star property
8.2 out of 10, Very good, (159)
"Quiet. Rooms are adequate. Parking is easy. On-site dining is good. Short walk to bus transport "
Australia
Robert
Camping Siena Colleverde
Terrace/patio
Borgo Argiano
Borgo Argiano
10.0 out of 10, Exceptional, (73)
"This place is perfect in every way. The grounds are gorgeous and the rooms smell and feel like you are at a luxury spa. Don’t look any further, this place is a must!"
United States
Marnie
Borgo Argiano
Grand Apartment with Garden | Private kitchen
Regis Condo
Regis Condo
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi
Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (115)
"Great location in Siena!"
United States
Sherry
The price is €165
includes taxes & fees
7 Nov - 8 Nov
Residenza d'Epoca Palazzo Borghesi
Outdoor dining
Villa with large garden in the Chianti hills
Villa with large garden in the Chianti hills
9.6 out of 10, Exceptional, (75)
"Adrianna was very helpful. And her home was comfortable for our family of four,. The garden was beautiful and we ate outdoors every meal. The pool was clean, yet well loved. Thanks for a great stay in a perfect location to see the surrounds of Tuscany."
Australia
Fiona F.
Villa with large garden in the Chianti hills
Property entrance
Il Tosco
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 "
United States
Michael
The price is €252
includes taxes & fees
8 Nov - 9 Nov
Il Tosco
Outdoor pool, an infinity pool
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Beautiful apartment in San Gimignano - RoccaiaCasa'70
9.8 out of 10, Exceptional, (48)
"Quiet place to stay"
United States
mark e.
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Outdoor pool
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (106)
"Great villa in a lovely location. We (8 adults and 2 children) really enjoyed our trip. It had everything we needed and a beautiful view from the pool! Thank you to Allesandro for helping us book things in the local area too. "
United Kingdom
Catherine T.
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi
san gimignano apartment in historical center, courtyard and fast free wifi
9.6 out of 10, Exceptional, (36)
"Amazing place with great location "
Canada
ANGELA C.
The price is €129
includes taxes & fees
18 Nov - 19 Nov
san gimignano apartment in historical center, courtyard and fast free wifi
Exterior detail
La Casa di Ines
La Casa di Ines
9.4 out of 10, Exceptional, (6)
"Amazing property and family ! "
Canada
Mary
The price is €102
includes taxes & fees
9 Nov - 10 Nov
La Casa di Ines
Standard Room | Exterior
Osteria del Borgo
Osteria del Borgo
9.0 out of 10, Wonderful, (155)
"Very nice place to stay to experience Montepulciano. Great location, beautiful restaurant, very nice hospitality "
United States
Emily
Osteria del Borgo
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Province of Siena Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful place and a very nice staff. "
Michael 1-night trip
Posted 4 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Province of Siena

Holiday Homes in Province of Siena

Search for holiday homes in Province of Siena on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Province of Siena using one of the methods below: 

  • View our selection of featured holiday homes in Province of Siena
  • Use the map to find apartments and other holiday rentals in the Province of Siena neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Province of Siena while they last

Look no further and take a look at our great range of rental properties in Province of Siena!