Holiday rentals near Sentierelsa Trail
We found 5,181 holiday rentals — enter your dates for availability
Select the perfect private holiday rental that's near Sentierelsa Trail. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Sentierelsa Trail
Showing deals for:19 Sept - 26 Sept
Image gallery for Exclusive panoramic villa with private pool between Florence and Siena.
1010 out of 10 rating
Exceptional
(15 reviews)
Exclusive panoramic villa with private pool between Florence and Siena.
Certaldo, Toscana
10% off
Price is AU$18,314
AU$18,314
AU$2,616 per night
includes taxes & fees
Image gallery for Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
1010 out of 10 rating
Exceptional
(6 reviews)
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
Impruneta, Toscana
9% off
Price is AU$39,608
AU$39,608
AU$5,658 per night
includes taxes & fees
Image gallery for Breathtaking views of the Chianti hills, Tradition, Sustainability and Design
1010 out of 10 rating
Exceptional
(23 reviews)
Breathtaking views of the Chianti hills, Tradition, Sustainability and Design
Montespertoli
9% off
Price is AU$10,135
AU$10,135
AU$1,448 per night
includes taxes & fees
Image gallery for CHIANTI VILLA & studio, max12, super-large pool, hilltop secluded fab views,
9.89.8 out of 10 rating
Exceptional
(19 reviews)
CHIANTI VILLA & studio, max12, super-large pool, hilltop secluded fab views,
Gaiole in Chianti, Tuscany
9% off
Price is AU$7,176
AU$7,176
AU$1,025 per night
includes taxes & fees
Image gallery for Villa Poggialto, breathtaking views, large pool and private spa in luxury
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Villa Poggialto, breathtaking views, large pool and private spa in luxury
Radicondoli
7% off
Price is AU$14,706
AU$14,706
AU$2,101 per night
includes taxes & fees
Image gallery for Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
1010 out of 10 rating
Exceptional
(39 reviews)
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Greve in Chianti, Toscana
8% off
Price is AU$14,342
AU$14,342
AU$2,049 per night
includes taxes & fees
Image gallery for Frassino of Casale Refoli rural apartment 4-5 people
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Frassino of Casale Refoli rural apartment 4-5 people
Casole d'Elsa, Tuscany
9% off
Price is AU$2,633
AU$2,633
AU$376 per night
includes taxes & fees
Image gallery for Lovely country house in the Chianti region, for 4 persons, near Siena
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Lovely country house in the Chianti region, for 4 persons, near Siena
Castellina in Chianti, Tuscany
13% off
Price is AU$1,982
AU$1,982
AU$283 per night
includes taxes & fees
Image gallery for Charming ancient farm house in Chianti
9.69.6 out of 10 rating
Exceptional
(43 reviews)
Charming ancient farm house in Chianti
Montespertoli, Toscana
9% off
Price is AU$4,881
AU$4,881
AU$697 per night
includes taxes & fees
Image gallery for Under the Tuscan sun
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Under the Tuscan sun
Monteroni d'Arbia, Tuscany
8% off
Price is AU$1,690
AU$1,690
AU$241 per night
includes taxes & fees
Image gallery for GUFO: Peaceful apartment close to Tuscany 's best treasures, 1 mile from shops
9.69.6 out of 10 rating
Exceptional
(15 reviews)
GUFO: Peaceful apartment close to Tuscany 's best treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is AU$1,670
AU$1,670
AU$239 per night
includes taxes & fees
Image gallery for Sangiovese Country House, apartment with pool in a small village in the hills of Chianti
1010 out of 10 rating
Exceptional
(17 reviews)
Sangiovese Country House, apartment with pool in a small village in the hills of Chianti
Tavarnelle Val di Pesa, Tuscany
6% off
Price is AU$2,357
AU$2,357
AU$337 per night
includes taxes & fees
Image gallery for Farmhouse 15th century in Chianti with private garden and lake
1010 out of 10 rating
Exceptional
(13 reviews)
Farmhouse 15th century in Chianti with private garden and lake
Radda in Chianti, Tuscany
8% off
Price is AU$2,092
AU$2,092
AU$299 per night
includes taxes & fees
Image gallery for Small house with panoramic swimming pool, terrace and wi fi
1010 out of 10 rating
Exceptional
(5 reviews)
Small house with panoramic swimming pool, terrace and wi fi
Casole d'Elsa, Toscana
8% off
Price is AU$1,821
AU$1,821
AU$260 per night
includes taxes & fees
Image gallery for Exclusive and private Bio Farmhouse in the tuscani countryside
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Exclusive and private Bio Farmhouse in the tuscani countryside
Castelnuovo di Val di Cecina
9% off
Price is AU$5,036
AU$5,036
AU$719 per night
includes taxes & fees
Image gallery for Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
9.89.8 out of 10 rating
Exceptional
(55 reviews)
Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
Sovicille, Provincia di Siena
9% off
Price is AU$3,773
AU$3,773
AU$539 per night
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti
1010 out of 10 rating
Exceptional
(21 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
5% off
Price is AU$14,993
AU$14,993
AU$2,142 per night
includes taxes & fees
Image gallery for On holiday in the Tuscan farm ten minutes from the town center
1010 out of 10 rating
Exceptional
(5 reviews)
On holiday in the Tuscan farm ten minutes from the town center
Radicondoli, Tuscany
8% off
Price is AU$1,319
AU$1,319
AU$188 per night
includes taxes & fees
Image gallery for RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far
1010 out of 10 rating
Exceptional
(14 reviews)
RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far
Poggibonsi, Tuscany
8% off
Price is AU$1,724
AU$1,724
AU$246 per night
includes taxes & fees
Image gallery for Ancient house in Chianti Hills with private lake and garden
1010 out of 10 rating
Exceptional
(5 reviews)
Ancient house in Chianti Hills with private lake and garden
Radda in Chianti, Tuscany
8% off
Price is AU$1,950
AU$1,950
AU$279 per night
includes taxes & fees
Image gallery for Roccaglia of Casale Refoli rural apartment 4-5 people
8.88.8 out of 10 rating
Excellent
(8 reviews)
Roccaglia of Casale Refoli rural apartment 4-5 people
Casole d'Elsa, Tuscany
9% off
Price is AU$2,267
AU$2,267
AU$324 per night
includes taxes & fees
Image gallery for The cherry tree Podere il Giglio: Romantic apartment on the hills and swimming pool
1010 out of 10 rating
Exceptional
(30 reviews)
The cherry tree Podere il Giglio: Romantic apartment on the hills and swimming pool
Radicondoli, Provincia di Siena
9% off
Price is AU$2,302
AU$2,302
AU$329 per night
includes taxes & fees
Image gallery for Stone Farmhouse in Chianti Hill between Florence, Siena private veranda and lake
1010 out of 10 rating
Exceptional
(33 reviews)
Stone Farmhouse in Chianti Hill between Florence, Siena private veranda and lake
Radda in Chianti, Tuscany
8% off
Price is AU$2,401
AU$2,401
AU$343 per night
includes taxes & fees
Image gallery for PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops
9.29.2 out of 10 rating
Wonderful
(20 reviews)
PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops
Poggibonsi, Tuscany
7% off
Price is AU$2,408
AU$2,408
AU$344 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Sentierelsa Trail
Showing deals for: 13 Sept - 16 Sept
Santermo2 medium lodging in typicalTuscan farmhouse from the 1800s
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
The current price is AU$446
AU$446
for 3 nights, 1 apartment
AU$149 per night
includes taxes & fees
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
The current price is AU$1,298
AU$1,298
for 3 nights, 1 apartment
AU$433 per night
includes taxes & fees
Tenuta Bonomonte "Podere San Bartolo"
Sleeps 16 · 10 bedrooms · 6 bathrooms
8.48.4 out of 10
Very goodvery good
5 reviews(5 reviews)
The current price is AU$802
AU$802
for 3 nights, 1 room
AU$267 per night
includes taxes & fees
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Sleeps 3 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
The current price is AU$1,139
AU$1,139
for 3 nights, 1 apartment
AU$380 per night
includes taxes & fees
Santermo3 Large accommodation typical Tuscan farmhouse from the 1800s
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The current price is AU$698
AU$698
for 3 nights, 1 apartment
AU$233 per night
includes taxes & fees
Casa Del Grifone, vacation home in Tuscany.
Sleeps 14 · 7 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is AU$3,718
AU$3,718
for 3 nights, 1 home
AU$1,239 per night
includes taxes & fees
Top rated rentals - Sentierelsa Trail
Fantastic property
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Fabulous in Chianti
1010 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Amazing
1010 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
Beautiful farmhouse in Chianti
1010 out of 10
Exceptionalexceptional
137 reviews(137 reviews)
Loved our Tuscan villa!
1010 out of 10
Exceptionalexceptional
142 reviews(142 reviews)
A slice of Tuscan heaven
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
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