Tuscany, a region in central Italy, has eight UNESCO World Heritage Sites. They are Piazza del Duomo in Pisa, District 1 (Historic Centre of Florence), Historic Centre of Siena, Historic center of San Gimignano, Val d'Orcia, Historic Centre of the City of Pienza, Montecatini Terme and Villa di Castello. You can see contemporary art at Venturino Venturi Museum in Loro Ciufenna and Museo del Novecento e del Contemporaneo di Palazzo Fabroni in Pistoia. After that, explore the wildlife at Parco Regionale Migliarino, Calafuria Nature Reserve and Tuscan Archipelago National Park. Do not miss trying unique foods of the region, such as castagnaccio (a chestnut flour cake) and pappa al pomodoro (a traditional soup). If you feel tired after sightseeing, swim in the pools of Tuscany’s beautiful cottages. For options, scroll down for a list of the top cottages for rent in Tuscany, Italy.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 24, 2025.
1. Stone cottage with a wooden sauna (from USD 204)
The cottage is built with stone but has modern amenities such as Wi-Fi and a washing machine. You can stroll in the forest or meadows of the property, spread over 22 ac (8.9 ha). After that, relax in the wooden barrel-shaped sauna, which offers views of Val d'Orcia fortress and Mount Amiata.
Pass your time by playing bocce or reading books available here. When you feel tired, unwind on the hammock. Moreover, the host is a talented photographer, so you can request him to click pictures of you and your companions.
Top guest reviews
Host:
the hosts were very responsive and friendlyriccardo is a fantastic host - so helpful with all of our questions and requeststhe hosts…went above and beyond to be sure we had all we neededriccardo was a perfect host considerate and helpful but discreethosts very friendly gifting us a bottle of wine and some local delicaciesLocation:
perfect getaway in a very special locationthe location is sublime & bucolic absolute pastoral tranquilitywe had an absolutely fantastic experience beautiful spot perfectly appointed place with everything you could possibly needCleanliness:
the house was perfectly clean and spotless- the house is really clean spaceous and nicely decoratedthe house is very cozy very well decorated and clean we felt like at homeeverything in and outside of the house was very well taken care of everything was super cleanRead more reviewsAmenities & Room:
we recommend picking some fresh herbs for cooking which are growing just outside the kitchen door
2. Oliveta (from USD 408)
Nestled on a hill, Oliveta offers views of the islands in the Tuscan archipelago. After swimming in one of the two pools under olive trees, relax in the hot tub or enjoy the breeze while sitting on a lounge chair on the terrace. When you are hungry, you may eat the bread or cheese stored in the pantry. You can pluck fruits such as plums, lemons and pears and pick herbs such as basil and lavender from the garden.
There are some donkeys on the property which you may feed and pet. Please note that you will need a car to reach the house.
Top guest reviews
Host:
she was the best host i ever hadthe hosts are warm and welcomingevery detail is so meticulously cared for and the hosts went out of their way to help useveryone around the house are really fantastic and incredibly helpfulthe whole team were so helpful throughout the stay and offered some incredible recommendationsLocation:
while accessible to amazing places like portofino you can choose to hide away and unwindthe house and the location were exceptional manuela the co-host was terrificthe location is remote but so unique we had everything we needed and the hosts were super helpfuljust a lovely place to staya truly special placeRead more reviewsCleanliness:
every day there will be a gardener to clean the pools and tidy up the garden
3. Charming cottage with a patio surrounded by olive trees (from USD 249)
The charming cottage is filled with antique furniture made by local carpenters. While you’re here, browse the reading material and pick one or work on your laptop while sipping your favourite beverage on the patio. After that, plan a cookout using the grill under the olive trees.
When you feel bored, you can head to the large oak tree where you can spot a roe deer drinking water from the nearby stream. On cold days, you can sip coffee while sitting beside the fireplace in the living room.
Top guest reviews
Host:
veronica is the perfect hostveronica was so welcoming and extremely responsive to any questions we had during our stayveronica and her mother antonella were perfect hostsveronica was most gracious and attentive to our needsveronica and her mother are kind and generous hosts and made sure we had everything we neededLocation:
also the house is close to many interesting villages to visit if you are a wine enthusiastgreat location for visiting all val d’orcia has to offerthis place is amazing the location can’t be beat and the views are gorgeousCleanliness:
the house was spotlessly clean and decorated in the most adorable and romantic waythe casina was immaculately clean and it is extremely well-designed and equippedRead more reviewsAmenities & Room:
we loved having breakfast under the giant oak tree every day soaking in the astounding beauty around usthe bed was very comfortable the air-conditioning kept us nice and cool and bathroom and shower were beautifulthere is a big tree with a nice picknick table which is part of the property
4. Pet-friendly apartment surrounded by a beautiful garden (from USD 94)
This cottage is surrounded by a spacious garden filled with herbs and flowers where you may play with your pets or kids. In addition, the host provides apples, figs, grapes and almonds from the orchard, which you can use for preparing your favourite dishes in the kitchen. You may also entertain yourself by listening to music or by reading books.
If you are interested, the host can arrange a chauffeur for sightseeing. At night, you may gaze at the stars while sitting beside the fire pit.
Tuscany Tour Guide
Joanna
Hello, my name is Joanna. I was born and raised in Poland but then I fell hopelessly in love with Tuscany and have been living in Florence for 20 years. Wisely enough, I decided to turn my passion into work and became a tour guide. Now I can share with you my immense love for the beauty, history and art of these enchanted places. I am particularly passionate about the Middle Ages, history, scu... Read more
Tours by Joanna
Tuscany Tour Guide
Sara Pallabazzer
I am a lively well-spoken tour guide and tour leader from Florence, and a person who has the ability to motivate different sets of audience; to communicate effectively and possesses a high degree of energy and enthusiasm.I am able to manage multiple tasks, self-motivated team player with excellent communication skills. I am proficient in Italian, English and Norwegian and possess a strong love ... Read more
Tours by Sara
5. Cosy stone house with a pool (from USD 123)
The house is in a circular building, which was formerly a brick kiln. While you’re here, stroll with your pet in the Mediterranean palm garden, 5,000 sqm (53,819.5 sqft) park or the 50,000 sq m (5,38,195 sq ft) olive grove. After that, you can have a refreshing swim in the oval pool.
Your kids will have fun on the climbing or rocking equipment in the playground while you read books on the lounge chair. In addition, the host can arrange a four-course dinner and a massage session upon request.
6. Beautiful rental in a peaceful location (from USD 205)
The charming cottage is situated in an old barn which was renovated. During your stay, you may cook your food using the stove, oven, grill and microwave in the cosy kitchen or contact the host to arrange a private chef. Take refreshing dips in the outdoor pool surrounded by an olive grove, or opt for a massage.
When you feel bored, you may pass the time by reading books on the terrace or watching your favourite movies using the DVD player.
Top guest reviews
Host:
comfortable well equipped and well maintainedThe pool is absolutely private and spotless The owner and agent could not have been more helpful and available Terrific folksLooking forward to booking againHighlyThe owner did not bother us at all during the stayWe also enjoyed the warm welcome from Brunello and Ilaria when we arrivedThe owner is very generous providing all of the necessities when arriving (including wine and his own olive oil )Location:
The location is great - just ten minutes to San Gimignano and 25 minutes to SienaThis charming cottage is a perfect located property in the Tuscan countryside with a stunning view San Gimignano and Certaldo are both 9km from the location and has good restaurantsIf you want peace and quite in a lovely area then this is the place for youThe views from the garden are excellentThe location of the cottage is very peaceful and quiet and has a beutiful garden with hundreds of flowers and a private poolCleanliness:
The property was spotlessly clean and ideally situated for exploring the regionRead more reviewsAmenities & Room:
the views are stunning there are comfortable loungers and chairs and the pool area isThis beautiful little villa is on a hillside with a priceless view of the valley covered in grape vines and olive treesA short car ride down the road and there was a lovely little pub serving pizza and bbq food with friendly ownersGreat location for exploring nearby towns and san Gimignano was around 20mins by carF...
7. Il Visciolo (from USD 161)
The house adheres to the tradition of the Florentine province but has modern amenities such as a washing machine, refrigerator, heating and air conditioning. You can purchase groceries from the supermarket, a seven-minute walk away, to cook the meals in the compact kitchen or visit the nearby restaurants and pizzerias.
Watch your favourite shows or movies on the Smart TV with satellite channels. When you return from sightseeing, upload your photos and videos on social media with the Wi-Fi.
8. One-bedroom dwelling with parking (from USD 121)
This house offers wonderful views as it’s surrounded by hills of Chianti Classico. Here, you can go for walks in the olive grove or the vineyards. Besides, the generous hosts offer cold-pressed olive oil and fruits and vegetables from the garden. You may rent a bicycle at San Casciano to explore the neighbourhood and relax in the private pool upon returning.
Pass the time by playing games or reading books and participate in weekly cooking and painting classes.
9. Yorkie Cottage (from USD 129)
Yorkie Cottage is situated in a historic home and features antique furniture. If you’re hungry, prepare sandwiches using the toaster and enjoy them on the porch. Read your favourite books or watch your favourite shows on the television during your downtime.
On hot days, you can enjoy a refreshing soak in the bathtub. This house has a fireplace to make your stay comfortable during winter. Moreover, the host allows children above 13 years of age and one dog weighing less than 22 lb (9.98 kg).
10. La Stalla
This house, constructed in 1743, has a wood-burning stove, antique furniture and a hand-painted wardrobe to remind guests of its former use as a barn. You can use the grill for hosting barbecues and enjoy your meals on the patio. After swimming in the outdoor pool, you can admire the valley view from the terrace. At night, you may pass the time by watching your favourite movies on the TV using the DVD player.
lucca, Tuscany, Italy
Have a memorable vacation in Tuscany
Whether you’re interested in food, nature, history or art, Tuscany has so much to offer. So, plan a trip now and rent one of the top cottages in this list to have a memorable vacation in Tuscany, Italy.
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