Some info is shown in its original language. Translate

Villa vacation rentals in Siena

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Siena villa rentals

Private villa rentals

Superhost
A scenic pathway leads through a lush green landscape, bordered by flowering lavender and vibrant red blooms. The pathway is flanked by neatly trimmed trees, creating a serene and inviting atmosphere that connects the property to the natural surroundings.
Villa in Poppi
4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Marie-ClaireRating, 5 stars7 months ago
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.
Superhost
Villa in Chiusi
4.67 out of 5 average rating, 3 reviews

Tuscany 2 Villas sleeps 12 private heated pool

PiotrRating, 5 stars45 months ago
In reality villas present themselves a lot prettier than in photos on website. The area and surroundings are beautiful, calm and quite. Place is perfect as exit basis for exploring and sightseeing Tuscany. Rooms and beds are adequately big and clean. Kitchen and utensils are in sufficient quantity. Pool is clean, water warm. There’s no need for a battle for lawn chairs. Jacopo is very helpfull, communicative, serves his help everyday. The place is worthy of recommendation. We spent our holiday time comfortably in quaint area. All the best!
Superhost
The spacious living room features a decorative ceiling with ornate detailing. Various art pieces adorn the walls, while elegant furnishings are arranged throughout. Natural light streams in through several windows, creating a bright and welcoming environment accented by carefully curated decor.
Villa in Florence
4.88 out of 5 average rating, 16 reviews

Villa La Cingallegra

MesutRating, 5 stars5 months ago
Мы провели отличные каникулы с семьёй. Поблизости есть несколько ресторанов. До центра ехать примерно 25 минут на машине.
Guest favorite
An outdoor seating area features dark wicker chairs arranged around a small table, situated on a gravel terrace. Planters with greenery line the railing, while a canopy provides shade. The spacious vista includes rolling hills under a bright, partly cloudy sky.
Villa in Cortona
5 out of 5 average rating, 6 reviews

Villa Pietrenta

RandallRating, 5 stars8 months ago
This is a very comfortable house with beautiful views and a terrific pool. The house really consists of two apartments which works great when traveling with family. The living spaces are not large but work well- we spent most of our time outside anyway. About a 35-40 minute walk into the center of town. Parking in Cortona is tricky, so it’s nice to have the option to walk. Overall, a very good value, comfortable, well-maintained, and easy to use as a hub getting around the small villages of Tuscany and Umbria.
Guest favorite
A well-kept garden area is visible, featuring a stone table surrounded by lush greenery. The structure is framed by mature trees, providing shade and a sense of tranquility. Arched windows of the villa can be seen in the background, offering glimpses of the interior.
Villa in Pian di SCO
5 out of 5 average rating, 26 reviews

Villa il Palagio nelle campagne toscane

LizRating, 5 stars7 months ago
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!
Superhost
A two-story villa is surrounded by a lush green lawn and tall trees. Two lounge chairs are positioned on the grass, inviting relaxation. The building is made of stone and wood, featuring balconies that overlook the landscape of vineyards and Tuscan hills.
Villa in Montepulciano
5 out of 5 average rating, 3 reviews

Terra Antica Suite & Ville - Villa Vino - Private Jacuzzi

HeatherRating, 5 stars5 months ago
Our stay at Terra Antica was a dream. The location is perfect and the property and villa are exceptional. We were close enough to town to get to restaurants and shopping and then come back for some quiet relaxing time. There are numerous wineries to visit in the area. Day trips to other local towns are easy to do as well. The private jacuzzi was an extra bonus & we used it several times during our stay. We will be back again!
Superhost
A charming stone farmhouse is set against a clear blue sky, framed by lush greenery. In the foreground, a private saltwater pool reflects the vibrant flowers in planters on the wooden deck, creating a serene outdoor scene ideal for relaxation.
Villa in Provincia di Arezzo
4.91 out of 5 average rating, 43 reviews

Villa near Florence: Pool, AC, Vast natural garden

JackRating, 5 stars8 months ago
Stunning villa in a beautiful setting. Francesco gave excellent directions & the peace & tranquility out in the Tuscan countryside was wonderful. Francesco was exceptionally responsive & gave great local advice. We loved the little towns nearby and can’t wait to return soon. Highly recommended. Jack.
Guest favorite
A stone villa is illustrated with large windows and an expansive terrace. A well-manicured lawn stretches to a sparkling pool, complemented by sun loungers. Lush greenery surrounds the area, enhancing the serene outdoor space.
Villa in Gaiole in Chianti
5 out of 5 average rating, 9 reviews

Casa Faraona, villa con piscina privata

VaughanRating, 5 stars6 months ago
A beautiful property in a stunning location with great views. The property was easy to find using Waze. Once inside everything was clean and all rooms were luxurious and clean.

Luxury villa rentals

Top guest favorite
An aerial view captures the villa’s expansive layout, featuring a private pool surrounded by lounge chairs. Lush greenery and cypress trees border the property, while terracotta roofs and open balconies contribute to the charming Tuscan landscape.
Villa in Montecucco
4.9 out of 5 average rating, 39 reviews

Villa Angiolina

ErinRating, 5 stars6 months ago
Villa Angiolina is truly beautiful!!! The view is incredible and everything was spotless and beautifully decorated. Our host was lovely and gracious and responded very quickly to all communications. She even arranged for an amazing pizza party with a private chef that was just one or the memorable moments from our time at the Villa. If this Villa is available…just book it!!! You will be glad that you did!!!!
Guest favorite
A spacious dining area is featured, complete with rustic wooden beams and a large wooden table. Surrounding chairs and a cozy seating area with plush couches create an inviting atmosphere. Natural light filters through multiple windows adorned with greenery, enhancing the room's warmth.
Villa in Sodo
4.95 out of 5 average rating, 22 reviews

La Casa del Sole del Sodo

ClaireRating, 5 stars7 months ago
We chose Il Sole del Sodo because it had 6 en-suite rooms, a pool, was close to a town and a train station and had a well- regarded host who could provide extras like breakfast, dinners, cooking classes and olive oil tastings e.g. Claudia! While rustic, the villa’s charm and peaceful spaces draw you right in and Claudia’s hospitality is unsurpassed. The villa fronts to the road to Cortona and backs to a field of sunflowers. Our family and friends dined on the private patio and found a back way to walk up to Cortona for exercise. A unique and wonderful experience!
Top guest favorite
A welcoming living area is characterized by elegant furniture, including a pair of intricately designed chairs and a spacious couch. A decorative coffee table sits in the center, surrounded by soft natural light from the windows, and a vintage chandelier hangs above.
Villa in Rignano sull'Arno
5 out of 5 average rating, 10 reviews

villa "La Fonticina"

Salvador EsquedaRating, 5 stars4 days ago
Our stay at this beautiful Tuscany villa was truly unforgettable. The home perfectly blends charming, traditional Tuscan character with all the modern amenities we could possibly need. From the moment we arrived, we were enchanted by the authentic details — rustic beams, stone walls, and stunning countryside views — all while enjoying updated comforts like a fully equipped kitchen, high-speed internet, and luxurious bathrooms. It was the perfect balance of old-world charm and contemporary convenience. We couldn’t have asked for a better place to experience the magic of Tuscany. Highly recommend!
Top guest favorite
Villa in San Miniato
4.88 out of 5 average rating, 40 reviews

Historic home with exclusive pool

AylaRating, 5 stars9 months ago
Wir (7 Freundinnen) haben den Aufenthalt in der Villa sehr genossen! Das Haus, vor allem der Vorgarten und der Pool, sind wunderbar. Maria ist super! Sie hat uns sehr viele Tipps zur Umgebung zugesendet (auch die notwendigen Sachen, wie Einkaufsmöglichkeiten). Zudem wurden wir mit einem sehr feinen Kuchen überrascht und wenn man etwas brauchte, kam sehr schnell eine Antwort. Die Villa ist gut ausgestattet und die Umgebung wunderschön. Parkplätze hat es genügend. Einzig die Schlaglöcher und der Zugang zur Villa sind etwas herausfordernd - jedoch machbar!
Superhost
An outdoor terrace is visible, featuring stylish seating arrangements with comfortable cushions. A panoramic view of the rolling hills and expansive sky fills the background, offering a serene setting for relaxation. Natural light brightens the space, enhancing the tranquil atmosphere.
Villa in Paciano
5 out of 5 average rating, 4 reviews

Villa Lidia, la Dolce Vita at its Best!

IsaRating, 5 stars7 months ago
From the beginning, Marlene was an excellent host and Stijn, a most excellent property mgr. The house is even more beautiful in person. This is a magical place for tranquility and relaxation. The house is pristine and has all the amenities , we immediately felt right at home. We asked and they recommended farm to table cooking classes, and nearby towns to visit. All excellent experiences. Wonderful memories were made cooking and grilling, picking herbs from the garden. We enjoyed this truly spectacular home. The views from the hilltop where the house is located are breathtaking. There is a beautiful infinity pool and a great barbecue area. Watching sunsets and star gazing . We had just celebrated our daughter’s wedding and traveled from Rome and the serenity and Zen of the house and surroundings were just what we needed. Stijn took great care of us. We will return to this slice of heaven on earth. Thank you Marlene for sharing your beautiful home with us. It exceeded our expectation
Guest favorite
The villa is set on a hillside, surrounded by lush olive groves and cypress trees. Its traditional architecture features a terracotta roof and stone walls. Outdoor seating areas invite relaxation, while pathways lead through well-kept gardens that reflect the area's natural beauty.
Villa in Colle di Val d'Elsa
4.95 out of 5 average rating, 21 reviews

Villa L'elsa

MaximeRating, 5 stars2 weeks ago
Merveilleux séjour dans cette villa paradisiaque aux milieux des vignes et des oliviers. Magnifique et paisible.
Superhost
The expansive garden features well-maintained grass and elegant trees casting shadows on the ground. In the background, the villa's rustic brick facade complements the natural surroundings, while additional greenery and an open sky create a serene atmosphere.
Villa in Torrita di Siena
5 out of 5 average rating, 4 reviews

Villa Scianellone

NickRating, 5 stars36 months ago
We had an excellent time staying at this family home with an amazing view of Torrita di Siena. Great access to many popular hill towns (Cortona, Montepulciano, Pienza, Montalcino, etc). The house and property are beautiful, very private and populated with song birds and olive trees. The hosts are charming and very welcoming. They provided us with all the recommendations we needed and were readily available whenever we wanted to communicate with them. The house is well appointed and has multiple ways to cook from gas range to pizza oven and wood fired grill. I really liked using the giant pinecones as fire starter. We would definitely return and hope to. Such a precious slice of paradise.
Top guest favorite
Villa in Orentano
4.98 out of 5 average rating, 97 reviews

Villa Gourmet Food, Pizza, Chef, Pool and Nature

EmilyRating, 5 stars1 week ago
My family and I had a fabulous week of vacation in Stephano’s wonderful Tuscan house! You could not find a better host than Stephano, he went out of his way to help us find places to eat, tour guides and taxi drivers. The pizza lesson with chef Guido was a great experience for all ages. And the homemade meal was simply amazing, served by chef Fabrizio and his warm, smiling helpers. The house was perfect too, very spacious, comfortable and well-equipped. I highly recommend this house and experience for anyone who wants to discover the region and its culinary specialties, in a warm and welcoming home.

Villa rentals with a pool

Guest favorite
An aerial view showcases a modern villa surrounded by lush greenery, featuring a private infinity pool. Lounge chairs are positioned beside the pool, and the outdoor dining area is elegantly set on a spacious terrace, enhancing the outdoor living experience.
Villa in Palaia
5 out of 5 average rating, 9 reviews

Villa La Gemma

DeryaRating, 5 stars7 months ago
Der Aufenthalt war wunderschön! Die Villa war unglaublich, der Ausblick, die Möbel, die Zimmer und der Pool. Wir waren so glücklich, dort zu sein. Die Zimmer waren neu und sauber. Auf jedes Detail wurde geachtet. Christina war unglaublich hilfreiche und immer erreichbar. Ohne sie wären wir aufgeschmissen. Wir hatten leider öfter private Probleme und jedes Mal hat sie uns geholfen und uns Lösungen gebracht. Wir mich und meine Freunde war dieser Aufenthalt unvergesslich!
Superhost
A large pool with clear blue water is framed by lounging chairs and shaded areas. Lush greenery and cypress trees surround the landscape, while a picturesque house sits atop the hill, under a bright blue sky dotted with clouds.
Villa in Campagnatico
4.8 out of 5 average rating, 5 reviews

Charming villa on two levels - Casa Lola

SofiaRating, 5 stars9 months ago
Mel is a fantastic host and the place is exactly like in your most vivid Tuscany dreams.:) It's not our first time here and we absolutely loved everything about the place. We booked all three homes available at Mel's place and had an unforgettable week with the entire family - highly highly recommended! Thank you, Mel for being absolutely fabulous!✨
Guest favorite
The exterior of the villa showcases a brick façade supported by wooden columns. A well-maintained lawn extends alongside the building, bordered by a rustic wooden fence. The serene landscape in the background highlights trees and open fields under a clear blue sky.
Villa in Montepulciano
4.91 out of 5 average rating, 122 reviews

Villa a Montepulciano con Piscina

LindaRating, 5 stars2 weeks ago
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!
Guest favorite
Villa in Castiglion Fiorentino
4.95 out of 5 average rating, 39 reviews

Villa Il Sogno di Pietro, piscina privata e AC

ChanitahRating, 5 stars7 months ago
Het huis was prachtig. Bijna alles was geweldig een paar kleine puntjes. De keuken wat klein voor een grote groep. Er miste schaaltjes voor bijvoorbeeld yoghurt… of die hebben wij niet gevonden. Er was een stopcontact in een slaapkamer wat onveilig en er miste een douchegordijn in de gedeelde badkamer. Maar verder was het geweldig alles heel schoon en groot prachtige zwembad met tuin eromheen. Erg genoten
Superhost
Villa in San Casciano In Val di Pesa
4.83 out of 5 average rating, 30 reviews

Poggio degli Ulivi, charme nel Chianti con piscina

MicaelaRating, 5 stars8 months ago
Der Aufenthalt war wunderschön. Die Aussicht ist fantastisch, der Pool sehr sauber, umgeben von einem wunderschönen, riesengroßen Garten. Das Frühstück auf der Terrasse ist fantastisch, da die Küche gleich zur Terrasse übergeht.Das Haus ist wunderschön eingerichtet und sehr sauber. die Klimaanlage funktioniert einwandfrei, der nächste Supermarkt ist mit dem Wagen in knapp 15 Minuten zu erreichen, ebenso gibt es verschiedene Restaurants, die in unter 20 Minuten mit dem Wagen zu erreichen sind. Wie zum Beispiel, dass Die Sor Paolo oder das Barrachina.
Top guest favorite
An outdoor space features a rectangular swimming pool surrounded by a stone patio. Sun loungers and a dining table with chairs are positioned under a large umbrella. Lush greenery and flowering plants enhance the scenic view of the hillside in the background.
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 69 reviews

Private Villa with swimming pool in Tuscany

TomášRating, 5 stars6 months ago
We had a wonderful stay at the villa in Tuscany and felt at home right away. The hosts, Silvana, Iacoppo, and Bruno, took excellent care of us and were always attentive to our needs. The villa itself is spacious and well-equipped with everything one could ask for. The beautiful pool with its stunning views and the cozy fireplace area were definite highlights. It was the perfect place to unwind and enjoy the Tuscan countryside. Thank you again for an unforgettable stay!
Superhost
The image showcases an ancient stone villa surrounded by a spacious lawn, with a private swimming pool in the foreground. The pool is characterized by a rounded shape, complemented by white lounge chairs positioned nearby. Lush greenery and rolling hills are visible in the background under a partly cloudy sky.
Villa in San Gimignano
4.79 out of 5 average rating, 24 reviews

Villa Elisa

DominiqueRating, 5 stars6 months ago
Superbe maison dans les vignes entourée de somptueux coteaux dans un incroyable cadre de carte postale. Parfait pour se retrouver en famille ou entre amis. L'emplacement est idéal pour rayonner entre Sienne, Florence et le Chianti ou se reposer en profitant de la piscine. Elisa, toujours à l'écoute, est très reactive et répondra quasiment sans délai.
Guest favorite
A spacious villa is set in a lush garden adorned with flowering plants and olive trees. The outdoor area features a covered veranda with seating, while a private pool is visible in the background. Bright sunlight enhances the serene atmosphere.
Villa in Montevarchi
5 out of 5 average rating, 13 reviews

Tuscan villa with private pool and stunning views

BarbaraRating, 5 stars8 months ago
We had a wonderful week at Sergio's family's villa. Massimo met us with Sergio on our arrival and showed us around the villa. The villa is located in the beautiful Tuscan countryside about 3 miles (10 minutes drive) from Montevarchi which has a great selection of supermarkets including a huge Coop with the best cheese counter we have ever seen. Sergio's family gave us a great number of recommendations from restaurants to local sights etc. One restaurant we particularly liked was Le Mura del Cassero in Montevarchi. We had a couple of trips, one to Siena by car and another to Florence by train. Both very accessible. The pool at the villa is wonderful (Massimo checked it every morning before we even surfaced) and Sergio and Massimo were the kindest hosts. They gave us a huge fruit bowl, prosecco, beers, pastries, home produced olive oil and their own delicious wine...truly lovely generous people. We would definitely recommend this villa to others!

Quick stats about villa rentals in Siena

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore

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