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San Leolino Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for San Leolino vacation rentals

Outdoor dining

Villa Socini

Villa Socini
Camollia
2.8 out of 10, (3 reviews)
Villa Socini
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (93 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is ￥12,189
￥14,147 total
includes taxes & fees
Jul 5 - Jul 6
Domus il Palio B&B
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (68 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
The price is ￥27,719
￥31,968 total
includes taxes & fees
Jun 24 - Jun 25
Villa Curina Resort
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ￥13,261
￥14,957 total
includes taxes & fees
Jun 26 - Jun 27
Artisti del Cavallo Tourism
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (37 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ￥18,884
￥21,880 total
includes taxes & fees
Jun 24 - Jun 25
iConic Wellness Resort
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (212 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is ￥20,523
￥23,314 total
includes taxes & fees
Jul 15 - Jul 16
Il Battistero Siena - Residenza d'Epoca
Reception

Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is ￥17,409
￥19,519 total
includes taxes & fees
Jul 24 - Jul 25
Borgo di Erboli
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is ￥14,089
￥16,237 total
includes taxes & fees
Jun 25 - Jun 26
Mariani Bed & Breakfast
Breakfast, lunch and dinner served

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is ￥27,906
￥31,435 total
includes taxes & fees
Jun 24 - Jun 25
La Locanda di Pietracupa
Front of property

RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is ￥12,917
￥15,132 total
includes taxes & fees
Jul 23 - Jul 24
RESIDENCE LECCIO
Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ￥27,193
￥29,912 total
includes taxes & fees
Jul 8 - Jul 9
Villa Cassia di Baccano
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is ￥65,698
￥73,745 total
includes taxes & fees
Jun 24 - Jun 25
Borgo Argenina
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (458 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is ￥21,109
￥23,959 total
includes taxes & fees
Jul 17 - Jul 18
Siena Vip
Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.6 out of 10, Excellent, (63 reviews)
"Very friendly staff. Great breakfast! In alla very nice!"
Sweden
martin
The price is ￥14,836
￥17,060 total
includes taxes & fees
Jul 14 - Jul 15
Villa Il Palagio
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (34 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is ￥25,680
￥28,248 total
includes taxes & fees
Jul 10 - Jul 11
Villa di Sotto
Outdoor pool

Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very Good, (53 reviews)
"The facilities were great, including access to the swimming pool. The staff were very friendly and helpful. Breakfast options were good. Parking on site. Villa is a 10 minute drive to two lovely Tuscan towns (Greve and Panzano). Would stay here again - it was so atmospheric! "
United Kingdom
Rachel
The price is ￥20,142
￥22,895 total
includes taxes & fees
Jun 24 - Jun 25
Villa Rosa Panzano
Double Room (Ginevra) | View from room

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Pleasant place"
France
Claude
The price is ￥19,239
￥21,902 total
includes taxes & fees
Jun 24 - Jun 25
A Casa Mastacchi
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (75 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is ￥50,306
￥56,075 total
includes taxes & fees
Jun 25 - Jun 26
Terre di Baccio
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.6 out of 10, Exceptional, (205 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is ￥18,689
￥21,297 total
includes taxes & fees
Jul 9 - Jul 10
B&B Il Corso
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (321 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
Hu Norcenni Girasole Village
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 San Leolino Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"I would absolutely recommend Castello Vicchiomaggio! Our room was magnificent and much larger than anticipated— very clean, had all the extras we needed (hair dryer/iron/etc), and the air conditioning worked great! The property is gorgeous and the view is unbeatable. In addition to visiting the tasting room on the property, we also visited several wineries in the area throughout our stay (Antinori and Castello Verrazzano) and it was a great home base. We enjoyed dinner at the restaurant one night (delicious!) and the included breakfast was a great perk. The pool area is also very nice and they provided a pool bag and extra towels in our room to use there. We were also very charmed by the sweet cat that lives on the grounds and the birds (house martins) that were in the area during the time of our stay! The staff was always helpful and kind— I have nothing but great things to say. One warning: our room was on the third floor of the building and there are no elevators. Luckily my husband was with me and able to haul our luggage up the tight stairs. If you have mobility issues, I would recommend asking for a room on a lower floor."
Taylor 2-night trip
Posted 23 hours ago
Castello Vicchiomaggio

Find out more about San Leolino

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Frequently asked questions

Can I find a vacation rental in San Leolino?

Yes, you can find vacation rentals near the most popular sights in San Leolino, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in San Leolino?

Farmhouse in the heart of the real chiantishire: Visitors like this San Leolino vacation home rental. It is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in San Leolino?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Chianti Sculpture Park. In the larger area, you’ll find Villa a Sesta Polo Club and Castle of Brolio.

What’s a vacation rental in San Leolino like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in San Leolino. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. 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 family trip.