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Sestino Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Sestino vacation rentals

A building with a balcony, multiple windows, and a door.

1. Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13 reviews)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
$52 nightly
The price is $57
Oct 12 - Oct 13
Total with taxes and fees
Dolce Rosa Centro Storico
Outdoor dining

2. Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.

Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
Sassocorvaro
$134 nightly
The price is $134
Oct 11 - Oct 12
Total with taxes and fees
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
A stone building with a sloped roof, a small porch, and a staircase leading to the entrance.

3. Sweet home in the forest with mountains view - perfect for family and relax

Sweet home in the forest with mountains view - perfect for family and relax
Emilia-Romagna
$127 nightly
The price is $127
Oct 13 - Oct 14
Total with taxes and fees
Sweet home in the forest with mountains view - perfect for family and relax
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

4. Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6 reviews)
"客室は清潔で、とても可愛いかったです。宿泊場所からの眺望は感動します。 朝食が人生でベスト朝食でした！"
Japan
Tatsuya
$127 nightly
The price is $140
Oct 9 - Oct 10
Total with taxes and fees
Locanda del Viandante
A stone building with a pool, surrounded by trees and outdoor seating.

5. -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
$186 nightly
The price is $186
Oct 9 - Oct 10
Total with taxes and fees
-2 / 3-seater garage with private garden, swimming pool, park and spa
A rooftop terrace with a red building, a paved walkway, and a view of a forested hill.

6. Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
$67 nightly
The price is $80
Oct 22 - Oct 23
Total with taxes and fees
Residence Città Ideale
A wooden chair facing a scenic view of rolling hills and a mountain range under a clear sky.

7. Beautiful self-catering flat for rent in the country

Beautiful self-catering flat for rent in the country
URBANIA
9.2 out of 10, Wonderful, (37 reviews)
"We had an excellent time in this lovely, cosy and fully equipped accommodation. The host was extraordinarily kind and helpful so we felt welcome and at home."
Germany
Joerg G.
$128 nightly
The price is $128
Oct 11 - Oct 12
Total with taxes and fees
Beautiful self-catering flat for rent in the country
A modern living room with a white sofa, a coffee table, and a TV mounted on the wall. There is a plant on the coffee table and a small shelf with decorative items.

8. Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
$122 nightly
The price is $122
Oct 12 - Oct 13
Total with taxes and fees
Gio's Hygge Nest
A corridor with arched ceilings and a concrete floor, leading to a dark doorway.

9. Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro

Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro
Sansepolcro
$192 nightly
The price is $192
Oct 31 - Nov 1
Total with taxes and fees
Santacaterina, Your oasis of peace overlooking the historic walls of Sansepolcro
A room with a stone archway, wooden ceiling beams, a bed, a chair, a table, and a window with curtains.

10. Cozy apartment: Your oasis of paradise in the countryside

Cozy apartment: Your oasis of paradise in the countryside
Anghiari
$139 nightly
The price is $139
Oct 14 - Oct 15
Total with taxes and fees
Cozy apartment: Your oasis of paradise in the countryside
A stone building with a wooden door, surrounded by lush greenery and a clear sky.

11. 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.
$243 nightly
The price is $243
Oct 9 - Oct 10
Total with taxes and fees
farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp
A wooden deck with a pool, two umbrellas, and lounge chairs.

12. Riflessi di Lago – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio

Riflessi di Lago – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio
Pieve Santo Stefano
$320 nightly
The price is $320
Oct 9 - Oct 10
Total with taxes and fees
Riflessi di Lago – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio
A grassy courtyard with a stone wall, a wooden bench, and a building with a tower in the background.

13. Apartment 'Sotto Le Mura' with Wi-Fi

Apartment 'Sotto Le Mura' with Wi-Fi
Anghiari
$106 nightly
The price is $106
Oct 11 - Oct 12
Total with taxes and fees
Apartment 'Sotto Le Mura' with Wi-Fi
A rustic outdoor dining area with wooden tables and chairs, hanging birdcages, and a view of greenery.

14. Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi

Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi
ANGHIARI
10.0 out of 10, Exceptional, (1 review)
"I greatly enjoyed my stay at this beautiful and unique apartment. It was captivatingly decorated with antiques and appointed with all needed amenities. the hosts were charming and helpful, and made every effort to make me feel at home and my stay comfortable. If I had the time, I believe a longer stay would have been quite pleasant."
United States
Andrew P.
$116 nightly
The price is $119
Oct 9 - Oct 10
Total with taxes and fees
Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

15. Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed evenings near that fireplace, really nice ambiance when winding down after excursions into town. Garden’s a good spot to chill if you want some fresh air as well."
United States
Anonymous traveler
$282 nightly
The price is $282
Oct 11 - Oct 12
Total with taxes and fees
Elegant Countryside Retreat
A table set outdoors with a view of a vineyard and a distant landscape.

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

the SERVITU 'apartment 4/6 places, swimming pool, spa park
arezzo
$308 nightly
The price is $308
Oct 9 - Oct 10
Total with taxes and fees
the SERVITU 'apartment 4/6 places, swimming pool, spa park
Property grounds

17. 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.
$123 nightly
The price is $123
Nov 1 - Nov 2
Total with taxes and fees
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Two wine glasses on a table with a view of greenery and hills in the background.

18. Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi
Sant'Agata Feltria
$186 nightly
The price is $186
Oct 26 - Oct 27
Total with taxes and fees
Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi
A room with a bed, a window, and a view of the outdoors.

19. Bubble room

Bubble room
Castelci
$390 nightly
The price is $390
Nov 2 - Nov 3
Total with taxes and fees
Bubble room
A spacious living area with a red sofa, a fireplace, and a herringbone-patterned floor.

20. Teo's house is the ideal home for relaxation, centrally located in Anghiari

Teo's house is the ideal home for relaxation, centrally located in Anghiari
Anghiari
10.0 out of 10, Exceptional, (1 review)
"The apartment was clean and cozy. I thoroughly enjoyed my stay. It is located on Corso Giacomo Matteotti and directly across from the main town square. Although not in the walled, traditional historic center, its in a very convenient and central location for exploring the entire town. The host Francesca was extremely helpful and checked in often."
United States
Danna J.
$263 nightly
The price is $263
Oct 11 - Oct 12
Total with taxes and fees
Teo's house is the ideal home for relaxation, centrally located in Anghiari
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 Sestino Hotel Reviews

Hotel Cesare

Hotel Cesare

8/10 Good
"Great location at the top of the mountain. Parking and restaurants next door. Great food."
jaime 1-night trip
Posted 1 day ago
Hotel Cesare

Find out more about Sestino

Everything you need to know about Sestino vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sestino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sestino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sestino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sestino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sestino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $1,644 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sestino rentals

At Expedia, we put the best Sestino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sestino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sestino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sestino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Sestino?

Yes, we give you a choice of vacation rentals near top attractions in Sestino, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Sestino?

Holiday Home in Umbria with Pool: You might want to consider this vacation home rental near Sestino, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Sestino?

Choose from 6 Expedia vacation rentals in Sestino for a memorable vacation.

What’s there to see and do in Sestino?

While exploring the area, visit family-friendly sights like Aboca Museum, or get outside and enjoy nature at Sasso di Simone. Lago di Mercatale - Sassocorvaro and Little Museum of the Diary are a couple of places you'll find in the larger area.

What’s a vacation rental in Sestino like?

A vacation rental is a private property where you can stay for a long or short time in Sestino. Vacation rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.