San Leolino Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in San Leolino

Breakfast, lunch, dinner served; Regional cuisine
La Locanda di Pietracupa

Townhouse in Barberino Tavarnelle

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

Townhouse in Siena City Centre

9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
$132 nightly
The price is $149
Nov 23 - Nov 24
Total with taxes and fees
PALAZZO DEL PAPA
Lobby lounge
Villa Cassia di Baccano

Townhouse in Loro Ciuffenna

9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
$134 nightly
The price is $148
Nov 25 - Nov 26
Total with taxes and fees
Villa Cassia di Baccano
Apartment, 2 Bedrooms | 2 bedrooms, premium bedding, down comforters, in-room safe
Terre di Baccio

Townhouse in Greve in Chianti

9.8 out of 10, Exceptional, (71)
"Great hotel in a beautiful location with fantastic staff. "
United Kingdom
Mark
$225 nightly
The price is $252
Nov 20 - Nov 21
Total with taxes and fees
Terre di Baccio
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

9.6 out of 10, Exceptional, (188)
"Great location and friendly staff. "
United States
Parissa
$151 nightly
The price is $171
Nov 20 - Nov 21
Total with taxes and fees
Il Battistero Siena - Residenza d'Epoca
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residence in Siena City Centre

9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
$163 nightly
The price is $184
Nov 26 - Nov 27
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi
Exterior
Old medieval apartment

Apartment in San Donato

9.8 out of 10, Exceptional, (7)
"It was a cute and spacious apartment in an medieval looking building. The owner (Leonardo) was a very receptive and pleasant person."
Canada
Ali
$136 nightly
The price is $140
Nov 20 - Nov 21
Total with taxes and fees
Old medieval apartment
View from property
Relais Villa Belpoggio - Residenza d'Epoca

Residence in Loro Ciuffenna

9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
$163 nightly
The price is $180
Nov 20 - Nov 21
Total with taxes and fees
Relais Villa Belpoggio - Residenza d'Epoca
Front of property
L' Eroico

Townhouse in Gaiole in Chianti

10.0 out of 10, Exceptional, (12)
"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
Interior
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV

Apartment in Toscana

10.0 out of 10, Exceptional, (1)
"The apartment was perfect for what we needed. It was very clean and very comfortable. The beds were comfortable and the bathrooms were quite roomy and even had a place for your shampoo and soap in the shower. "
United States
Wendy T.
$318 nightly
The price is $318
Nov 20 - Nov 21
Total with taxes and fees
Chianti dreaming in Radda-3 independent bedrooms with private bathroom and TV
Fridge, oven, stovetop, dishwasher
TRA LE MURA-central apartment in Siena

Apartment in Siena Historical Center

10.0 out of 10, Exceptional, (7)
"This apartment is great! Very spacious and comfortable for our month long stay in Siena. Rooms are big and high ceilings make it feel even bigger. Fantastic location - easy to walk around to all of the city center. We loved our stay here!"
United States
Laura S.
$201 nightly
The price is $225
Nov 20 - Nov 21
Total with taxes and fees
TRA LE MURA-central apartment in Siena
1 bedroom, WiFi, bed sheets
KAMI-central beautiful apartment over the roofs

Apartment in Siena City Centre

10.0 out of 10, Exceptional, (1)
"A lot of steps, but loved the apartment!"
United States
Catherine A.
$137 nightly
The price is $155
Nov 20 - Nov 21
Total with taxes and fees
KAMI-central beautiful apartment over the roofs
Living area
WHITE HOUSE STALLOREGGI-near the Cathedral.

Apartment in Siena City Centre

9.0 out of 10, Wonderful, (14)
"Beautiful place and excellent location. Noisy at night, specially on Friday evening, given its central location."
United States
ANNE S.
$211 nightly
The price is $237
Nov 20 - Nov 21
Total with taxes and fees
WHITE HOUSE STALLOREGGI-near the Cathedral.
Property grounds
L'OLIVO Tourist Apartment CIN IT051021C2MW8M4HLF

Apartment in Lucignano

10.0 out of 10, Exceptional, (1)
"Auch wenn der Vermieter nicht wirklich englisch spricht, war der check-in völlig problemlos, Kontakt ständig möglich, wertvolle Tipps zur Umgebung erhältlich. Ein herzensguter Vermieter, der uns sogar das Geld zurück gab für den einen Tag der früheren Abreise, die private Gründe hatte. Kleiner Mangel : im 2. Schlafraum kein Insektenschutz und Autobahn ist bei ungüstigem Wind zu hören. Aber das ist Jammer auf hohem Niveau. Wir hatten einen sehr schönen Urlaub und haben uns ins Städtchen verliebt!...
Germany
Ilka R.
$173 nightly
The price is $173
Nov 20 - Nov 21
Total with taxes and fees
L'OLIVO Tourist Apartment CIN IT051021C2MW8M4HLF
Fridge, microwave, oven, stovetop
The small square of the Castellare

Apartment in Siena City Centre

10.0 out of 10, Exceptional, (2)
"Our 2 dat stop in Siena was made extra special because we had the lovely, charming apartment to return home to. So close to everything. Would definitely stay again! "
United States
Julie S.
$190 nightly
The price is $214
Nov 20 - Nov 21
Total with taxes and fees
The small square of the Castellare
Exterior
Il Poggio dell'Eremita

Villa in Sinalunga

10.0 out of 10, Exceptional, (58)
"Amazing property! Could not recommend more."
United States
Annika P.
$157 nightly
The price is $160
Nov 20 - Nov 21
Total with taxes and fees
Il Poggio dell'Eremita
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Villa La Ginestra

Townhouse in Subbiano

9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra
Dining
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cottage in Monteaperti

10.0 out of 10, Exceptional, (2)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
$191 nightly
The price is $197
Nov 20 - Nov 21
Total with taxes and fees
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

Residence in Siena City Centre

9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Terrace/patio
Malvasia holiday home with mini-pool in the center of Greve in Chianti

Apartment in Greve in Chianti

10.0 out of 10, Exceptional, (4)
"Loved our stay here! Check in and out was easy. I can’t wait to come back and visit again."
United States
Amanda Z.
$192 nightly
The price is $197
Nov 20 - Nov 21
Total with taxes and fees
Malvasia holiday home with mini-pool in the center of Greve in Chianti
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

Borgo Grondaie

Borgo Grondaie

10/10 Excellent
"The sta"
Yasel 4-night trip
Posted 2 days ago
Borgo Grondaie

Find out more about San Leolino

Everything you need to know about San Leolino vacation rentals

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

San Leolino vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $97 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Leolino rentals

At Expedia, we put the best San Leolino vacation 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 Leolino 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 Leolino vacation.

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 Leolino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Borgo Argiano: Visitors like this San Leolino vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill 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 vacation 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 larger area, you’ll find Villa a Sesta Polo Club and Cantalici Winery.

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.