
Cottage vacation rentals in Province of Siena
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Province of Siena
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Province of Siena cottage rentals
Cottage rentals with a hot tub

Romantic House in Tuscany with jacuzzi
Davide and Annalisa's cottage was absolutely gorgeous, exactly as the pictures showed. It was the perfect place for us to relax and enjoy our last week in Italy. Breakfast out on the patio with the birds chirping and surrounded by nature was a great way to start the day. Davide lit the heater for the hot tub for us and we were able to enjoy a wonderful evening relaxing. Davide and Annalisa were full of good recommendations for restaurants and local places to visit. The cottage is within driving distance of so much - Pisa, Florence, Siena and of course San Gimignano just to name a few. All the amenities we needed were included, the WIFI was great and the cottage was very comfortable. I would highly recommended staying here and if we are ever in the vicinity we would certainly stay here again.

From Simone, podere santi Lucia and Pietro
Lovely, peaceful, spacious place with a kind and generous host in Simone. He met us as we arrived and used his wagon to help move our luggage into the cottage. Big rooms, lots of space, many handy supplies in the kitchen. Good shower, comfortable bed. Enough bench space in the bathroom to put your things. Simone was really helpful with local recommendations for restaurants and where to park the car. One day he made a delicious tart and bought us in half. Would recommend staying at his place.

EcoLodge – modern design in quiet panoramic location
Third time at this beautiful place! As always a nice surprise

Panoramic view & outdoor jacuzzi - Pienza
Golly where to start - my husband and I are from New Zealand and used to peace and quiet and this is 100% what we were after. We were literally blown away from the moment we arrived and walked up the path of jasmines to sitting in the spa when it cooled off and watching the fireflies and listening to the bells ringing from the local monastery and churches. It was perfect for two people. You will need to be able to cope with a fairly tight drive in! And another word of advice is make sure you have some bug spray as it’s located in an area of rich agriculture and as such the mosquitos are about not awful but they are there.

Val D’Orcia Eco Cottage - Exclusive Retreat
Wonderful, peaceful, quiet beautiful views, etc

"Rosso Poggiolo" farmhouse with swimming pool.
Very good, it was perfect The host were so friendly Thank you very much

Tuscany Villa Girasole
What a great place to stay. Everything we needed during our stay was available, from a cot for our baby to an iron and a full kitchen etc. The location was great for Tuscany, with Siena, Montelpulciano and others an easy drive away. The pool was just what we needed in the afternoons to cool down and relax after spending our mornings out and about. We hosted a dinner with family in the large dining table overlooking the pool, a lovely end to our stay at a superb family spot.

Luxury Cottage Spaccasole - Sauna, Pool W/Cortona
Pet-friendly cottage rentals

Countryside, 10 min from Siena
I chose this Tuscan cottage together with my husband because we were looking for a quiet and peaceful place to spend a few days and we had a great time at Letizia's and felt at home. The area offers some walks in the woods, but a 10-minute drive away there is more movement in the city of Siena. In the evening we were also able to attend a magical show: his olive grove fills with fireflies! Exciting. To complete the whole, Asia, Letizia's dog, sociable, good and sweet. Letizia was an always available, polite and precise host in providing information. His house is clean and tidy. Highly recommended!

Holiday Casa Vacanze Tuscan countryside with swimming pool
We had a lovely time at Vito's. Great location, great garden and pool. We were able to enjoy our peace and the place was equipped with everything you need. We'd love to come back.

Il Seccatoio – a stone house with a panoramic view
My husband and I stayed two nights in the Chestnut Dryer of the Podere di Maggio. What can I say? A real paradise: nestled in a wonderful valley with Mount Amiata in front of it and the beautiful medieval village of Santa Fiora. We could not ask for more: wonderful structure, well cared for, in detail, priceless peace. The hosts were great, hospitable, and really made us feel at home. In short, everything is perfect, nothing is missing, of course you have to love bucolic life like us ! The only downside? Two nights were too short and we'll definitely be back . Thanks Peter , Rita and sweet Noemi. See you soon

Toscana, Country house with exclusive pool
The view is stunning. The place is very private. Leonardo is very responsive. Definitely worth visiting La Pace, a lovely restaurant 5 mins walk away. 10/10 recommend

ELENA COTTAGE
This casa is an absolutely spectacular place to stay when in Tuscany - I was amazed by the photos, but in real life the place is somehow even more beautiful and scenic! The hosting is absolutely faultless - we were made to feel right at home immediately with homemade treats, and every arrangement we needed was made super smoothly. Utterly perfect - this was our first introduction to Tuscany and we will remember it forever!

QuarterApartment for 6P Agriturismo Quarantallina
The property was beautiful amd loved the scenery and friendly animals such as the donkeys and horse which greeted us each night. Serena and Mario were exellent hosts and made us feel at home at welcomed. We enjoyed a home cooked dinner with a view and breakfast. Very comfortable rustic farmhouse accomodations. Highly recommend and would love to go back as it is close to all in Tuscany.

Your Tuscan oak tree house, enchanting Val d'Orcia
This beautiful, private, peaceful property is a must-stay if you're in the area. Breathtaking views out of every window. Short drive to a few nearby towns with great food and wine.

Cottage San Lorenzo
We stayed here with our two young adult daughters. The home and the views are just magical! The home was well stocked and provided everything we needed. It very peaceful and quiet. The grounds are stunning and well kept! Only a 15 minute drive to the town of Pienza which had some of the best local restaurants. The pool was very nice to enjoy on a hot summer day with a glass of Rose in hand. We we would stay here again in a heartbeat! You will not be disappointed!
Private cottage rentals

Cottage in the Tuscan countryside
Ulisse's was really helpful as he met me at his restaurant and I followed him to the cottage. There is a coop, a butchers, a bakery and a little supermarket in Buccine and a small market on Wednesday mornings, which is really handy as there is not much around the cottage. It is in the middle of the country side surrounded by vineyards and nature, a perfect place for nature lovers. Ulisse, his wife and daughter were all really helpful and quick to resolve issues. For anyone trying to find it, have the petrol station and ristorante di ciccio on your left then continue straight on the SP540 , once you pass ristorante le bottega grassa ( a white building on your right) it is your next right turn ( the dump where you need to dispose of your rubbish from the cottage is on the right of this road) then take your next left signed "Le Mura" you continue down this road until a big yellow and white hse on the left and the big stone house on the right, the cottage is beside the stone house.

The Cottage
The house lives from Gloria, who is a perfect host and a soul of man. She personally accompanied us to the accommodation, explained everything to us and spoiled with homemade delicacies and Tuscan specialties: homemade bread and cookies, jam, fresh fruit, water in the fridge, Tuscan olive oil and coffee. Because it sometimes got quite cool during our stay in October, she also brought us wood and lighters for the open fireplace. We had three cozy days in the blue garden house, which certainly unfolds its charm in summer even more if you can use the garden and the beautiful terraces. The sea is only a few kilometers away by bike or car. Highly recommended is also the vegetarian restaurant, which Gloria runs together with her sister, about 1 km from the house.

Relaxing holiday in private house with pool
We had a very nice stay with the family (5 adults) in this beautiful part of Tuscany. This beautiful cottage is part of a series of cottages managed by a cooperative. We had a villa that would have used to be a barn with its own swimming pool on the edge of a large olive grove. A breathtaking view from the living room and garden over the region. Insane. There are two restaurants at walking distance. For the rest, everything can be reached within an hour or less. The COOP and Lidl are a 20-minute drive, Siena 50 minutes away and the discovery of this holiday Arezzo is less than half an hour away. What a beautiful city with rich history and fantastic restaurant. Our neighbors from Germany who had the big villa were really friendly. It was during the European Championship so it was nice to watch the matches together. 1 evening we watched football in the ice cream parlor in the village. Was also very cozy. Very friendly people.

The Five Oaks Cottage
We had a wonderful time at the cottage in Cennina. The setting was absolutely beautiful. We felt remote yet were just a few minutes from nearby Ambra and Bucine. We highly recommend this place and we hope to return soon.

Indipendent barn over the Hills around Volterra
We spent two and a half wonderful weeks in this holiday home. Both Andrea from Be Home Services and in particular the owners Nara and Nino welcomed us warmly and were always available for questions and very helpful. We liked the secluded location of the house very much - you have a stunning panoramic view and it is largely very quiet despite the neighbors. It should be known that the nearby Villa Ulignano is used as a wedding location. On two weekends, there was live music until the early hours of the morning, which was clearly audible, but did not bother us excessively. It is worth mentioning that the lower floor shown on the exterior shots of the house cannot be used, but serves as a storage room for the owners. The drive to the house is - as already described here - quite adventurous and leads a few kilometers over unpaved, partly steep paths. If you drive slowly, this is easy to cope with.

Countryside Cottage With View - Le Rondini apt
The place is just perfect, peaceful and beautiful, yet very close to San Gimignano ( 6 minutes drive), Sienna, Pienza, Florence, Montepulciano, Lucca, Volterra. The house is pretty, the view breathtaking. a large garden was loved by our dog. We would love to come back one day. Owners were very helpful and friendly. Thank you!

Glicine romantic cottage in country
Concetta is the most lovely host! And the house provided everything we needed. Beautiful, remote area! Would gladly return.

Belvilla by OYO Casal Gheriglio Limonaia
We had a great stay. The apartment, pool area and gardens were all in perfect condition and clean. The location is great for visiting the nearby town (Monte San Savino, Siena, Pienza, etc...) The host, Claudia, was very friendly and helpful.
Destinations to explore
- House rentals Province of Siena
- Smoking-friendly rentals Province of Siena
- Guesthouse rentals Province of Siena
- Tiny house rentals Province of Siena
- Serviced apartment rentals Province of Siena
- Private suite rentals Province of Siena
- Bed and breakfasts Province of Siena
- Rentals with a hot tub Province of Siena
- Pet-friendly rentals Province of Siena
- Waterfront rentals Province of Siena
- Luxury rentals Province of Siena
- Rentals with a sauna Province of Siena
- Rentals with lake access Province of Siena
- Rentals with breakfast Province of Siena
- Barn rentals Province of Siena
- Rentals with outdoor seating Province of Siena
- Rentals with an EV charger Province of Siena
- Fitness-friendly rentals Province of Siena
- Vacation home rentals Province of Siena
- Rentals with a fire pit Province of Siena
- Apartment rentals Province of Siena
- Family-friendly rentals Province of Siena
- Nature eco lodge rentals Province of Siena
- Villa rentals Province of Siena
- Rentals with a fireplace Province of Siena
- Kid-friendly rentals Province of Siena
- Rentals with a patio Province of Siena
- Farmstay rentals Province of Siena
- Loft rentals Province of Siena
- Townhouse rentals Province of Siena
- Rentals with a balcony Province of Siena
- Boutique hotel rentals Province of Siena
- Hotel rentals Province of Siena
- Rentals with a washer and dryer Province of Siena
- Castle rentals Province of Siena
- Condo rentals Province of Siena
- Rentals with pools Province of Siena
- Rentals with a home theater Province of Siena
- Rentals with an accessible height bed Province of Siena
- Rentals with a kayak Province of Siena
- Cottage rentals Tuscany
- Cottage rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Kite Beach Fiumara
- Marina di Grosseto beach
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Things to do Province of Siena
- Art and culture Province of Siena
- Nature and outdoors Province of Siena
- Food and drink Province of Siena
- Tours Province of Siena
- Sightseeing Province of Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Things to do Italy
- Entertainment Italy
- Art and culture Italy
- Sightseeing Italy
- Food and drink Italy
- Nature and outdoors Italy
- Tours Italy
- Sports activities Italy
- Wellness Italy