Province of Siena Vacation Rentals from ￥11,133: Search Short-Term Rentals

A historic town with a prominent tower and a rainbow arching over it.

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Top Cities in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.

Our top choices for Province of Siena vacation rentals

Premium bedding, down comforters, pillowtop beds, individually furnished

Tuscasì Aparthotel

Sovicille

Sergey

￥15,707 total

includes taxes & fees

Jul 10 - Jul 11

Residenza Fabroni

Montepulciano

Nicholas

￥15,037 total

includes taxes & fees

Jul 15 - Jul 16

B&B Il Corso

Siena City Centre

Mario Humberto

￥21,258 total

includes taxes & fees

Jul 12 - Jul 13

Abbadia Sicille Relais

Trequanda

Robert

￥26,379 total

includes taxes & fees

Jul 5 - Jul 6

Corte Francigena - Apartments

Montalcino

Svetlana

￥32,868 total

includes taxes & fees

Jul 27 - Jul 28

Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

￥31,626 total

includes taxes & fees

Jul 17 - Jul 18

RESIDENCE LECCIO

Asciano

Corey

￥15,122 total

includes taxes & fees

Jul 12 - Jul 13

Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

￥22,106 total

includes taxes & fees

Jul 9 - Jul 10

ApartHotel Anghel

Siena

jon

￥15,351 total

includes taxes & fees

Jul 21 - Jul 22

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Castelnuovo Berardenga

Jeremy

￥28,195 total

includes taxes & fees

Jul 5 - Jul 6

Camping Boschetto Di Piemma

San Gimignano

Anonymous traveler

￥11,133 total

includes taxes & fees

Jul 6 - Jul 7

Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

￥24,200 total

includes taxes & fees

Jul 30 - Jul 31

Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Siena

Christian

￥18,263 total

includes taxes & fees

Jul 6 - Jul 7

Antico Borgo il Cardino

San Gimignano

Craig

￥25,202 total

includes taxes & fees

Jul 9 - Jul 10

Idolina Guest House

Montalcino

Sophie

￥18,258 total

includes taxes & fees

Jul 26 - Jul 27

Il Pozzo di Sant'Andrea

Siena

Prem

￥20,311 total

includes taxes & fees

Jul 30 - Jul 31

Borgo Il Poggiaccio

Sovicille

Dean

￥35,253 total

includes taxes & fees

Jul 9 - Jul 10

Domus il Palio B&B

Ravacciano

Alissia

￥13,091 total

includes taxes & fees

Jul 7 - Jul 8

Palazzo Saloni

Montalcino

BRIAN

￥59,020 total

includes taxes & fees

Jul 24 - Jul 25

Villa Fontis Rapolano

Rapolano Terme

Barbara

￥17,323 total

includes taxes & fees

Jul 8 - Jul 9

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Top Province of Siena Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"This is a traditional and historic building with high ceilings and a beautiful garden overlooking the surrounding countryside.It is not a modern contemporary hotel, but the rooms are lovely, the garden was beautiful and a good breakfast too. There is a small bar in the evening, but no restaurant for an evening meal, but frankly you will likely want to explore and eat out at one of the many restaurants in the old town. A great find."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"This hotel is the definition of La Dolce Vita! Starting from the beginning, when first arrived to the hotel, they picked up our bags, showed us around the property and responded any questions that we had. Elisa was amazing! She showed us around the property, he gave us recommendations of where to go in Siena, and was super friendly and welcoming! The hotel has excellent amenities and everything that you need. The pool is wonderful, and the pool bar is amazing. Excellent service. Their breakfast area is beautiful, and they provide a very diverse breakfast. It was really good! In addition, their restaurant La Tinaia is phenomenal and Michelin star. They have a great wine selection and excellent food. They also have valet parking service, which is very convenient. All of the staff were very welcoming and nice! Thank you to the pool Bar bartender whose name I cannot recall, and also thanks to Elisa, Virginia, Davide, Asiz, Stefano, and everyone else! You all made our stay wonderful! The rooms were excellent and very comfortable. Shower was great too. My only comment would be that the A/C was not performing to my expectation for a 5 star hotel. However, I understand that there was a Heat Wave in Europe, and that it is out of their hands. Giancarlo helped us to lower the temp of the A/C, but it still did not work. They provided a fan though, and that helped a lot! Thank you! The location is excellent! You’re about an hour away from The Mall at Firenze, close to wineries, about a 20"

Nuovo Etruria Resort

10/10 Excellent

"This property was in a beautiful location just outside of the town of Montepulciano. The room was perfect for us and our 15yrs daughter, including air conditioning (thank goodness as we had a major heatwave 40+ degrees!). The pool was also beautiful and refreshing, with large umbrellas, and a great view of town! We chose to include breakfast which was also wonderful. The young man at the front desk offered excellent suggestions for dinner in town."

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

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Vacation Apartments in Province of Siena

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Treat yourself

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Top Cities in Province of Siena

Siena

Our top choices for Province of Siena vacation rentals

Tuscasì Aparthotel

Residenza Fabroni

B&B Il Corso

Abbadia Sicille Relais

Corte Francigena - Apartments

Casanova - Panoramic Rooms and Suites

RESIDENCE LECCIO

La Terrazza Sul Campo Rooming House

ApartHotel Anghel

Villa di Sotto

Camping Boschetto Di Piemma

Il Battistero Siena - Residenza d'Epoca

Fullino Nero

Antico Borgo il Cardino

Idolina Guest House

Il Pozzo di Sant'Andrea

Borgo Il Poggiaccio

Domus il Palio B&B

Palazzo Saloni

Villa Fontis Rapolano

Find vacation rentals that suit your style

Top Province of Siena Hotel Reviews

Palazzo Ravizza

Hotel Chiusarelli

Hotel Athena

Mormoraia

Borgo Scopeto Wine & Country Relais

Castello di Velona Resort Thermal SPA & Winery

Nuovo Etruria Resort

Hotel Minerva

Hotel Italia

Find out more about Province of Siena

Vacation Apartments in Province of Siena

Vacation Rentals in Province of Siena

Change your mind

Treat yourself

Be picky

Top Cities in Province of Siena

Siena

Our top choices for Province of Siena vacation rentals

Tuscasì Aparthotel

Residenza Fabroni

B&B Il Corso

Abbadia Sicille Relais

Corte Francigena - Apartments

Casanova - Panoramic Rooms and Suites

RESIDENCE LECCIO

La Terrazza Sul Campo Rooming House

ApartHotel Anghel

Villa di Sotto

Camping Boschetto Di Piemma

Il Battistero Siena - Residenza d'Epoca

Fullino Nero

Antico Borgo il Cardino

Idolina Guest House

Il Pozzo di Sant'Andrea

Borgo Il Poggiaccio

Domus il Palio B&B

Palazzo Saloni

Villa Fontis Rapolano

Find vacation rentals that suit your style

Top Province of Siena Hotel Reviews

Palazzo Ravizza

Find out more about Province of Siena

Vacation Apartments in Province of Siena