
Holiday houses in Siena
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Top-rated holiday rentals in Siena
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Siena
Top Guest favourite

Home in Siena
4.97 out of 5 average rating, 69 reviewsDomus Nannini - Crossed Loggia Spa
KathyRating, 5 stars3 weeks ago
Fabulous apartment right in the middle of everything, however very, very quiet when you want it to be it also, ability to make it completely dark by closing the shutters. There are two good sized bedrooms, one large bathroom and a half bath that also has a shower . The kitchen is well equipped . You are steps away from wonderful restaurants, great local products, grocery right next-door . Gianluca is a very helpful host!
Guest favourite

Apartment in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviewsColle ai Lecci: Design Apartment in Tuscany
JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentiveāmade us feel right at home. Would definitely stay again!
Guest favourite

Apartment in Roccastrada
5 out of 5 average rating, 15 reviewsApartment in a wine estate
Steven JohnRating, 5 stars1 month ago
We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephanās knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.
Top Guest favourite

Condo in Siena
5 out of 5 average rating, 72 reviewsCasa Manori - refined and cozy two-room apartment
MatthewRating, 5 stars2 weeks ago
Noraās apartment is simple wonderful. Located just a stoneās throw outside the Siena old city wall, the location is perfectly quiet but walkable to the entire town, and affords much more space than average. This is a very large one bedroom, with plenty of lounge space, plus an actual washer plus separate dryer! The bed was super comfortable and the Nespresso machine was lovely. Nora was a fantastic host, helping answer questions before arrival and during the trip. Would definitely stay here again on our next trip to Siena.
Top Guest favourite

Apartment in San Gimignano
4.98 out of 5 average rating, 42 reviewsHerons Superior Apartment - Splendid view!
MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
Guest favourite

Condo in Castelnuovo dellāAbate
4.91 out of 5 average rating, 288 reviewsLa Casetta di Brunello, very panoramic with terrace
JannineRating, 5 stars2 weeks ago
Francesco was the perfect host very communicative and responsive when needed - the unit was spotless and nice decor - loved being in the little town walking to the 3 lively restaurants, grocery and coffee shop not to mention the fabulous vineyards that surrounded the flat - we did some wonderful walks and did side trips to cute little towns - Would recommend highly
Guest favourite

Holiday home in Greve in Chianti
4.92 out of 5 average rating, 100 reviewsStunning Tuscan apartment for 2
LauraRating, 5 stars1 week ago
āPeacefulā is the word to describe this space and the entire surrounding area. The home is perfect, with everything that you need. The view, the grounds, the pool are all wonderful. Catrinaās hospitality - attention to detail and communication are top notch. Wonderful recommendations for neighboring restaurants and a day trip into Florence. My stay was incredible and I hope to return one day. Grazie mille Catrina!
Guest favourite

Condo in Siena
4.96 out of 5 average rating, 95 reviewsOlympia's House
ChrisRating, 5 stars3 days ago
The flat, which lies just outside the city wall, had magnificent view of the Duomo up on the hill; what a sight! It is in a small complex of flats, that includes a fantastic restaurant at the street level. The air worked great, the kitchen was small but very useful, and the marble floors kept the temperature perfect inside as it was hot outside. One of the beds was very comfortable, the other, in the master, not so much. The showers, with their strong water pressure, were a delight after a long day of walking. Francesco was an excellent host- his communication and information was always timely and very useful. The flat is very close to the escalators that will get one to the top of the hill quickly and easily. The steps to the Basilica of San Domenico-Santa Caterina and the Medici Fortress are just a 200 meters from the flat. Make sure to visit the restaurant downstairs- Osteria Enoteca Soto Le Fonti. Food is fantastic, and the staff were kind and very helpful during our stay.
Quick stats about holiday rentals in Siena
Total rentals
1.4K properties
Total number of reviews
71K reviews
Family-friendly rentals
550 properties are a good fit for families
Pet-friendly rentals
510 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
620 properties have a dedicated workspace
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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
- Kite Beach Fiumara
- Marina di Grosseto beach
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
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