San Leonino Holiday Rentals

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Holiday Rentals in San Leonino

Relais Villa Olmo

Impruneta
9.4 out of 10, Exceptional, (227)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
The price is NZ$303
includes taxes & fees
19 Nov - 20 Nov
Relais Villa Olmo

PALAZZO DEL PAPA

Siena City Centre
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is NZ$259
includes taxes & fees
18 Nov - 19 Nov
PALAZZO DEL PAPA

Palazzo al Torrione 2

San Gimignano City Centre
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is NZ$231
includes taxes & fees
20 Nov - 21 Nov
Palazzo al Torrione 2

Al Mercato B&B

Siena City Centre
9.0 out of 10, Wonderful, (95)
"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 NZ$152
includes taxes & fees
17 Nov - 18 Nov
Al Mercato B&B

Sportland

Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

La Terrazza Sul Campo Rooming House

Siena City Centre
9.8 out of 10, Exceptional, (239)
"Great stay"
United States
Mary
La Terrazza Sul Campo Rooming House

Domus il Palio B&B

Ravacciano
9.2 out of 10, Wonderful, (81)
"We stayed here for one night. The room was clean but not very welcoming. For being a B&B, there was no breakfast and the shared kitchen had signs telling guests not to touch anything. The location is on a fairly busy street but the room was quiet. We didn’t see any staff other than the cleaning crew when we left. Easy check-in, and the video they sent with the check-in information was very helpful. It’s about a 15 minute hilly walk up to the old historic part of town. "
United States
Sheri
Domus il Palio B&B

Siena Vip

Siena City Centre
9.2 out of 10, Wonderful, (417)
"Mona and staff were great!"
United States
Patrick
The price is NZ$210
includes taxes & fees
16 Nov - 17 Nov
Siena Vip

Il Battistero Siena - Residenza d'Epoca

Siena City Centre
9.6 out of 10, Exceptional, (187)
"Staff was very nice and helpful."
United States
Steven
The price is NZ$288
includes taxes & fees
14 Nov - 15 Nov
Il Battistero Siena - Residenza d'Epoca

Regis Condo

Siena City Centre
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo

Antica Pieve B&B

Barberino Tavarnelle
9.4 out of 10, Exceptional, (14)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is NZ$223
includes taxes & fees
3 Dec - 4 Dec
Antica Pieve B&B

B&B Dei Rossi

Siena City Centre
8.2 out of 10, Very good, (18)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
The price is NZ$141
includes taxes & fees
16 Nov - 17 Nov
B&B Dei Rossi

Exclusive Stone Tower.

Casciano
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
The price is NZ$287
includes taxes & fees
14 Nov - 15 Nov
Exclusive Stone Tower.

Piazza Paradiso Accomodation

Siena City Centre
9.2 out of 10, Wonderful, (155)
"Clean room and contactless check in. It is in a great location to walk around town"
Canada
Tonya
Piazza Paradiso Accomodation

Tuscasì Aparthotel

Sovicille
9.0 out of 10, Wonderful, (24)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is NZ$152
includes taxes & fees
16 Nov - 17 Nov
Tuscasì Aparthotel

Casa di Campagna in Toscana

Sovicille
9.4 out of 10, Exceptional, (18)
"Beautiful property in the middle of nature with an excellent restaurant and super friendly staff."
United States
Matt
Casa di Campagna in Toscana

La Coroncina Lodging

Siena
10.0 out of 10, Exceptional, (42)
"The property was spacious and could support 4 people. The washer was handy mid trip. The breakfast was tasty. The only drawback was that the property is a bit of a trek from the city center. It was difficult to get a taxi, even when calling via phone. The busses shut down rather early compared to Italian dinner time, so getting home in the evening was tricky."
United States
Nicole
The price is NZ$163
includes taxes & fees
19 Nov - 20 Nov
La Coroncina Lodging

Fullino Nero

Siena
9.6 out of 10, Exceptional, (49)
"The view of vineyards and olive trees."
Canada
Sunil
The price is NZ$197
includes taxes & fees
17 Nov - 18 Nov
Fullino Nero

Villa il Fedino

San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is NZ$321
includes taxes & fees
9 Dec - 10 Dec
Villa il Fedino

Borgo Antico Residence

Certaldo Alto
10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is NZ$193
includes taxes & fees
23 Nov - 24 Nov
Borgo Antico Residence
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 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 favorite 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 depends 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 NZ$145 per night. Entering your travel dates in the search wizard you might find 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 Chianti Sculpture Park. City Hall Castellina In Chianti and Monteriggioni Castle 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.