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Hotel holiday rentals in Siena

Find and book unique hotels on Airbnb

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Family-Friendly hotels

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.
Guest favourite
Hotel room in Gambassi Terme
4.93 out of 5 average rating, 27 reviews

Tenuta Quadrifoglio - Camera 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

MarionRating, 5 stars10 months ago
Nous avions choisi ce lieu pour être à proximité de Florence Pise… pour des visites à la journée et profiter du calme et de la piscine le soir ! Sabrina a été de très bon conseils pour nous rendre à Florence où nous conseiller sur des visites. La vue des terrasses est fabuleuse !
Superhost
Hotel room in Florence
4.74 out of 5 average rating, 241 reviews

On the hill, close to the center

ChristinaRating, 5 stars2 weeks ago
Wir haben einen perfekten ruhigen Ort in unmittelbarer Nähe zu Florenz gefunden mit einer tollen Gastgeberin Carla. Ein wirklich schönes Haus aus dem 15. Jahrhundert (glaube ich) der Garten lädt zum verweilen und ausruhen zwischen den Sightseeingtouren in der Toskana ein. Bei einem leckeren Frühstück kommt man mit den anderen Gästen ins Gespräch. Also wirklich zu empfehlen 👍
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!

Hotels 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!
Superhost
Hotel room in Rignano sull'Arno
5 out of 5 average rating, 5 reviews

Bedroom in Villa with Pool - Breakfast on request

MarynaRating, 5 stars30 months ago
Noel è la struttura sono andati oltre le mie aspettative. La location è splendida, immersa nel verde e con un sapore rusticò ma fresco e aggiornato ai tempi. La stanza così come l’ingresso accogliente e caldo. Il rapporto qualità/prezzo eccezionale! Tornerò sicuramente. Noel disponibile e impeccabile. Top!
Guest favourite
Hotel room in Sassetta
4.88 out of 5 average rating, 43 reviews

Campo di Carlo Sassetta B and B, Sassetta

JohanRating, 5 stars2 weeks ago
Prima onderkomen in een prachtige , rustige en groene omgeving. Hier kun je heerlijk relaxen bij het zwembad of in de uitgestrekte tuin. Uitgebreid ontbijt mogelijk a 10.- Restaurants op ca 15 minuten rijden. Drankjes verkrijgbaar voor supermarkt inkoopprijzen. Aanbevolen!
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
L'endroit est très calme et dispose d'une superbe vue. Cependant, vous devez compter 15/20 minutes de route de gravier pour rejoindre San Quirico (le village le plus proche). Paolo nous a fourni de nombreuses informations sur la région ainsi que les villes qu'il nous conseillait de visiter en fonction du temps que nous restions. Le logement permet de rester plus longtemps grâce à la cuisine et bbq extérieur (en plus des activités disponibles : piscine, ping pong, pétanque etc). Petite précision : prévoyez du cash pour payer la taxe touristique (environ 2€/jour/personne).
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.
Superhost
Hotel room in San Gimignano

Tenuta Sovestro camera de Luxe con colazione

TomRating, 5 stars9 months ago
Il s’agit d’un endroit féerique ! Vous serez au milieu des vignes, dans un paysage de Toscane typique. Les chambres ont été construites récemment et bénéficient de tous les équipements nécessaires et sont ultra-modernes. Toute la propriété est splendide et bénéficie de beaucoup d’endroits pour se poser au calme et pique-niquer par exemple. La présence des deux piscines dans le complexe situé à 50m des chambres est également incroyable. Pour couronner le tout le petit déjeuner est excellent. Enfin le personnel pour l’accueil est très sympathique, avec beaucoup de recommandations sur le lieu et les choses à découvrir à proximité. Il est aussi très facile d’accéder au village de San Gimignano soit à pied soit via un système de navette proposé. Un lieu à ne pas manquer !!
Hotel room in Villa a Sesta
4.73 out of 5 average rating, 37 reviews

Appartamento con ampia veranda nel Chianti

LaurenRating, 5 stars2 weeks ago
We had a fabulous time at Villa Di Sotto! Giulia and her family were incredibly hospitable. We felt so welcomed and adored the property. Would totally stay again!
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!

Hotels with a patio

Top Guest favourite
Casa particular in Calenzano
4.99 out of 5 average rating, 141 reviews

[Near Florence] Nautilus loft

ElenaRating, 5 stars3 days ago
Abbiamo alloggiato solamente una notte ma ci siamo trovati benissimo . La comunicazione è stata perfetta, ho ricevuto risposta sempre in poco tempo e molti consigli . Sono stati disponibili in tutto , per il check out anche ci hanno permesso di stare un poco di più . La casa è come la descrizione , anche dal vivo è ancora più suggestiva . La pulizia è impeccabile . Ho adorato fare colazione con il caffè in giardino. Nel complesso esperienza davvero impeccabile . Grazie !! Ritorneremo se ci ritroveremo in zona ☺️
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
Localização fácil de acessar, quartos bons e limpos, com secador no banheiro, água quente, cama bem ok. Estrutura do hostel muito boa. Realizam diversas atividades, welcome drink e massa a noite para os hospedes de forma gratuita. Vale lembrar: só fornecem toalha por meio de aluguel.
Guest favourite
Hotel room in Piancastagnaio
5 out of 5 average rating, 20 reviews

Camera Antica Foresteria 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

VivianaRating, 5 stars1 month ago
Host gentile e cordiale, struttura nuova e molto pulita. Buona posizione e ottima colazione! Consiglio ✨
Guest favourite
Hotel room in Greve in Chianti
4.92 out of 5 average rating, 39 reviews

Villa Gioietta - Suite con 2 Camere da Letto

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

NoémieRating, 5 stars1 month ago
Logement très bien situé, instructions claires pour l’arrivée et le départ, chambre propre et fidèle à la description
Superhost
Resort in Il Castagno
5 out of 5 average rating, 3 reviews

Chianti Resort - Casa Lavanda

AgnieszkaRating, 5 stars21 months ago
Kiedy oglądałam filmy o Toskanii, marzyłam, aby zamieszkać w takim domu z filmu… i udało się! To niesamowity dom…. Jest tam taki klimat…. Ech…. Dodatkowo piekny basen, super lokalizacja, posiadłość na takich hektarach, ze ohhhoohooo… obsługa na 6👍 ja i moja rodzina - jestesmy ZACHWYCENI i z serca polecamy🌸🤗👍
Hotel room in Siena
4.68 out of 5 average rating, 19 reviews

Hotel Porta Romana - Camera Standard con Patio

SimoneRating, 5 stars5 months ago
Ottimo posto fuori dal centro ma molto vicino a piedi, la vista è pazzesca

Quick stats about hotel rentals in Siena

  • Total rentals

    20 properties

  • Nightly prices starting at

    $117 NZD before taxes and fees

  • Total number of reviews

    510 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Wi-Fi availability

    20 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore

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