San Leonino Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for San Leonino holiday rentals

Townhouse in Sovicille

Casa di Campagna in Toscana
9.4 out of 10, Exceptional, (20 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana

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 AU$229
includes taxes & fees
6 Feb - 7 Feb
PALAZZO DEL PAPA

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (424 reviews)
"The staff was great and the location was ideal to explore the Tuscany area"
United States
Juan
Siena Vip

Townhouse in Colle di Val d'Elsa

Sportland
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

Residence in Siena City Centre

Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (116 reviews)
"What a gold mine , perfect location with friendly staff , beautiful hotel "
United States
Malinda
The price is AU$279
includes taxes & fees
27 Jan - 28 Jan
Residenza d'Epoca Palazzo Borghesi

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
The price is AU$539
includes taxes & fees
29 Jan - 30 Jan
Terre di Baccio

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

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

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

Aparthotel in San Prospero

San Prospero Suite
10.0 out of 10, Exceptional, (1 review)
"Amazingly decorated apartment in Siena with great view and a lovely bottle of wine for welcoming us. Thank you! "
Greece
Anonymous traveller
San Prospero Suite

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

Townhouse in San Gimignano City Centre

B&B Palazzo Tortoli
9.2 out of 10, Wonderful, (59 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is AU$212
includes taxes & fees
27 Jan - 28 Jan
B&B Palazzo Tortoli

Aparthotel in San Gimignano City Centre

La Casa di Ines
9.6 out of 10, Exceptional, (7 reviews)
"Love this town. Location is great "
United States
William
The price is AU$127
includes taxes & fees
27 Jan - 28 Jan
La Casa di Ines

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (98 reviews)
"Great people, great location great service"
Canada
James
The price is AU$215
includes taxes & fees
27 Jan - 28 Jan
Villa il Fedino

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is AU$194
includes taxes & fees
4 Feb - 5 Feb
Palazzo al Torrione 2

Aparthotel in Siena Historical Center

Villa Liberty TownHouse
10.0 out of 10, Exceptional, (4 reviews)
"Amazing place in a perfect location. "
Canada
Ben
The price is AU$575
includes taxes & fees
26 Feb - 27 Feb
Villa Liberty TownHouse

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (82 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B

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 AU$753
includes taxes & fees
5 Feb - 6 Feb
Palazzo Lenzi

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

Aparthotel in Sovicille

Tuscasì Aparthotel
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$129
includes taxes & fees
31 Jan - 1 Feb
Tuscasì Aparthotel
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Leonino Hotel Reviews

Find out more about San Leonino

Everything you need to know about San Leonino holiday rentals

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

San Leonino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Leonino. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Leonino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Leonino holiday rentals we have selected for you start as low as AU$127 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Leonino rentals

At Expedia, we put the best San Leonino holiday 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 San Leonino 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 San Leonino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Leonino. 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 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 a coffee maker. 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 Val di Merse. Monteriggioni Castle and University for Foreigners of Siena 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.