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Guesthouse vacation rentals in Province of Siena

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Popular amenities for Province of Siena guesthouses

Family-friendly guesthouses

Guesthouse in Monte Antico
4.4 out of 5 average rating, 10 reviews

Beautiful Apartment with Pool in Maremma

JessicaRating, 5 stars35 months ago
Beautiful home! The pool and views were incredible. The host was always available and kind in responding to any questions we had. We lived our experience staying here!
Guesthouse in Caldana
4.8 out of 5 average rating, 182 reviews

Appartment 1 surrounded by Tuscan Nature

EsterikaRating, 5 stars3 weeks ago
Had an amazing vacation Dagmar is a wonderful host, her farm is entirely inviting you to enjoy and rest. The scenery is beautiful, the animals are so friendly and good, there is plenty of nature around. In the cabin itself I had everything, comfortable for a short or long stay. Within a short drive there are grocery stores, coffee shops, excellent wineries and restaurants, and approximately 1 hour drive to Siena and other interesting towns in the area. In my eyes the place was perfect, for nature lovers it is an amazing experience highly recommended. I definitely intend to go back
Guesthouse in Montieri
4.9 out of 5 average rating, 20 reviews

Podere Rachele - Ghiandaia House

LoïcRating, 5 stars20 months ago
We had a great time, the setting and location allowed us to gather as a family and enjoy the surroundings without stress. ( no noise, the essentials nearby...) The view is beautiful, the pool is very pleasant. The accommodation is functional and spacious enough. Many thanks to Francesco!!
Guesthouse in Montieri
4.72 out of 5 average rating, 18 reviews

Podere Rachele - Owl's House

ChiRating, 5 stars6 months ago
We stayed at Francesco’s place for two nights. It was raining so we didn’t have the full benefit of the area. He was very helpful with everything. However, there aren’t many amenities so come prepared. It was a very comfortable place.
Guesthouse in Croce
4.85 out of 5 average rating, 62 reviews

Secret Haven

KatoRating, 5 stars7 months ago
It was a great place to stay. Highly recommendable! Close to all kinds of attractions. Hosts are quick to respond and helpful. Pool was great!
Guest favourite
Guesthouse in Antria
4.92 out of 5 average rating, 126 reviews

A charming Tuscan retreat

EricRating, 5 stars6 months ago
Gorgeous stay! Views were stunning and the villa exceeded expectations. This was a perfect place to unwind and relax. Highly recommend.
Superhost
Guesthouse in Castiglione della Pescaia
4.5 out of 5 average rating, 4 reviews

La Rondine - big windows & pool

NicoleRating, 5 stars6 months ago
We had a great time in this very lovely apartment with a fantastic view! On a rainy day you can cuddle up, have some tea and enjoy the foggy view. The place is great with lots of attention to detail :) The kitchen unit is not shown in the pictures but was good and totally sufficient for some simple cooking👍🏻 We will recommend this airbnb to friends!
Private room in Radda in Chianti
4.81 out of 5 average rating, 159 reviews

Double room with two beds and a view

EvelynRating, 5 stars7 months ago
We absolutely loved our stay at Romanita’s place. The house was charming, the views were incredible and it was extremely relaxing and peaceful. Meeting Romanita was a highlight - she is so warm and makes you feel like an old friend. We could not communicate well as we don’t speak Italian but through google translate, tone and hand gestures, it felt like we had some beautiful conversations together. We recommend Romanita’s place to stay! It is close to town where we had some meals and we were able to easily park the car nearby.

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