Holiday Homes in Siena
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Top-rated Holiday Homes in Siena
Guests agree: These holiday homes 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 Siena holiday homes
Family-Friendly holiday homes
Holiday home in San Gimignano
4.76 out of 5 average rating, 184 reviewsSan Gimignano, Montegonfoli SIX
Holiday home in Montelupo Fiorentino
4.86 out of 5 average rating, 139 reviewsLoretta - Holiday home in the heart of Tuscany
Holiday home in Florence
4.83 out of 5 average rating, 758 reviewsVisitflorentiapartment - Borgo La Croce Suite
Holiday home in Florence
4.83 out of 5 average rating, 293 reviewsLa Gabbia del Grillo <Anna Maria> (A-04)
Holiday home in Pistoia
4.86 out of 5 average rating, 112 reviewsCountryAl, Stay in the green at my house.
Holiday home in Sesto Fiorentino (FI)
4.86 out of 5 average rating, 265 reviewsPretty Apt in Tuscan style Firenze Sesto Fioreno
Holiday home in Florence
4.9 out of 5 average rating, 283 reviewsCiardo-Cozy house in the heart of Florence
Holiday home in Castelnuovo Berardenga
4.77 out of 5 average rating, 133 reviewsVacanze indimenticabili a Siena
Holiday home rentals with a patio
Holiday home in Bagno a Ripoli
4.87 out of 5 average rating, 136 reviewsI Rosai apartment on the Florentine hills
Holiday home in Greve in Chianti
5.0 out of 5 average rating, 7 reviewsCuculo - Rifugium
Holiday home in Gaiole in Chianti
4.93 out of 5 average rating, 14 reviewsThe Piccola Villa of Borgo Argenina
Holiday home in Florence
4.86 out of 5 average rating, 59 reviewsThe Florentine Terrace
Holiday home in Chianni
5.0 out of 5 average rating, 26 reviewsCasa Serena - one bedroom with parking and garden
Holiday home in Cantagallina
5.0 out of 5 average rating, 22 reviewsIl Tiglio, two pax flat between Umbria and Tuscany
Holiday home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 82 reviewsLa Casa di Nada Home
Holiday home in Poggibonsi
5.0 out of 5 average rating, 25 reviewsEllerone 20, an ancient barn in Chianti
Holiday home rentals with a washing machine and dryer
Holiday home in Florence
4.92 out of 5 average rating, 197 reviewsMelarancio Residence
Holiday home in Pistoia
4.99 out of 5 average rating, 112 reviewsPodere Shower Vacation Rental
Holiday home in Florence
4.95 out of 5 average rating, 140 reviewsTOSCANELLA LOFTED ROOM MADREPERLA
Holiday home in Poggibonsi
5.0 out of 5 average rating, 17 reviewsApp.Cavallo - Megognano,2/A
Holiday home in Serravalle Pistoiese
5.0 out of 5 average rating, 32 reviewsLa Terrazza @ Casa d'Olival - Stunning sunsets
Holiday home in Barberino Val d'Elsa
4.92 out of 5 average rating, 24 reviewsLinearis Apt C (2+2)
Holiday home in Chianciano Terme
4.93 out of 5 average rating, 61 reviewsCharming Cottage Montepulciano, Jacuzzi & Hot Tub
Holiday home in Casole d'Elsa - Siena
4.96 out of 5 average rating, 24 reviewsElegant farm stay immersed in nature, Terra
Destinations to explore
- Florence Holiday rentals
- Pisa Accommodation & holiday rentals
- Lucca Accommodation & holiday rentals
- Elba Accommodation & holiday rentals
- Rimini Accommodation & holiday rentals
- Bologna Holiday rentals
- La Spezia Holiday rentals
- Cinque Terre Holiday rentals
- Rome Accommodation & holiday rentals
- Portofino Holiday rentals
- Genoa Accommodation & holiday rentals
- Padua Accommodation & holiday rentals
- Holiday home rentals Italy
- Holiday home rentals Florence
- Holiday home rentals Tuscany
- Holiday home rentals Tuscany
- Holiday home rentals Bologna
- Rentals with a fire pit Siena
- Serviced apartment rentals Siena
- Boutique hotel rentals Siena
- Pet-friendly rentals Siena
- Rentals with outdoor seating Siena
- Rentals with an EV charger Siena
- Kid-friendly rentals Siena
- Condo rentals Siena
- House rentals Siena
- Smoking-friendly rentals Siena
- Rentals with a patio Siena
- Rentals with a fireplace Siena
- Apartment rentals Siena
- Monthly Rentals Siena
- Rentals with pools Siena
- Rentals with a hot tub Siena
- Bed and breakfasts Siena
- Fitness-friendly rentals Siena
- Rentals with breakfast Siena
- Rentals with a washing machine and dryer Siena
- Villa rentals Siena
- Family-friendly rentals Siena
- Holiday home 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
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- 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