Province of Siena Vacation Rentals from ￥10,784: 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

La Locanda di San Francesco

Montepulciano

James

￥24,268 total

includes taxes & fees

Jul 19 - Jul 20

Siena Vip

Siena City Centre

David

￥23,893 total

includes taxes & fees

Jul 13 - Jul 14

Hotel San Gregorio

Pienza

Nancy

￥39,411 total

includes taxes & fees

Jul 22 - Jul 23

Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

￥24,559 total

includes taxes & fees

Jun 29 - Jun 30

Romantic Double Room, 1 Bedroom, Non Smoking | View from room

B&B Palazzo Tortoli

San Gimignano City Centre

Harold

￥25,236 total

includes taxes & fees

Jun 29 - Jun 30

Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

￥24,430 total

includes taxes & fees

Jul 15 - Jul 16

Meublé Il Riccio

Montepulciano

Marlenne

￥29,600 total

includes taxes & fees

Jun 29 - Jun 30

Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

B&B Le Scalette di Piazza

Montalcino

Chris

￥25,838 total

includes taxes & fees

Jul 12 - Jul 13

Triple Room, Balcony, City View | Desk, iron/ironing board, free WiFi, bed sheets

Al Mercato B&B

Siena City Centre

Marie-Christine

￥15,654 total

includes taxes & fees

Jul 14 - Jul 15

Delcorto Suites

Montepulciano

Melissa Hyun Joo

￥31,611 total

includes taxes & fees

Jun 30 - Jul 1

Il Tosco

Montepulciano

Margaret

￥47,510 total

includes taxes & fees

Jun 30 - Jul 1

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

La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

￥22,060 total

includes taxes & fees

Jul 15 - Jul 16

Abbadia Sicille Relais

Trequanda

Robert

￥20,911 total

includes taxes & fees

Jun 29 - Jun 30

Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

PienzaLettings Suites

Pienza

Pearlyn

￥21,078 total

includes taxes & fees

Jun 30 - Jul 1

Birbo Bike Hospitality

Siena City Centre

ralph

￥20,424 total

includes taxes & fees

Jul 12 - Jul 13

Affittacamere I Canneggiatori

Abbadia San Salvatore

Erika

￥14,179 total

includes taxes & fees

Jul 10 - Jul 11

Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Thomas

￥35,372 total

includes taxes & fees

Jul 6 - Jul 7

montorio

Montepulciano

Lori

￥22,113 total

includes taxes & fees

Jul 10 - Jul 11

B&B Il Corso

Siena City Centre

Mario Humberto

￥21,239 total

includes taxes & fees

Jul 4 - Jul 5

Double Room | Minibar, desk, blackout drapes, free WiFi

PALAZZO DEL PAPA

Siena City Centre

Diane

￥31,498 total

includes taxes & fees

Jul 14 - Jul 15

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Top Province of Siena Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"We have always loved staying ar Ravizza (since the 1980s). We like the rooms, the food, anf the view from the rear terrace every afternoon is completely unbeatable in Tuscany. However, the terrace has been invaded by weeds, and the general state of maintenance could use a littke more extra attention."

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."

Nuovo Etruria Resort

10/10 Excellent

"Our stay here was such a great and relaxing experience. From the moment we arrived, the staff were welcoming and very helpful. The location and the views are just stunning.. The resort is about a 10 minute walk to the lower part of Montepulicano. From the resort, there are amazing views of the top of Montepulciano, and the valley below. The room was very clean with all of the amenities that are expected. We spent time at the pool, which was very relaxing and refreshing. The staff serve food and drinks out to the pool. We also had the breakfast included in our stay. There are hot and cold options with the breakfast, including eggs, bacon, breads, pastries, fruit and veggies, and juices and fresh made coffee to order. To sum it up, our stay here was perfect. Thank you Nuovo Etruria for making our vacation truly relaxing and memorable."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Everything was great! The location, the pool and grounds, food and beverage were wonderful. The staff was very helpful. It was a great benefit to be able to do a load of laundry. Our only suggestion would be to add another set of machines, as it gets busy but thankful to have it."

Find out more about Province of Siena

Vacation Apartments in Province of Siena

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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

La Locanda di San Francesco

Siena Vip

Hotel San Gregorio

Bed & Breakfast Vicolo dell'Oste

B&B Palazzo Tortoli

Il Battistero Siena - Residenza d'Epoca

Meublé Il Riccio

B&B Le Scalette di Piazza

Al Mercato B&B

Delcorto Suites

Il Tosco

La Terrazza Sul Campo Rooming House

Abbadia Sicille Relais

PienzaLettings Suites

Birbo Bike Hospitality

Affittacamere I Canneggiatori

Residenza d'Epoca Palazzo Borghesi

montorio

B&B Il Corso

PALAZZO DEL PAPA

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

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