Default HTG hotel image

San Leolino 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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for San Leolino vacation rentals

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

1. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is P9,985
P10,984 total
includes taxes & fees
Sep 21 - Sep 22
Villa di Sotto
Aerial view

2. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
The price is P11,065
P12,460 total
includes taxes & fees
Sep 13 - Sep 14
Villa Curina Resort
Lunch and dinner served

3. 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 P15,574
P17,420 total
includes taxes & fees
Sep 1 - Sep 2
Castello di Gargonza
Lobby

4. 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 P11,410
P12,551 total
includes taxes & fees
Sep 22 - Sep 23
Villa Cassia di Baccano
View from room

5. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
The price is P10,387
P11,642 total
includes taxes & fees
Sep 1 - Sep 2
Casa Vacanze Le Fornaci
Exterior

6. 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 P7,410
P8,151 total
includes taxes & fees
Oct 1 - Oct 2
Locanda Antico Borgo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

7. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is P6,807
P7,632 total
includes taxes & fees
Sep 6 - Sep 7
Borgo di Erboli
Property grounds

8. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
Ca' Bianca Tuscany Relais
Property entrance

9. 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 P7,869
P8,656 total
includes taxes & fees
Sep 4 - Sep 5
Palazzo Tarlati Residenza d'Epoca
Exterior

10. 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 P10,204
P11,801 total
includes taxes & fees
Sep 8 - Sep 9
L' Eroico
Front of property

11. 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 P10,426
P11,469 total
includes taxes & fees
Sep 28 - Sep 29
Relais Villa Belpoggio - Residenza d'Epoca
Interior

12. 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 P5,666
P6,521 total
includes taxes & fees
Sep 9 - Sep 10
Villa Fontis Rapolano
Private spa tub

13. 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 P8,036
P9,128 total
includes taxes & fees
Sep 1 - Sep 2
DormiVeglia B&B
Free daily buffet breakfast

14. 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 P19,121
P21,322 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

15. 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 P7,299
P8,462 total
includes taxes & fees
Sep 2 - Sep 3
iConic Wellness Resort
Spa

16. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is P15,934
P17,960 total
includes taxes & fees
Sep 21 - Sep 22
2 Cuori e 1 Yurta Glamping in Toscana
Room amenity

17. 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 P7,887
P8,965 total
includes taxes & fees
Sep 1 - Sep 2
Siena Vip
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 Leolino Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A lovely hotel, with the significant benefit of having a garden that owns beautiful views of the Tuscan countryside. Priceless and highly recommended!"
Lina 2-night trip
Posted 6 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:

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

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

Frequently asked questions

Can I find a vacation rental in San Leolino?

Yes, you can find vacation rentals near the most popular sights in San Leolino, or you can go with a more remote option if you want a relaxing place to stay.

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

Borgo Argiano: Visitors like this San Leolino vacation home rental. It 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 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 larger area, you’ll find Cantalici Winery and Castle of Brolio.

What’s a vacation rental in San Leolino like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in San Leolino. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.