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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Sinalunga vacation rentals

A view of a town with buildings, including a church with a bell tower, surrounded by greenery and trees.

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 traveler
The price is SAR 484
SAR 492 total
includes taxes & fees
22 Oct - 23 Oct
Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi
A dining area with a wooden table, chairs, a television, and artwork on the wall.

2. Spacious apartment with an outdoor terrace in the heart of the Val di Chiana

Spacious apartment with an outdoor terrace in the heart of the Val di Chiana
Sinalunga
The price is SAR 505
SAR 593 total
includes taxes & fees
16 Nov - 17 Nov
Spacious apartment with an outdoor terrace in the heart of the Val di Chiana
A stone building with a balcony, surrounded by lush greenery and flowering plants.

3. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (73 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is SAR 567
SAR 660 total
includes taxes & fees
19 Oct - 20 Oct
Il Poggio dell'Eremita
A stone building with a wooden door, two flower baskets, and a number '22' sign.

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 SAR 785
SAR 794 total
includes taxes & fees
18 Oct - 19 Oct
Apartment 'Piccolo Rustico' with Mountain View, Wi-Fi and Air Conditioning
A narrow stone-paved alleyway with arched doorways and a wooden door.

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

Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
Scrofiano
The price is SAR 1,437
SAR 1,522 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
A historic building with a tower, a courtyard, and a well-lit entrance.

6. 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 SAR 358
SAR 407 total
includes taxes & fees
18 Oct - 19 Oct
Abbadia Sicille Relais
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

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 SAR 296
SAR 343 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.

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 SAR 375
SAR 556 total
includes taxes & fees
19 Oct - 20 Oct
Castello di Modanella
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

9. 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 SAR 288
SAR 338 total
includes taxes & fees
27 Oct - 28 Oct
RESIDENCE LECCIO
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, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is SAR 381
SAR 436 total
includes taxes & fees
8 Nov - 9 Nov
DormiVeglia B&B
A patio area with outdoor seating, potted plants, and a view of the landscape.

11. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (73 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is SAR 355
SAR 495 total
includes taxes & fees
1 Nov - 2 Nov
Affitacamere Maria Gabriella
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 SAR 316
SAR 365 total
includes taxes & fees
20 Oct - 21 Oct
Villa Fontis Rapolano
An arched doorway leading to a building with a wooden door and a staircase.

13. 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 SAR 334
SAR 384 total
includes taxes & fees
22 Oct - 23 Oct
Residenza Fabroni
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

14. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (163 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is SAR 486
SAR 560 total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

15. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is SAR 1,018
SAR 1,137 total
includes taxes & fees
19 Oct - 20 Oct
Fontelunga Hotel & Villas
Front of property

16. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
The price is SAR 424
SAR 483 total
includes taxes & fees
18 Oct - 19 Oct
montorio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

17. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 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 SAR 396
SAR 452 total
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
A stone building with a sloped roof, a small porch, and a gravel driveway.

18. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...
United Kingdom
Kevin
The price is SAR 380
SAR 435 total
includes taxes & fees
16 Nov - 17 Nov
Podere La Chiusella
A terrace with a table set for breakfast, overlooking a scenic landscape.

19. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is SAR 784
SAR 879 total
includes taxes & fees
16 Nov - 17 Nov
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.

20. 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 SAR 297
SAR 344 total
includes taxes & fees
2 Nov - 3 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sinalunga Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"1.5 miles for train station but really great location in center of Siena. My wife and I enjoyed the walk. Taxis are easy to catch at train station and hotel was very friendly to order a taxi if we wanted it one. Breakfast was excellent"
Robert 2-night trip
Posted 10 hours ago
Palazzo Ravizza

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.