San Leolino Vacation Rentals from $88: Search Short-Term Rentals

Q: 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 an electric kettle. You can relax into your vacation with a garden and a library.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for San Leolino vacation rentals

RESIDENCE LECCIO

Asciano

Corey

$89 nightly

Jul 22 - Jul 23

Total with taxes and fees

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Borgo di Erboli

Cavriglia

$119 nightly

Jul 27 - Jul 28

Total with taxes and fees

Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

$178 nightly

Jul 19 - Jul 20

Total with taxes and fees

Riserva di Fizzano Residence

Castellina in Chianti

Janet

$254 nightly

Jul 29 - Jul 30

Total with taxes and fees

Villa Curina Resort

Castelnuovo Berardenga

Dr Anne

$156 nightly

Jul 17 - Jul 18

Total with taxes and fees

Ca' Bianca Tuscany Relais

Siena

Talha

$294 nightly

Jul 29 - Jul 30

Total with taxes and fees

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Castelnuovo Berardenga

Jeremy

$171 nightly

Jul 19 - Jul 20

Total with taxes and fees

Villa le Camelie Siena

Petriccio

Mark

$75 nightly

Jul 20 - Jul 21

Total with taxes and fees

La Coroncina Lodging

Siena

Hassan

$126 nightly

Jul 17 - Jul 18

Total with taxes and fees

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Monteaperti

Ian F.

$189 nightly

Jul 17 - Jul 18

Total with taxes and fees

Villa Fontis Rapolano

Rapolano Terme

Barbara

$69 nightly

Jul 17 - Jul 18

Total with taxes and fees

Borgo Argenina

Gaiole in Chianti

Sasha

$288 nightly

Jul 19 - Jul 20

Total with taxes and fees

2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$292 nightly

Aug 5 - Aug 6

Total with taxes and fees

B&B Il Corso

Siena City Centre

Mario Humberto

$116 nightly

Jul 31 - Aug 1

Total with taxes and fees

Il Pozzo di Sant'Andrea

Siena

Prem

$109 nightly

Jul 26 - Jul 27

Total with taxes and fees

Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Siena

Christian

$99 nightly

Jul 20 - Jul 21

Total with taxes and fees

Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Yongseok

$158 nightly

Aug 1 - Aug 2

Total with taxes and fees

Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

$93 nightly

Jul 22 - Jul 23

Total with taxes and fees

LE BOTTI FIORENTINE

Reggello

$162 nightly

Jul 29 - Jul 30

Total with taxes and fees

Mariani Bed & Breakfast

Castellina in Chianti

Chie

$87 nightly

Jul 22 - Jul 23

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top San Leolino Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Gorgeous hotel, amazing views. Fabulous staff. They made our stay in Siena extra special."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"Borgo refers to something like little village and that’s what this property is. A cluster of beautiful stone buildings and gravel drives surrounded by acres of olive and lavender. Beautifully appointed common and areas in rooms. Excellent restaurant with elevated cuisine. Beautiful pool. Distance skyline view of Sienna, Really no negatives. Would definitely come back."

Hotel Le Fontanelle

10/10 Excellent

"The photos might hint at the quality of the property but don’t really do it justice. The sweeping easterly, vineyard views across to Monti-in-Chianti and up to Brolio are really mesmerizing. Grounds were well kept. Breakfast had the usual Italian selection of good fruits, grains, meats, breads, and sweets. Coupled with a limited menu of ala carte items and rich cappuccinos! Our suite was located about .25mi south of the main building. We enjoyed the walk multiple times per day but grandma might not. The room was nicely appointed with a living room, large bedroom, closet space and two sink bathroom. Stocked mini-fridge and cof/tea selections. Each room had its own outdoor area with a table/chaise to enjoy with coffee or after the pool. The out door pool is not heated (indoor pool is) but very comfortable on the 90 degree days we spent there. Pool service isn’t quite the same as some resorts, as you would go to the bar to order food/beverage and they’d bring it out to your chair setup. A good selection of menu items are available to choose from. Restaurants on site were excellent. Had the Bistecca at Tuscanio and it was perfection while LaColonna’s carpaccio and fusilli dish were both a treat. Staff was friendly though a bit harried. Seemed like they just needed a few more bodies around to smooth out the place. Ilaria at the front desk was really outstanding with her command and knowledge. While Marcella really made the pool with her wry smile and daily daiquiri selection."

Castello di Leonina Relais

8/10 Good

"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."

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 $88 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 an electric kettle. 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 Castle of Brolio.

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.

San Leolino Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for San Leolino vacation rentals

RESIDENCE LECCIO

Borgo di Erboli

Villa Cassia di Baccano

Riserva di Fizzano Residence

Villa Curina Resort

Ca' Bianca Tuscany Relais

Villa di Sotto

Villa le Camelie Siena

La Coroncina Lodging

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Villa Fontis Rapolano

Borgo Argenina

2 Cuori e 1 Yurta Glamping in Toscana

B&B Il Corso

Il Pozzo di Sant'Andrea

Fullino Nero

Il Battistero Siena - Residenza d'Epoca

DormiVeglia B&B

LE BOTTI FIORENTINE

Mariani Bed & Breakfast

Find vacation rentals that suit your style

Top San Leolino Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Find out more about San Leolino

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app