Cottage holiday rentals in Province of Siena
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Province of Siena
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Province of Siena
Cottage rentals with a hot tub
Cottage in Seggiano
4.96 out of 5 average rating, 68 reviewsEcoLodge – modern design in quiet panoramic location
Cottage in San Gimignano
4.96 out of 5 average rating, 51 reviewsThe Green House in Tuscany
Cottage in Castelmuzio
5.0 out of 5 average rating, 42 reviewsPanoramic view & outdoor jacuzzi - Pienza
Cottage in Trequanda
4.74 out of 5 average rating, 136 reviews"Rosso Poggiolo" farmhouse with pool.
Cottage in Buonconvento
4.94 out of 5 average rating, 31 reviewsHut at S. Carlo in Buonconvento
Cottage in Montepulciano
4.63 out of 5 average rating, 8 reviewsTuscany Villa Girasole
Cottage in Foiano della Chiana
Sunblock Cottages
Pet-friendly cottage rentals
Cottage in Bucine
4.83 out of 5 average rating, 144 reviewsCottage in the Tuscan countryside
Cottage in Pari
4.96 out of 5 average rating, 142 reviewsAffittacamere La Casa del Frantoiano -Pari-
Cottage in Osteria delle Noci
5.0 out of 5 average rating, 64 reviewsYour Tuscan oak tree house, enchanting Val d'Orcia
Cottage in Campiglia D'orcia
4.94 out of 5 average rating, 16 reviewsVal D’Orcia Eco Cottage - Exclusive Retreat
Cottage in Montepulciano
5.0 out of 5 average rating, 12 reviewsCOTTAGE ELENA
Cottage in Localita' Pievescola
4.92 out of 5 average rating, 77 reviewsAntico Borgo Ripostena – no. 1 Casa Bertilla
Cottage in Castellina In Chianti (SI)
4.97 out of 5 average rating, 78 reviewsCottage Cappero - Masseto In Chianti
Cottage in Pienza
4.95 out of 5 average rating, 21 reviewsSan Lorenzo Cottage
Private cottage rentals
Cottage in Volterra
4.9 out of 5 average rating, 164 reviewsPodere Grignano, beautiful Tuscany
Cottage in Gaiole In Chianti
4.82 out of 5 average rating, 97 reviewsOld Chianti chapel-style cottage
Cottage in Montepulciano
4.82 out of 5 average rating, 11 reviewsAngalìa Guesthouse
Cottage in Pietreto
4.83 out of 5 average rating, 81 reviewsTuscan Roots Villa
Cottage in Radicofani
4.88 out of 5 average rating, 50 reviewsCozy cottage La Bita in Tuscany
Cottage in Castellina in Chianti
4.93 out of 5 average rating, 15 reviewsChianti cottage with pool
Cottage in San Martino in Grania
5.0 out of 5 average rating, 31 reviewsCrete Senesi - Asciano Capanna Cavoni
Cottage in La Piazza
4.96 out of 5 average rating, 72 reviewsCasa La Misura in the heart of Chianti
Destinations to explore
- Cottage rentals Italy
- Cottage rentals Florence
- Cottage rentals Tuscany
- Cottage rentals Tuscany
- Flat rentals Province of Siena
- Rentals with a hot tub Province of Siena
- Rentals with breakfast Province of Siena
- Castle rentals Province of Siena
- Apartment rentals Province of Siena
- Villa rentals Province of Siena
- Bed and breakfasts Province of Siena
- Tiny house rentals Province of Siena
- Rentals with a patio Province of Siena
- Smoking-friendly rentals Province of Siena
- Family-friendly rentals Province of Siena
- Rentals with a firepit Province of Siena
- Townhouse rentals Province of Siena
- Luxury rentals Province of Siena
- Rentals with pools Province of Siena
- Rentals with a fireplace Province of Siena
- Loft rentals Province of Siena
- Rentals with outdoor seating Province of Siena
- Barn rentals Province of Siena
- Guest house rentals Province of Siena
- Rentals with a sauna Province of Siena
- Rentals with lake access Province of Siena
- Tent rentals Province of Siena
- Fitness-friendly rentals Province of Siena
- Monthly Rentals Province of Siena
- Holiday home rentals Province of Siena
- Wheelchair-accessible rentals Province of Siena
- Hotel rentals Province of Siena
- Family-friendly rentals Province of Siena
- Boutique hotel rentals Province of Siena
- House rentals Province of Siena
- Rentals with a balcony Province of Siena
- Rentals with an EV charger Province of Siena
- Rentals with an accessible-height bed Province of Siena
- Farm stay rentals Province of Siena
- Private suite rentals Province of Siena
- Pet-friendly rentals Province of Siena
- Waterfront rentals Province of Siena
- Rentals with a washing machine and dryer Province of Siena
- Serviced apartment rentals Province of Siena
- Nature eco lodge rentals Province of Siena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom