Default HTG hotel image

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for San Leonino holiday rentals

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

1. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is S$132
includes taxes & fees
7 Oct - 8 Oct
Mariani Bed & Breakfast
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

2. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is S$297
includes taxes & fees
14 Sept - 15 Sept
Riserva di Fizzano Residence
A stone building with a garden in front.

3. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is S$257
includes taxes & fees
16 Sept - 17 Sept
Borgo Argenina
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

4. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is S$201
includes taxes & fees
20 Sept - 21 Sept
Casa Vacanze Squarcialupi
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

5. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is S$184
includes taxes & fees
16 Sept - 17 Sept
Residenzia del Sogno
A table with two wine glasses, a bottle, and a book.

6. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is S$101
includes taxes & fees
7 Oct - 8 Oct
Domus il Palio B&B
A rustic stone building with a courtyard.

7. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (55 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is S$146
includes taxes & fees
20 Sept - 21 Sept
Fullino Nero
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

8. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is S$224
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
A villa with a swimming pool, outdoor seating, and a tennis court.

9. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (79 reviews)
"Unique property good value staff was great. Nice location to other areas"
United States
Joe
The price is S$234
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
A bathroom with a window view of a historic building and a tiled roof.

10. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (478 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is S$173
includes taxes & fees
14 Oct - 15 Oct
Siena Vip
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

11. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is S$218
includes taxes & fees
1 Oct - 2 Oct
Palazzo Pacini
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

12. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is S$276
includes taxes & fees
5 Oct - 6 Oct
La Terrazza Sul Campo Rooming House
A bakery display with pastries and a coffee station.

13. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (207 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is S$178
includes taxes & fees
27 Sept - 28 Sept
B&B Il Corso
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

14. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (49 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is S$198
includes taxes & fees
5 Oct - 6 Oct
Guild Living Siena Senior Resort & Residence
A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

15. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is S$182
includes taxes & fees
3 Oct - 4 Oct
Villa Rosa Panzano
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

16. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is S$447
includes taxes & fees
16 Sept - 17 Sept
Ca' Bianca Tuscany Relais
A building with a sign reading 'Villa Le Camelie' and multiple flags.

17. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is S$123
includes taxes & fees
1 Oct - 2 Oct
Villa le Camelie Siena
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

18. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.8 out of 10, Excellent, (52 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is S$177
includes taxes & fees
23 Sept - 24 Sept
Villa San Filippo
A traditional stone building with a courtyard, a staircase, and potted plants.

19. 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 S$152
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
A stone building with a yellow sign reading "b&b erioico".

20. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is S$231
includes taxes & fees
24 Sept - 25 Sept
L' Eroico
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful room with amazing views, clean and well-maintained. Excellent breakfast."
Anna 1-night trip
Posted 13 hours ago
Palazzo Ravizza

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 kitchenware. 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 Alta Val d'Elsa River Park. City Hall Castellina In Chianti and Terra di Seta 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.