A lush landscape with olive groves, rolling hills, and scattered trees under a clear blue sky.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Chiusi vacation homes

A terrace with a table and chairs, surrounded by greenery, overlooking a landscape with hills.

1. Villa on the Umbria-Tuscany border—for families and friends—with a private pool

Villa on the Umbria-Tuscany border—for families and friends—with a private pool
Città della Pieve
10.0 out of 10, Exceptional, (57 reviews)
"Stunning views and great location to see so much. The villa housed all my 16 guests comfortably. The large shared kitchen and the terrace were our favorites spots, plus the dimly lit living area was also a great gathering area. MariaLaura was very responsive to any issues we had. Would definitely stay again"
United States
Kim B.
The price is ￥115,044
￥131,504 total
includes taxes & fees
Oct 22 - Oct 23
Villa on the Umbria-Tuscany border—for families and friends—with a private pool
An aerial view of a rural property with vineyards, olive groves, and a red-roofed building with a swimming pool.

2. Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is ￥31,892
￥46,138 total
includes taxes & fees
Oct 13 - Oct 14
Eagle House
A covered patio with a brick wall, a round table with chairs, and a view of greenery.

3. Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
10.0 out of 10, Exceptional, (1 review)
"Pros: L'appartamento è molto spazioso e comodo con una vista panoramica sulla campagna di Montepulciano Cons: Nulla da rilevare"
Italy
Anonymous traveler
The price is ￥25,664
￥35,222 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Home in Villa Pandolfina near Montepulciano
A thatched-roof pavilion overlooking a calm lake with distant mountains.

4. Gorgeously restored tranquil farmhouse

Gorgeously restored tranquil farmhouse
Castiglione Del Lago PG
9.0 out of 10, Wonderful, (7 reviews)
"Jeremy is a friendly host and his farmhouse lives up to the tranquil billing! Close to the lake, Cortona and Citta della Pieve. Comfortable beds, bathrooms are fine and the kitchen is great for cooking and a nice meal"
United States
John C.
The price is ￥36,737
￥41,985 total
includes taxes & fees
Oct 10 - Oct 11
Gorgeously restored tranquil farmhouse
A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

5. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is ￥17,699
￥21,593 total
includes taxes & fees
Oct 19 - Oct 20
"Il Focolare" Superior Apartment in Monticchiello
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

6. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is ￥19,232
￥28,848 total
includes taxes & fees
Oct 9 - Oct 10
Double room with private bathroom in the countryside 5 minutes from Montepulciano
A stone building with a tiled roof, a staircase leading to a lower level, and a garden with various plants.

7. Double bedroom with private bathroom, private access, garden and swimming pool

Double bedroom with private bathroom, private access, garden and swimming pool
Radicofani
The price is ￥14,246
￥14,958 total
includes taxes & fees
Nov 2 - Nov 3
Double bedroom with private bathroom, private access, garden and swimming pool
A stone pathway leading to a rustic building with a view of rolling hills and a clear sky.

8. Large apartment with garden in an old farmhouse with swimming pool

Large apartment with garden in an old farmhouse with swimming pool
Radicofani
10.0 out of 10, Exceptional, (3 reviews)
"The appartement was nice and large with a lovely atmosphere. The children enjoyed the pool a lot. The house's location was amazing with a lovely view over the Tuscan hills."
Netherlands
Ellen V.
The price is ￥31,858
￥32,566 total
includes taxes & fees
Nov 8 - Nov 9
Large apartment with garden in an old farmhouse with swimming pool
A wooden staircase leading up a grassy hill, surrounded by a stone wall and a wooden fence.

9. Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
8.0 out of 10, Very good, (1 review)
The price is ￥28,046
￥32,319 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Home 'Colline' with Balcony and Wi-Fi
An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

10. Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable, clean and the hosts are over the top welcoming! Walking distance to Pienza with gorgeous views. Loved staying here and hope to come back someday! "
United States
Doug H.
The price is ￥32,213
￥42,719 total
includes taxes & fees
Oct 12 - Oct 13
Suite Gioconda - Podere Casa Rossa in Pienza
A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

11. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
Bagni San Filippo
The price is ￥17,629
￥25,108 total
includes taxes & fees
Oct 12 - Oct 13
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
A stone house with a tiled roof, surrounded by dense greenery and a clear sky.

12. Le Roghete

Le Roghete
Acquapendente
9.4 out of 10, Exceptional, (3 reviews)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
The price is ￥14,317
￥15,749 total
includes taxes & fees
Oct 21 - Oct 22
Le Roghete
A narrow stone staircase leading to a building with balconies adorned with flower pots.

13. La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Radicofani
The price is ￥20,834
￥24,751 total
includes taxes & fees
Oct 9 - Oct 10
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Dining

14. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is ￥13,982
￥17,168 total
includes taxes & fees
Oct 19 - Oct 20
Montecchio di Cortona
A stone building with a wooden door and shutters, a small outdoor seating area with a table and chairs, and potted plants.

15. Federico's Cantuccio, cozy apartment in the heart of Radicofani

Federico's Cantuccio, cozy apartment in the heart of Radicofani
Radicofani
The price is ￥11,379
￥15,296 total
includes taxes & fees
Oct 20 - Oct 21
Federico's Cantuccio, cozy apartment in the heart of Radicofani
A park with picnic tables, a playground, and a gravel path.

16. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is ￥11,150
￥14,336 total
includes taxes & fees
Oct 9 - Oct 10
Holiday home with panoramic terrace ideal for families and couples
A stone building with a sign reading "Borgo di Mezzo".

17. The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is ￥17,699
￥25,133 total
includes taxes & fees
Oct 21 - Oct 22
The Gelda house, relax with a view
A narrow stone alley with potted plants and benches.

18. The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (77 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is ￥26,549
￥36,107 total
includes taxes & fees
Nov 1 - Nov 2
The House of Alice, charm and relaxation
A stone building with a wooden door and two windows with shutters.

19. The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (22 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is ￥26,711
￥36,327 total
includes taxes & fees
Nov 3 - Nov 4
The Casetta di Brunello, quiet and breathtaking views
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

20. Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is ￥26,549
￥59,823 total
includes taxes & fees
Oct 21 - Oct 22
Agritourism in val d'orcia
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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Top Chiusi Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Excellent staff .. extremely accommodating. Would definitely return."
Christine 6-night trip
Posted 16 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Chiusi

Chiusi Vacation Homes information

Number of reviews
192
Accommodation
1082 Vacation Homes
Lowest Price
￥14,336
Highest Price
￥131,504