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Hotel holiday rentals in Siena

Find and book unique hotel rentals on Airbnb

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Popular amenities for hotel rentals in Siena

Family-friendly hotel rentals

Superhost
Hotel room in Pilli
5 out of 5 average rating, 3 reviews

Elegant suite with breakfast.

SeherRating, 5 stars24 months ago
We loved our stay. Pierre was so attentive and the place was immaculate. Plus the breakfast was absolutely amazing.
Superhost
Hotel room in Gavinana
4.73 out of 5 average rating, 40 reviews

B&B mòsì -ROOM E- DOUBLE ROOM WITH TERRACE

JakobRating, 5 stars14 months ago
Wonderful apartment with a beautiful backyard in a quiet area, still close to the city center.
Superhost
Hotel room in San Quirico
4.81 out of 5 average rating, 96 reviews

Flat in Val d'Orcia

ClémentRating, 5 stars3 weeks ago
The place is very quiet and has a great view. However, you must count 15/20 minutes of gravel road to reach San Quirico (the nearest village). Paolo provided us with a lot of information about the region as well as the cities he advised us to visit depending on the time we stayed. The accommodation allows you to stay longer thanks to the kitchen and outdoor BBQ (in addition to the activities available: swimming pool, ping pong, petanque etc). Small note: plan to have cash to pay the tourist tax (about €2/day/person).
Guest favourite
Hotel room in Gambassi Terme
4.93 out of 5 average rating, 27 reviews

Tenuta Quadrifoglio - Bedroom 3 Iris

SamanthaRating, 5 stars2 weeks ago
We had an amazing time at this hotel! The views and grounds are absolutely stunning! Gorgeous view of the Tuscan hills from your window and all around! The staff are super friendly and we’re so kind! There was a wedding on the property the first night we were there, and the staff notified us in advance and offered to upgrade us or comp our breakfast. We went with breakfast, and it was a delicious spread! Plenty of food and drink options. Dinner at their own restaurant was exceptional! And they had the best hot chocolate I’ve ever had! The location is so close to local towns, we visited 3 in a one day drive (Pisa, Volterra and San Gimignano). Pisa was the most far away but just 1 hour to get there. Overall, you can’t beat the incredible views and amazing service here! Do yourself a favor and book it and get ready for a relaxing and beautiful stay!
Guest favourite
Hotel room in Radda in Chianti
4.9 out of 5 average rating, 119 reviews

Chianti Apartment - 5/6 People

TheRating, 5 stars2 weeks ago
Words cannot even describe how perfect this was for us. Two adults and two teenagers. Plenty of room. A perfect place for our Tuscany get away.
Guest favourite
Hotel room in Centro Storico
4.93 out of 5 average rating, 30 reviews

B&B Casa Tintori - Yellow Room

AllisonRating, 5 stars2 months ago
This is a true gem! I almost didn't write this review because I don't want to let this secret hideaway become overcrowded and unable to book when I go back to Florence. An authentic Florentine bed and breakfast, centrally located, safe, clean, and the best part are the hosts that treat you like family! Breakfast and coffee-phenomenal! Not only are you getting a lovely and quaint place to stay, but you also get the assistance and care from Riccardo and his wife to have the best experience in Florence. Both were so helpful in arranging a tour of the Chianti region, being present for my lost luggage so I didn't worry and waste time waiting for the delivery, making reservations to places I couldn't get into, giving advice for sites to see, even ordering a taxi for departure, and offering historical information about the city and its many changes. They go over and above what is expected from an air bnb! Will definitely stay again if they will have me!
Guest favourite
Hotel room in Montevettolini
4.91 out of 5 average rating, 33 reviews

La Mangiatoia

InaRating, 5 stars1 week ago
This is the second time we visit Sabrina's lovely place. Sabrina and the family are always sweet, welcoming and very friendly. The place is so clean and tidy and you feel at home. The pool area is also really nice. If you need peace and quiet and the most beautiful view, then this is the place.
Guest favourite
Hotel room in Montepulciano
4.93 out of 5 average rating, 235 reviews

Colombi Palace Montepulciano

MauraRating, 5 stars2 months ago
Great location and comfortable cozy apartment. Perfect for a visit to montepulciano!

Hotel rentals with a pool

Guest favourite
Hotel room in San Gimignano
4.97 out of 5 average rating, 61 reviews

Boutique Hotel in San Gimignano

LisaRating, 5 stars2 weeks ago
Our stay was outstanding! We spent 5 nights and would 100% recommend this property to anyone. Lucas and his team at the hotel were exceptional, and we felt like members of the family. Surroundings beautiful with lots to do locally and you can easily drive to Siena or Florence for visits whilst there. Big benefit was the all day/eve snacks, and dinner 3 times a week if you don’t want to drive into town everyday. Fabulous experience, and we will return!
Guest favourite
Hotel room in Sassetta
4.88 out of 5 average rating, 43 reviews

Carlo Sassetta B and B Field, Sassetta

RosarioRating, 5 stars2 weeks ago
We loved our stay , everything was beautiful and just as described, Christine and Monica we’re both great host and made us feel at home. The countryside is beautiful. The recommendation for restaurants were all great, I would definitely go back again !
Guest favourite
Hotel room in Rignano sull'Arno
4.86 out of 5 average rating, 28 reviews

Bedroom in Villa with Pool - Breakfast on request

SergioRating, 5 stars5 months ago
Beautiful place and very welcoming, we had a great time
Top guest favourite
Private room in San Gimignano
4.96 out of 5 average rating, 83 reviews

B&B Villa Baciolo-Room with Breakfast (2)

MarleneRating, 5 stars3 weeks ago
Villa Baciolo was truly enchanting. The rooms were spacious and beautifully decorated, with fantastic bathrooms and a peaceful, serene atmosphere throughout the property. Sandra, her sister, and their entire family were incredibly kind and always available when needed. The complimentary breakfast each morning was a delight—fresh juice, local fruits, pastries, yogurt, and cereal. In the evenings, we enjoyed drinks from the bar and dinner onsite while taking in the unforgettable view of San Gimignano’s medieval skyline. This place holds a special place in our hearts. My husband and I will never forget the warmth of the people—or their fluffy dog Ada! Highly recommend booking this gem.
Guest favourite
Hotel room in San Vincenzo
5 out of 5 average rating, 18 reviews

Superior Apartment + 2 bathrooms + swimming pool

JoshuaRating, 5 stars4 weeks ago
Great space! Great location! Highly recommend!
Superhost
Hotel room in Vinci
5 out of 5 average rating, 5 reviews

Chianti Junior Suite in Wine Resort

RachelRating, 5 stars1 week ago
We spent two days swimming, drinking the beautiful Dianella wine, eating food at the restaurant, exploring the area and fully relaxed. Absolutely recommend if you're looking for a tuscan escape only half an hour from Florence!
Guest favourite
Casa particular in Dicomano
4.9 out of 5 average rating, 10 reviews

Sleep in a tent with pool access and panoramic views

GiorgiaRating, 5 stars10 months ago
Daniela is a very helpful and attentive person. She made us feel right at home. She welcomed us to the property and was immediately attentive to our needs. We stayed in her equipped tent. 2 adults and 2 children. We spent 2 days in complete freedom in her property, taking advantage of a well-kept pool and a well-equipped and charming garden. A hammock and a small bonfire were our backdrop during a delicious apericena with a wonderful view. Quiet and away from the chaos, it allowed us to recharge before our return to Rome.
Guest favourite
Private room in Paciano
4.93 out of 5 average rating, 28 reviews

Relax in Umbria – Trasimeno

JoRating, 5 stars22 months ago
The perfect accommodation for our family including 3 children aged 12, 4 and 4 months. The apartment was really well equipped with everything we needed and a BBQ downstairs which we could use. The pool was spotless and we had our own designated space to use and we were lucky to have an apartment with a view over the hills where we could sit and watch the sunset. Our hosts were so helpful, always responsive with tips on restaurants or local information. On our 2nd night, our hosts made a gorgeous meal for all guests to enjoy together which we loved and all the children were able to play together, it was a great night including fireworks and karaoke. There were several supermarket and restaurant options within a short drive.

Hotel rentals with a patio

Casa particular in Casciana Terme
4.67 out of 5 average rating, 12 reviews

Tenuta La Casetta Farmhouse - Chianti

KatarzynaRating, 5 stars13 months ago
Beautiful views that make you no longer want to move. Super located, beautiful landscape on every side. The pool is clean and tidy. Lots of space for walking, safe for children who ran around the property on their own. Elevations are pleasant, which makes cycling easier. The apartment is clean, fully equipped, and a big plus. Great contact with the owner, she was very helpful, she responded very quickly to any doubts if they appeared, explained right away. I recommend the place! I'll be sure to go back :)
Top guest favourite
Casa particular in Calenzano
4.99 out of 5 average rating, 141 reviews

[Near Florence] Nautilus loft

EdwinRating, 5 stars2 days ago
The Airbnb was beautiful and very easy to check in. Davide and his co-host was very nice and very informative before we even had arrived. We got both restaurant and café recommendations which was really pleasant. The place was very cool and special, a great experience overall! Would definitely come back if I ever get the chance!
Superhost
Shared room in Centro Storico
4.71 out of 5 average rating, 49 reviews

1 Bed In a 6 Female Ensuite Dorm - YellowSquare

NicolleRating, 5 stars2 months ago
Easy to access location, good and clean rooms, with dryer in the bathroom, hot water, bed well ok. Hostel structure very good. They perform various activities, welcome drink and pasta at night for guests free of charge. It is worth remember: they only provide towel by means of rent.
Guest favourite
Hotel room in Piancastagnaio
5 out of 5 average rating, 20 reviews

Antica Foresteria Room 2

JasminRating, 5 stars8 months ago
This was a wonderful experience. we really recommend it! the place is beautiful, full of history and wonderful hospitality. we'll visit again for sure.
Guest favourite
Hotel room in Guardistallo
5 out of 5 average rating, 10 reviews

Vittoria by Beata Relais

vieriRating, 5 stars3 weeks ago
Thank you for all your support. Always ready and responsive to requests. Really everything perfect thanks V
Guest favourite
Hotel room in Greve in Chianti
4.92 out of 5 average rating, 39 reviews

Villa Gioietta - 2-Bedroom Suite

EmilyRating, 5 stars1 month ago
This home is something special. Very clean. Very aesthetically interesting. The beds were very comfortable. Linens lovely. Everything in the space had a story to tell. Lots of history. Stefano was very flexible and informative. We never met Stefano due to the fact that we came in late from travels and had to leave early for a flight home. But we had all we needed to feel at home when we arrived. Coffee in the AM and wonderful seating areas outside to watch the sunrise and hear the birds:) thank you Stefano for leaving us with a very cozy last night in Tuscany. We will never forget it.
Guest favourite
Hotel room in Centro Storico
4.84 out of 5 average rating, 140 reviews

Ricasoli Boutique 5

MatthewRating, 5 stars1 month ago
Great location, great unit and a great host. I would highly recommend.
Superhost
Casa particular in Partina

Discovering the Casentino

Quick stats about hotel rentals in Siena

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹6,058 before taxes and fees

  • Total number of reviews

    510 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore

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