Search Cortona Cottages

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cottages in Cortona

Cottage " I due Pini"
Surrounded by lush greenery and tall pine trees, this villa features a charming patio area with potted plants and a stone wall.

Cottage " I due Pini"

10.0 out of 10, Exceptional, (41)
"The house was an ideal location for visiting southern Tuscany and lago Trasimeno (strictly in Umbria...). It is comfortable and has everything you need for a relaxing stay. Check in was easy... Paolina provided exact GPS co-ordinates and finding the house was straightforward - we were met by Estelle and were soon settled in and sat in the terrace with a glass of wine. During the week we walked in the hills above Cortona, around Chiusure in the val d'Orcia and these were lovely, but because the...
Cottage " I due Pini"
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
Pool

A stylish Tuscan cottage for four people with stunning views over the valley and Cortona

$324 nightly
The price is $330
Aug 17 - Aug 18
Total includes taxes and fees
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
La Fonte, our quaint little west facing cottage for two people.
Pool

La Fonte, our quaint little west facing cottage for two people.

$206 nightly
The price is $212
Aug 9 - Aug 10
Total includes taxes and fees
La Fonte, our quaint little west facing cottage for two people.
House With Panoramic View
Situated in a serene natural setting, this charming chapel offers a peaceful escape.

House With Panoramic View

House With Panoramic View
Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona
Enjoy outdoor dining or relaxation on the balcony with a table and chairs.

Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona

Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona
One Bedroom Barn in a Medieval Hamlet
Guests can enjoy the outdoors at this traditional guesthouse, featuring a sloped roof and natural stone construction.

One Bedroom Barn in a Medieval Hamlet

9.0 out of 10, Wonderful, (2)
"The room we got nr 14 has no privet table and chair out side so you are stack in the rooms or walk to public seating area. Pool is far a way is challenge to get there, no info on that on the web site. The staff is very nice and helpful over all is OK but in the area you can find better place to stay."
One Bedroom Barn in a Medieval Hamlet
Cottage in Tuscany With Pool & Olive Groves
Relax in a serene garden setting with a pool and pergola overhead.

Cottage in Tuscany With Pool & Olive Groves

Cottage in Tuscany With Pool & Olive Groves
Belvilla by OYO Leccio Cottage Ciliegio
Relax in a serene outdoor setting with a round table and four chairs, surrounded by lush greenery and a stone-paved patio.

Belvilla by OYO Leccio Cottage Ciliegio

Belvilla by OYO Leccio Cottage Ciliegio
Belvilla by OYO Leccio Lauro Quattro
Surrounded by lush greenery, this rural property features a cluster of buildings, including a central main house and auxiliary structures.

Belvilla by OYO Leccio Lauro Quattro

Belvilla by OYO Leccio Lauro Quattro
Idyllic Tuscan Cottage
Exterior

Idyllic Tuscan Cottage

Idyllic Tuscan Cottage
Belvilla by OYO Limonaia
Enjoy a leisurely meal in our outdoor dining area, where wine and relaxation come together.

Belvilla by OYO Limonaia

Belvilla by OYO Limonaia
Lovely cottage on Tuscany border with private pool
Enjoy a refreshing dip in the pool surrounded by a charming outdoor space with a table and chairs.

Lovely cottage on Tuscany border with private pool

Lovely cottage on Tuscany border with private pool
Spacious Cottage in Cortona With Swimming Pool
Relax in a serene outdoor space with a round table and four chairs, surrounded by lush greenery.

Spacious Cottage in Cortona With Swimming Pool

Spacious Cottage in Cortona With Swimming Pool
Cottage in Tuscany with Pool & Olive Groves
Relax in a serene, outdoor space with a shaded seating area and a nearby swimming pool.

Cottage in Tuscany with Pool & Olive Groves

9.0 out of 10, Wonderful, (2)
"Herzlicher Empfang und Betreuung durch die Vermieter. Sehr schön angelegtes Häuschen und gepflegter Pool. Familie hat einen kleinen Hund - für uns kein Problem, sollte aber vorher vielleicht erwähnt werden. Das kleine, gemütliche Häuschen ist für ein Pärchen ein Traum."
Cottage in Tuscany with Pool & Olive Groves
Belvilla by OYO Leccio
Experience the tranquility of a traditional courtyard surrounded by lush greenery and a historic building with a charming tower.

Belvilla by OYO Leccio

Belvilla by OYO Leccio
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cortona Hotel Reviews

Casina in authentic Tuscany

Casina in authentic Tuscany

10/10 Excellent
"The property was perfect. Lots of room, enough dishes and basic necessities. Wifi was good. Central to our adventures to Siena, Cortona, Perugia and Assisi over the duration of our visit. Thank you!"
Jeff W. 4-night trip
Posted 6 days ago
Casina in authentic Tuscany