Holiday rentals near Sentierelsa Trail
We found 5,095 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:1 Aug - 8 Aug
Image gallery for Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Castelnuovo Berardenga, Tuscany
14% off
Price is NZ$3,278
NZ$3,278
NZ$468 per night
includes taxes & fees
Image gallery for Wonderful apartment in Piazza del Campo, the center of Siena | Palazzo Giorgi
1010 out of 10 rating
Exceptional
(96 reviews)
Wonderful apartment in Piazza del Campo, the center of Siena | Palazzo Giorgi
Siena, Toscana
9% off
Price is NZ$6,210
NZ$6,210
NZ$887 per night
includes taxes & fees
Image gallery for Villa Poggialto, luxury Tuscany villa with panoramic pool, view and private spa
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Villa Poggialto, luxury Tuscany villa with panoramic pool, view and private spa
Radicondoli
6% off
Price is NZ$20,719
NZ$20,719
NZ$2,960 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 NZ$2,088
NZ$2,088
NZ$298 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 NZ$11,030
NZ$11,030
NZ$1,576 per night
includes taxes & fees
Image gallery for Family friendly Villa with private garden, 30 min walk to city centre
1010 out of 10 rating
Exceptional
(14 reviews)
Family friendly Villa with private garden, 30 min walk to city centre
Siena, Tuscany
9% off
Price is NZ$2,760
NZ$2,760
NZ$394 per night
includes taxes & fees
Image gallery for Villa il Borraccio. Dependance Begonia, piscina con vista sui colli del Chianti
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Villa il Borraccio. Dependance Begonia, piscina con vista sui colli del Chianti
Tavarnelle Val di Pesa, Tuscany
8% off
Price is NZ$2,003
NZ$2,003
NZ$286 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 NZ$2,396
NZ$2,396
NZ$342 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 NZ$5,333
NZ$5,333
NZ$762 per night
includes taxes & fees
Image gallery for San Gimignano full center apartment with fast wifi and courtyard.
9.69.6 out of 10 rating
Exceptional
(10 reviews)
San Gimignano full center apartment with fast wifi and courtyard.
San Gimignano, Toscana
9% off
Price is NZ$2,278
NZ$2,278
NZ$325 per night
includes taxes & fees
Image gallery for 2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
8.48.4 out of 10 rating
Very good
(9 reviews)
2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden
San Gimignano, Tuscany
9% off
Price is NZ$3,722
NZ$3,722
NZ$532 per night
includes taxes & fees
Image gallery for Ancient stone farmhouse on a top of Chianti Hill with private garden and lake
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Ancient stone farmhouse on a top of Chianti Hill with private garden and lake
Radda in Chianti, Tuscany
8% off
Price is NZ$1,942
NZ$1,942
NZ$277 per night
includes taxes & fees
Image gallery for Charming House Siena center
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Charming House Siena center
Siena, Toscana
8% off
Price is NZ$2,598
NZ$2,598
NZ$371 per night
includes taxes & fees
Image gallery for Farmhouse from 17th century with antique furniture and many flowers.
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Farmhouse from 17th century with antique furniture and many flowers.
Castelnuovo di Val di Cecina, Italy
7% off
Price is NZ$1,105
NZ$1,105
NZ$158 per night
includes taxes & fees
Image gallery for old barn on Via Francigena
9.89.8 out of 10 rating
Exceptional
(10 reviews)
old barn on Via Francigena
Siena, Toscana
13% off
Price is NZ$1,747
NZ$1,747
NZ$250 per night
includes taxes & fees
Image gallery for Traditional Tuscan farmhouse with stunning views
1010 out of 10 rating
Exceptional
(92 reviews)
Traditional Tuscan farmhouse with stunning views
Siena, Tuscany
7% off
Price is NZ$4,954
NZ$4,954
NZ$708 per night
includes taxes & fees
Image gallery for Lovely cottage in Chianti, on Tuscan organic ecoturismo with pool & sunset views
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Lovely cottage in Chianti, on Tuscan organic ecoturismo with pool & sunset views
Barberino Val d'Elsa, Tuscany
12% off
Price is NZ$2,304
NZ$2,304
NZ$329 per night
includes taxes & fees
Image gallery for Siena UP Town : Sabrina's Cozy Apartment
1010 out of 10 rating
Exceptional
(9 reviews)
Siena UP Town : Sabrina's Cozy Apartment
Siena, Toscana
8% off
Price is NZ$1,486
NZ$1,486
NZ$212 per night
includes taxes & fees
Image gallery for Special offer Newly renovated fine detached villa with fireplace.
8.68.6 out of 10 rating
Excellent
(11 reviews)
Special offer Newly renovated fine detached villa with fireplace.
Castelnuovo Berardenga, Tuscany
8% off
Price is NZ$1,436
NZ$1,436
NZ$205 per night
includes taxes & fees
Image gallery for Family apartment with magical view on the old city, balcony, wifi & parking
1010 out of 10 rating
Exceptional
(51 reviews)
Family apartment with magical view on the old city, balcony, wifi & parking
Siena, Toscana
7% off
Price is NZ$2,248
NZ$2,248
NZ$321 per night
includes taxes & fees
Image gallery for Nice apartment in the historic center
1010 out of 10 rating
Exceptional
(12 reviews)
Nice apartment in the historic center
Siena, Toscana
9% off
Price is NZ$2,035
NZ$2,035
NZ$291 per night
includes taxes & fees
Image gallery for Characteristic apartment in historic 1300s tower
1010 out of 10 rating
Exceptional
(2 reviews)
Characteristic apartment in historic 1300s tower
San Casciano in Val di Pesa, Città Metropolitana di Firenze
8% off
Price is NZ$1,304
NZ$1,304
NZ$186 per night
includes taxes & fees
Image gallery for Beautiful apartment in Chianti on organic farm with pool and 360° sunset views
1010 out of 10 rating
Exceptional
(11 reviews)
Beautiful apartment in Chianti on organic farm with pool and 360° sunset views
Barberino Val d'Elsa, Tuscany
11% off
Price is NZ$3,419
NZ$3,419
NZ$488 per night
includes taxes & fees
Image gallery for Tuscan house on vineyard hilltop tucked inside lush gardens
1010 out of 10 rating
Exceptional
(6 reviews)
Tuscan house on vineyard hilltop tucked inside lush gardens
San Casciano in Val di Pesa, Toscana
13% off
Price is NZ$2,353
NZ$2,353
NZ$336 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Sentierelsa Trail
san gimignano apartment in historical center, courtyard and fast free wifi
Sleeps 4
9.69.6 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Historic mill with private swimming pool
Sleeps 10 · 3 bedrooms · 3 bathrooms
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)
Holiday home in the Florentine Chianti half an hour from Florence
Sleeps 12 · 5 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
FABULOUS 8BR-8.5BA VILLA W PRIVATE HEATED POOL IN PRIME LOCATION NEAR FLORENCE!
Sleeps 16 · 8 bedrooms · 8+ bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Holiday house with private pool and fenced garden
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Top rated rentals - Sentierelsa Trail
Greta location and views
1010 out of 10
Exceptionalexceptional
87 reviews(87 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, gardens and more
More for lessMore space, more privacy, more amenities — more value