San Leonino Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for San Leonino vacation rentals

Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is P6,025
P6,909 total
includes taxes & fees
Apr 14 - Apr 15
Il Pozzo di Sant'Andrea
Premium bedding, down comforters, pillowtop beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
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 P4,257
P5,597 total
includes taxes & fees
Apr 19 - Apr 20
Tuscasì Aparthotel
Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (50 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is P6,681
P7,630 total
includes taxes & fees
Apr 17 - Apr 18
Fullino Nero
Terrace/patio

Tenuta Cantona

Tenuta Cantona
Casole d'Elsa
The price is P9,316
P14,257 total
includes taxes & fees
Apr 14 - Apr 15
Tenuta Cantona
Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is P10,352
P11,598 total
includes taxes & fees
Apr 14 - Apr 15
Villa Montecastello
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (21 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
The price is P6,352
P7,199 total
includes taxes & fees
Apr 14 - Apr 15
Casa di Campagna in Toscana
Interior detail

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is P7,638
P8,684 total
includes taxes & fees
Apr 16 - Apr 17
La Coroncina Lodging
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is P3,913
P4,445 total
includes taxes & fees
Apr 14 - Apr 15
Villa Mucellena
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is P10,645
P11,920 total
includes taxes & fees
May 13 - May 14
Antico Borgo Poggiarello
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Great time, perfect property and location."
United States
Christopher
The price is P14,212
P15,915 total
includes taxes & fees
Apr 14 - Apr 15
Ca' Bianca Tuscany Relais
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (29 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
The price is P9,736
P10,709 total
includes taxes & fees
Apr 15 - Apr 16
Villa di Sotto
Aerial view

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (170 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is P5,175
P6,256 total
includes taxes & fees
Apr 20 - Apr 21
Bosco della Spina
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (25 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
The price is P12,083
P13,432 total
includes taxes & fees
May 13 - May 14
Riserva di Fizzano Residence
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is P7,514
P8,406 total
includes taxes & fees
Apr 26 - Apr 27
Palazzo Pacini
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is P4,568
P5,165 total
includes taxes & fees
Apr 19 - Apr 20
Chianti Village Morrocco
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (200 reviews)
"Room was excellent, location was perfect for seeing Siena and restaurant was also excellent"
United Kingdom
John
The price is P9,166
P10,364 total
includes taxes & fees
Apr 16 - Apr 17
Il Battistero Siena - Residenza d'Epoca
Outdoor pool

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is P6,377
P7,366 total
includes taxes & fees
May 4 - May 5
Casa Vacanze Le Case
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is P9,868
P15,848 total
includes taxes & fees
May 13 - May 14
Borgo Il Poggiaccio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Leonino Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"It would be nice to have a small gym."
Robyn 2-night trip
Posted 15 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about San Leonino

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

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

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

Frequently asked questions

Are there vacation rentals in San Leonino?

Yes, there are vacation rentals near top sights in San Leonino, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in San Leonino?

Borgo Argiano: This vacation home rental outside of San Leonino 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 espresso maker. You can relax into your vacation 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 larger area.

What’s a vacation rental in San Leonino like?

A vacation rental is a private property you can stay in for several days or longer in San Leonino. Vacation rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.