Skip to content
300+ stays

Stays in Province of Siena

Check travel restrictions before booking.
Please review and follow government travel guidelines.
Learn more
SUPERHOST
Entire villa in Siena
XIII Century Tower with Private Panoramic Pool
12 guests5 bedrooms6 beds6 bathrooms
PoolFree parkingKitchenWifi
Rating 4.77 out of 5;158 reviews
SUPERHOST
Entire villa in Siena
Idyllic Siena Retreat-Splendid View
10 guests6 bedrooms6 beds5 bathrooms
PoolFree parkingKitchenWifi
Rating 4.89 out of 5;197 reviews
SUPERHOST
Entire house in Castelnuovo dei Sabbioni
Chianti La Pruneta, Raffaello Apartment
4 guests1 bedroom2 beds1 bathroom
PoolFree parkingKitchenWifi
Rating 4.86 out of 5;138 reviews
SUPERHOST
Entire house in Asciano - Chiusure - Monte Oliveto Maggiore
Country House in the Crete Senesi
10 guests4 bedrooms8 beds2.5 bathrooms
PoolFree parkingKitchenWifi
Rating 4.96 out of 5;105 reviews
SUPERHOST
Entire guest house in Vetulonia
La Farfalla ~ with a private pool and view terrace
3 guests1 bedroom3 beds1 bathroom
PoolFree parkingKitchenWifi
Rating 4.75 out of 5;56 reviews
SUPERHOST
Entire house in Castellina in Chianti
La casa nel chianti
3 guests2 bedrooms2 beds1 bathroom
PoolFree parkingKitchenWifi
Rating 4.74 out of 5;144 reviews
SUPERHOST
Entire flat in Gavignano
holidays with swimming pool in Tuscany
2 guests1 bedroom1 bed1 bathroom
PoolFree parkingKitchenWifi
Rating 4.88 out of 5;152 reviews
SUPERHOST
Entire flat in Monteguidi
Studio in Tuscan farmhouse + pool
2 guests1 bedroom1 bed1 bathroom
PoolFree parkingKitchenWifi
Rating 4.91 out of 5;115 reviews
SUPERHOST
Farm stay in Pari
TUSCANY farm house SWIMMING POOL
4 guests1 bedroom1 bed1 bathroom
PoolFree parkingKitchenWifi
Rating 4.98 out of 5;107 reviews
SUPERHOST
Entire flat in San Gimignano
Laura's farm
2 guestsStudio1 bed1 bathroom
PoolFree parkingKitchen
Rating 4.79 out of 5;85 reviews
Farm stay in Castellina in Chianti
Apartment LAURO with private garden
3 guests1 bedroom4 beds1 bathroom
PoolFree parkingKitchenWifi
Rating 4.54 out of 5;116 reviews
SUPERHOST
Private room in Poggibonsi
Castello di Badia - La Torre
2 guests1 bedroom1 bed1 private bathroom
Hosted by a businessPoolFree parkingWifi
Rating 4.94 out of 5;83 reviews
SUPERHOST
Entire guest suite in Castelnuovo Berardenga, Italy
ENCHANTED COUNTRY TO 10 KM FROM SIE
2 guests1 bedroom1 bed1 bathroom
PoolKitchenWifi
Rating 4.89 out of 5;83 reviews
SUPERHOST
Entire flat in Monteguidi, casole d'elsa
Agriturismo Timignano
4 guests2 bedrooms3 beds1 bathroom
PoolFree parkingKitchenWifi
Rating 4.93 out of 5;74 reviews
SUPERHOST
Farm stay in Gaiole in Chianti
Charming "Nido" in a mediaeval Chianti village
2 guests1 bedroom1 bed1 bathroom
PoolFree parkingKitchenWifi
Rating 4.90 out of 5;89 reviews
SUPERHOST
Entire flat in Poggibonsi
Castello di Badia - La Limonaia
2 guests1 bedroom1 bed1 bathroom
PoolFree parkingKitchenWifi
Rating 4.93 out of 5;128 reviews
SUPERHOST
Entire flat in Castellina in Chianti
Visit Chianti,Siena, Florence, S.Gimignano
2 guests1 bedroom1 bed1 bathroom
PoolFree parkingKitchenWifi
Rating 4.92 out of 5;65 reviews
Entire loft in Siena
Siena Country Loft Hideway
2 guests1 bedroom1 bed2 bathrooms
PoolFree parkingKitchenWifi
Rating 4.95 out of 5;107 reviews
SUPERHOST
Hotel room in Sinalunga
White Room with Pool
2 guests1 bedroom1 bed1 bathroom
PoolFree parkingWifi
Rating 4.85 out of 5;81 reviews
SUPERHOST
Hotel room in San Gimignano
Casanova di Pescille farm hause a San Gimignano
2 guests1 bedroom1 bed1.5 bathrooms
PoolFree parkingWifi
Rating 4.96 out of 5;77 reviews
120 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.