A hilltop town with historic buildings, lush green fields, and a clear blue sky.

Sinalunga Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Sinalunga vacation rentals

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (66 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is CA $219
CA $251 total
includes taxes & fees
Jul 4 - Jul 5
Il Poggio dell'Eremita

Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
Scrofiano
The price is CA $631
CA $664 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

Apartment 'Piccolo Rustico' with Mountain View, Wi-Fi and Air Conditioning

Apartment 'Piccolo Rustico' with Mountain View, Wi-Fi and Air Conditioning
Scrofiano
The price is CA $320
CA $323 total
includes taxes & fees
Jul 3 - Jul 4
Apartment 'Piccolo Rustico' with Mountain View, Wi-Fi and Air Conditioning

Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi

Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi
Sinalunga
10.0 out of 10, Exceptional, (2 reviews)
"Pros: La casa affaccia su un bel giardino e una meravigliosa vista panoramica sul paese e su tutta la Valdichiana. Si respirano tranquillità e si possono ascoltare cinguettii e suoni della natura. La proprietà possiede tutti i comfort, proprio come a casa. L'ambiente è molto spazioso, pulito e profumato: si può godere di tanta tranquillità e anche della disponibilità e simpatia dell'host, la signora Gabriella e dei suoi gatti Rocco & Rocco."
Italy
Anonymous traveller
The price is CA $182
CA $185 total
includes taxes & fees
Jul 4 - Jul 5
Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is CA $436
CA $492 total
includes taxes & fees
Jul 7 - Jul 8
Palazzo Saloni

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (91 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is CA $246
CA $277 total
includes taxes & fees
Jul 15 - Jul 16
Casanova - Panoramic Rooms and Suites

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is CA $446
CA $497 total
includes taxes & fees
Jul 3 - Jul 4
Ca' Bianca Tuscany Relais

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
The price is CA $172
CA $192 total
includes taxes & fees
Jul 3 - Jul 4
La Piccola Locanda

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (111 reviews)
"It was very well located ."
Canada
Marlenne
The price is CA $231
CA $260 total
includes taxes & fees
Jul 8 - Jul 9
Meublé Il Riccio

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is CA $252
CA $277 total
includes taxes & fees
Jul 7 - Jul 8
Villa Cassia di Baccano

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is CA $121
CA $140 total
includes taxes & fees
Jul 23 - Jul 24
Residenza Fabroni

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (173 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is CA $210
CA $244 total
includes taxes & fees
Jul 3 - Jul 4
Bosco della Spina

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is CA $149
CA $171 total
includes taxes & fees
Jul 3 - Jul 4
Bed & Breakfast Vicolo dell'Oste

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (177 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is CA $256
CA $286 total
includes taxes & fees
Jul 5 - Jul 6
Abbadia Sicille Relais

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (7 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is CA $204
CA $241 total
includes taxes & fees
Jul 9 - Jul 10
Corte Francigena - Apartments

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (42 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is CA $398
CA $445 total
includes taxes & fees
Jul 6 - Jul 7
Castello di Gargonza

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (37 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is CA $247
CA $278 total
includes taxes & fees
Jul 3 - Jul 4
Delcorto Suites

Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is CA $177
CA $198 total
includes taxes & fees
Jul 16 - Jul 17
Borgo di Erboli

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $203
CA $230 total
includes taxes & fees
Jul 3 - Jul 4
B&B Le Scalette di Piazza

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (34 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is CA $220
CA $242 total
includes taxes & fees
Jul 10 - Jul 11
Villa di Sotto
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sinalunga Hotel Reviews

Find out more about Sinalunga

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 Sinalunga. 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.

Frequently asked questions

Are there vacation rentals in Sinalunga?

Yes, we give you a choice of vacation rentals near popular local attractions in Sinalunga, or you can select a secluded option if you're looking for a relaxing stay. Sinalunga is known for its wineries and local tours. Make sure you have time to check out the gardens and golf courses during your trip.

What's the top vacation rental that Sinalunga has to offer?

Borgo Argiano: This vacation home rental outside of Sinalunga is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Sinalunga?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Sinalunga stay.

What’s there to see and do in Sinalunga?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Val di Chiana. In the larger area, you’ll find Golf Club Valdichiana and Valdichiana Outlet Village.

What’s a vacation rental in Sinalunga like?

A vacation rental is a private property you can stay in for short or long periods in Sinalunga. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.