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Vagliagli Vacation Rentals

Check prices for these dates

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

Our top choices for Vagliagli vacation rentals

A stone building with a garden in front.

1. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
$188 nightly
The price is $216
Oct 25 - Oct 26
Total with taxes and fees
Borgo Argenina
A swimming pool with a colorful inflatable ring and a water fountain.

2. Farmhouse in Chianti

Farmhouse in Chianti
gaiole in chianti
9.8 out of 10, Exceptional, (6 reviews)
"We absolutely loved the pool and the view. The pool with a deep end and color changing light was our highlight. The hosts were very friendly, helpful and always available if needed, since they live upstairs in the same house. Still, they never complained about us being loud. Everything was perfectly clean, the pool was cleaned regularly during our stay. The road to the property might be rough, but the view is beautiful. Also, we were gifted some delicious wine."
Germany
Johanna K.
$509 nightly
The price is $555
Oct 19 - Oct 20
Total with taxes and fees
Farmhouse in Chianti
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

3. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
$119 nightly
The price is $136
Oct 17 - Oct 18
Total with taxes and fees
Residenzia del Sogno
A villa with a swimming pool, outdoor seating, and a tennis court.

4. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
$117 nightly
The price is $133
Oct 25 - Oct 26
Total with taxes and fees
Villa Curina Resort
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

5. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
$89 nightly
The price is $102
Oct 21 - Oct 22
Total with taxes and fees
Mariani Bed & Breakfast
A stone building with a yellow sign reading "b&b erioico".

6. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
$133 nightly
The price is $155
Nov 2 - Nov 3
Total with taxes and fees
L' Eroico
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

7. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
$114 nightly
The price is $128
Nov 6 - Nov 7
Total with taxes and fees
Casa Vacanze Squarcialupi
A bakery display with pastries and a coffee station.

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (215 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
$73 nightly
The price is $85
Nov 12 - Nov 13
Total with taxes and fees
B&B Il Corso
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

9. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
$173 nightly
The price is $192
Oct 19 - Oct 20
Total with taxes and fees
Riserva di Fizzano Residence
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

10. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
$162 nightly
The price is $179
Oct 21 - Oct 22
Total with taxes and fees
Villa di Sotto
A stone building with multiple windows and a chimney.

11. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
$128 nightly
The price is $145
Nov 8 - Nov 9
Total with taxes and fees
Agriturismo La Ferrozzola
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

12. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (222 reviews)
$129 nightly
The price is $147
Nov 15 - Nov 16
Total with taxes and fees
Il Battistero Siena - Residenza d'Epoca
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

13. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
$318 nightly
The price is $354
Oct 20 - Oct 21
Total with taxes and fees
Terre di Baccio
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

14. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (56 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
$127 nightly
The price is $144
Nov 1 - Nov 2
Total with taxes and fees
Guild Living Siena Senior Resort & Residence
A bathroom with a window view of a historic building and a tiled roof.

15. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (490 reviews)
"Very friendly staff and great location close to the center of town. Breakfast was a nice touch and just what we needed to start the day. Would recommend!"
United States
Jacob
$111 nightly
The price is $127
Nov 2 - Nov 3
Total with taxes and fees
Siena Vip
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

16. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (116 reviews)
"Hamza is so helpful!! Finding the property is a little tricky, but he helped every step of the way! He also provided excellent dining suggestions and a great cooking class!"
United States
Charles
$167 nightly
The price is $189
Nov 10 - Nov 11
Total with taxes and fees
PALAZZO DEL PAPA
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

17. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (254 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
$128 nightly
The price is $145
Nov 2 - Nov 3
Total with taxes and fees
La Terrazza Sul Campo Rooming House
A table with two wine glasses, a bottle, and a book.

18. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (99 reviews)
"Place was great, beautiful, modern, well maintained and staff was very helpful. I didn’t like that it is far from everything, far from train station, not too many options for food in the vicinity."
United States
Waleska
$66 nightly
The price is $77
Oct 25 - Oct 26
Total with taxes and fees
Domus il Palio B&B
A rustic stone building with a courtyard.

19. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (57 reviews)
"Very nice place close to"
Canada
Annie
$96 nightly
The price is $111
Oct 21 - Oct 22
Total with taxes and fees
Fullino Nero
A bedroom with a double bed, a dresser, a nightstand, and a door leading to another room.

20. Apartment 'La Casa Della Gina' with Wi-Fi

Apartment 'La Casa Della Gina' with Wi-Fi
Castellina in Chianti
10.0 out of 10, Exceptional, (1 review)
"We loved our 13 night stay in Castellina in Chianti! The apartment was clean, spacious and well appointed! From the apartment you step out right onto the pedestrian street with shops, bars and restaurants. The grocery is a couple of minutes walking and everyone in town is so friendly! The host is very friendly and helpful and things could not have been better! I highly recommend the apartment for your stay in Tuscany and we were sad to leave!"
United States
Diane W.
$539 nightly
The price is $543
Oct 20 - Oct 21
Total with taxes and fees
Apartment 'La Casa Della Gina' with Wi-Fi
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 Vagliagli Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Amazing beautiful hotel in historic palace! Love it!"
Chunhua 2-night trip
Posted 2 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Vagliagli

Everything you need to know about Vagliagli 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 Vagliagli 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 Vagliagli vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Vagliagli vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Vagliagli. 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 Vagliagli 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 $55 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 Vagliagli rentals

At Expedia, we put the best Vagliagli 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 Vagliagli 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 Vagliagli 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 Vagliagli. 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

Can I find a vacation rental in Vagliagli?

Yes, you can find vacation rentals near popular points of interest in Vagliagli, or you can choose a more secluded option if you'd like a relaxing place to stay. Vagliagli is known for its wineries and local tours. Make sure you have time to check out the restaurants while you're in the area.

What's the top vacation rental in Vagliagli?

Borgo Argiano: This vacation home rental outside of Vagliagli 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 Vagliagli?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Vagliagli stay.

What can I see and do in Vagliagli?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Terme Antica Querciolaia. In the larger area, you’ll find Fattoria della Aiola Winery and Meleto Castle.

What are vacation rentals like in Vagliagli?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Vagliagli. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.