Ossaia Vacation Rentals

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Check prices for these dates

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Jul 20 - Jul 21
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Jul 21 - Jul 22
Next weekend
Jul 25 - Jul 27
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Aug 1 - Aug 3

Vacation Rentals in Ossaia

Villa Falco- Cignella Resort Tuscany
Relax by the serene pool surrounded by lush greenery and a wooden pergola.

Villa Falco- Cignella Resort Tuscany

9.0 out of 10, Wonderful, (2)
"Perfectly located in the center of the Heart of Tuscany. Great property with a clean and spacious interior. "
$6,563 nightly
The price is $6,563
Jul 27 - Jul 28
Total includes taxes and fees
Villa Falco- Cignella Resort Tuscany
Holiday home with panoramic terrace ideal for families and couples
Enjoy a serene view of the lush landscape from this balcony with a grassy area and distant building.

Holiday home with panoramic terrace ideal for families and couples

$102 nightly
The price is $107
Jul 21 - Jul 22
Total includes taxes and fees
Holiday home with panoramic terrace ideal for families and couples
Zampugna
Relax by the serene pool surrounded by lush greenery and scenic hills.

Zampugna

9.2 out of 10, Wonderful, (5)
"Beautiful and host is great!"
Zampugna
Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia
Exterior detail

Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia

$117 nightly
The price is $121
Jul 27 - Jul 28
Total includes taxes and fees
Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia
Room 'Vista Lago' with Wi-Fi and Air Conditioning
Property grounds

Room 'Vista Lago' with Wi-Fi and Air Conditioning

$122 nightly
The price is $126
Jul 21 - Jul 22
Total includes taxes and fees
Room 'Vista Lago' with Wi-Fi and Air Conditioning
Poggio del Sole
Relax by the pool surrounded by lush greenery and enjoy a refreshing drink and snack.

Poggio del Sole

8.0 out of 10, Very Good, (4)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Poggio del Sole
La Fonte, our quaint little west facing cottage for two people.
Pool

La Fonte, our quaint little west facing cottage for two people.

$207 nightly
The price is $213
Aug 3 - Aug 4
Total includes taxes and fees
La Fonte, our quaint little west facing cottage for two people.
Apartment "Papà Giuseppe Il Fienile" with Shared Pool & Wi-Fi
Fridge, microwave, stovetop, dishwasher

Apartment "Papà Giuseppe Il Fienile" with Shared Pool & Wi-Fi

$156 nightly
The price is $161
Aug 9 - Aug 10
Total includes taxes and fees
Apartment "Papà Giuseppe Il Fienile" with Shared Pool & Wi-Fi
Romantic farm in the Sienese hills
Stroll through a charming, historic European-style alleyway, lined with rustic buildings and lush greenery.

Romantic farm in the Sienese hills

$252 nightly
The price is $255
Jul 27 - Jul 28
Total includes taxes and fees
Romantic farm in the Sienese hills
Dolce Casa 2 Summary:
Relax in a serene outdoor setting with a charming structure, complete with a blue-framed window and Adirondack chairs.

Dolce Casa 2 Summary:

$157 nightly
The price is $157
Jul 27 - Jul 28
Total includes taxes and fees
Dolce Casa 2 Summary:
Cozy detached house in the historic center of Umbertide indoor garden
Relax in a room with a rustic charm, featuring a stone floor, wooden ceiling, and a mix of modern and traditional furnishings.

Cozy detached house in the historic center of Umbertide indoor garden

$95 nightly
The price is $95
Aug 2 - Aug 3
Total includes taxes and fees
Cozy detached house in the historic center of Umbertide indoor garden
"Il Focolare" Superior Apartment in Monticchiello
Cozy retreat with a functional layout, featuring a ladder to a room, a sink, and a door.

"Il Focolare" Superior Apartment in Monticchiello

10.0 out of 10, Exceptional, (7)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
$137 nightly
The price is $140
Jul 22 - Jul 23
Total includes taxes and fees
"Il Focolare" Superior Apartment in Monticchiello
House in the Cortona countryside
Cozy retreat with a large bed, wardrobe, and window featuring a heart-shaped decoration.

House in the Cortona countryside

$97 nightly
The price is $97
Jul 21 - Jul 22
Total includes taxes and fees
House in the Cortona countryside
Chestnut House
Relax in a serene garden setting with a covered patio and well-maintained grounds.

Chestnut House

$2,554 nightly
The price is $2,554
Jul 21 - Jul 22
Total includes taxes and fees
Chestnut House
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
Pool

A stylish Tuscan cottage for four people with stunning views over the valley and Cortona

$326 nightly
The price is $331
Jul 26 - Jul 27
Total includes taxes and fees
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
Vacation Home "Dependance Giardino" with Shared Pool, Terrace & Wi-Fi
Pool

Vacation Home "Dependance Giardino" with Shared Pool, Terrace & Wi-Fi

$221 nightly
The price is $221
Jul 21 - Jul 22
Total includes taxes and fees
Vacation Home "Dependance Giardino" with Shared Pool, Terrace & Wi-Fi
Elegante Appartamento nel Centro Storico di Cortona
Stroll through historic streets lined with traditional buildings and lush greenery.

Elegante Appartamento nel Centro Storico di Cortona

10.0 out of 10, Exceptional, (3)
"Beautiful apartment right in the centre of cortona. Lots of churches, museum and restaurants close by with interesting architecture and good food. Shops selling local linen, leather items and Italian cashmere. Wonderful place to experience Italian culture and cuisine"
$137 nightly
The price is $137
Jul 21 - Jul 22
Total includes taxes and fees
Elegante Appartamento nel Centro Storico di Cortona
La Leccia.
Enjoy a meal under the stars in this charming outdoor dining area, surrounded by historic architecture.

La Leccia.

$2,554 nightly
The price is $2,554
Jul 21 - Jul 22
Total includes taxes and fees
La Leccia.
St. Joseph
Enjoy al fresco dining in a serene outdoor setting with a stone barbecue grill nearby.

St. Joseph

$2,554 nightly
The price is $2,554
Jul 21 - Jul 22
Total includes taxes and fees
St. Joseph
The little Magician's secret corner
Enjoy a peaceful retreat in this serene backyard with a beautifully maintained lawn and seating areas.

The little Magician's secret corner

$220 nightly
The price is $221
Jul 21 - Jul 22
Total includes taxes and fees
The little Magician's secret corner
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 Ossaia Hotel Reviews

Hotel Villa Marsili

Hotel Villa Marsili

10/10 Excellent
"No other hotel in Cortona will do! "
Margaret 3-night trip
Posted 7 days ago
Hotel Villa Marsili

Frequently asked questions

Are there vacation rentals in Ossaia?

Yes, you can find vacation rentals near top local attractions in Ossaia, or you can select a more remote option if you're looking for a relaxing stay.

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

Agriturismo Borgo Spagnoli: This vacation home rental near Ossaia is located in a regional park and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. Kick off your shoes and enjoy yourself with a rooftop terrace and a private yard.

How many vacation rentals are there in Ossaia?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Ossaia stay.

What’s there to see and do in Ossaia?

While exploring the area, visit family-friendly sights like Arezzo Equestrian Centre, or get outside and enjoy nature at Isola Maggiore. In the larger area, you’ll find Villa Bramasole and Piazza della Repubblica.

What’s a vacation rental in Ossaia like?

Vacation rentals are private properties where you can stay for a couple of days or more in Ossaia. Vacation rentals offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.