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

Sinalunga Vacation Rentals

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Our top choices for Sinalunga vacation 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 traveler
$122 nightly
The price is $125
Nov 5 - Nov 6
Total with taxes and fees
Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi

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
$113 nightly
The price is $116
Nov 5 - Nov 6
Total with taxes and fees
Spacious apartment with an outdoor terrace in the heart of the Val di Chiana

3. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
$169 nightly
The price is $171
Nov 6 - Nov 7
Total with taxes and fees
Il Poggio dell'Eremita

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

Apartment 'Piccolo Rustico' with Mountain View, Wi-Fi and Air Conditioning
Scrofiano
$218 nightly
The price is $221
Dec 2 - Dec 3
Total with taxes and fees
Apartment 'Piccolo Rustico' with Mountain View, Wi-Fi and Air Conditioning

5. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
$65 nightly
The price is $75
Nov 26 - Nov 27
Total with taxes and fees
Abbadia Sicille Relais

6. 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
$75 nightly
The price is $87
Nov 11 - Nov 12
Total with taxes and fees
Artisti del Cavallo Tourism

7. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
$74 nightly
The price is $87
Nov 18 - Nov 19
Total with taxes and fees
RESIDENCE LECCIO

8. 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
$102 nightly
The price is $117
Nov 23 - Nov 24
Total with taxes and fees
DormiVeglia B&B

9. 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
$86 nightly
The price is $99
Nov 6 - Nov 7
Total with taxes and fees
Villa Fontis Rapolano

10. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
$118 nightly
The price is $134
Nov 6 - Nov 7
Total with taxes and fees
Affitacamere Maria Gabriella

11. 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
$95 nightly
The price is $109
Nov 5 - Nov 6
Total with taxes and fees
Podere La Chiusella

12. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (144 reviews)
"We really enjoyed the room. Comfortable bed. Great location."
United States
Melissa
$97 nightly
The price is $111
Nov 5 - Nov 6
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste

13. 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
$86 nightly
The price is $99
Nov 5 - Nov 6
Total with taxes and fees
TuscanyLettings Studio&Room

14. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (115 reviews)
"Very charming property in a fantastic location. The host was very responsive and we had a marvelous stay. Bear in mind this is a historic property and accordingly has some quirks. Those looking for modernity and perfect fixtures may not appreciate those quirks."
United States
Marc
$90 nightly
The price is $103
Nov 16 - Nov 17
Total with taxes and fees
Residenza Fabroni

15. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
$149 nightly
The price is $168
Nov 15 - Nov 16
Total with taxes and fees
La Locanda di San Francesco

16. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
$120 nightly
The price is $136
Nov 5 - Nov 6
Total with taxes and fees
montorio

17. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (170 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
$137 nightly
The price is $157
Nov 8 - Nov 9
Total with taxes and fees
Hotel San Gregorio

18. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (121 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
$137 nightly
The price is $155
Nov 6 - Nov 7
Total with taxes and fees
Meublé Il Riccio

19. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
Fontelunga Hotel & Villas

20. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (6 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
$95 nightly
The price is $109
Dec 4 - Dec 5
Total with taxes and fees
PienzaLettings Suites
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sinalunga vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sinalunga vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sinalunga in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $63 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sinalunga rentals

At Expedia, we put the best Sinalunga vacation 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 vacation.

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 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.