Default HTG hotel image

San Leolino Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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
$160 nightly
The price is $176
Sep 21 - Sep 22
Total with taxes and fees
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 traveler
$477 nightly
The price is $481
Sep 20 - Sep 21
Total with taxes and fees
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
$168 nightly
The price is $189
Sep 13 - Sep 14
Total with taxes and fees
Villa Curina Resort
Lunch and dinner served

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
$245 nightly
The price is $274
Sep 20 - Sep 21
Total with taxes and fees
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
$183 nightly
The price is $202
Sep 23 - Sep 24
Total with taxes and fees
Villa Cassia di Baccano
Family Apartment, 2 Bedrooms, Hill View, Tower | 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
$161 nightly
The price is $181
Aug 31 - Sep 1
Total with taxes and fees
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
$113 nightly
The price is $124
Sep 29 - Sep 30
Total with taxes and fees
Locanda Antico Borgo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

8. Borgo di Erboli

Borgo di Erboli
Cavriglia
$102 nightly
The price is $114
Sep 10 - Sep 11
Total with taxes and fees
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
$334 nightly
The price is $372
Aug 31 - Sep 1
Total with taxes and fees
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
$278 nightly
The price is $283
Aug 31 - Sep 1
Total with taxes and fees
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
$126 nightly
The price is $139
Aug 31 - Sep 1
Total with taxes and fees
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
$164 nightly
The price is $190
Sep 2 - Sep 3
Total with taxes and fees
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
$154 nightly
The price is $169
Sep 30 - Oct 1
Total with taxes and fees
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
$85 nightly
The price is $98
Sep 13 - Sep 14
Total with taxes and fees
Villa Fontis Rapolano
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | 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
$115 nightly
The price is $131
Aug 31 - Sep 1
Total with taxes and fees
DormiVeglia B&B
Free daily buffet breakfast

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
$333 nightly
The price is $371
Aug 31 - Sep 1
Total with taxes and fees
Terre di Baccio
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

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
$118 nightly
The price is $137
Aug 31 - Sep 1
Total with taxes and fees
iConic Wellness Resort
Spa

18. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$256 nightly
The price is $288
Sep 21 - Sep 22
Total with taxes and fees
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
$113 nightly
The price is $129
Aug 31 - Sep 1
Total with taxes and fees
Siena Vip
1 bedroom, WiFi (free), bed sheets

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.
$190 nightly
The price is $196
Aug 31 - Sep 1
Total with taxes and fees
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.
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

Hotel Athena

Hotel Athena

10/10 Excellent
"Le personnel est très serviable que ça soit pour le stationnement au restaurant ou à la réception un service impeccable. La terrasse a une belle vue panoramique et un menu à se lécher les doigts."
Tracey Guadalupe 1-night trip
Posted 7 hours ago
Hotel Athena

Find out more about San Leolino

Everything you need to know about San Leolino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Leolino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Leolino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Leolino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Leolino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Leolino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $74 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Leolino rentals

At Expedia, we put the best San Leolino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Leolino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Leolino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Leolino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.