Default HTG hotel image

Search Holiday Rentals in San Leonino

  • 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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for San Leonino holiday rentals

Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (77 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 ฿10,338
฿11,524 total
includes taxes & fees
4 Jul - 5 Jul
Terre di Baccio
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (115 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is ฿2,630
฿2,969 total
includes taxes & fees
7 Jul - 8 Jul
Chianti Village Morrocco
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (248 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is ฿6,399
฿7,152 total
includes taxes & fees
22 Jul - 23 Jul
Relais Villa Olmo
Reception

Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is ฿4,232
฿4,731 total
includes taxes & fees
16 Jul - 17 Jul
Borgo di Erboli
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (101 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is ฿8,380
฿9,370 total
includes taxes & fees
4 Jul - 5 Jul
Villa il Fedino
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (33 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ฿8,288
฿9,193 total
includes taxes & fees
10 Jul - 11 Jul
Riserva di Fizzano Residence
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is ฿10,454
฿11,651 total
includes taxes & fees
3 Jul - 4 Jul
Ca' Bianca Tuscany Relais
Exterior

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is ฿3,779
฿4,309 total
includes taxes & fees
15 Jul - 16 Jul
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 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 ฿10,716
฿12,091 total
includes taxes & fees
3 Jul - 4 Jul
Borgo Argenina
Garden view

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is ฿2,954
฿3,477 total
includes taxes & fees
19 Jul - 20 Jul
Villa San Filippo
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is ฿4,036
฿4,515 total
includes taxes & fees
3 Jul - 4 Jul
Villa Mucellena
Indoor pool, seasonal outdoor pool, pool umbrellas, pool 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 ฿5,675
฿6,242 total
includes taxes & fees
20 Jul - 21 Jul
Villa di Sotto
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is ฿4,707
฿5,254 total
includes taxes & fees
5 Jul - 6 Jul
Palazzo Pacini
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (69 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 ฿6,439
฿7,386 total
includes taxes & fees
6 Jul - 7 Jul
Villa Curina Resort
Outdoor dining

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (83 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is ฿4,424
฿5,018 total
includes taxes & fees
3 Jul - 4 Jul
B&B La Fonte del Machiavelli
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
The price is ฿4,866
฿5,467 total
includes taxes & fees
4 Jul - 5 Jul
Casa di Campagna in Toscana
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ฿1,676
฿1,920 total
includes taxes & fees
12 Jul - 13 Jul
Sportland
Premium bedding, down duvets, pillow-top beds, individually furnished

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (27 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ฿2,492
฿3,234 total
includes taxes & fees
10 Jul - 11 Jul
Tuscasì Aparthotel
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
The price is ฿5,534
฿6,201 total
includes taxes & fees
8 Jul - 9 Jul
Hu Norcenni Girasole Village
Seasonal outdoor pool, pool loungers

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (4 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is ฿4,588
฿5,161 total
includes taxes & fees
3 Jul - 4 Jul
Residence Arianna
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 San Leonino Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Great Siena spot just on outskirts of the historic city. Easy uphill walk to the main sites and dinning options. Room was excellent. Breakfast very good. On site parking was essential. Staff all pleasant and helpful. Enjoyed a wine on the terrace to watch an amazing thunder storm rolling around for over an hour."
Shane 1-night trip
Posted 5 hours ago
Hotel Athena

Find out more about San Leonino

Search for holiday rentals in San Leonino on Expedia! You can easily find your home rentals, villas, holiday apartments in San Leonino using one of the methods below:

  • View our selection of featured holiday rentals in San Leonino
  • Use the map to find apartments and other holiday homes in the San Leonino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Leonino while they last

Look no further and take a look at our great range of rental properties in San Leonino!

Frequently asked questions

Are there holiday rentals in San Leonino?

Yes, there are holiday rentals close to the most popular sights in San Leonino, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Leonino has to offer?

Borgo Argiano: This holiday home rental outside of San Leonino is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

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

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Chianti Sculpture Park. Archaeological Museum of Chianti and City Hall Castellina In Chianti are a couple of places you'll find in the wider area.

What’s a holiday rental in San Leonino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Leonino. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.