Holiday Rentals in Province of Siena

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Top Cities in Province of Siena

Holiday RentalsHoliday Rentals

Siena

Siena

Our top choices for Province of Siena holiday rentals

Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is €228
includes taxes & fees
3 Jan - 4 Jan 2026
Hotel San Gregorio
Lobby lounge
ApartHotel Anghel

Apartment in Siena

8.4 out of 10, Very good, (334)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is €74
includes taxes & fees
12 Dec - 13 Dec
ApartHotel Anghel
View from room
Abbadia Sicille Relais

Residence in Trequanda

4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is €79
includes taxes & fees
11 Dec - 12 Dec
Abbadia Sicille Relais
Royal Apartment | View from room
Tuscasì Aparthotel

Aparthotel in Sovicille

9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is €67
includes taxes & fees
28 Dec - 29 Dec
Tuscasì Aparthotel
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

9.6 out of 10, Exceptional, (191)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Grand Apartment with Garden | Private kitchen
Regis Condo

Apartment in Siena City Centre

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

Villa in Siena

9.4 out of 10, Exceptional, (67)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
United Kingdom
peter H.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Front of property – evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
The price is €182
includes taxes & fees
11 Dec - 12 Dec
Casanova - Panoramic Rooms and Suites
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residence in Siena City Centre

9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is €184
includes taxes & fees
6 Jan - 7 Jan 2026
Residenza d'Epoca Palazzo Borghesi
Deluxe Apartment, 2 Bedrooms, Balcony
Bellarmino Boutique Apartments

Apartment in Montepulciano

6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
The price is €105
includes taxes & fees
11 Dec - 12 Dec
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residence in Montepulciano

8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is €94
includes taxes & fees
11 Dec - 12 Dec
Residenza Fabroni
Exterior
Camping Siena Colleverde

Camping in Scacciapensieri

3.0 star property
8.2 out of 10, Very good, (159)
"Safe, great proximity to Siena without being too close, nice pool."
United States
Martha
Camping Siena Colleverde
Outdoor dining
Villa with large garden in the Chianti hills

Holiday Home in Siena

9.6 out of 10, Exceptional, (75)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
United States
Jessica P.
Villa with large garden in the Chianti hills
Outdoor pool
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

Villa in San Gimignano

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
2 bars/lounges
Camping Boschetto Di Piemma

Camping in San Gimignano

3.0 star property
8.8 out of 10, Excellent, (85)
"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."
United States
Martha
Camping Boschetto Di Piemma
Property entrance
Il Tosco

Residence in Montepulciano

10.0 out of 10, Exceptional, (114)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
The price is €252
includes taxes & fees
15 Dec - 16 Dec
Il Tosco
Exterior detail
La Casa di Ines

Aparthotel in San Gimignano City Centre

9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is €78
includes taxes & fees
20 Dec - 21 Dec
La Casa di Ines
Suite
La Terrazza Sul Campo Rooming House

Residence in Siena City Centre

9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Outdoor pool
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Villa in Montisi

10.0 out of 10, Exceptional, (60)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
United States
Darrel W.
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Pool
panoramica casa con piscina privata

Villa in siena

7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
The price is €154
includes taxes & fees
22 Dec - 23 Dec
panoramica casa con piscina privata
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

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent hotel, very helpful staff, highly recommended "
Vikram 3-night trip
Posted 4 days ago
Hotel Athena

Find out more about Province of Siena

Holiday Homes in Province of Siena

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