Holiday Homes in Asciano

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Check prices for these dates

Next weekend
25 July - 27 July
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Holiday Homes in Asciano

Beautiful stone house with garden and private pool.
Escape to a serene garden setting with a charming stone building, surrounded by lush flowering plants and a meandering stone pathway.

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (62)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.
Il Palazzetto
Relax in this open-plan living area with a patio offering a serene view of lush green surroundings.

Il Palazzetto

9.6 out of 10, Exceptional, (7)
Il Palazzetto
Borgo Argiano
Relax and socialize in this serene outdoor space, surrounded by breathtaking views and comfortable seating.

Borgo Argiano

10.0 out of 10, Exceptional, (65)
"Very comfortable stay. "
Borgo Argiano
The House of Alice, charm and relaxation
Experience the warm welcome of this traditional building, featuring a charming arched entrance and lush greenery.

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (61)
"Beautiful accommodations, very remote and tranquil, loved the area and had a great time at the local restaurants.💕 Will be back!"
The price is AU$432
includes taxes & fees
24 July - 25 July
The House of Alice, charm and relaxation
Villa Le Tortore Tuscany private luxury pool relax
Relax by the pool surrounded by a lush olive tree and comfortable seating.

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (89)
"Very convenient to town and to surrounding wine regions - very good communication with host and was comfortable to stay for 3 people. Would stay again if in the area"
Villa Le Tortore Tuscany private luxury pool relax
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Relax by the pool surrounded by lush greenery and a serene landscape view.

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

9.8 out of 10, Exceptional, (6)
"The villa was so comfortable and lovely. Michele was very responsive and helpful. 10/10 experience."
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Experience the perfect blend of architecture and outdoor living with a brick facade, large windows, and comfortable seating areas.

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Farmhouse in the heart of the real chiantishire
Traditional stone building with a charming entrance, surrounded by potted plants and a wooden door.

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (138)
"The house was beautiful and the location was wonderfully quiet and set back from the main road. It’s quaint and cozy. There’s a short gravel road up to the cottage but it’s an easy drive. I would definitely book again."
Farmhouse in the heart of the real chiantishire
A wonderful country house in the heart of Chianti
Relax in a serene garden setting with a table and chair, surrounded by lush greenery and a vase of fresh flowers.

A wonderful country house in the heart of Chianti

9.8 out of 10, Exceptional, (22)
"We enjoyed a relaxing week in this beautiful apartment surrounded by lush gardens with a view of the Tuscan hills. Our host was charming and welcoming. "
A wonderful country house in the heart of Chianti
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Traditional stone building with a charming outdoor seating area and balcony.

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (7)
"This home was outstanding from the moment we arrived. There were 6 adults and we had plenty of room to gather together. The courtyard is lovely for early morning coffee or evening wine. Close to everything that Cortona offers."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Relax by the tranquil pool surrounded by lounge chairs and a permanent structure.

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (25)
"Lovely place, lovely people, lovely environment "
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Residence Le Chiuse -Casa Marrone
Relax by the pool with lounge chairs and umbrellas, surrounded by a scenic view of the hills and a nearby building.

Residence Le Chiuse -Casa Marrone

10.0 out of 10, Exceptional, (15)
"We were 4 adults and a 2 year old child and we had an amazing week here. Anna and Dino are very welcoming and it's easy to feel at home. We would recommend this place to anyone!"
Residence Le Chiuse -Casa Marrone
Villa with large garden in the Chianti hills
Relax in a serene outdoor space with a gazebo, dining table, and comfortable seating.

Villa with large garden in the Chianti hills

9.4 out of 10, Exceptional, (70)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
The price is AU$311
includes taxes & fees
17 Aug - 18 Aug
Villa with large garden in the Chianti hills
The Casetta di Brunello, quiet and breathtaking views
Traditional building with a rustic door, brass knocker, and wooden shutters.

The Casetta di Brunello, quiet and breathtaking views

9.8 out of 10, Exceptional, (13)
"Looking for a village away from the tourist crowds, this is it!"
The price is AU$432
includes taxes & fees
25 July - 26 July
The Casetta di Brunello, quiet and breathtaking views
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!
Relax by the serene pool surrounded by lush greenery and comfortable deck chairs.

Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

9.6 out of 10, Exceptional, (32)
"Renting this villa was a relaxing, enjoyable way to experience Siena and the surrounding countryside. Lovely pool and grounds."
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!
Podere Casorbica with free parking, large garden, private pool.
Stunning roses bloom against a trellis in a lush, garden.

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (14)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite

10.0 out of 10, Exceptional, (22)
"Lovely place"
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
Farmhouse in old mill nestled in the beautiful Chianti hills
Archways and brick columns frame this spacious room with a high ceiling, perfect for showcasing artwork or photography.

Farmhouse in old mill nestled in the beautiful Chianti hills

8.8 out of 10, Excellent, (16)
"A beautiful place to stay and very friendly hosts; Roberto and Rafaella will do anything to make your stay unforgettable. The house has everything you need and the pool is nice and beautiful. Lots of nice places to visit in the neighbourhood. I can surely recommend this Farmhouse!!!!"
Farmhouse in old mill nestled in the beautiful Chianti hills
Historic home in Montalcino
Cozy space with a stone wall, arched window, and traditional wooden furniture.

Historic home in Montalcino

10.0 out of 10, Exceptional, (3)
"Excellent host, clean home, beautifully appointed, and located in the heart of Montalcino. Walkable to grocery store and many restaurants."
Historic home in Montalcino
The Old Fashion House
Relax in this stylish living area with a sofa and dining table, featuring a kitchen with a stove and window.

The Old Fashion House

10.0 out of 10, Exceptional, (7)
"My husband and I spent a week here in April. We have been to Italy seven times, always staying in VRBO-type rentals and this rental stands apart as among the nicest. Recently renovated, well-equipped kitchen, balcony, comfortable heat, etc. You can see the owner, Giovanni, took great care with the design and remodeling. The location is perfect — just off the main street. We highly recommend this home! "
The Old Fashion House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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