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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for San Leonino holiday rentals

Lounge

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 2.332.177 ₫
2.685.413 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Mariani Bed & Breakfast
Aerial view

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 6.284.604 ₫
6.973.073 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Riserva di Fizzano Residence
Exterior

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 4.570.050 ₫
5.267.584 ₫ total
includes taxes & fees
16 Sept - 17 Sept
Borgo Argenina
Panoramic Apartment (2) | Terrace/patio

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 3.645.517 ₫
4.190.466 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Casa Vacanze Squarcialupi
Pool

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 3.368.619 ₫
3.825.589 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Residenzia del Sogno
Property grounds

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 1.651.594 ₫
1.936.772 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Domus il Palio B&B
Studio, Patio, Ground Floor | Terrace/patio

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 2.600.801 ₫
2.980.959 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Fullino Nero
Outdoor pool

8. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is 4.153.608 ₫
4.568.969 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
Aerial view

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 4.602.709 ₫
5.182.998 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Villa Curina Resort
Room amenity

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 3.107.115 ₫
3.537.844 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Siena Vip
Terrace/patio

11. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (101 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is 4.000.543 ₫
4.460.607 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Palazzo Pacini
Suite

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 5.004.116 ₫
5.624.546 ₫ total
includes taxes & fees
5 Oct - 6 Oct
La Terrazza Sul Campo Rooming House
Breakfast meal

13. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (208 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 3.191.401 ₫
3.630.559 ₫ total
includes taxes & fees
27 Sept - 28 Sept
B&B Il Corso
Outdoor pool

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 3.723.198 ₫
4.215.536 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Guild Living Siena Senior Resort & Residence
Pool

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 3.279.913 ₫
3.728.198 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Villa Rosa Panzano
Property grounds

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 7.411.141 ₫
8.272.273 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Ca' Bianca Tuscany Relais
Exterior

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 2.182.236 ₫
2.520.388 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Villa le Camelie Siena
Garden view

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 3.118.650 ₫
3.610.543 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Villa San Filippo
Exterior

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 2.731.239 ₫
3.124.381 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Il Pozzo di Sant'Andrea
Exterior

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 4.244.454 ₫
4.909.056 ₫ total
includes taxes & fees
23 Sept - 24 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.
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Top San Leonino Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."
David 3-night trip
Posted 5 hours ago
Castello di Spaltenna- Small Luxury Hotels of the World

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’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 Val di Merse. 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.