
Hotel holiday rentals in Siena
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Top-rated hotel rentals in Siena
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Popular amenities for hotel rentals in Siena
Family-friendly hotel rentals

Elegant suite with breakfast.
We loved our stay. Pierre was so attentive and the place was immaculate. Plus the breakfast was absolutely amazing.

B&B mòsì -ROOM E- DOUBLE ROOM WITH TERRACE
Wonderful apartment with a beautiful backyard in a quiet area, still close to the city center.

Flat in Val d'Orcia
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).

Tenuta Quadrifoglio - Bedroom 3 Iris
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!

Chianti Apartment - 5/6 People
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.

B&B Casa Tintori - Yellow Room
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!

La Mangiatoia
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.

Colombi Palace Montepulciano
Great location and comfortable cozy apartment. Perfect for a visit to montepulciano!
Hotel rentals with a pool

Boutique Hotel in San Gimignano
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!

Carlo Sassetta B and B Field, Sassetta
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 !

Bedroom in Villa with Pool - Breakfast on request
Beautiful place and very welcoming, we had a great time

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

Superior Apartment + 2 bathrooms + swimming pool
Great space! Great location! Highly recommend!

Chianti Junior Suite in Wine Resort
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!

Sleep in a tent with pool access and panoramic views
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.

Relax in Umbria – Trasimeno
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

Tenuta La Casetta Farmhouse - Chianti
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 :)

[Near Florence] Nautilus loft
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!

1 Bed In a 6 Female Ensuite Dorm - YellowSquare
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.

Antica Foresteria Room 2
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.

Vittoria by Beata Relais
Thank you for all your support. Always ready and responsive to requests. Really everything perfect thanks V

Villa Gioietta - 2-Bedroom Suite
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.

Ricasoli Boutique 5
Great location, great unit and a great host. I would highly recommend.

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
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
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