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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Sinalunga holiday rentals

A historic building with a tower, a courtyard, and a well-lit entrance.

1. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
The price is ฿2,919
฿3,323 total
includes taxes & fees
9 Nov - 10 Nov
Abbadia Sicille Relais
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

2. 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 ฿2,725
฿3,147 total
includes taxes & fees
22 Oct - 23 Oct
Artisti del Cavallo Tourism
An arched stone gateway leading to a pathway lined with potted plants and lights.

3. 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 ฿3,349
฿4,961 total
includes taxes & fees
18 Oct - 19 Oct
Castello di Modanella
A patio area with outdoor seating, potted plants, and a view of the landscape.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (71 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ฿3,641
฿4,940 total
includes taxes & fees
12 Oct - 13 Oct
Affitacamere Maria Gabriella
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

5. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (161 reviews)
"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"
United States
Julia
The price is ฿4,336
฿4,995 total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A spa area with a stone-walled arch, a hot tub, and a small window.

6. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ฿3,698
฿4,218 total
includes taxes & fees
8 Nov - 9 Nov
DormiVeglia B&B
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

7. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is ฿4,616
฿5,228 total
includes taxes & fees
12 Oct - 13 Oct
La Murata
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

8. 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 ฿3,534
฿4,037 total
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

9. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is ฿9,467
฿10,564 total
includes taxes & fees
12 Oct - 13 Oct
Fontelunga Hotel & Villas
An interior courtyard with stone columns, arches, and a mosaic.

10. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 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 ฿5,352
฿6,037 total
includes taxes & fees
12 Oct - 13 Oct
Meublé Il Riccio
An arched doorway leading to a building with a wooden door and a staircase.

11. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (114 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 ฿2,457
฿2,853 total
includes taxes & fees
13 Oct - 14 Oct
Residenza Fabroni
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

12. 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 ฿3,103
฿3,564 total
includes taxes & fees
12 Oct - 13 Oct
Villa Fontis Rapolano
A crowded restaurant with brick walls and multiple tables and chairs.

13. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (150 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is ฿5,975
฿6,722 total
includes taxes & fees
3 Nov - 4 Nov
La Locanda di San Francesco
Front of property

14. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
The price is ฿3,780
฿4,308 total
includes taxes & fees
18 Oct - 19 Oct
montorio
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

15. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (47 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 ฿8,109
฿9,070 total
includes taxes & fees
12 Oct - 13 Oct
Castello di Gargonza
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Greatly enjoyed the front desk staff."
Dreslaine 2-night trip
Posted 4 hours ago
Palazzo Ravizza

Find out more about Sinalunga

Search for holiday rentals in Sinalunga on Expedia! You can easily find your home rentals, villas, holiday apartments in Sinalunga using one of the methods below:

  • View our selection of featured holiday rentals in Sinalunga
  • Use the map to find apartments and other holiday homes in the Sinalunga neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sinalunga while they last

Look no further and take a look at our great range of rental properties in Sinalunga!

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.