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Castiglion Fiorentino Luxury Rentals

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379 rentals in Castiglion Fiorentino.
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Villa with  private pool,ideal for families,quiet position,big park,pet friendly, vacation rental in Castiglion Fiorentino
Villa with  private pool,ideal for families,quiet position,big park,pet friendly, vacation rental in Castiglion Fiorentino
Villa with  private pool,ideal for families,quiet position,big park,pet friendly, vacation rental in Castiglion Fiorentino

Villa with private pool,ideal for families,quiet position,big park,pet friendly

Rental Home
13 bedrooms
10 bathrooms
Sleeps 7
Match: Sleeps
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Tuscany charm Villa Senaia, vacation rental in Castiglion Fiorentino
Tuscany charm Villa Senaia, vacation rental in Castiglion Fiorentino
Tuscany charm Villa Senaia, vacation rental in Castiglion Fiorentino

Tuscany charm Villa Senaia

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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MAS THE LEADER OF HOLIDAY HOUSE, vacation rental in Castiglion Fiorentino
MAS THE LEADER OF HOLIDAY HOUSE, vacation rental in Castiglion Fiorentino
MAS THE LEADER OF HOLIDAY HOUSE, vacation rental in Castiglion Fiorentino

MAS THE LEADER OF HOLIDAY HOUSE

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Tuttomio Home & Breakfast, vacation rental in Castiglion Fiorentino
Tuttomio Home & Breakfast, vacation rental in Castiglion Fiorentino
Tuttomio Home & Breakfast, vacation rental in Castiglion Fiorentino

Tuttomio Home & Breakfast

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Restored Tuscan Cottage near Cortona with Infinity Pool, Outside Kitchen & BBQ, vacation rental in Castiglion Fiorentino
Restored Tuscan Cottage near Cortona with Infinity Pool, Outside Kitchen & BBQ, vacation rental in Castiglion Fiorentino
Restored Tuscan Cottage near Cortona with Infinity Pool, Outside Kitchen & BBQ, vacation rental in Castiglion Fiorentino

Restored Tuscan Cottage near Cortona with Infinity Pool, Outside Kitchen & BBQ

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning private villa for 6 people with WIFI, private pool, TV, terrace, pets, vacation rental in Castiglion Fiorentino
Stunning private villa for 6 people with WIFI, private pool, TV, terrace, pets, vacation rental in Castiglion Fiorentino
Stunning private villa for 6 people with WIFI, private pool, TV, terrace, pets, vacation rental in Castiglion Fiorentino

Stunning private villa for 6 people with WIFI, private pool, TV, terrace, pets

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Characteristic cottage in the Tuscan hills, vacation rental in Castiglion Fiorentino
Characteristic cottage in the Tuscan hills, vacation rental in Castiglion Fiorentino
Characteristic cottage in the Tuscan hills, vacation rental in Castiglion Fiorentino

Characteristic cottage in the Tuscan hills

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tuscany Villa Bellavista, vacation rental in Castiglion Fiorentino
Tuscany Villa Bellavista, vacation rental in Castiglion Fiorentino
Tuscany Villa Bellavista, vacation rental in Castiglion Fiorentino

Tuscany Villa Bellavista

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Villa in Castiglion Fiorentino with 4 bedrooms sleeps 9

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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❤️ of Castiglion Fiorentino, vacation rental in Castiglion Fiorentino
❤️ of Castiglion Fiorentino, vacation rental in Castiglion Fiorentino
❤️ of Castiglion Fiorentino, vacation rental in Castiglion Fiorentino

❤️ of Castiglion Fiorentino

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Vacation home Il Sorbino in Castiglion Fiorentino - 6 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home Il Sorbino in Castiglion Fiorentino - 6 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home Il Sorbino in Castiglion Fiorentino - 6 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino

Vacation home Il Sorbino in Castiglion Fiorentino - 6 persons, 2 bedrooms

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!, vacation rental in Castiglion Fiorentino
NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!, vacation rental in Castiglion Fiorentino
NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!, vacation rental in Castiglion Fiorentino

NEW!!! Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Vacation home La Felcaia in Castiglion Fiorentino - 6 persons, 3 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home La Felcaia in Castiglion Fiorentino - 6 persons, 3 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home La Felcaia in Castiglion Fiorentino - 6 persons, 3 bedrooms, vacation rental in Castiglion Fiorentino

Vacation home La Felcaia in Castiglion Fiorentino - 6 persons, 3 bedrooms

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities, vacation rental in Castiglion Fiorentino
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities, vacation rental in Castiglion Fiorentino
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities, vacation rental in Castiglion Fiorentino

Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
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Villa in Camucia-monsigliolo with 2 bedrooms sleeps 5, vacation rental in Castiglion Fiorentino
Villa in Camucia-monsigliolo with 2 bedrooms sleeps 5, vacation rental in Castiglion Fiorentino
Villa in Camucia-monsigliolo with 2 bedrooms sleeps 5, vacation rental in Castiglion Fiorentino

Villa in Camucia-monsigliolo with 2 bedrooms sleeps 5

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Villa Panichi near historic center private pool Castiglion Fiorentino, vacation rental in Castiglion Fiorentino
Villa Panichi near historic center private pool Castiglion Fiorentino, vacation rental in Castiglion Fiorentino
Villa Panichi near historic center private pool Castiglion Fiorentino, vacation rental in Castiglion Fiorentino

Villa Panichi near historic center private pool Castiglion Fiorentino

Rental Home
7 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps
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Stunning private villa for 6 people with WIFI, private pool, TV, terrace and, vacation rental in Castiglion Fiorentino
Stunning private villa for 6 people with WIFI, private pool, TV, terrace and, vacation rental in Castiglion Fiorentino
Stunning private villa for 6 people with WIFI, private pool, TV, terrace and, vacation rental in Castiglion Fiorentino

Stunning private villa for 6 people with WIFI, private pool, TV, terrace and

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Villa in Castiglion Fiorentino with 3 bedrooms sleeps 6, vacation rental in Castiglion Fiorentino
Villa in Castiglion Fiorentino with 3 bedrooms sleeps 6, vacation rental in Castiglion Fiorentino
Villa in Castiglion Fiorentino with 3 bedrooms sleeps 6, vacation rental in Castiglion Fiorentino

Villa in Castiglion Fiorentino with 3 bedrooms sleeps 6

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Cottage Nestled in the Heart of  Val Di Chiana, vacation rental in Castiglion Fiorentino
Charming Cottage Nestled in the Heart of  Val Di Chiana, vacation rental in Castiglion Fiorentino
Charming Cottage Nestled in the Heart of  Val Di Chiana, vacation rental in Castiglion Fiorentino

Charming Cottage Nestled in the Heart of Val Di Chiana

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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La vista dei Medici-Affittacamere-appartamento , vacation rental in Castiglion Fiorentino
La vista dei Medici-Affittacamere-appartamento , vacation rental in Castiglion Fiorentino
La vista dei Medici-Affittacamere-appartamento , vacation rental in Castiglion Fiorentino

La vista dei Medici-Affittacamere-appartamento

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Holiday Home with Garden and Pool, vacation rental in Castiglion Fiorentino
Holiday Home with Garden and Pool, vacation rental in Castiglion Fiorentino
Holiday Home with Garden and Pool, vacation rental in Castiglion Fiorentino

Holiday Home with Garden and Pool

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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House / Villa - Castiglion Fiorentino, vacation rental in Castiglion Fiorentino
House / Villa - Castiglion Fiorentino, vacation rental in Castiglion Fiorentino
House / Villa - Castiglion Fiorentino, vacation rental in Castiglion Fiorentino

House / Villa - Castiglion Fiorentino

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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La casa del Rigattiere - Close to Cortona WiFi A/C, vacation rental in Castiglion Fiorentino
La casa del Rigattiere - Close to Cortona WiFi A/C, vacation rental in Castiglion Fiorentino
La casa del Rigattiere - Close to Cortona WiFi A/C, vacation rental in Castiglion Fiorentino

La casa del Rigattiere - Close to Cortona WiFi A/C

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Wonderful private villa for 4 guests with WIFI, A/C, private pool, TV and, vacation rental in Castiglion Fiorentino
Wonderful private villa for 4 guests with WIFI, A/C, private pool, TV and, vacation rental in Castiglion Fiorentino
Wonderful private villa for 4 guests with WIFI, A/C, private pool, TV and, vacation rental in Castiglion Fiorentino

Wonderful private villa for 4 guests with WIFI, A/C, private pool, TV and

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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casa delle rose, vacation rental in Castiglion Fiorentino
casa delle rose, vacation rental in Castiglion Fiorentino
casa delle rose, vacation rental in Castiglion Fiorentino

casa delle rose

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Vacation home Frappi in Castiglion Fiorentino - 6 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home Frappi in Castiglion Fiorentino - 6 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home Frappi in Castiglion Fiorentino - 6 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino

Vacation home Frappi in Castiglion Fiorentino - 6 persons, 2 bedrooms

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Villa la Foce: breathtaking panoramic view, vacation rental in Castiglion Fiorentino
Villa la Foce: breathtaking panoramic view, vacation rental in Castiglion Fiorentino
Villa la Foce: breathtaking panoramic view, vacation rental in Castiglion Fiorentino

Villa la Foce: breathtaking panoramic view

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Vacation home Santa Lucia in Castiglion Fiorentino - 7 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home Santa Lucia in Castiglion Fiorentino - 7 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home Santa Lucia in Castiglion Fiorentino - 7 persons, 2 bedrooms, vacation rental in Castiglion Fiorentino

Vacation home Santa Lucia in Castiglion Fiorentino - 7 persons, 2 bedrooms

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Farmhouse with Swimming Pool near Lake in Tuscany, vacation rental in Castiglion Fiorentino
Beautiful Farmhouse with Swimming Pool near Lake in Tuscany, vacation rental in Castiglion Fiorentino
Beautiful Farmhouse with Swimming Pool near Lake in Tuscany, vacation rental in Castiglion Fiorentino

Beautiful Farmhouse with Swimming Pool near Lake in Tuscany

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Villa Sant Antonio, vacation rental in Castiglion Fiorentino
Villa Sant Antonio, vacation rental in Castiglion Fiorentino
Villa Sant Antonio, vacation rental in Castiglion Fiorentino

Villa Sant Antonio

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Villa Ortaglia - Country Villa Rental in Castiglion Fiorentino, Tuscany, vacation rental in Castiglion Fiorentino
Villa Ortaglia - Country Villa Rental in Castiglion Fiorentino, Tuscany, vacation rental in Castiglion Fiorentino
Villa Ortaglia - Country Villa Rental in Castiglion Fiorentino, Tuscany, vacation rental in Castiglion Fiorentino

Villa Ortaglia - Country Villa Rental in Castiglion Fiorentino, Tuscany

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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CASALE IL TRECENTO, vacation rental in Castiglion Fiorentino
CASALE IL TRECENTO, vacation rental in Castiglion Fiorentino
CASALE IL TRECENTO, vacation rental in Castiglion Fiorentino

CASALE IL TRECENTO

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Villa near Cortona, vacation rental in Castiglion Fiorentino
Charming Villa near Cortona, vacation rental in Castiglion Fiorentino
Charming Villa near Cortona, vacation rental in Castiglion Fiorentino

Charming Villa near Cortona

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Farmhouse in Castiglion Fiorentino with Garden, vacation rental in Castiglion Fiorentino
Spacious Farmhouse in Castiglion Fiorentino with Garden, vacation rental in Castiglion Fiorentino
Spacious Farmhouse in Castiglion Fiorentino with Garden, vacation rental in Castiglion Fiorentino

Spacious Farmhouse in Castiglion Fiorentino with Garden

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning private villa with private pool, WIFI, A/C, TV, terrace and parking, vacation rental in Castiglion Fiorentino
Stunning private villa with private pool, WIFI, A/C, TV, terrace and parking, vacation rental in Castiglion Fiorentino
Stunning private villa with private pool, WIFI, A/C, TV, terrace and parking, vacation rental in Castiglion Fiorentino

Stunning private villa with private pool, WIFI, A/C, TV, terrace and parking

Rental Home
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Villa Cassiano - Holiday Rental in Castiglion Fiorentino, Tuscany, vacation rental in Castiglion Fiorentino
Villa Cassiano - Holiday Rental in Castiglion Fiorentino, Tuscany, vacation rental in Castiglion Fiorentino
Villa Cassiano - Holiday Rental in Castiglion Fiorentino, Tuscany, vacation rental in Castiglion Fiorentino

Villa Cassiano - Holiday Rental in Castiglion Fiorentino, Tuscany

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning private villa with private pool, WIFI, A/C, hot tub, sauna, TV, patio, vacation rental in Castiglion Fiorentino
Stunning private villa with private pool, WIFI, A/C, hot tub, sauna, TV, patio, vacation rental in Castiglion Fiorentino
Stunning private villa with private pool, WIFI, A/C, hot tub, sauna, TV, patio, vacation rental in Castiglion Fiorentino

Stunning private villa with private pool, WIFI, A/C, hot tub, sauna, TV, patio

Rental Home
9 bedrooms
11 bathrooms
Sleeps 18
Match: Sleeps
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Villa Giacomo - Exclusive Country villa with swimming pool in Castiglion, vacation rental in Castiglion Fiorentino
Villa Giacomo - Exclusive Country villa with swimming pool in Castiglion, vacation rental in Castiglion Fiorentino
Villa Giacomo - Exclusive Country villa with swimming pool in Castiglion, vacation rental in Castiglion Fiorentino

Villa Giacomo - Exclusive Country villa with swimming pool in Castiglion

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful private villa for 4 people with A/C, private pool, WIFI, TV and, vacation rental in Castiglion Fiorentino
Beautiful private villa for 4 people with A/C, private pool, WIFI, TV and, vacation rental in Castiglion Fiorentino
Beautiful private villa for 4 people with A/C, private pool, WIFI, TV and, vacation rental in Castiglion Fiorentino

Beautiful private villa for 4 people with A/C, private pool, WIFI, TV and

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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4 bedroom, Restored Farmhouse, Modern Amenities , vacation rental in Castiglion Fiorentino
4 bedroom, Restored Farmhouse, Modern Amenities , vacation rental in Castiglion Fiorentino
4 bedroom, Restored Farmhouse, Modern Amenities , vacation rental in Castiglion Fiorentino

4 bedroom, Restored Farmhouse, Modern Amenities

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Dolci Colline village hut, vacation rental in Castiglion Fiorentino
Dolci Colline village hut, vacation rental in Castiglion Fiorentino
Dolci Colline village hut, vacation rental in Castiglion Fiorentino

Dolci Colline village hut

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Agriturismo Le Maceie Tuscan Vacation Rental, vacation rental in Castiglion Fiorentino
Agriturismo Le Maceie Tuscan Vacation Rental, vacation rental in Castiglion Fiorentino
Agriturismo Le Maceie Tuscan Vacation Rental, vacation rental in Castiglion Fiorentino

Agriturismo Le Maceie Tuscan Vacation Rental

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation home Nido del Sorbino in Castiglion Fiorentino - 3 persons, 1 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home Nido del Sorbino in Castiglion Fiorentino - 3 persons, 1 bedrooms, vacation rental in Castiglion Fiorentino
Vacation home Nido del Sorbino in Castiglion Fiorentino - 3 persons, 1 bedrooms, vacation rental in Castiglion Fiorentino

Vacation home Nido del Sorbino in Castiglion Fiorentino - 3 persons, 1 bedrooms

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Borgo Sweets Barn Hills, vacation rental in Castiglion Fiorentino
Borgo Sweets Barn Hills, vacation rental in Castiglion Fiorentino
Borgo Sweets Barn Hills, vacation rental in Castiglion Fiorentino

Borgo Sweets Barn Hills

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Nice apartment for 4 guests with TV and parking, close to Cortona, vacation rental in Castiglion Fiorentino
Nice apartment for 4 guests with TV and parking, close to Cortona, vacation rental in Castiglion Fiorentino
Nice apartment for 4 guests with TV and parking, close to Cortona, vacation rental in Castiglion Fiorentino

Nice apartment for 4 guests with TV and parking, close to Cortona

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Villa with A/C, WIFI, private pool, TV, terrace, pets allowed, parking

Rental Home
7 bedrooms
7 bathrooms
Sleeps 15
Match: Sleeps
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Beautiful private villa with A/C, WIFI, private pool, TV, panoramic view, vacation rental in Castiglion Fiorentino
Beautiful private villa with A/C, WIFI, private pool, TV, panoramic view, vacation rental in Castiglion Fiorentino
Beautiful private villa with A/C, WIFI, private pool, TV, panoramic view, vacation rental in Castiglion Fiorentino

Beautiful private villa with A/C, WIFI, private pool, TV, panoramic view

Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Casupoli, villa with panoramic view and swimming pool in Castiglion Fiorentino, vacation rental in Castiglion Fiorentino
Casupoli, villa with panoramic view and swimming pool in Castiglion Fiorentino, vacation rental in Castiglion Fiorentino
Casupoli, villa with panoramic view and swimming pool in Castiglion Fiorentino, vacation rental in Castiglion Fiorentino

Casupoli, villa with panoramic view and swimming pool in Castiglion Fiorentino

Rental Home
2 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Villa Manciano, vacation rental in Castiglion Fiorentino
Villa Manciano, vacation rental in Castiglion Fiorentino
Villa Manciano, vacation rental in Castiglion Fiorentino

Villa Manciano

Rental Home
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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VILLA CAPPUCCINI, vacation rental in Castiglion Fiorentino
VILLA CAPPUCCINI, vacation rental in Castiglion Fiorentino
VILLA CAPPUCCINI, vacation rental in Castiglion Fiorentino

VILLA CAPPUCCINI

Rental Home
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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