Search Holiday Rentals in San Leonino

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Top Holiday Rentals in San Leonino

Aerial view
Relais Villa Olmo

Residence in Impruneta

9.4 out of 10, Exceptional, (227)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
Relais Villa Olmo
Birthday party area
Siena Vip

Townhouse in Siena City Centre

9.2 out of 10, Wonderful, (420)
"A great location!"
Canada
Cheryl
Siena Vip
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
The price is 3.313.408 ₫
3.767.678 ₫ total
includes taxes & fees
12 Dec - 13 Dec
PALAZZO DEL PAPA
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

Townhouse in Siena City Centre

9.8 out of 10, Exceptional, (190)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
Exterior detail
Villa il Fedino

Townhouse in San Casciano in Val di Pesa

9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is 3.829.763 ₫
4.335.516 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa il Fedino
Balcony
Palazzo al Torrione 2

Townhouse in San Gimignano City Centre

9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is 2.469.325 ₫
3.637.229 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Palazzo al Torrione 2
Apartment, 2 Bedrooms | Premium bedding, down duvets, in-room safe, blackout curtains
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
Terre di Baccio
Royal Apartment | View from room
Tuscasì Aparthotel

Aparthotel in Sovicille

9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 1.851.094 ₫
2.128.285 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Tuscasì Aparthotel
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

9.6 out of 10, Exceptional, (191)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Terrace/patio
Casa di Campagna in Toscana

Townhouse in Sovicille

9.4 out of 10, Exceptional, (18)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana
Standard Double Room (with Toilet) | Living area | 24-inch LED TV with satellite channels, TV
Palazzo Masi

Townhouse in Siena City Centre

8.8 out of 10, Excellent, (84)
"Very friendly and attentive, a very clean place and its location is excellent. "
United States
Gloria
The price is 2.511.376 ₫
2.885.228 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Palazzo Masi
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
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
The price is 5.022.640 ₫
5.647.680 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Residenza d'Epoca Palazzo Borghesi
Quadruple Room, City View | Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

Townhouse in Siena City Centre

9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is 1.718.216 ₫
2.282.921 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Al Mercato B&B
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
Exterior
Sportland

Townhouse in Colle di Val d'Elsa

7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Lobby lounge
ApartHotel Anghel

Apartment in Siena

8.4 out of 10, Very good, (334)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is 1.825.849 ₫
2.131.210 ₫ total
includes taxes & fees
10 Dec - 11 Dec
ApartHotel Anghel
Restaurant
B&B Dei Rossi

Townhouse in Siena City Centre

8.2 out of 10, Very good, (18)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
The price is 2.034.169 ₫
2.360.362 ₫ total
includes taxes & fees
9 Dec - 10 Dec
B&B Dei Rossi
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
Exterior detail
B&B Palazzo Tortoli

Townhouse in San Gimignano City Centre

9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is 3.234.022 ₫
3.710.894 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
B&B Palazzo Tortoli
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

Hotel Italia

Hotel Italia

10/10 Excellent
"This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended"
Phil 1-night trip
Posted 4 days ago
Hotel Italia

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 Chianti Sculpture Park. 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.