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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

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
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 305
AED 322 total
includes taxes & fees
11 Dec - 12 Dec
Apartment 'Loft Orsini' with Private Garden
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 703
AED 976 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Home "Retreatloft in Manciano" with Private Terrace & Wi-Fi
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 427
AED 606 total
includes taxes & fees
15 Dec - 16 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, (66)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is AED 683
AED 922 total
includes taxes & fees
15 Dec - 16 Dec
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 615
AED 730 total
includes taxes & fees
11 Dec - 12 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)
"The apartment is beautiful and the views are breathtaking! The local restaurant serves very authentic family style Tuscan cuisine and everyone was incredibly friendly and helpful. I wish we could have stayed longer!"
Australia
Andrew M.
The price is AED 683
AED 905 total
includes taxes & fees
15 Dec - 16 Dec
The Casetta di Brunello, quiet and breathtaking views
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 512
AED 692 total
includes taxes & fees
2 Jan - 3 January 2026
Il Borghetto - The House of Elba, rooftop panoramic terrace
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 512
AED 598 total
includes taxes & fees
12 Dec - 13 Dec
Podere Belsogno-camera Lavanda
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 2,391
AED 2,391 total
includes taxes & fees
11 Dec - 12 Dec
Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi
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 512
AED 598 total
includes taxes & fees
11 Dec - 12 Dec
Podere Belsogno-camera Rosmarino
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 1,406
AED 1,883 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Home "Assiolo" with Hill View & Private Garden
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 2,131
AED 3,758 total
includes taxes & fees
3 Jan - 4 January 2026
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
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 1,495
AED 1,713 total
includes taxes & fees
11 Dec - 12 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 703
AED 881 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi
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 947
AED 3,531 total
includes taxes & fees
14 Dec - 15 Dec
Only ten minutes walk to the golf course and still very quiet
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 781
AED 798 total
includes taxes & fees
2 Jan - 3 January 2026
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
House, 3 Bedrooms, Jetted Tub, Valley View | View from room
VILLA GAIA

VILLA GAIA

VILLA GAIA
Campagnatico
The price is AED 1,747
AED 1,922 total
includes taxes & fees
11 Dec - 12 Dec
VILLA GAIA
Pool
Renovated Tuscan-style country house

Renovated Tuscan-style country house

Renovated Tuscan-style country house
Castel del Piano
The price is AED 1,922
AED 2,575 total
includes taxes & fees
17 Dec - 18 Dec
Renovated Tuscan-style country house
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 1,580
AED 2,930 total
includes taxes & fees
27 Dec - 28 Dec
Vecchio Casale Quercetino: Tuscany Vacation rentals 7pl countryside, park, pool
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

Mastrojanni Relais

Mastrojanni Relais

10/10 Excellent
"This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!! "
Chris 1-night trip
Posted 9 days ago
Mastrojanni Relais