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

Sinalunga Holiday Rentals

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Our top choices for Sinalunga holiday rentals

1. 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 AU$180
includes taxes & fees
4 Oct - 5 Oct
Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi

2. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (70 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$253
includes taxes & fees
15 Oct - 16 Oct
Il Poggio dell'Eremita

3. Cozy apartment with an outdoor terrace in the heart of the Val di Chiana

Cozy apartment with an outdoor terrace in the heart of the Val di Chiana
Sinalunga
The price is AU$266
includes taxes & fees
4 Oct - 5 Oct
Cozy apartment with an outdoor terrace in the heart of the Val di Chiana

4. 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 AU$315
includes taxes & fees
3 Nov - 4 Nov
Apartment 'Piccolo Rustico' with Mountain View, Wi-Fi and Air Conditioning

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

Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
Scrofiano
The price is AU$585
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

6. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is AU$180
includes taxes & fees
2 Nov - 3 Nov
Abbadia Sicille Relais

7. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is AU$133
includes taxes & fees
23 Oct - 24 Oct
Artisti del Cavallo Tourism

8. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is AU$203
includes taxes & fees
26 Oct - 27 Oct
Castello di Modanella

9. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (111 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 AU$125
includes taxes & fees
9 Oct - 10 Oct
Residenza Fabroni

10. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is AU$391
includes taxes & fees
7 Oct - 8 Oct
Castello di Gargonza

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (158 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is AU$232
includes taxes & fees
3 Nov - 4 Nov
Hotel San Gregorio

12. Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is AU$342
includes taxes & fees
2 Nov - 3 Nov
Luxury resort in the Tuscan countryside

13. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is AU$171
includes taxes & fees
14 Oct - 15 Oct
DormiVeglia B&B

14. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is AU$131
includes taxes & fees
12 Oct - 13 Oct
RESIDENCE LECCIO

15. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (68 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is AU$204
includes taxes & fees
13 Oct - 14 Oct
Affitacamere Maria Gabriella

16. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is AU$437
includes taxes & fees
14 Oct - 15 Oct
Fontelunga Hotel & Villas

17. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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 AU$174
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste

18. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is AU$148
includes taxes & fees
14 Oct - 15 Oct
Villa Fontis Rapolano

19. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is AU$250
includes taxes & fees
8 Oct - 9 Oct
Meublé Il Riccio

20. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is AU$186
includes taxes & fees
5 Oct - 6 Oct
montorio
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 Sinalunga Hotel Reviews

Find out more about Sinalunga

Everything you need to know about Sinalunga holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sinalunga holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sinalunga holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sinalunga holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sinalunga. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sinalunga holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sinalunga holiday rentals we have selected for you start as low as AU$125 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sinalunga rentals

At Expedia, we put the best Sinalunga holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sinalunga rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sinalunga holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sinalunga. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Sinalunga?

Yes, there are holiday rentals close to the most popular sights in Sinalunga, or you can select a more 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 are some of the best holiday rentals that Sinalunga has to offer?

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

How many holiday rentals are there in Sinalunga?

With 11 Expedia holiday rentals, you're guaranteed 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. The International Kitchen - Classic Tuscan Table and Golf Club Valdichiana are other places to visit while you're in town.

What’s a holiday rental in Sinalunga like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sinalunga. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.