
Vacation rentals in Province of Siena
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Top-rated vacation rentals in Province of Siena
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Top guest favourite

Farm stay in Camucia
5 out of 5 average rating, 9 reviewsIl Giardino degli Ulivi | Casa Ippocastano
Pietro GustavoRating, 5 stars2 weeks ago
Il Giardino del Uglivi is really a comfortable place to stay. We were a group of 4 adults and 2 kids and everything was perfect. The description on Airbnb is exactly what we saw during our stay. Two big bedrooms and a huge living area. Perfect bathrooms! It’s important to mention the garden. It was so good for our kids. They enjoyed the playground and the table tennis! About the location, it’s a 10 minute drive to Cortona. But for those with children, Camucia has great playgrounds around 3 minutes by car! Don’t miss them! Certainly we will come back to Giardino del Uglivi as soon as possible!
Superhost

Apartment in Montepulciano
4.69 out of 5 average rating, 13 reviewsLittle Eramo for two, View of Tuscany Hills
AndreaRating, 5 stars6 days ago
Alloggio carinissimo, pulito e ad un passo dal centro. Soluzione validissima per una coppia come noi. Abbiamo sempre ottenuto risposte rapide e precise.
Superhost

Villa in Radicondoli
4.94 out of 5 average rating, 18 reviewsA Romantic Villa in the heart of Tuscany
AmandaRating, 5 stars7 months ago
We are 2 couples in our early 60s. We adored the home. The surrounds and views sublime. We cooked and loved sitting in kitchen as sun set. Ahhhh. We enjoyed a drink in village at a little store. Our favourite meal was at Nazionale (book or you won’t get in). The lady there is areal character you will get to like her. The agricento restaurant also good. Coop had groceries. The village of Radicondolli is just beautiful. We drove to many places from there. Siena, san Gin, the Terma Antica ….. ( warm mineral waters with spa) nice to be spoilt. Try the other small villages around Radicondoli, we did better than larger ones, like castle d’elsa. Fabulous museum. Our hosts Francesca and Lorenzo were welcoming and met us on arrival. Each room was well separated with ensuite each room. Kitchen fully appointed. Italian coffee pot (buy you ground coffee at coop in town), some basic condiments. Roomy showers, one bath, lots of room to spread out. Herbs in garden.
Guest favourite

Villa in Asciano
4.95 out of 5 average rating, 76 reviewsPodere on the Crete Senesi
ChulaRating, 5 stars6 months ago
We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.
Guest favourite

Home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 141 reviewsLa Casa di Nada Home
SarahRating, 5 stars1 week ago
Ce fut un très bon séjour chez Nada. Le logement correspond parfaitement à la description. Mille mercis pour tout, nous reviendrons!
Top guest favourite

Home in Campagnatico
5 out of 5 average rating, 7 reviewsBeautiful bright villa with view - Casa Luca
RafiRating, 5 stars1 month ago
We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!
Superhost

Apartment in Arezzo
4.6 out of 5 average rating, 5 reviewsAppartamento Pozzale 2+2 | 50m
KatrienRating, 5 stars9 months ago
We loved this place. The grandmother welcomed us and she was such a nice lady! There is a lot of space for the kids to play and the view from the swimming pool with the sunsets is amazing! It’s an ideal place to visit some villages in the neighborhood during the day and to relax at the end of the day at the pool. We would love to come back a bit longer!
Top guest favourite

Villa in Roccatederighi
4.97 out of 5 average rating, 33 reviewsVilla Il Diaccio with view of the Tuscan Maremma
AleahRating, 5 stars2 weeks ago
This house is perfect for a family vacation with so many different amenities. We got the most out of the jacuzzi, pool table, living room campfire and beautiful views down to Roccatederighi along with the mountains and sea in the far distance. The host, Riccardo is so sweet, welcoming and very helpful and responsive to questions I had asked. Experiencing this place is even better in person and all we wanted in a relaxing vacation.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- CavallinoMatto
- Piazzale Michelangelo
- Parco delle Cascine
- Mercato Centrale
- Marina di Grosseto beach
- Piazza della Repubblica
- Pitti Palace
- Stadio Artemio Franchi
- Kite Beach Fiumara
- Giardino Bardini
- The Boboli Gardens
- Cavallino Matto
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Casa Barthel
- Things to do Province of Siena
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