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Boutique hotel holiday rentals in Province of Siena

Find and book unique boutique hotel rentals on Airbnb

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Popular amenities for Province of Siena Boutique Hotels

Family-Friendly Boutique Hotels

Guest favourite
Hotel room in San Gimignano
4.77 out of 5 average rating, 39 reviews

San Gimignano 2 rooms 4/5 persons with view

BernardoRating, 5 stars1 month ago
Very helpful and professional host. She has shown so much patience and I can only thank you for a wonderful stay
Guest favourite
Hotel room in San Gimignano
4.76 out of 5 average rating, 275 reviews

San Gimignano rooms private fast Wi-Fi -10

AaronRating, 5 stars5 days ago
What a beautiful unique and beautiful place to stay! You are literally in a medieval palace with 2foot thick stone walls, but it feels like a cozy home. Absolutely stunning! The town is beautiful with lots of shops and restaurants. Highly recommend!
Superhost
Hotel room in San Gimignano
4.64 out of 5 average rating, 206 reviews

Private double room San Gimignano WiFi -6

DollyRating, 5 stars3 weeks ago
I had a wonderful stay in San Gimignano and absolutely loved this place! The location is perfect—peaceful and full of charm, just like the town itself. The accommodation was cozy, welcoming, and had a lot of character, which added to the overall experience. While the bathroom is a bit old, it was spotless and well-maintained, so it didn’t bother me at all. The warmth of the place and the beauty of the surroundings more than made up for it. I’d happily stay here again and recommend it to anyone looking for an authentic and relaxing stay in San Gimignano.
Superhost
Hotel room in San Gimignano
4.61 out of 5 average rating, 47 reviews

San Gimignano private double room -4

JulieRating, 5 stars7 months ago
Very nice room and common room and courtyard, right in the center of San Gimignano, easily accessible, wonderful communication. You feel like you jumped in time. Bathroom is small.
Top Guest favourite
Hotel room in Bettolle
4.92 out of 5 average rating, 37 reviews

Superior double room in Leopoldina house

BenRating, 5 stars6 months ago
Good stay at Walter’s place in Tuscany. Place wasn’t as out in the country as we expected but it was convenient near a town and the rooms were very clean and well kept with friendly service.
Guest favourite
Hotel room in Siena
4.89 out of 5 average rating, 150 reviews

Charming Room one step from Duomo 3

JavierRating, 5 stars1 month ago
Good location. Nice and quiet place. The room was very clean, just as shown in the photos. Fabio answered all our questions quickly and was kind at all times. Recommended.
Guest favourite
Hotel room in Bettolle
4.94 out of 5 average rating, 205 reviews

Nice double room in a charming B&B

JINYIRating, 5 stars1 week ago
This place is simply a dream! Every window in the house looks like a painting—nature is framed so beautifully that it takes your breath away. The room itself was stunning, full of warmth and style. The host was incredibly kind and respectful. We truly appreciated the upgrade to a better room and all the thoughtful help we received. From showing us how to buy train tickets, to calling a taxi and even helping with our luggage—it felt like staying with a dear friend who truly cared. And yet, they were never intrusive—just wonderfully supportive when needed. And the food—wow! Every meal was delicious and generous. The breakfast croissants and fresh milk are unforgettable, and the cleanliness and cozy environment made everything feel perfect. We genuinely didn’t want to leave. “Home away from home” doesn’t even begin to describe it. It was beyond amazing. We wholeheartedly recommend this place to everyone—it’s an experience you don’t want to miss!❤️❤️❤️☺️
Hotel room in Castenuovo di Val di Cecina
4.25 out of 5 average rating, 4 reviews

Agriturismo "Le Cerinaie": Two-bedroom apartment

LucaRating, 5 stars8 months ago
Very hospitable, very kind, great value for money!

Destinations to explore