Holiday rentals near Sentierelsa Trail
We found 5,187 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
9% off
Price is NZ$20,628
NZ$20,628
NZ$2,947 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 NZ$44,652
NZ$44,652
NZ$6,379 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 NZ$7,727
NZ$7,727
NZ$1,104 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
7% off
Price is NZ$15,696
NZ$15,696
NZ$2,242 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
6% off
Price is NZ$16,541
NZ$16,541
NZ$2,363 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$10,811
NZ$10,811
NZ$1,544 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$2,096
NZ$2,096
NZ$299 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 NZ$5,237
NZ$5,237
NZ$748 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 NZ$2,800
NZ$2,800
NZ$400 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 NZ$1,764
NZ$1,764
NZ$252 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 NZ$1,785
NZ$1,785
NZ$255 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 NZ$2,507
NZ$2,507
NZ$358 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$2,212
NZ$2,212
NZ$316 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 NZ$1,925
NZ$1,925
NZ$275 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 NZ$5,399
NZ$5,399
NZ$771 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$4,069
NZ$4,069
NZ$581 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 NZ$1,430
NZ$1,430
NZ$204 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 NZ$1,822
NZ$1,822
NZ$260 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 NZ$2,061
NZ$2,061
NZ$294 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 NZ$2,448
NZ$2,448
NZ$350 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 NZ$2,562
NZ$2,562
NZ$366 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 NZ$2,555
NZ$2,555
NZ$365 per night
includes taxes & fees
Image gallery for country holiday home - Radicondoli
9.49.4 out of 10 rating
Exceptional
(40 reviews)
country holiday home - Radicondoli
Radicondoli, Tuscany
9% off
Price is NZ$1,352
NZ$1,352
NZ$193 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 NZ$2,410
NZ$2,410
NZ$344 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Sentierelsa Trail
Showing deals for: 15 Sept - 18 Sept
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
The current price is NZ$2,945
NZ$2,945
for 3 nights, 1 home
NZ$982 per night
includes taxes & fees
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 NZ$614
NZ$614
for 3 nights, 1 apartment
NZ$205 per night
includes taxes & fees
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Sleeps 12 · 5 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
The current price is NZ$6,569
NZ$6,569
for 3 nights, 1 villa
NZ$2,190 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 NZ$1,398
NZ$1,398
for 3 nights, 1 apartment
NZ$466 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 NZ$846
NZ$846
for 3 nights, 1 room
NZ$282 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 NZ$1,058
NZ$1,058
for 3 nights, 1 apartment
NZ$353 per night
includes taxes & fees
Top rated rentals - Sentierelsa Trail
A Jewel in Tuscany
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Greta location and views
1010 out of 10
Exceptionalexceptional
90 reviews(90 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