Sestino Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Sestino

Property grounds
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, (36)
"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.
Beautiful self-catering flat for rent in the country
Interior
Camera con Vista

Camera con Vista

Cagli
$85 nightly
The price is $85
Dec 31 - Jan 1, 2026
Total with taxes and fees
Camera con Vista
Lunch, dinner served; Italian cuisine, garden views
Locanda del Viandante

Locanda del Viandante

Anghiari
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
$143 nightly
The price is $157
Dec 9 - Dec 10
Total with taxes and fees
Locanda del Viandante
2 bedrooms, desk, iron/ironing board, travel crib
House "Joy" within walking distance of San Marino

House "Joy" within walking distance of San Marino

Emilia-Romagna
10.0 out of 10, Exceptional, (1)
"Tolle Wohnung mit perfekter Ausstattung. Balkon und Terrasse. Und hat es an nichts gefehlt. Lage ist ok, ca 30 min zu den Stränden und 20 Minuten nach San Marino Altstadt. Gastgeberin sehr freundlich und immer erreichbar. "
Germany
Sandra S.
$150 nightly
The price is $150
Dec 29 - Dec 30
Total with taxes and fees
House "Joy" within walking distance of San Marino
Pool
Elegant Countryside Retreat

Elegant Countryside Retreat

Città di Castello
$257 nightly
The price is $257
Dec 9 - Dec 10
Total with taxes and fees
Elegant Countryside Retreat
Exterior
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)
"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.
$270 nightly
The price is $270
Dec 8 - Dec 9
Total with taxes and fees
Teo's house is the ideal home for relaxation, centrally located in Anghiari
Aerial view
Residence Città Ideale

Residence Città Ideale

Urbino
7.4 out of 10, Good, (6)
$70 nightly
The price is $81
Dec 9 - Dec 10
Total with taxes and fees
Residence Città Ideale
Outdoor pool
lovely panorama, pool and valley view, equipped with kitchenette.

lovely panorama, pool and valley view, equipped with kitchenette.

Cagli
$168 nightly
The price is $168
Dec 13 - Dec 14
Total with taxes and fees
lovely panorama, pool and valley view, equipped with kitchenette.
Comfort Apartment, 3 Bedrooms | View from property
Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool

Città di Castello
$226 nightly
The price is $249
Jan 7 - Jan 8, 2026
Total with taxes and fees
Rustic Holiday Home in Citta di Castello With Swimming Pool
Exterior
Casa Singola Esclusiva

Casa Singola Esclusiva

Mercato Saraceno
Casa Singola Esclusiva
Pool
Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi

Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi

Città di Castello
10.0 out of 10, Exceptional, (1)
"Pros: Mi è piaciuto tutto"
Italy
Anonymous traveler
$1,267 nightly
The price is $1,269
Dec 8 - Dec 9
Total with taxes and fees
Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi
Exterior
Romantic cozy house 15 minutes from Arezzo, with pool and forest

Romantic cozy house 15 minutes from Arezzo, with pool and forest

Toscana
$134 nightly
The price is $134
Dec 10 - Dec 11
Total with taxes and fees
Romantic cozy house 15 minutes from Arezzo, with pool and forest
Interior
Detached house for relaxation in the center of Anghiari

Detached house for relaxation in the center of Anghiari

Anghiari
$227 nightly
The price is $227
Jan 1 - Jan 2, 2026
Total with taxes and fees
Detached house for relaxation in the center of Anghiari
Interior
La Fonte - Two Bedroom House, Sleeps 4

La Fonte - Two Bedroom House, Sleeps 4

Subbiano
$242 nightly
The price is $242
Jan 2 - Jan 3, 2026
Total with taxes and fees
La Fonte - Two Bedroom House, Sleeps 4
Pool
"Fano" Studio 2 - Pool, home restaurant, Holidays, Truffles

"Fano" Studio 2 - Pool, home restaurant, Holidays, Truffles

CAGLI
$179 nightly
The price is $190
Dec 8 - Dec 9
Total with taxes and fees
"Fano" Studio 2 - Pool, home restaurant, Holidays, Truffles
Pool
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

Sansepolcro
10.0 out of 10, Exceptional, (16)
"We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!"
United States
Donnacha F.
$1,693 nightly
The price is $1,693
Dec 8 - Dec 9
Total with taxes and fees
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Outdoor dining
Villa Cantone with view, private pool and private SPA, perfect for groups!

Villa Cantone with view, private pool and private SPA, perfect for groups!

Sansepolcro
10.0 out of 10, Exceptional, (15)
"Villa Cantone was perfect for our family group of 22 people. It meet all our needs and provided us with the holiday of a lifetime. The hosts were very attentive and nothing seemed too much for them."
Australia
Geoffrey P.
$1,871 nightly
The price is $1,871
Dec 8 - Dec 9
Total with taxes and fees
Villa Cantone with view, private pool and private SPA, perfect for groups!
Interior
Elegance and relaxation in an exclusive ground floor apartment flooded with light.

Elegance and relaxation in an exclusive ground floor apartment flooded with light.

Carpegna
$149 nightly
The price is $149
Dec 9 - Dec 10
Total with taxes and fees
Elegance and relaxation in an exclusive ground floor apartment flooded with light.
Terrace/patio
Holiday Home in Umbria near Renaissance Castle

Holiday Home in Umbria near Renaissance Castle

Città di Castello
$241 nightly
The price is $241
Dec 17 - Dec 18
Total with taxes and fees
Holiday Home in Umbria near Renaissance Castle
Microwave, oven, stovetop, dishwasher
The Garden Above the clouds

The Garden Above the clouds

Nuvole
$465 nightly
The price is $468
Dec 8 - Dec 9
Total with taxes and fees
The Garden Above the clouds
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 Sestino Hotel Reviews

Hotel Titano

Hotel Titano

10/10 Excellent
"Yes"
Paul 2-night trip
Posted 6 days ago
Hotel Titano

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 $81 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?

Calbianco Village: You might want to consider this vacation rental near Sestino, which is located in a rural location and has an outdoor pool, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

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. Eremo Monte Carpegna and Lago di Mercatale - Sassocorvaro 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.