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 Florence
4.9 out of 5 average rating, 283 reviewsCiardo-Cozy house in the heart of Florence
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 Castelnuovo Berardenga
4.77 out of 5 average rating, 133 reviewsVacanze indimenticabili a Siena
Holiday home in Siena
4.97 out of 5 average rating, 37 reviewsApartment in historic Villa in Siena_"LE CONTRADE"
Holiday home in Siena
4.73 out of 5 average rating, 103 reviewsAgriturismo between heaven and earth
Holiday home in Loro Ciuffenna
4.9 out of 5 average rating, 50 reviews"Soffitta" (Loft) 2/3p, pool, pvt garden, view
Holiday home in Greve in Chianti
4.93 out of 5 average rating, 14 reviewsPicchio - Rifugium
Holiday home rentals with a patio
Holiday home in Bagno a Ripoli
4.87 out of 5 average rating, 135 reviewsI Rosai apartment on the Florentine hills
Holiday home in Rosennano
5.0 out of 5 average rating, 34 reviewsHOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Holiday home in Florence
4.86 out of 5 average rating, 59 reviewsThe Florentine Terrace
Holiday home in Gaiole in Chianti
4.93 out of 5 average rating, 14 reviewsThe Piccola Villa of Borgo Argenina
Holiday home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 82 reviewsLa Casa di Nada Home
Holiday home in Chianni
5.0 out of 5 average rating, 26 reviewsCasa Serena - one bedroom with parking and garden
Holiday home in Poggibonsi
5.0 out of 5 average rating, 25 reviewsEllerone 20, an ancient barn in Chianti
Holiday home in Cantagallina
5.0 out of 5 average rating, 22 reviewsIl Tiglio, two pax flat between Umbria and Tuscany
Holiday home rentals with a washing machine and dryer
Holiday home in Florence
4.92 out of 5 average rating, 196 reviewsMelarancio Residence
Holiday home in Florence
4.95 out of 5 average rating, 140 reviewsTOSCANELLA LOFTED ROOM MADREPERLA
Holiday home in Pistoia
4.99 out of 5 average rating, 112 reviewsPodere Shower Vacation Rental
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 Casole d'Elsa - Siena
4.96 out of 5 average rating, 24 reviewsElegant farm stay immersed in nature, Terra
Holiday home in Florence
4.77 out of 5 average rating, 60 reviewsRicasoli Suite
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
- Boutique hotel rentals Siena
- Villa rentals Siena
- Rentals with a fire pit Siena
- Rentals with an EV charger Siena
- Condo rentals Siena
- Fitness-friendly rentals Siena
- Rentals with outdoor seating Siena
- Rentals with pools Siena
- Bed and breakfasts Siena
- Smoking-friendly rentals Siena
- Serviced apartment rentals Siena
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- Rentals with a patio Siena
- Rentals with a washing machine and dryer Siena
- Pet-friendly rentals Siena
- Monthly Rentals Siena
- House rentals Siena
- Rentals with breakfast Siena
- Rentals with a hot tub Siena
- Rentals with a fireplace Siena
- Kid-friendly 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
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- Holiday Chalets United Kingdom
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- Mansion Rentals United States
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- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
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- Holiday Apartments Australia
- Holiday Houses United States
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- 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
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- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom