Holiday rentals near Castle of Oliveto
We found 8,798 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to Castle of Oliveto that provide the perfect home base for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a pool. 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 - Castle of Oliveto
Showing deals for:26 Sept - 3 Oct
Image gallery for "L.G. House" near Ponte Vecchio with a lovely balcony
1010 out of 10 rating
Exceptional
(18 reviews)
"L.G. House" near Ponte Vecchio with a lovely balcony
Florence, Toscana
9% off
Price is AU$3,443
AU$3,443
AU$492 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$39,930
AU$39,930
AU$5,704 per night
includes taxes & fees
Image gallery for CasaGiardinoUno Simply Florence
1010 out of 10 rating
Exceptional
(22 reviews)
CasaGiardinoUno Simply Florence
Florence, Tuscany
11% off
Price is AU$4,192
AU$4,192
AU$599 per night
includes taxes & fees
Image gallery for Full of light Cottage Flat Garden view of XVIII Century Palace with Doorman
9.69.6 out of 10 rating
Exceptional
(58 reviews)
Full of light Cottage Flat Garden view of XVIII Century Palace with Doorman
Florence, Toscana
7% off
Price is AU$5,636
AU$5,636
AU$805 per night
includes taxes & fees
Image gallery for Florence Loft - Near Duomo
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Florence Loft - Near Duomo
Florence, Toscana
16% off
Price is AU$2,879
AU$2,879
AU$411 per night
includes taxes & fees
Image gallery for VILLA BELLAVISTA-TUSCANY-POOL -JACUZZI- breath-taking view-great for family
9.69.6 out of 10 rating
Exceptional
(5 reviews)
VILLA BELLAVISTA-TUSCANY-POOL -JACUZZI- breath-taking view-great for family
Certaldo, Città Metropolitana di Firenze
8% off
Price is AU$12,186
AU$12,186
AU$1,741 per night
includes taxes & fees
Image gallery for 💥💥💥"Marte Suite" - in the heart of Florence! A/C - WiFi superfast! 💥💥💥
1010 out of 10 rating
Exceptional
(123 reviews)
💥💥💥"Marte Suite" - in the heart of Florence! A/C - WiFi superfast! 💥💥💥
Florence, Città Metropolitana di Firenze
9% off
Price is AU$2,903
AU$2,903
AU$415 per night
includes taxes & fees
Image gallery for Beautifully restored farmhouse in the heart of the Chianti
1010 out of 10 rating
Exceptional
(24 reviews)
Beautifully restored farmhouse in the heart of the Chianti
Greve in Chianti, Chianti
5% off
Price is AU$7,186
AU$7,186
AU$1,027 per night
includes taxes & fees
Image gallery for Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
San Casciano in Val di Pesa, Toscana
7% off
Price is AU$11,764
AU$11,764
AU$1,681 per night
includes taxes & fees
Image gallery for VILLA - The Hill of Olives
9.69.6 out of 10 rating
Exceptional
(35 reviews)
VILLA - The Hill of Olives
Pontedera, Provincia di Pisa
6% off
Price is AU$6,981
AU$6,981
AU$997 per night
includes taxes & fees
Image gallery for Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
8.48.4 out of 10 rating
Very good
(6 reviews)
Il Bracconiere, luxury in Chianti - Wifi, swimming pool, parking
Greve in Chianti, Tuscany
8% off
Price is AU$3,445
AU$3,445
AU$492 per night
includes taxes & fees
Image gallery for Torrigiani - San Frediano garden view.
1010 out of 10 rating
Exceptional
(11 reviews)
Torrigiani - San Frediano garden view.
Florence, Città Metropolitana di Firenze
9% off
Price is AU$3,358
AU$3,358
AU$480 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$4,994
AU$4,994
AU$713 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$10,499
AU$10,499
AU$1,500 per night
includes taxes & fees
Image gallery for VILLA GIOTTO, FLORENCE
9.69.6 out of 10 rating
Exceptional
(5 reviews)
VILLA GIOTTO, FLORENCE
Impruneta, Città Metropolitana di Firenze
9% off
Price is AU$9,656
AU$9,656
AU$1,379 per night
includes taxes & fees
Image gallery for House in a typical village in the heart of Chianti
9.69.6 out of 10 rating
Exceptional
(71 reviews)
House in a typical village in the heart of Chianti
Castellina in Chianti, Tuscany
9% off
Price is AU$1,680
AU$1,680
AU$240 per night
includes taxes & fees
Image gallery for A luxury escape in Chianti, great landscape, stunning views, swimming pool
9.09.0 out of 10 rating
Wonderful
(19 reviews)
A luxury escape in Chianti, great landscape, stunning views, swimming pool
Greve in Chianti, Tuscany
8% off
Price is AU$3,122
AU$3,122
AU$446 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 AU$2,243
AU$2,243
AU$320 per night
includes taxes & fees
Image gallery for AMAZING VILLA WITH POOL 17 BEDROOMS AND 9 BATHROOMS 20-35 PEOPLE, NEAR FLORENCE
1010 out of 10 rating
Exceptional
(19 reviews)
AMAZING VILLA WITH POOL 17 BEDROOMS AND 9 BATHROOMS 20-35 PEOPLE, NEAR FLORENCE
Vinci, Florence
19% off
Price is AU$21,504
AU$21,504
AU$3,072 per night
includes taxes & fees
Image gallery for Ginestra, house with outdoor patio and overlooking the common swimming pool
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Ginestra, house with outdoor patio and overlooking the common swimming pool
San Gimignano, Toscana
16% off
Price is AU$3,805
AU$3,805
AU$544 per night
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
9% off
Price is AU$2,954
AU$2,954
AU$422 per night
includes taxes & fees
Image gallery for CountryHouse con Piscina Privata 5 min dal centro
9.89.8 out of 10 rating
Exceptional
(9 reviews)
CountryHouse con Piscina Privata 5 min dal centro
Florence, Città Metropolitana di Firenze
9% off
Price is AU$6,921
AU$6,921
AU$989 per night
includes taxes & fees
Image gallery for Historic Dante's Manor, 5 Bdr Villa, Pool, Garden, Jacuzzi, AC, 5 min Florence
1010 out of 10 rating
Exceptional
(25 reviews)
Historic Dante's Manor, 5 Bdr Villa, Pool, Garden, Jacuzzi, AC, 5 min Florence
Florence, Toscana
9% off
Price is AU$25,893
AU$25,893
AU$3,699 per night
includes taxes & fees
Image gallery for Tuscan house for groups,families,Authentic,Nature, Peace,Pool,Exclusive, Privacy
1010 out of 10 rating
Exceptional
(16 reviews)
Tuscan house for groups,families,Authentic,Nature, Peace,Pool,Exclusive, Privacy
San Miniato, Provincia di Pisa
9% off
Price is AU$14,769
AU$14,769
AU$2,110 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Castle of Oliveto
san gimignano apartment in historical center, courtyard and fast free wifi
Sleeps 4
9.69.6 out of 10
Exceptionalexceptional
33 reviews(33 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
54 reviews(54 reviews)
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Sleeps 29 · 9 bedrooms · 9+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
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)
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Top rated rentals - Castle of Oliveto
Beautiful apartment in Florence
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Great Apartment
1010 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
An absolute gem!
1010 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Home away from Home
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Spacious setting
1010 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
Amazing!!
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
October 2022 - 7 Nights
1010 out of 10
Exceptionalexceptional
115 reviews(115 reviews)
Great location, Great Host
1010 out of 10
Exceptionalexceptional
160 reviews(160 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