Search Villas in San Leolino

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare Villas in San Leolino with updated reviews, rates, and availability.

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Villa Casa al Sole Large Private Pool, WiFi

9.8 out of 10, Exceptional, (19)
"This is a beautiful villa with plenty of space for our large group. It is in a remote location and very quiet. It was perfect for short trips to local towns and then a swim in the afternoon. We spent most evenings on the patio enjoying the Tuscan sunsets. We would definitely stay again! "
Villa Casa al Sole Large Private Pool, WiFi

Beautiful private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking

9.8 out of 10, Exceptional, (27)
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Beautiful private villa for 4 people with A/C, WIFI, pool, TV, terrace and parking

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the

Beautiful villa with private pool located in the hilly territory of Valdichiana, about 1 km from the

Villa luna with pool and garden near the center of Siena

9.0 out of 10, Wonderful, (27)
"The home had everything we needed. The view from the villa was truly picturesque. A+++++!"
Villa luna with pool and garden near the center of Siena

FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

10.0 out of 10, Exceptional, (56)
"Stay was excellent, a great house. Owners were super helpful. A property with over 100 olive trees. If I return this is where I will be 😎"
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

10.0 out of 10, Exceptional, (7)
"Our Anglican Church friends (three couples) from Texas began our Italy tour in Rome and then continued to Florence for a few days. We spent our final four days at the beautiful Villa Santa Chiara, a short walk from the gates of downtown Siena, Italy. This wonderful villa could accommodate more people than our group of six, but it was an excellent choice for our three couples. Each couple had their own private apartment with a bathroom, kitchen, and spacious living area. The villa was...
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Villa "Le Vallecchie" overlooking Siena and with private swimming pool

9.6 out of 10, Exceptional, (29)
"Lovely rustic property in scenic location, large garden grounds and decent swimming pool. Property worked well for our family of 7 adults ranging three generations."
Villa "Le Vallecchie" overlooking Siena and with private swimming pool

Detached villa with swimming pool and pizza oven for groups up to fourteen people.

9.2 out of 10, Wonderful, (15)
"We arrived at the villa and were amazed at the views and the spacious house and pool. The weather was one of the hottest we've ever experienced so the pool was a godsend and we were able to rest and spend time together on the patio for all our meals. We had a lovely time and appreciate the many amenities that the house had."
Detached villa with swimming pool and pizza oven for groups up to fourteen people.

Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren

10.0 out of 10, Exceptional, (1)
"Bellissimo casolare ben tenuto con magnifico giardino e grande piscina. La padrona di casa gentilissima e molto discreta. Abbiamo soggiornato in agosto con amici e ci siamo trovati benissimo. Assolutamente consigliato!"
Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fioren

Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax

9.8 out of 10, Exceptional, (63)
"Stay was wonderful. Host met us upon arrival and explained everything to us. The only small comment would be that a regular toaster would be nice. "
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (20)
"We rented the villa after a family event. The owners and their son are very charming and accommodating. We enjoyed the villa as it is very authentic. Felt like we were locals. It has separate areas almost like apartments within the villa which is great if you have many couples. One of the rooms has bunk beds and the other two twin beds. It’s important to know you can’t walk anywhere so a car is needed. That’s the only reason for my location rating. Excellent villa to spend time with friends and...
BEAUTIFUL VILLA with private Pool in the heart of Chianti

Holiday Home La Limonaia - Lovely restored baronial guesthouse

10.0 out of 10, Exceptional, (35)
"The loveliest place we have ever stayed through VRBO. La Limonia exceeds all expectations. Wander the property, explore the many gardens. Relax. Enjoy. Many thanks to Margareth and Arthur who were exceptional hosts, kind, friendly and helpful. Polly, Don, Chuck and Mary Jo"
Holiday Home La Limonaia - Lovely restored baronial guesthouse

2-bedroom house immersed in the Tuscan countryside, less than 2 km from the village of Castelluccio

2-bedroom house immersed in the Tuscan countryside, less than 2 km from the village of Castelluccio

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

8.8 out of 10, Excellent, (3)
"This house is very nice. It is centrally located outside Siena and good location to explore all over Tuscany. It is off the beaten path so you’ll definitely need a rental car. Even just to get there. It is remote. Which is a plus but also has some drawbacks. We went in March so pool was closed. Too cold to swim. House is several levels. Kitchen and dining room are downstairs. We cooked several simple meals after going into town to grab groceries. Nearby town is nice. Not a lot of restaurant...
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Macia Viva, Castellina in Chianti, Siena and Chianti

8.0 out of 10, Very Good, (2)
"The views were beyond compare! Proximity to Castellina in Chianti was wonderful and the management team were responsive to a few issues. My main comment would be, especially considering the rental cost, that the furniture and kitchen supplies (dishes etc) needs upgrading and the quality of the beds/linens should be improved. Overall however, it was a lovely stay! Grazie."
Macia Viva, Castellina in Chianti, Siena and Chianti

Beautiful private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena

10.0 out of 10, Exceptional, (15)
Beautiful private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena

Torretta Barbischio, Gaiole in Chianti, Siena and Chianti

10.0 out of 10, Exceptional, (4)
"This property is beautiful inside and out. If I remember correctly, there’s 20-25 people currently living in Barbischio. It’s peaceful with fantastic views to the west over Gaiole. Gailoe is less than 10 minutes away with access to grocery, meat market, several restaurants and gelato! The location is perfect with access to the train in Montivarchi in 25-30 minutes. Radda, Volpaia, Greve,,Siena, San Gimignano…all close. We will stay here again. "
Torretta Barbischio, Gaiole in Chianti, Siena and Chianti

Borgo La Casina

Borgo La Casina

Charming Tuscan villa with private pool, wide garden and breathtaking view

10.0 out of 10, Exceptional, (118)
"The moment we pulled up to Casa Fontaine, our reaction was "Wow." The amenities were great, the property beautiful and the weather cooperated. We visited the surrounding villages, hiked trails and enjoyed reading by the pool Gianfranco was the ultimate host, so helpful in all aspects of our visit. Thank you."
Charming Tuscan villa with private pool, wide garden and breathtaking view
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.
Don't see what you're looking for?
See all available properties in San Leolino
Save an average of 15% on thousands of hotels when you're signed in

Other property types in San Leolino

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (144)
"Spectacular view from our balcony! Close to the Duomo and Piazza del Campo, great restaurants and shopping. Highly recommend!"
The price is AED 540
AED 609 total
includes taxes & fees
24 Dec - 25 Dec
Il Battistero Siena - Residenza d'Epoca

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

10.0 out of 10, Exceptional, (111)
"Where to begin? For starters this property is even more beautiful in person than in the incredible photos shown here. It is very clean. The kitchen is fully equipped. Many people had left helpful cooking ingredients. The location is perfect. We were right across the street from a multi-generational, family owned & operated pastry/coffee shop. The women who run it are lovely, and the food/coffee was so yummy we went there every day of our weeklong stay. We easily walked to delicious restaurants,...
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

ApartHotel Anghel

8.2 out of 10, Very Good, (305)
"Nice place, quiet and clean!"
The price is AED 263
AED 304 total
includes taxes & fees
10 Jan - 11 January 2025
ApartHotel Anghel
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.

Frequently asked questions

How much do villas in San Leolino cost?
You’ll pay between and per night for a villa in San Leolino. No matter your budget, the ideal escape is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in San Leolino?
Use up your vacation days and choose from villas in San Leolino. For a family adventure, a weekend getaway or anything in between, Expedia can help you find your ideal stay in just a few clicks.
Why book your villa in San Leolino with Expedia?
We think vacation time should be stress-free, so if you’re on the lookout for villas at a competitive price, Expedia has your back. Keep costs down and go for an all-inclusive stay, or book a luxury villa to spoil your loved ones. Our search filters make it simple to find an escape in San Leolino that suits you best.
How can I find cheap villas in San Leolino?
Expedia can help you narrow your search for cheap villas in San Leolino. Use our handy filter tool to select star rating, budget and amenities to refine your search and find a great place to stay in just a few clicks.