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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for San Leolino holiday rentals

Free daily buffet breakfast

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (71 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Lobby

Townhouse in Loro Ciuffenna

Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ฿3,746
฿4,121 total
includes taxes & fees
28 Jan - 29 Jan
Villa Cassia di Baccano
Breakfast, lunch, dinner served; Regional cuisine

Townhouse in Barberino Tavarnelle

La Locanda di Pietracupa
9.4 out of 10, Exceptional, (35 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
Exterior

Townhouse in Gaiole in Chianti

L' Eroico
10.0 out of 10, Exceptional, (12 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Exterior

Townhouse in Arezzo

THE MONNA LISA RESORT
9.2 out of 10, Wonderful, (9 reviews)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
THE MONNA LISA RESORT
24-inch flat-screen TV with digital channels, TV

Apartment in Siena City Centre

Palazzo Lenzi
9.0 out of 10, Wonderful, (2 reviews)
"Very very nice. Enjoyed our stay. Air conditioning did not work well so a bit hot. But overall very nice. "
United States
Daniel
The price is ฿10,804
฿12,030 total
includes taxes & fees
18 Jan - 19 Jan
Palazzo Lenzi
Front of property

Townhouse in Subbiano

Villa La Ginestra
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra
Tasting room

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (196 reviews)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Front of property

Apartment in Siena City Centre

Casa Ciseri
9.8 out of 10, Exceptional, (9 reviews)
"Very nice stay!"
United States
Danielle
The price is ฿8,186
฿9,150 total
includes taxes & fees
18 Jan - 19 Jan
Casa Ciseri
Apartment | Exterior

Apartment in Barberino Tavarnelle

Beautiful Lux Apartment Chianti Firenze Area Italy
The price is ฿13,950
฿17,055 total
includes taxes & fees
23 Jan - 24 Jan
Beautiful Lux Apartment Chianti Firenze Area Italy
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239 reviews)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Exterior

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ฿2,645
฿2,982 total
includes taxes & fees
17 Jan - 18 Jan
Artisti del Cavallo Tourism
Daily continental breakfast (EUR 20 per person)

Residence in Siena City Centre

Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (116 reviews)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is ฿4,640
฿5,249 total
includes taxes & fees
20 Jan - 21 Jan
Residenza d'Epoca Palazzo Borghesi
Exterior

Townhouse in Siena City Centre

PALAZZO DEL PAPA
9.6 out of 10, Exceptional, (97 reviews)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ฿4,474
฿5,067 total
includes taxes & fees
30 Jan - 31 Jan
PALAZZO DEL PAPA
Exterior

Townhouse in Castiglion Fiorentino

San Michele al Borgo
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ฿3,480
฿3,974 total
includes taxes & fees
18 Jan - 19 Jan
San Michele al Borgo
Exterior

Aparthotel in Siena City Centre

The Balcony Suite -Piazza del Campo View
9.2 out of 10, Wonderful, (16 reviews)
"Perfect location to explore Siena, right on the Campo. The apartment was warm and comfortable. As to be expected in such a central location, the noise & music from then restaurants on the piazza was loud till the early hours on Saturday night (so bring earplugs) but the other night was fine. "
Australia
Nicola
The price is ฿5,090
฿5,854 total
includes taxes & fees
19 Jan - 20 Jan
The Balcony Suite -Piazza del Campo View
Room amenity

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (423 reviews)
"The staff was great and the location was ideal to explore the Tuscany area"
United States
Juan
Siena Vip
Property grounds

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (82 reviews)
"Great service Thanks "
Canada
Nelson
Domus il Palio B&B
Triple Room, Balcony, City View | Desk, iron/ironing board, free WiFi, bed sheets

Townhouse in Siena City Centre

Al Mercato B&B
9.0 out of 10, Wonderful, (96 reviews)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is ฿2,041
฿2,711 total
includes taxes & fees
22 Jan - 23 Jan
Al Mercato B&B
Superior Double Room, 1 Queen Bed, Private Bathroom, City View | Egyptian cotton sheets, premium bedding, down duvets, minibar

Townhouse in Siena City Centre

B&B Palazzo del Magnifico
9.8 out of 10, Exceptional, (63 reviews)
"Excellent host and location!"
United States
Kimberly
B&B Palazzo del Magnifico
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

Villa del Sole Siena

Villa del Sole Siena

10/10 Excellent
"The property is in a great location. The hotel staff is awesome. The room was perfect, we had a great stay and I would highly recommend this hotel. "
Anurag 1-night trip
Posted 6 days ago
Villa del Sole Siena

Find out more about San Leolino

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

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

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

Frequently asked questions

Can I find a holiday rental in San Leolino?

Yes, there are holiday rentals close to the most popular sights in San Leolino, 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 Leolino has to offer?

Borgo Argiano: This holiday home rental outside of San Leolino 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 a coffee maker. You can relax into your holiday with a garden and a library.

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 wider area, you’ll find Villa a Sesta Polo Club and Cantalici Winery.

What’s a holiday rental in San Leolino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Leolino. Holiday rentals feature amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.