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San Leolino Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for San Leolino holiday rentals

Outdoor pool

1. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is HK$1,257
HK$1,383 total
includes taxes & fees
29 Sept - 30 Sept
Villa di Sotto
Outdoor dining

2. Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (4 reviews)
"Pros: Guido og Angela var helt fantastiske værter og deres medhjælper sørgede godt for os med friske grøntsager fra haven. Poolen var perfekt og altid ren og pæn. For os var det helt perfekt vi kun var to familier og at der var ro Cons: Vi har ingen kritik punkter ☺️"
Denmark
Anonymous traveller
The price is HK$3,379
HK$3,769 total
includes taxes & fees
20 Sept - 21 Sept
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Aerial view

3. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
The price is HK$1,393
HK$1,569 total
includes taxes & fees
13 Sept - 14 Sept
Villa Curina Resort
Outdoor dining

4. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is HK$1,961
HK$2,193 total
includes taxes & fees
3 Sept - 4 Sept
Castello di Gargonza
Lobby

5. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (25 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is HK$1,536
HK$1,689 total
includes taxes & fees
31 Aug - 1 Sept
Villa Cassia di Baccano
View from room

6. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is HK$1,263
HK$1,417 total
includes taxes & fees
31 Aug - 1 Sept
Casa Vacanze Le Fornaci
Exterior

7. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is HK$933
HK$1,026 total
includes taxes & fees
4 Sept - 5 Sept
Locanda Antico Borgo
Pool

8. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is HK$857
HK$961 total
includes taxes & fees
1 Sept - 2 Sept
Borgo di Erboli
Property grounds

9. 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 HK$2,502
HK$2,789 total
includes taxes & fees
30 Aug - 31 Aug
Ca' Bianca Tuscany Relais
Pool

10. Casale Rosennano Apartment – Shared Garden, Wi-Fi, Medieval Setting

Casale Rosennano Apartment – Shared Garden, Wi-Fi, Medieval Setting
Rosennano
The price is HK$2,183
HK$2,220 total
includes taxes & fees
31 Aug - 1 Sept
Casale Rosennano Apartment – Shared Garden, Wi-Fi, Medieval Setting
Property entrance

11. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is HK$991
HK$1,090 total
includes taxes & fees
30 Aug - 31 Aug
Palazzo Tarlati Residenza d'Epoca
Exterior

12. 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 HK$1,184
HK$1,375 total
includes taxes & fees
30 Aug - 31 Aug
L' Eroico
Front of property

13. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is HK$1,313
HK$1,444 total
includes taxes & fees
28 Sept - 29 Sept
Relais Villa Belpoggio - Residenza d'Epoca
Interior

14. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is HK$713
HK$821 total
includes taxes & fees
9 Sept - 10 Sept
Villa Fontis Rapolano
Private spa tub

15. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is HK$1,012
HK$1,149 total
includes taxes & fees
30 Aug - 31 Aug
DormiVeglia B&B
Breakfast area

16. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is HK$2,337
HK$2,607 total
includes taxes & fees
31 Aug - 1 Sept
Terre di Baccio
Pool

17. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is HK$693
HK$817 total
includes taxes & fees
30 Aug - 31 Aug
iConic Wellness Resort
Spa

18. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is HK$2,006
HK$2,262 total
includes taxes & fees
21 Sept - 22 Sept
2 Cuori e 1 Yurta Glamping in Toscana
Room amenity

19. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is HK$888
HK$1,013 total
includes taxes & fees
30 Aug - 31 Aug
Siena Vip
Room

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

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (3 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is HK$1,308
HK$1,535 total
includes taxes & fees
30 Aug - 31 Aug
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
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 Leolino Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Wonderful hotel hopefully be back"
susan 2-night trip
Posted 11 hours ago
Palazzo Ravizza

Find out more about San Leolino

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

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Frequently asked questions

Can I find a holiday rental in San Leolino?

Yes, there are holiday rentals close to the most popular sights in San Leolino, 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 Leolino has to offer?

Borgo Argiano: This holiday home rental outside of San Leolino 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 an espresso maker. You can relax into your holiday 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 Terme Antica Querciolaia. In the wider area, you’ll find Cantalici Winery and Castle of Brolio.

What’s a holiday rental in San Leolino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Leolino. Holiday rentals feature amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.