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

Sinalunga Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Sinalunga vacation 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, (182 reviews)
"Great Historical location."
Canada
Robert
The price is P7,721
P8,706 total
includes taxes & fees
Oct 27 - Oct 28
Abbadia Sicille Relais
A patio area with outdoor seating, potted plants, and a view of the landscape.

2. 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 P6,879
P9,334 total
includes taxes & fees
Oct 28 - Oct 29
Affitacamere Maria Gabriella
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

3. 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 P5,147
P5,946 total
includes taxes & fees
Oct 3 - Oct 4
Artisti del Cavallo Tourism
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

4. 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 P5,470
P6,301 total
includes taxes & fees
Oct 1 - Oct 2
Villa Fontis Rapolano
An interior courtyard with stone columns, arches, and a mosaic.

5. 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 P10,111
P11,406 total
includes taxes & fees
Oct 1 - Oct 2
Meublé Il Riccio
An arched stone gateway leading to a pathway lined with potted plants and lights.

6. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
Castello di Modanella
An arched doorway leading to a building with a wooden door and a staircase.

7. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (110 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 P4,700
P5,454 total
includes taxes & fees
Oct 13 - Oct 14
Residenza Fabroni
A stone building with a gravel driveway and lush greenery.

8. Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is P14,483
P16,144 total
includes taxes & fees
Oct 31 - Nov 1
Luxury resort in the Tuscan countryside
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

9. 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 P7,678
P8,729 total
includes taxes & fees
Oct 30 - Oct 31
Bed & Breakfast Vicolo dell'Oste
A spa area with a stone-walled arch, a hot tub, and a small window.

10. 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 P7,002
P7,987 total
includes taxes & fees
Oct 4 - Oct 5
DormiVeglia B&B
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (157 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is P9,031
P10,360 total
includes taxes & fees
Oct 28 - Oct 29
Hotel San Gregorio
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

12. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is P18,627
P20,774 total
includes taxes & fees
Oct 25 - Oct 26
Fontelunga Hotel & Villas
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, (149 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 P13,189
P14,793 total
includes taxes & fees
Oct 12 - Oct 13
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

14. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (44 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is P12,017
P13,503 total
includes taxes & fees
Oct 13 - Oct 14
Delcorto Suites
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

15. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is P7,022
P8,008 total
includes taxes & fees
Oct 13 - Oct 14
TuscanyLettings Studio&Room
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

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 14 hours ago
La Certosa di Pontignano

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 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 kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Sinalunga?

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

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.