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Siena vacation rentals

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Top-rated vacation rentals in Siena

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Villa in Castellina in Chianti
The Villino Farmhouse
Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area
Oct 18 – 25, Professional Host
€ 524 per night
Guest favorite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.
Feb 2 – 9, Individual Host
€ 472 per night
Guest favorite
Villa in Siena
Fascinating Villa Senese with View!
Old restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. Here time flows slowly according to ancient traditions. One of the most beautiful views that the Tuscan view can give, exclusive pool, large triple garden, BBQ, BBQ, poolside table, terrace to enjoy the sunset on the medieval towers on the horizon while sipping the organic wines of the estate, original and working fireplace, free parking, WI-FI internet, WI-FI.
Jan 13 – 20, Professional Host
€ 679 per night

Popular amenities for Siena vacation rentals

Stay near Siena's top sights

Piazza del Campo150 locals recommend
Siena Cathedral287 locals recommend
Il Campo165 locals recommend
Medici Fortress64 locals recommend
CONAD CITY59 locals recommend
Palazzo Salimbeni26 locals recommend

Other great vacation rentals in Siena

Guest favorite
Loft in Siena
Siena Country Loft Hideway
Jan 19 – 26, Individual Host
€ 218 per night
Guest favorite
Apartment in Siena
Apartment Palazzo Casini Piccolomini
Oct 7 – 14, Individual Host
€ 235 per night
Guest favorite
Villa in Ambra
Chianti Villa in Tuscany near Siena & Arezzo
Apr 18 – 25, Professional Host
€ 893 per night
Guest favorite
Condo in Siena
Full downtown Taja-in Palace with Jacuzzi
Oct 27 – Nov 3, Individual Host
€ 139 per night
Superhost
Home in Siena
Piazza del Campo, nothing will be so central
Dec 6 – 13, Professional Host
€ 164 per night
Guest favorite
Home in Siena
Domus Nannini - Loggia Salimbeni SPA
Jan 3 – 10, Professional Host
€ 486 per night
Guest favorite
Home in Siena
Podere Piazza casa with panoramic view
Feb 5 – 12, Individual Host
€ 177 per night
Guest favorite
Tower in Fiesole
A Big Dream in a Little Tower.
Jan 2 – 9, Professional Host
€ 783 per night
Guest favorite
Condo in Siena
Palazzo Bichi Ruspoli-Historical Home-Very Central
Nov 17 – 24, Individual Host
€ 189 per night
Guest favorite
Apartment in Florence
Renaissance Apartment with Duomo Views!
Jan 2 – 9, Professional Host
€ 273 per night
Guest favorite
Home in Sienna
Amazing Cott. in the heart of Siena
Dec 23 – 30, Individual Host
€ 147 per night
Guest favorite
Castle in Ferrano
The Castle of Ferrano - Castle in Tuscany
Sep 7 – 14, Professional Host
€ 350 per night

Other great vacation rentals in Siena

Guest favorite
Villa in Siena
Virgi House
Jun 26 – Jul 3, Individual Host
€ 194 per night
Guest favorite
Apartment in Siena
Apartment Piazza del Campo Siena
Feb 16 – 23, Professional Host
€ 164 per night
Guest favorite
Apartment in Siena
Renovated flat 50 meters from Piazza del Campo
Oct 25 – Nov 1, Individual Host
€ 121 per night
Guest favorite
Home in San Quirico D'orcia
Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Feb 7 – 14, Individual Host
€ 281 per night
Guest favorite
Home in Asciano
Palazzo Monaci - Pool in the crete Senesi
Nov 23 – 30, Professional Host
€ 138 per night
Guest favorite
Home in Siena
Secret Garden House
Dec 21 – 28, Individual Host
€ 223 per night
Guest favorite
Apartment in Siena
Luxury frescoed apartment in the historical center
Apr 20 – 27, Individual Host
€ 605 per night
Guest favorite
Home in Castellina in Chianti
StageROOM03 -Chianti Idillic Country living
Feb 7 – 14, Individual Host
€ 443 per night
Guest favorite
Condo in Siena
Rossella’s House
Aug 25 – Sep 1, Individual Host
€ 330 per night
Guest favorite
Apartment in Montalcino
Castel Brunello
Apr 13 – 20, Professional Host
€ 651 per night
Guest favorite
Apartment in Siena
Fine house with altana and panoramic terrace
Aug 1 – 8, Professional Host
€ 335 per night
Superhost
Apartment in Siena
"The Terrace" with a awesome Siena skyline
Aug 27 – Sep 3, Individual Host
€ 425 per night

Quick stats about vacation rentals in Siena

Total rentals

1.3K properties

Rentals with dedicated workspaces

560 properties have a dedicated workspace

Rentals with a pool

90 properties have a pool

Pet-friendly rentals

510 properties allow pets

Family-friendly rentals

520 properties are a good fit for families

Total number of reviews

62K reviews

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Siena