A historic building with a large circular window and a pointed tower.

Search Vacation Homes in Sansepolcro

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Sansepolcro vacation homes

A narrow hallway with a brick archway and a metal gate at the end.

1. Santacaterina, your oasis of tranquility overlooking the historic walls of Sansepolcro

Santacaterina, your oasis of tranquility overlooking the historic walls of Sansepolcro
Sansepolcro
The price is ￥26,658
￥30,568 total
includes taxes & fees
Oct 31 - Nov 1
Santacaterina, your oasis of tranquility overlooking the historic walls of Sansepolcro
A stone building with a pool, surrounded by trees and outdoor seating.

2. -2 / 3-seater garage with private garden, swimming pool, park and spa

-2 / 3-seater garage with private garden, swimming pool, park and spa
sansepolcro (arezzo)
8.4 out of 10, Very good, (5 reviews)
"Het uitzicht was prima, het bed lag ook wel goed, maar ventilatie was niks, waardoor het S’nachts bloedheet was. Het was een verouderde garage, ik zou niemand aanraden dit te boeken. Van park en spa heb ik ook niks gezien."
Netherlands
Sjoukje
The price is ￥15,995
￥29,502 total
includes taxes & fees
Oct 22 - Oct 23
-2 / 3-seater garage with private garden, swimming pool, park and spa
A stone building with a wooden door, surrounded by lush greenery and a clear sky.

3. farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp

farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp
arezzo
10.0 out of 10, Exceptional, (1 review)
"Immerso nella natura con alloggio spazioso e completo di tutto. Perfetta organizzione e comunicazione da parte di Francesco chi ci ha dato anche utili consigli sul da farsi e vedere nei paraggi. Consigliato!"
Italy
Riccardo B.
The price is ￥28,435
￥38,565 total
includes taxes & fees
Oct 22 - Oct 23
farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp
A rural property with a large house, a swimming pool, and surrounding green fields.

4. the SERVITU 'apartment 4/6 places, swimming pool, spa park

the SERVITU 'apartment 4/6 places, swimming pool, spa park
arezzo
The price is ￥35,545
￥48,874 total
includes taxes & fees
Oct 23 - Oct 24
the SERVITU 'apartment 4/6 places, swimming pool, spa park
A garden with flowering trees, a tall tree, and a building in the background.

5. Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi

Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Anghiari
10.0 out of 10, Exceptional, (1 review)
"Comfortable and clean VRBO in the breathtakingly beautiful medieval town of Anghiari. Hosts were lovely and very kind. Location is ideal as it is only a short walk uphill to the town square with coffee shops, restaurants, and other local shops. If we ever get the privilege of visiting again, we would definitely book with these wonderful hosts!"
United States
Kaylyn C.
The price is ￥19,550
￥19,550 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

6. Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is ￥32,702
￥35,972 total
includes taxes & fees
Oct 30 - Oct 31
Rustic Holiday Home in Citta di Castello With Swimming Pool
A staircase with wooden steps and metal handrails, leading to an upper floor.

7. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
The price is ￥12,707
￥26,214 total
includes taxes & fees
Nov 8 - Nov 9
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
A stone building with a staircase leading to an entrance, a covered outdoor seating area, and a well-maintained lawn.

8. Holiday Home in Montone with Pool & Terrace

Holiday Home in Montone with Pool & Terrace
Montone
10.0 out of 10, Exceptional, (11 reviews)
"Enjoyed the swimming pool so much!"
United States
Anonymous traveler
Holiday Home in Montone with Pool & Terrace
A stone building with a tiled roof, a staircase leading to an upper level, and a well-maintained lawn.

9. Holiday Home in Montone with Pool & Terrace

Holiday Home in Montone with Pool & Terrace
Montone - Umbertide (pg)
9.2 out of 10, Wonderful, (27 reviews)
"Ruime plek waar we konden genieten van avondwandelingen rond Montone. Eenvoudige toegang tot lokale winkels ook."
Netherlands
Anonymous traveler
Holiday Home in Montone with Pool & Terrace
An open wooden door leading to a stone-walled interior with a view of a garden.

10. Ruhiges Haus mit Pool Mitbenutzung Im Zentrum der Toskana!

Ruhiges Haus mit Pool Mitbenutzung Im Zentrum der Toskana!
Subbiano
The price is ￥38,388
￥57,147 total
includes taxes & fees
Oct 24 - Oct 25
Ruhiges Haus mit Pool Mitbenutzung Im Zentrum der Toskana!
An outdoor patio with a wooden table and chairs, surrounded by a wooden pergola, and a view of greenery.

11. Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is ￥23,459
￥28,079 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Home 'La Casina All'angolo'
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

12. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is ￥11,983
￥17,300 total
includes taxes & fees
Oct 25 - Oct 26
Dolce Casa 2 by Tiny Away
A window with lace curtains, a view of a building, and a wooden shelf with potted plants.

13. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is ￥7,998
￥11,908 total
includes taxes & fees
Oct 22 - Oct 23
Happy Nest Tuscany Between Florence and Rome
Room

14. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is ￥12,945
￥18,268 total
includes taxes & fees
Oct 26 - Oct 27
Dolce Casa 1 by Tiny Away
A window with a view of a building with a clock tower, balconies, and a clear sky.

15. Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo

Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo
Arezzo Centro Storico
The price is ￥63,269
￥64,335 total
includes taxes & fees
Nov 4 - Nov 5
Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo
A stone building with a sloped roof, a covered porch, and a small garden area with potted plants.

16. Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi
Umbertide
8.0 out of 10, Very good, (1 review)
"Pros: Location in the mountains is superb, very friendly& supportive staff, fair price Cons: Only very small windows in the appartment, thus dark and nearly no chance for fresh cold air in the night. Due to the size of the location the pool was overcrowded and too less sun chairs. Photos better than reality."
United States
Anonymous traveler
The price is ￥41,614
￥54,620 total
includes taxes & fees
Oct 22 - Oct 23
Apartment 'Lavanda ad Antico Casale '700' with Shared Pool & Wi-Fi
A stone building with a sloped roof, a covered porch, and a small garden area.

17. Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
Umbertide
The price is ￥36,412
￥49,418 total
includes taxes & fees
Oct 30 - Oct 31
Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
A table with food and drinks, a stone pillar, and a scenic view of hills and trees.

18. Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom

Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
Lisciano Niccone
10.0 out of 10, Exceptional, (1 review)
"Pros: The Quietness of the wonderful mornings, in the middle of Tuscan Woods. The clean and big pool with a view. The host, very friendly and engaged. a perfect vacation!"
United States
Anonymous traveler
The price is ￥56,649
￥57,004 total
includes taxes & fees
Oct 29 - Oct 30
Apartment 'Pugnano Alto – Castagna' with Panoramic View and Pool – 2 Bedrooms with Private Bathroom
A grassy area with a utility pole and a chair.

19. Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning

Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning
Castiglion Fiorentino
The price is ￥92,131
￥121,455 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning
A stone building with a balcony, outdoor seating, and a stone staircase.

20. Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi

Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi
lisciano niccone
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Alles perfect in orde."
Netherlands
Anonymous traveler
The price is ￥74,377
￥74,732 total
includes taxes & fees
Oct 29 - Oct 30
Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sansepolcro Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Amazing service and care. Especially Sara, Mathilda, Fredrico and Allesandro. The manager was so helpful as well. A must stay!"
Karim 4-night trip
Posted 2 days ago
Monastero di Cortona Hotel & Spa

Find out more about Sansepolcro

Sansepolcro Vacation Homes information

Number of reviews
50
Accommodation
702 Vacation Homes
Lowest Price
￥11,908
Highest Price
￥74,732