Province of Siena Vacation Rentals

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Top Vacation Rentals in in Province of Siena

Podere La Rosa, apartment in open countryside but 5 minutes walk from the center.

Podere La Rosa, apartment in open countryside but 5 minutes walk from the center.

San Quirico d'Orcia, Tuscany
This family-friendly San Quirico d'Orcia vacation home is located in a rural location, within a 15-minute walk of Horti Leonini, Palazzo Chigi, and Collegiate ...
5/5 Exceptional! (3 reviews)
A great week
"Great Place with fantastic view over the countryside, and just a short walk from restaurants etc in the town centre"

Reviewed on Oct. 2, 2019

Podere La Rosa, apartment in open countryside but 5 minutes walk from the center.
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4, Pienza, Siena
The price is CA $123 per night from Jan 30 to Jan 31
Located in the heart of Pienza, this residence is within a 5-minute walk of Palazzo Piccolomini, Historic Centre of Pienza, and Palazzo Comunale. Pienza Cathedral ...
4.5/5 Wonderful! (58 reviews)
"Superb hotel with friendly staff and an excellent restaurant. Easy parking nearby and short walk to town center. I highly recommend"

Reviewed on Jan. 4, 2022

Hotel San Gregorio
ApartHotel Anghel

ApartHotel Anghel

via Paolo Frajese 71, Siena, SI
The price is CA $76 per night from Jan 30 to Jan 31
Situated in a shopping district, this apartment building is within 1 mi (2 km) of Fontebranda and Piazza del Campo. Casa di Santa Caterina and Church of San ...
4/5 Very Good! (230 reviews)
"Extremely helpful staff and parking was right outside the building. Very easy to catch bus into town for minimal cost, comfortable beds and great apartment layout. Only negative was not all ammenities available for cooking and basic coffee/tea making needed to be taken from foyer. Would I stay again ..."

Reviewed on Jan. 7, 2020

ApartHotel Anghel
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Il Tosco

Il Tosco

Via del Poliziano 13, Montepulciano, SI
The price is CA $279 per night from Feb 25 to Feb 26
This family-friendly Montepulciano residence is located in the historical district, just steps from Val di Chiana and Torre del Pulcinella. Civic Museum and ...
5/5 Exceptional! (56 reviews)
Our Tuscan Home away from home
"This is our second visit to IL Tosco and I look forward to our next visit and the one after that and the one .......... The accommodations the food the staff ( all family members) are the best. Beautiful decorations a mix of antiques and modern comfort items. Worth a visit anytime of the year."

Reviewed on May 22, 2021

Il Tosco
Regis Condo

Regis Condo

Via Stalloreggi 25, Siena, Provincia di Siena
The price is CA $80 per night from Jan 31 to Feb 1
Located in Siena Historical Center, this apartment building is within a 5-minute walk of Pinacoteca Nazionale and Piazza del Campo. Santa Maria alle Scotte Polyclinic ...
4.6/5 Exceptional! (22 reviews)
Amazing apt.
"Great apartment, all new and very central and very spacious."

Reviewed on Sep. 30, 2021

Regis Condo
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia
Situated in San Quirico d'Orcia, this spa residence is 1.5 mi (2.4 km) from Chapel of our Lady of Vitaleta and 6.3 mi (10.1 km) from Val di Chiana. Consorzio ...
4/5 Very Good! (4 reviews)
"Hotellet ligger väldigt bra geografiskt mellan Montalcino och Montepulciano. Väldigt trevlig utsikt och fint poolområde. Fräscha rum, dock har de några år på nacken, men helt ok. Bra frukost och trevlig personal"

Reviewed on Aug. 15, 2021

Casanova - Panoramic Rooms and Suites
Palazzo Coli Bizzarrini

Palazzo Coli Bizzarrini

Piazza Antonio Gramsci 27, Siena
The price is CA $155 per night from Jan 29 to Jan 30
Located in Siena Historical Center, this residence is within a 10-minute walk of Palazzo Salimbeni and Piazza del Campo. Santa Maria alle Scotte Polyclinic is ...
4.5/5 Wonderful! (117 reviews)
"What a beautiful stay in a 1527 converted palazzo into 11 apartments. The location in Siena was superlative and the care that Michele offered and assisted with was exceptional. We will be sure to come back and stay at Coli Bizzarrini."

Reviewed on Apr. 22, 2021

Palazzo Coli Bizzarrini
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Piazza San Giovanni, 13, Siena, SI
The price is CA $141 per night from Jan 30 to Jan 31
Located in Siena Historical Center, this residence is steps from Siena Baptistry and Piazza del Campo. Santa Maria alle Scotte Polyclinic is 2.3 mi (3.8 km) ...
4.7/5 Exceptional! (75 reviews)
"The staff, Rita, Linda and Maria Pia were knowledgeable, friendly and helpful. The location could not be better. The charm and history of the building are notable."

Reviewed on Oct. 25, 2021

Il Battistero Siena - Residenza d'Epoca
Ghparadiso

Ghparadiso

Via del Paradiso, 4, Siena, SI
The price is CA $87 per night from Jan 31 to Feb 1
Located in Siena Historical Center, this apartment building is within a 10-minute walk of Palazzo Salimbeni and Piazza del Campo. Santa Maria alle Scotte Polyclinic ...
4.8/5 Exceptional! (30 reviews)
"Great location walkable to the main sites! Spacious rooms with 1.5 bathrooms - comfortable enough for my family of 6 during our short stay in Siena! It's on the second floor so keep that in mind with luggage."

Reviewed on Sep. 26, 2019

Ghparadiso
Camping Siena Colleverde

Camping Siena Colleverde

3 out of 5
via Scacciapensieri 47, Siena, SI
Situated in Siena, this campground is within a 15-minute walk of Basilica dell'Osservanza and Santa Maria alle Scotte Polyclinic. Piazza del Campo is 2.1 mi ...
4/5 Very Good! (127 reviews)
"This site is very well situated for Siena. Its restaurant is excellent. The staff are friendly. The cabins were fine except the mattresses were old and sagged in the middle !"

Reviewed on Oct. 9, 2019

Camping Siena Colleverde
Riserva di Fizzano Residence

Riserva di Fizzano Residence

3 out of 5
Localita Fizzano, Castellina in Chianti, SI
Located in a rural location, this family-friendly residence is within 6 mi (10 km) of Casa Vinicola Luigi Cecchi, The Rock of Staggia, and Castellina Fortress. ...
5/5 Exceptional! (4 reviews)
"The location was unique also the setup was amazing it was like the paradise period!"

Reviewed on Oct. 3, 2018

Riserva di Fizzano Residence
Castel di Pugna

Castel di Pugna

Strada Valdipugna, 12, Siena, SI
Situated in Siena, this golf residence is 1.9 mi (3.1 km) from San Spirito and 2.3 mi (3.6 km) from Piazza del Campo. Porta Romana and Basilica di Santa Maria ...
4.4/5 Wonderful! (47 reviews)
Beautiful View
"We got a great welcoming at the reception. They were quick on solving a little issue. Lot of information of stuff to do around. Nice pool, quiet place and beautiful view on Siena. Both breakfast and dinner were amazing."

Reviewed on Jun. 22, 2020

Castel di Pugna
La Murata

La Murata

Loc. La Murata, Rapolano Terme, SI
The price is CA $194 per night from Jan 30 to Jan 31
Situated in Rapolano Terme, this aparthotel is within 1 mi (2 km) of Terme Antica Querciolaia and Saltalbero Adventure Park. Pieve Romanica di San Vittore Church ...
4.1/5 Very Good! (7 reviews)
Delightful.
"Absolutely beautiful home, heartily recommended. If I have to find something to criticise then there's only a half size bath so tall people maybe plan ahead! But seriously, its completely delightful and I would recommend it to anyone who wants to stay every so slightly outside the hustle of tuscany's ..."

Reviewed on Aug. 19, 2016

La Murata
Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

3 out of 5
Localita' Santa Lucia 38C, San Gimignano
Situated in a rural location, this campground is within 2 mi (3 km) of Historical Torture Museum, Museum San Gimignano 1300, and Casa e Torre Campatelli. Piazza ...
4.5/5 Wonderful! (30 reviews)
"Clean & Quiet with good room facilities. Nice to be surrounded by nature in camping frounda."

Reviewed on Aug. 3, 2019

Camping Boschetto Di Piemma
La Coroncina Lodging

La Coroncina Lodging

Strada Cassia Sud 62, Siena, Toscana
The price is CA $112 per night from Feb 10 to Feb 11
This family-friendly aparthotel is located in the suburbs, close to Porta Tufi, Fisiocritici Onlus Academy Natural History Museum, and Piazza del Campo. Also ...
5/5 Exceptional! (33 reviews)
A little piece of Tuscan heaven
"great cute comfy apt. to relax between travels and trips, optional breakfast is a great option. Owners are the sweetest young couple that we have become fast friends with. this is our second 2 week stay with Sandra and Fabio. Cousin liked it so much that she stayed on her own for a few days.One night ..."

Reviewed on Oct. 20, 2019

La Coroncina Lodging
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Via S.Pietro, 3, Siena, Toscana
The price is CA $181 per night from Feb 16 to Feb 17
Located in Siena Historical Center, this residence is steps from Siena Cathedral and Santa Maria della Scala. Palazzo Pubblico and Piazza del Campo are also ...
4.8/5 Exceptional! (58 reviews)
"Historical features"

Reviewed on Sep. 17, 2021

Residenza d'Epoca Palazzo Borghesi
Residenza Palazzo Saloni

Residenza Palazzo Saloni

Via Soccorso Saloni 31, Montalcino, SI
Located in the heart of Montalcino, this aparthotel is within a 5-minute walk of Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino. ...
3.6/5 Good! (17 reviews)
Nice Hotel
"It was quite interesting stay for us as a family. However, the floor was very dirty and practically we had to use sandals or otherwise your feet will be dirty. Also, the weather was too hot and no air conditioning was provided. Despite of that, we still had fun and the hotel was very nice to allow ..."

Reviewed on Aug. 4, 2015

Residenza Palazzo Saloni
Antico Brunello

Antico Brunello

Argiano Sant'Angelo in Colle 53024 Monta, lcino (Si), Montalcino, Tuscany
Situated in Montalcino, this villa is within 9 mi (15 km) of Fortress of Montalcino, Civic and Diocesan Museum of Sacred Art of Montalcino, and Poggio Antico. ...
Antico Brunello
Oasi del grillo

Oasi del grillo

Località Colonna Del Grillo, Castelnuovo Berardenga, Siena
Situated in the suburbs, this aparthotel is within 6 mi (10 km) of Villa a Sesta Polo Club, Terme Antica Querciolaia, and San Giovanni Terme Rapolano.
4.8/5 Exceptional! (10 reviews)
Great apartment and friendly service.
"A beautiful apartment with lots of space and a kitchenette. A perfect location to explore the area. The host/manager was sensational and spoke great English. The apartments have all that you need and great AC and heating. A perfect stay with a very good restaurant next door."

Reviewed on Apr. 14, 2018

Oasi del grillo
Villa Montarioso

Villa Montarioso

Via Montarioso 35, Monteriggioni, Siena
The price is CA $95 per night from Jan 29 to Jan 30
Located in Montarioso, this vacation home is within 3 mi (5 km) of University of Siena, Piazza del Campo, and Siena Cathedral. Pinacoteca Nazionale and Monteriggioni ...
4.2/5 Very Good! (98 reviews)
Ótima opção na Toscana
"Descobrimos esse hotel por indicação de amigos. Para quem quer desvendar os roteiros da Toscana de carro é uma excelente opção. Staff super prestativo, especialmente a Frederica, que fica na recepção, e a Sra. Assunta. Ambas super simpáticas, pessoas fofas, digamos assim. Quanto ao hotel, fica dentro ..."

Reviewed on Aug. 14, 2019

Villa Montarioso
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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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Province of Siena. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Top Cities in Province of Siena