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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Santa Caterina vacation homes

Exterior
Agriturismo San Filippo

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
Property grounds
Holiday Home "Retreatloft in Manciano" with Private Terrace & Wi-Fi

Holiday Home "Retreatloft in Manciano" with Private Terrace & Wi-Fi

Holiday Home "Retreatloft in Manciano" with Private Terrace & Wi-Fi
Manciano
10.0 out of 10, Exceptional, (3)
"This property is truly an hidden treasure . Small,quiet,clean and comfortable and centrally located . The management is always ready to assist and the surrounding village has all what needed for few days of relax. Highly recommended . A "
United States
sarrocchi
The price is AED 787
AED 1,062 total
includes taxes & fees
6 Jan - 7 January 2026
Holiday Home "Retreatloft in Manciano" with Private Terrace & Wi-Fi
Property grounds
Apartment 'Loft Orsini' with Private Garden

Apartment 'Loft Orsini' with Private Garden

Apartment 'Loft Orsini' with Private Garden
Pitigliano
10.0 out of 10, Exceptional, (1)
"Lieu confortable et pratique (15 mn à pied) pour visiter Pitigliano. Nous avons fait une belle randonnée par la via cave vers sovanna. L’appartement est simple et dispose de l’essentiel. La literie est confortable avec une vue sur pitigluano"
France
rose marie s.
The price is AED 341
AED 358 total
includes taxes & fees
7 Jan - 8 January 2026
Apartment 'Loft Orsini' with Private Garden
Interior
The Gelda house, relax with a view

The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is AED 430
AED 611 total
includes taxes & fees
22 Dec - 23 Dec
The Gelda house, relax with a view
Exterior detail
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (67)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is AED 645
AED 873 total
includes taxes & fees
11 Jan - 12 January 2026
The House of Alice, charm and relaxation
Exterior detail
Independent house in the historic center

Independent house in the historic center

Independent house in the historic center
CASTIGLIONE D'ORCIA
9.4 out of 10, Exceptional, (9)
"Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! "
United Kingdom
Graham S.
The price is AED 619
AED 731 total
includes taxes & fees
22 Dec - 23 Dec
Independent house in the historic center
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views
Montalcino
9.6 out of 10, Exceptional, (17)
"Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers"
United States
David & Teri B.
The price is AED 645
AED 873 total
includes taxes & fees
11 Jan - 12 January 2026
The Casetta di Brunello, quiet and breathtaking views
Outdoor dining
Ermione seen on the Val d'Orcia

Ermione seen on the Val d'Orcia

Ermione seen on the Val d'Orcia
Castiglione d'Orcia
8.8 out of 10, Excellent, (3)
"Alles top"
Germany
ANDREAS ALEXANDER
The price is AED 581
AED 818 total
includes taxes & fees
11 Jan - 12 January 2026
Ermione seen on the Val d'Orcia
Outdoor dining
Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (4)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is AED 516
AED 602 total
includes taxes & fees
22 Dec - 23 Dec
Podere Belsogno-camera Lavanda
Outdoor dining
Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is AED 516
AED 705 total
includes taxes & fees
2 Jan - 3 January 2026
Il Borghetto - The House of Elba, rooftop panoramic terrace
Exterior
Only ten minutes walk to the golf course and still very quiet

Only ten minutes walk to the golf course and still very quiet

Only ten minutes walk to the golf course and still very quiet
Saturnia
The price is AED 963
AED 3,565 total
includes taxes & fees
7 Jan - 8 January 2026
Only ten minutes walk to the golf course and still very quiet
Dining
Podere Belsogno-camera Rosmarino

Podere Belsogno-camera Rosmarino

Podere Belsogno-camera Rosmarino
Montalcino
9.0 out of 10, Wonderful, (4)
"Owners live on property and were very helpful for our first visit to beautiful Montalcino in Tuscany. Spotless apartment. Walking to city center which is just lovely. Beautiful setting. We would return."
United States
Larry V.
The price is AED 516
AED 602 total
includes taxes & fees
22 Dec - 23 Dec
Podere Belsogno-camera Rosmarino
Outdoor dining
Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi

Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi

Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi
Grosseto
10.0 out of 10, Exceptional, (2)
"Pros: Schöne Poolanlage, sehr saubere Anlage Cons: Etwas abseits gelegen"
Germany
Anonymous traveler
The price is AED 3,045
AED 3,045 total
includes taxes & fees
22 Dec - 23 Dec
Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi
Dining
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Montalcino
10.0 out of 10, Exceptional, (2)
"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."
United States
Robert K.
The price is AED 2,146
AED 3,789 total
includes taxes & fees
3 Jan - 4 January 2026
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Outdoor dining
Holiday Home "Assiolo" with Hill View & Private Garden

Holiday Home "Assiolo" with Hill View & Private Garden

Holiday Home "Assiolo" with Hill View & Private Garden
Magliano in Toscana
9.8 out of 10, Exceptional, (6)
"Pros: The house has a terrace with breathtaking view of the surrounding secluded landscape, lots of space inside and a beautifully kept garden for exklusive use. The owner Domenico is very welcoming and a superb host. Besides from occasional agricultural machine sounds there is lots of silence, bird and insect songs. Cons: We should have had more time to stay."
United States
Anonymous traveler
The price is AED 1,416
AED 1,897 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home "Assiolo" with Hill View & Private Garden
Outdoor dining
Podere Belsogno

Podere Belsogno

Podere Belsogno
Montalcino
10.0 out of 10, Exceptional, (1)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
Canada
David P.
The price is AED 1,505
AED 1,725 total
includes taxes & fees
22 Dec - 23 Dec
Podere Belsogno
Terrace/patio
Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi

Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi

Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi
Elmo
The price is AED 808
AED 987 total
includes taxes & fees
11 Jan - 12 January 2026
Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi
Terrace/patio
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Montalcino
7.0 out of 10, Good, (2)
"The home was lovely, location difficult to get to by car and difficult to find transportation. "
United States
Liz C.
The price is AED 1,154
AED 1,171 total
includes taxes & fees
20 Jan - 21 January 2026
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Outdoor pool
Vecchio Casale Quercetino: Tuscany Vacation rentals 7pl countryside, park, pool

Vecchio Casale Quercetino: Tuscany Vacation rentals 7pl countryside, park, pool

Vecchio Casale Quercetino: Tuscany Vacation rentals 7pl countryside, park, pool
Montenero
The price is AED 1,432
AED 2,753 total
includes taxes & fees
26 Dec - 27 Dec
Vecchio Casale Quercetino: Tuscany Vacation rentals 7pl countryside, park, pool
Pool
Renovated Tuscan-style country house

Renovated Tuscan-style country house

Renovated Tuscan-style country house
Castel del Piano
The price is AED 1,935
AED 2,593 total
includes taxes & fees
24 Dec - 25 Dec
Renovated Tuscan-style country 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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Top Santa Caterina Hotel Reviews

Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA

10/10 Excellent
"This is a comfortable, clean hotel with the most gracious and helpful staff imaginable!"
Lynn 2-night trip
Posted 5 days ago
Grand Hotel Impero - Wellness & Exclusive SPA