Holiday rentals near Basilica dell'Osservanza
We found 4,079 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Basilica dell'Osservanza, take a look at private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, such as parking and air conditioning. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Basilica dell'Osservanza
Showing deals for:3 Oct - 10 Oct
Image gallery for Villa in the Heart of Chianti
1010 out of 10 rating
Exceptional
(35 reviews)
Villa in the Heart of Chianti
Greve in Chianti, Tuscany
14% off
Price is AU$6,718
AU$6,718
AU$960 per night
includes taxes & fees
Image gallery for Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
1010 out of 10 rating
Exceptional
(14 reviews)
Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
Monticiano, Toscana
14% off
Price is AU$16,097
AU$16,097
AU$2,300 per night
includes taxes & fees
Image gallery for FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
9.69.6 out of 10 rating
Exceptional
(17 reviews)
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is AU$1,583
AU$1,583
AU$226 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$1,708
AU$1,708
AU$244 per night
includes taxes & fees
Image gallery for Melograno of Casale Refoli rural apartment 4 people
1010 out of 10 rating
Exceptional
(5 reviews)
Melograno of Casale Refoli rural apartment 4 people
Casole d'Elsa, Tuscany
9% off
Price is AU$2,404
AU$2,404
AU$343 per night
includes taxes & fees
Image gallery for Beautifully restored farmhouse in the heart of the Chianti
1010 out of 10 rating
Exceptional
(25 reviews)
Beautifully restored farmhouse in the heart of the Chianti
Greve in Chianti, Chianti
5% off
Price is AU$7,172
AU$7,172
AU$1,025 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$2,948
AU$2,948
AU$421 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$3,836
AU$3,836
AU$548 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
7% off
Price is AU$1,493
AU$1,493
AU$213 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$1,677
AU$1,677
AU$240 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$1,680
AU$1,680
AU$240 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$2,371
AU$2,371
AU$339 per night
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
9% off
Price is AU$3,870
AU$3,870
AU$553 per night
includes taxes & fees
Image gallery for Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
8.48.4 out of 10 rating
Very good
(10 reviews)
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Gaiole in Chianti, Toscana
8% off
Price is AU$1,756
AU$1,756
AU$251 per night
includes taxes & fees
Image gallery for Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
Pergine Valdarno, Tuscany
13% off
Price is AU$1,369
AU$1,369
AU$196 per night
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti
1010 out of 10 rating
Exceptional
(25 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
5% off
Price is AU$12,876
AU$12,876
AU$1,839 per night
includes taxes & fees
Image gallery for Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
1010 out of 10 rating
Exceptional
(18 reviews)
Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
Montalcino
9% off
Price is AU$2,429
AU$2,429
AU$347 per night
includes taxes & fees
Image gallery for PETIROSSO: Peaceful apt close to Tuscany 's best treasures, 1 mile from shops
9.09.0 out of 10 rating
Wonderful
(10 reviews)
PETIROSSO: Peaceful apt close to Tuscany 's best treasures, 1 mile from shops
Poggibonsi, Tuscany
8% off
Price is AU$1,743
AU$1,743
AU$249 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$1,822
AU$1,822
AU$260 per night
includes taxes & fees
Image gallery for Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
1010 out of 10 rating
Exceptional
(63 reviews)
Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
Castelnuovo Berardenga, Toscana
14% off
Price is AU$3,783
AU$3,783
AU$540 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
1010 out of 10 rating
Exceptional
(51 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is AU$2,713
AU$2,713
AU$388 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$2,194
AU$2,194
AU$313 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$2,281
AU$2,281
AU$326 per night
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
8% off
Price is AU$1,127
AU$1,127
AU$161 per night
includes taxes & fees
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Find the best place to stay - Basilica dell'Osservanza
Showing deals for: 1 Oct - 4 Oct
Ancient farm situated in the heart of the Chianti Classico Senese, Pool and View
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
The current price is AU$893
AU$893
for 3 nights, 1 home
AU$298 per night
includes taxes & fees
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
25 reviews(25 reviews)
The current price is AU$1,105
AU$1,105
for 3 nights, 1 room
AU$368 per night
includes taxes & fees
Villa Montespertoli In Castellina in Chianti, Tuscany
Sleeps 12 · 6 bedrooms · 7 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is AU$2,827
AU$2,827
for 3 nights, 1 villa
AU$942 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Sleeps 5 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
The current price is AU$610
AU$610
for 3 nights, 1 home
AU$203 per night
includes taxes & fees
classy apartment with WIFi in the historic center of Siena
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
The current price is AU$892
AU$892
for 3 nights, 1 apartment
AU$297 per night
includes taxes & fees
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The current price is AU$641
AU$641
for 3 nights, 1 room
AU$214 per night
includes taxes & fees
Top rated rentals - Basilica dell'Osservanza
Beautiful apartment in a great location.
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
The family loved our stay in Nicoletta’s apartment. She is a warm, thoughtful host and very easy to communicate with. The apartment is stylishly appointed and very comfortable. I would certainly return.
Dale T.
Stayed Dec 2024
Fantastic property
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
The property itself was clean, well equipped & the amenities were great. The pool was exceptional & clean. The surrounding garden was immaculate, spacious & included a bbq which we used. A car is a must to explore beautiful Tuscany. The parents of the host live at the back of the property and they were extremely friendly & helpful. A big thank you to Paola & Giancarlo for making our stay extra special. I would definitely recommend this property.
Ange C.
Stayed Aug 2024
Beautiful Tuscan Villa
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
We had the most beautiful stay, check in was very easy and communication was wonderful.
We also booked Elisa who is a private chef that Simone recommended and she was so wonderful, food and hospitality was amazing and highly recommended.
Villa is an easy drive to Siena and also a local supermarket.
Highly recommended, the views and villa are just spectacular.
laura b.
Stayed June 2024
Beautiful, peaceful space with amazing views
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
The property was a little hard to find (they do need to update Google maps) but the written instructions eventually got us there.
It was worth it.
The place was well equipped, comfortable and quite beautiful.
The apartment is close to the house but still private.
It is about 15 minutes to Siena, but you will definitely need a car. Buses aren't close by.
Shops and restaurants are a short drive.
Definitely a great place to stay if you have a car. Would love to come back.
David C.
Stayed May 2023
Loved our Tuscan villa!
1010 out of 10
Exceptionalexceptional
143 reviews(143 reviews)
Check in process was very easy. All the amenities in the house worked great. So glad we found this place! The little town was so quaint and also so close to many others. Would love to stay again!
Georgina E.
Stayed Sept 2022
A slice of Tuscan heaven
1010 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
My family, including my parents and children, spent the most wonderful week at this beautiful property! The house and private outdoor terrace is huge, with lots of different spaces to spend eating and drinking and relaxing. The pool was incredible - the kids loved the diving board and making friends with other children who were also staying in the hamlet.
It was the perfect house for us to spend a week relaxing in Tuscany!
Amanda O.
Stayed Aug 2019
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