Vacation rentals near Siena Circuit
We found 3,914 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals within easy reach of Siena Circuit that can be your home away from home. Whether you're going on vacation with family or friends, vacation homes have the best amenities for hanging out with the people that matter most, including parking and a TV. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Siena Circuit
Showing deals for:Nov 7 - Nov 14
Image gallery for ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
1010 out of 10 rating
Exceptional
(9 reviews)
ALL PROPERTY 7BR - Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
Sovicille, Toscana
25% off
Price is CA $1,497
CA $1,497
CA $11,287 total
CA $11,287 total
includes taxes & fees
Image gallery for FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
1010 out of 10 rating
Exceptional
(20 reviews)
FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
Lucignano, Tuscany
10% off
Price is CA $868
CA $868
CA $7,097 total
CA $7,097 total
includes taxes & fees
Image gallery for FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA
1010 out of 10 rating
Exceptional
(19 reviews)
FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA
Buonconvento
10% off
Price is CA $216
CA $216
CA $1,885 total
CA $1,885 total
includes taxes & fees
Image gallery for Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
1010 out of 10 rating
Exceptional
(12 reviews)
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
San Giovanni d'Asso, Provincia di Siena
10% off
Price is CA $2,875
CA $2,875
CA $21,300 total
CA $21,300 total
includes taxes & fees
Image gallery for Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
1010 out of 10 rating
Exceptional
(9 reviews)
Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
Radda in Chianti, Provincia di Siena
5% off
Price is CA $2,124
CA $2,124
CA $15,803 total
CA $15,803 total
includes taxes & fees
Image gallery for Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)
Radda in Chianti, Toscana
10% off
Price is CA $431
CA $431
CA $3,642 total
CA $3,642 total
includes taxes & fees
Image gallery for Idyllic guest house in Tuscan country house style with swimming pool
1010 out of 10 rating
Exceptional
(22 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sinalunga, Siena
10% off
Price is CA $223
CA $223
CA $1,850 total
CA $1,850 total
includes taxes & fees
Image gallery for "Borgo dei Fondi" Il Forno Primo Piano free wifi-free parking
9.69.6 out of 10 rating
Exceptional
(35 reviews)
"Borgo dei Fondi" Il Forno Primo Piano free wifi-free parking
Siena, Tuscany
7% off
Price is CA $245
CA $245
CA $1,925 total
CA $1,925 total
includes taxes & fees
Image gallery for Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
1010 out of 10 rating
Exceptional
(8 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
10% off
Price is CA $352
CA $352
CA $2,778 total
CA $2,778 total
includes taxes & fees
Image gallery for Stunning Villa: 24 guests, private SwimmingPool
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Stunning Villa: 24 guests, private SwimmingPool
Sovicille, Provincia di Siena
15% off
Price is CA $1,969
CA $1,969
CA $14,624 total
CA $14,624 total
includes taxes & fees
Image gallery for Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
9.29.2 out of 10 rating
Wonderful
(25 reviews)
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Civitella in Val di Chiana, Province of Arezzo
10% off
Price is CA $390
CA $390
CA $3,329 total
CA $3,329 total
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti
1010 out of 10 rating
Exceptional
(24 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
7% off
Price is CA $1,337
CA $1,337
CA $10,130 total
CA $10,130 total
includes taxes & fees
Image gallery for Tuscan Villa with Panoramic View - near Florence, Siena & Arezzo
1010 out of 10 rating
Exceptional
(29 reviews)
Tuscan Villa with Panoramic View - near Florence, Siena & Arezzo
Bucine, Tuscany
10% off
Price is CA $266
CA $266
CA $2,349 total
CA $2,349 total
includes taxes & fees
Image gallery for Country Farmhouse with Magnificient Gardens near Siena, Tuscany
9.69.6 out of 10 rating
Exceptional
(24 reviews)
Country Farmhouse with Magnificient Gardens near Siena, Tuscany
Siena, Toscana
10% off
Price is CA $369
CA $369
CA $3,081 total
CA $3,081 total
includes taxes & fees
Image gallery for Exclusive Stone Tower.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Exclusive Stone Tower.
Casciano di Murlo, Tuscany
19% off
Price is CA $115
CA $115
CA $985 total
CA $985 total
includes taxes & fees
Image gallery for Agriturismo San Silvestro - Your home with pool in the hills of Chianti
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Agriturismo San Silvestro - Your home with pool in the hills of Chianti
Barberino Val d'Elsa, Tuscany
10% off
Price is CA $244
CA $244
CA $2,030 total
CA $2,030 total
includes taxes & fees
Image gallery for Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi
1010 out of 10 rating
Exceptional
(86 reviews)
Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi
Castelnuovo Berardenga
5% off
Price is CA $607
CA $607
CA $4,706 total
CA $4,706 total
includes taxes & fees
Image gallery for La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths
1010 out of 10 rating
Exceptional
(10 reviews)
La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths
Cavriglia, Toscana
20% off
Price is CA $230
CA $230
CA $1,995 total
CA $1,995 total
includes taxes & fees
Image gallery for Tuscan village in SIena. farmhouse surrounded by garden,pool and panoramic view
1010 out of 10 rating
Exceptional
(43 reviews)
Tuscan village in SIena. farmhouse surrounded by garden,pool and panoramic view
Asciano, Toscana
5% off
Price is CA $379
CA $379
CA $3,058 total
CA $3,058 total
includes taxes & fees
Image gallery for Villa Amedeo Raffaello Apartment - Sovicille
8.48.4 out of 10 rating
Very good
(7 reviews)
Villa Amedeo Raffaello Apartment - Sovicille
Sovicille, Tuscany
10% off
Price is CA $187
CA $187
CA $1,802 total
CA $1,802 total
includes taxes & fees
Image gallery for Farm between Florence and Arezzo home Pratomagno
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Farm between Florence and Arezzo home Pratomagno
Pergine Valdarno, Tuscany
15% off
Price is CA $80
CA $80
CA $714 total
CA $714 total
includes taxes & fees
Image gallery for Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C
Castelnuovo Berardenga, Toscana
15% off
Price is CA $563
CA $563
CA $4,326 total
CA $4,326 total
includes taxes & fees
Image gallery for Relax Palazzo Monaci
1010 out of 10 rating
Exceptional
(10 reviews)
Relax Palazzo Monaci
Asciano, Tuscany
5% off
Price is CA $288
CA $288
CA $2,387 total
CA $2,387 total
includes taxes & fees
Image gallery for Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
1010 out of 10 rating
Exceptional
(147 reviews)
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Castellina in Chianti, Tuscany
13% off
Price is CA $662
CA $662
CA $5,130 total
CA $5,130 total
includes taxes & fees
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Find the best place to stay - Siena Circuit
Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo
Sleeps 9 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Top rated rentals - Siena Circuit
Definitely works for me.
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
quick surprise getaway
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Fantastic time, Central location
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
Tuscan retreat
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Amazing property!
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Fantastic stay for 4 weeks
1010 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
Wonderful villa with spectacular views
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Quiet, Relaxing Villa in a Beautiful Village!
1010 out of 10
Exceptionalexceptional
107 reviews(107 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value