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House vacation rentals in Siena

Find and book unique houses on Airbnb

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Popular amenities for Siena house rentals

House rentals with a pool

Guest favorite
Home in Florence
5 out of 5 average rating, 5 reviews

New Florence "Afrodite" suite with pool

SarahRating, 5 stars1 week ago
Simone was great during our stay. Super responsive and helpful. The space was beautiful and comfortable for 2 people. Also, central to bus stops that get you into the city within 10 or so minutes. Would definitely recommend!
Superhost
Home in Montopoli
4.93 out of 5 average rating, 42 reviews

Villa Due Pini Marti with private pool

FreyaRating, 5 stars8 months ago
We had a wonderful week here. It was baking hot but the pool, the shady garden and the air conditioning made it the perfect peaceful place to relax between Rome and Florence.
Superhost
Home in Montespertoli
4.83 out of 5 average rating, 70 reviews

Vacation immersed in the Tuscan countryside 'Canaiolo'

WernerRating, 5 stars7 months ago
We reached the destination and immediately felt like being at home. Such a nice country-house, quiet surroundings and a most gorgeous and large pool. Gary, who looks after everything, is one of the nicest hosts we have ever met: charming, helpful and making you feel very comfortable. A highly recommendable place to stay! Anne and Werner from Austria
Guest favorite
Home in Florence
5 out of 5 average rating, 9 reviews

The Limonaia della Torretta

OksanaRating, 5 stars4 days ago
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!
Guest favorite
Home in Montecastelli Pisano
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars6 months ago
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.
Top guest favorite
Home in Campagnatico
5 out of 5 average rating, 7 reviews

Beautiful bright villa with view - Casa Luca

RafiRating, 5 stars1 month ago
We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!
Guest favorite
Home in Ficulle
4.96 out of 5 average rating, 23 reviews

Big Breathtaking PoolVilla bw Rm/Fl

PatrickRating, 5 stars8 months ago
Beautiful large house with great views and an amazing pool area. A little remote, at the end of a long and steep gravel road, but completely worthwhile. Great hosts, very attentive to their guests' every need.
Guest favorite
Home in Cortona
4.96 out of 5 average rating, 57 reviews

"Casa Elisa", house with swimming pool at the foot of Cortona

AlessandroRating, 5 stars4 months ago
I had an unforgettable stay at Casa Elisa, located at the foot of the beautiful Cortona. The atmosphere is magical: a perfect fusion of Tuscan tradition and modern comfort. The rooms are elegant and quite spacious, tastefully furnished and equipped with all the necessary comforts. The garden with pool is an oasis of tranquility, ideal to relax with a good book or to enjoy an aperitif at sunset. But it's the warmth and hospitality of Elisa's family that makes the stay really special. Their availability in providing information about places to visit and recommended restaurants makes all the difference. I highly recommend Casa Elisa to anyone who wants to discover the beauty of Tuscany, living an authentic and unforgettable experience.

Weekly house rentals

Guest favorite
Home in Figline e Incisa Valdarno
4.91 out of 5 average rating, 44 reviews

POMEGRANATE CAMPOPINETA

AmandaRating, 5 stars6 months ago
Alessandra’s place was an absolute dream. It’s picturesque with the most gorgeous view of Tuscany hills in a rustic styled rental. She was extremely helpful and attentive during our stay! Would definitely come back here next time we visit!
Superhost
Home in Lucignano
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars20 months ago
we had a very nice stay. The entire accommodation was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.
Superhost
Home in Matraia
4.82 out of 5 average rating, 11 reviews

The stone dwelling

CarlyRating, 5 stars5 months ago
A beautiful place! A lovely spacious, clean house. Wonderful local surroundings with lots to do in the area.
Guest favorite
Home in Greve in Chianti
4.88 out of 5 average rating, 115 reviews

The Sundial in Montefioralle

TatyanaRating, 5 stars5 months ago
Eugenio was a great host. His place is super authentic, located in the most charming medieval village with spectacular views. Everything in the house was to our satisfaction. Eugenio was super responsive and helpful with accomodating some extra requests that we had. We were travelling for work, filming a wedding at nearby castel. Location was great for us. The public parking is only about 100 meters from the house. We were teally happy with everything. Thank you Eugenio. P.S. There is an amazing restaurant with spectacular views right in the village. They only do lunches. But wow, It was such a great find. Everyrhing in that restaurant was made from their own produce, wine from their vineyard in the valley, olive oil from their trees, all vegetables from their garden. Different set menue every day. Really recommend it. It was delicious.
Guest favorite
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

RobRating, 5 stars6 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!
Guest favorite
Home in Montebenichi
4.88 out of 5 average rating, 16 reviews

The Montebenichi Dovecote

RoisinRating, 5 stars3 weeks ago
All I can say is wow. This house was amazing it had everything that you needed. It was spotless and had extra blankets and towels. It had loads of household supplies and I really felt like it was a home away from home. The views are spectacular….. like something out of a movie, they really take your breath away. Sharyn was so helpful and gave me great instructions on how to get there and the amenities around the area. Cristina and her son were there to welcome us and were amazing. I can’t thank you enough. We are already planning our next stay for longer.
Superhost
Home in Impruneta
4.84 out of 5 average rating, 68 reviews

Independent house with private pool and garden

JulianeRating, 5 stars6 months ago
We had a wonderful time in Vittoria's house in this fantastic location. Although we had so many difficulties getting there and only arrived at night (flight delayed and highway closed), her husband greeted us very kindly and showed us around the house. Vittoria was always super quick to respond and always helped us (e.g. turned on the heating when it suddenly got cold). Highly recommended!
Guest favorite
Home in Castiglione del Lago
5 out of 5 average rating, 25 reviews

Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool

ChristopherRating, 5 stars6 months ago
We had a fantastic stay with a group of four adults and five kids. Accommodations were immaculate, private chefs were decadent and delicious, and fantastic wine. The grounds were just lovely as well and we enjoyed having a fire in the fire place every evening. That you for a lovely stay!

Private house rentals

Superhost
Home in Civitella in Val di Chiana
4.77 out of 5 average rating, 35 reviews

Casa Guardiano - Tuscan countryside house

MaryRating, 5 stars7 months ago
We stayed in a small cottage with a patio setting perfect for our late-morning breakfasts. The surroundings were beautifully peaceful. We wanted a few day's break that would be relaxing and private, and this place gave us just that. We enjoyed the large pool, with incredible views of distant hillsides (an excellent bonus for our tired bodies and minds;}. We wandered the property and visited nearby ancient villages, following a hand-written map offered to us during check-in. When you arrive, be ready to be showered with kindness, good humor, and a friendly old pup.
Guest favorite
Home in San Martino
4.95 out of 5 average rating, 206 reviews

Casa Bada - Barn

JessicaRating, 5 stars1 month ago
Absolutely stunning views and a beautiful, well appointed home! We loved our stay here and found Suzy to be incredibly friendly and helpful! We would love to stay again and highly recommend.
Guest favorite
Home in Civitella Paganico (GR)
4.94 out of 5 average rating, 18 reviews

Podere Vignali by Interhome

SimoneRating, 5 stars7 months ago
Really beautiful place and beautiful surroundings. All communication went smoothly. Very clear instructions and descriptions sf amenities. The host will be in touch with you a few dsge before arrival and check in was super easy.
Home in Radda in Chianti
5 out of 5 average rating, 9 reviews

Le Bonatte by Interhome

CarlRating, 5 stars6 months ago
Joy (the owner) is a joy! She is one of the best hosts we’ve had on this platform. Flexible checking, due to delayed flight. Rooms were bigger than anticipated and beautiful. Lovely rustic Tuscan charm of a property. Plenary of recommendations at the property for local restaurants and activities. Can’t recommend this property enough!
Home in Castellina Chianti SI
5 out of 5 average rating, 4 reviews

Capanna di Sotto by Interhome.

AntjeRating, 5 stars8 months ago
we immediately felt comfortable 7 d enjoyed the stay very much. A ideal starting point for excursions.
Guest favorite
Home in Montecatini Terme
4.9 out of 5 average rating, 10 reviews

Villa I Cipressi by Interhome

SusanneRating, 5 stars11 months ago
Very nice, well-maintained villa with beautiful garden. A car is urgently needed, as you still have to drive up the mountain for about 15 minutes from Montecatini Terme to get to the accommodation. But it is rewarded with a stunning view. Cristina is very friendly, helpful and easy to reach. We would recommend the villa at any time.
Top guest favorite
Home in Montalcino
4.94 out of 5 average rating, 32 reviews

Domus Antiqua

JonathanRating, 5 stars3 months ago
We had an excellent stay at this beautiful home which is very spacious, comfortable and very well furnished. The views are superb even by the high standards of Montalcino. Communication was proactive and very helpful. Nothing to fault. We would definitely stay again and look forward to doing so.
Top guest favorite
Home in Castiglion Fiorentino
5 out of 5 average rating, 17 reviews

Volpe by Interhome

MartinRating, 5 stars5 months ago
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.

Quick stats about house rentals in Siena

  • Total rentals

    100 properties

  • Total number of reviews

    7.3K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Siena
  6. House rentals