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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 679 Vacation Homes in Castiglioncello del Trinoro with updated reviews, rates, and availability.

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.8 out of 10, Exceptional, (71)
"Great location at the edge of town. Fantastic views of the countryside. Loved it!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Beautiful home in Sarteano with WiFi
Pool

Beautiful home in Sarteano with WiFi

10.0 out of 10, Exceptional, (1)
"So schön, dass wir nächstes Jahr wiederkommen. Haben direkt wieder gebucht. Tolle herzliche Gastgeber und eine wunderschöne Umgeht"
Beautiful home in Sarteano with WiFi
House / Villa - Cetona
Pool

House / Villa - Cetona

9.6 out of 10, Exceptional, (39)
"This is our second stay at the house and our third visit to Pallazone. We love the area which is very peaceful and beautiful. Serenella, who looks after the hoyse, is wonderful."
House / Villa - Cetona
The House of Alice, charm and relaxation
Point of interest

The House of Alice, charm and relaxation

9.8 out of 10, Exceptional, (56)
"Beautiful accommodations, very remote and tranquil, loved the area and had a great time at the local restaurants.💕 Will be back!"
The price is AED 661
AED 884 total
includes taxes & fees
15 May - 16 May
The House of Alice, charm and relaxation
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
Exterior

House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

9.6 out of 10, Exceptional, (43)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
A MAGICAL HOLIDAY IN TUSCANY
4 bedrooms, desk, iron/ironing board, travel crib

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"It was great, right in the main area of town. We had 2 full families of 4 and it worked out really well for us."
A MAGICAL HOLIDAY IN TUSCANY
Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border
Exterior

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border

10.0 out of 10, Exceptional, (47)
"We had a lovely stay at Citta della Pieve. Lots of space and the house was spotless with everything we needed. The pictures on the website did not do justice to the house and surroundings - even better than I expected (and I had high expectations!). The pool area is spacious and inviting and the pool itself brilliant for our keen swimmer teenager and adults. Quite deep though - would need to keep a close eye on novice-swimmers. Maria and her team were very helpful and we very much enjoyed our...
Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border
Olimpia by Interhome
Outdoor dining

Olimpia by Interhome

9.0 out of 10, Wonderful, (14)
"Rustige ligging met een geweldig mooi uitzicht. Genoten met de twee kinderen en ruimte genoeg om te ontspannen. Alles aanwezig en vriendelijke ontvangst bij aankomst."
Olimpia by Interhome
La Dolce Collina
Aerial view

La Dolce Collina

La Dolce Collina
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
Outdoor dining

"Il gelsomino del Perugino" home with garden, a stone's throw from the center.

10.0 out of 10, Exceptional, (2)
"Il gelsomino del Perugino" home with garden, a stone's throw from the center.
The terrace overlooking the village, a restored Tuscan farmhouse.
Exterior

The terrace overlooking the village, a restored Tuscan farmhouse.

The terrace overlooking the village, a restored Tuscan farmhouse.
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Fridge, oven, stovetop, dishwasher

Villa Banditello, secluded, panoramic view over Montepulciano valley.

10.0 out of 10, Exceptional, (24)
"Just amazing. From views of the countryside, to the peaceful surroundings, this home is a one of a kind. We absolutely loved our stay. Highly recommend to ALL!! "
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
Pool

Enchanting tuscan house, private garden, wellness, stunning views, easy to reach

10.0 out of 10, Exceptional, (19)
"Really enjoyed my time staying at Casa Marta. Such a great location and an unbeatable view. We hope to be back again soon."
Enchanting tuscan house, private garden, wellness, stunning views, easy to reach
The Casetta di Brunello, quiet and breathtaking views
2 bedrooms, iron/ironing board, WiFi, bed sheets

The Casetta di Brunello, quiet and breathtaking views

9.8 out of 10, Exceptional, (12)
"Looking for a village away from the tourist crowds, this is it!"
The price is AED 661
AED 884 total
includes taxes & fees
16 May - 17 May
The Casetta di Brunello, quiet and breathtaking views
3 bedroom amazing home in Montalcino
Pool

3 bedroom amazing home in Montalcino

3 bedroom amazing home in Montalcino
Beautiful Residence in the Old Town
Dining

Beautiful Residence in the Old Town

10.0 out of 10, Exceptional, (46)
"Great apartment and we became friends with the owner! Would definitely stay there again."
Beautiful Residence in the Old Town
Old Tuscan house in the medieval village of Castiglione d'Orcia
Property grounds

Old Tuscan house in the medieval village of Castiglione d'Orcia

9.6 out of 10, Exceptional, (15)
"Lovely spot to be in the middle of this lovely village."
Old Tuscan house in the medieval village of Castiglione d'Orcia
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Terrace/patio

Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

9.8 out of 10, Exceptional, (8)
"Great property but very difficult to find as the google pin was dropped in the wrong location. We had to download an app to then use the GPS co-ordinates which were given to us. made it very stressful as it was near midnight with a"
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Villa I Cipressini Tuscany Private luxury pool spa
A heated pool

Villa I Cipressini Tuscany Private luxury pool spa

10.0 out of 10, Exceptional, (53)
"Beautiful villa in a beautiful setting, walkable to Pienza and overall great stay."
Villa I Cipressini Tuscany Private luxury pool spa
The Gelda house, relax with a view
Interior

The Gelda house, relax with a view

9.6 out of 10, Exceptional, (13)
"Loved our stay...lovely and quiet..great location "
The price is AED 413
AED 587 total
includes taxes & fees
13 May - 14 May
The Gelda house, relax with a view
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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Other property types in Castiglioncello del Trinoro

Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (48)
"Beautiful views and good breakfast "
The price is AED 652
AED 734 total
includes taxes & fees
25 May - 26 May
Casanova - Panoramic Rooms and Suites
Hotel San Gregorio
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (113)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is AED 802
AED 907 total
includes taxes & fees
7 Jun - 8 Jun
Hotel San Gregorio
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (84)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is AED 359
AED 412 total
includes taxes & fees
15 May - 16 May
Residenza Fabroni
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.