Vacation Rentals in Province of Siena

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Top Cities in Province of Siena

Siena featuring night scenes, landscape views and a city
Vacation RentalsVacation Rentals

Siena

Siena
Great boutique hotel, location is perfect for exploring Tuscany. Staff & food amazing!
Vacation RentalsVacation Rentals

Gaiole in Chianti

Gaiole in Chianti

Top Vacation Rentals in Province of Siena

Lobby lounge
ApartHotel Anghel

Apartment in Siena

8.4 out of 10, Very Good, (331)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ￥12,082
￥14,010 total
includes taxes & fees
Nov 26 - Nov 27
ApartHotel Anghel
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

9.6 out of 10, Exceptional, (190)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
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 ￥22,802
￥26,171 total
includes taxes & fees
Nov 23 - Nov 24
Hotel San Gregorio
View from room
Abbadia Sicille Relais

Residence in Trequanda

4.0 star property
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is ￥10,395
￥11,975 total
includes taxes & fees
Nov 24 - Nov 25
Abbadia Sicille Relais
Exterior
Farmhouse in the heart of the real chiantishire

Vacation Home in Castellina in Chianti

10.0 out of 10, Exceptional, (147)
"We loved our stay! The Farmhouse is really lovely and the view out the back is exceptional. We enjoyed a lot of home cooked meals with the most stunning view. Daniele was amazing to communicate with as well. Definitely hope to be back one day! "
Australia
Rebekah T.
Farmhouse in the heart of the real chiantishire
Grand Apartment with Garden | Private kitchen | Full-size fridge, microwave, oven, stovetop
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
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
Casanova - Panoramic Rooms and Suites
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
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
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

The price is ￥13,064
￥15,090 total
includes taxes & fees
Dec 14 - Dec 15
Bellarmino Boutique Apartments
Outdoor dining
Villa with large garden in the Chianti hills

Vacation 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
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 ￥26,092
￥29,421 total
includes taxes & fees
Nov 26 - Nov 27
Residenza d'Epoca Palazzo Borghesi
Lobby
Residenza Fabroni

Residence in Montepulciano

8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
The price is ￥14,549
￥16,724 total
includes taxes & fees
Dec 2 - Dec 3
Residenza Fabroni
Outdoor dining
Hilltop house in the heart of Tuscany with private pool

Villa in Montisi

9.8 out of 10, Exceptional, (94)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
United States
Timothy C.
Hilltop house in the heart of Tuscany with private pool
Exterior detail
The House of Alice, charm and relaxation

Vacation Home in Montalcino (SI)

9.8 out of 10, Exceptional, (66)
"We absolutely loved this place! We only wish we got to stay longer. Great location, quiet and peaceful"
United States
Hannah S.
The price is ￥28,811
￥38,895 total
includes taxes & fees
Nov 26 - Nov 27
The House of Alice, charm and relaxation
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
Property entrance
Il Tosco

Residence in Montepulciano

10.0 out of 10, Exceptional, (112)
"Stunning views. Excellent hostess! Fabulous breakfast!! Would definitely stay again if ever back"
Canada
stephen
The price is ￥39,037
￥43,660 total
includes taxes & fees
Nov 30 - Dec 1
Il Tosco
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
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi

Apartment in San Gimignano City Centre

9.6 out of 10, Exceptional, (36)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
United States
Matthew E.
The price is ￥17,827
￥27,550 total
includes taxes & fees
Dec 2 - Dec 3
san gimignano apartment in historical center, courtyard and fast free wifi
Outdoor pool
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Villa in Siena

10.0 out of 10, Exceptional, (9)
"Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena."
United Kingdom
Marc K.
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! "
Betty 4-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione

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Vacation Apartments in Province of Siena

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