Ossaia Vacation Rentals

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Oct 30 - Oct 31
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Oct 31 - Nov 2
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Nov 7 - Nov 9

Vacation Rentals in Ossaia

View from room
Abbadia Sicille Relais
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (160)
"It was too cold for the swimming pool as it is mid October, there were people using the hot tub, but I have one in my room and the sauna so why bother it was so wonderful and the staff was super. Christina was the most wonderful ball."
United States
Christine
$68 nightly
The price is $79
Nov 6 - Nov 7
Total with taxes and fees
Abbadia Sicille Relais
Exterior
Meublé Il Riccio
Meublé Il Riccio
9.6 out of 10, Exceptional, (83)
"Beautiful hotel."
United States
Helen
Meublé Il Riccio
Deluxe Double Room | View from room
Affitacamere Maria Gabriella
Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (50)
"Beautiful place and area with very good restaurants close by! We stayed in the cottage and it was well equipped with everything you need! "
United States
Ann Sofi
$135 nightly
The price is $153
Nov 3 - Nov 4
Total with taxes and fees
Affitacamere Maria Gabriella
Outdoor pool, sun loungers
Borgo Dolciano
Borgo Dolciano
9.0 out of 10, Wonderful, (25)
"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "
Norway
John
$117 nightly
The price is $132
Oct 31 - Nov 1
Total with taxes and fees
Borgo Dolciano
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco
La Locanda di San Francesco
9.8 out of 10, Exceptional, (125)
"Beautiful property nestled at the top of montepulciano. Very helpful owner Luca and unmatched hospitality! "
United States
Alizeh
$180 nightly
The price is $203
Nov 7 - Nov 8
Total with taxes and fees
La Locanda di San Francesco
Interior
Delcorto Suites
Delcorto Suites
10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
$178 nightly
The price is $200
Oct 31 - Nov 1
Total with taxes and fees
Delcorto Suites
Outdoor pool
Villa Falco- Cignella Resort Tuscany
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. "
United States
Lisa C.
$6,517 nightly
The price is $6,517
Nov 9 - Nov 10
Total with taxes and fees
Villa Falco- Cignella Resort Tuscany
Lobby
Residenza Fabroni
Residenza Fabroni
8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
Canada
Nicole
$91 nightly
The price is $104
Nov 2 - Nov 3
Total with taxes and fees
Residenza Fabroni
Property entrance
Castello di Modanella
Castello di Modanella
7.8 out of 10, Good, (16)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
United States
Andrew
Castello di Modanella
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B
DormiVeglia B&B
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem
DO IT!!"
Canada
Claude
DormiVeglia B&B
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments
Bellarmino Boutique Apartments
$70 nightly
The price is $82
Nov 2 - Nov 3
Total with taxes and fees
Bellarmino Boutique Apartments
Property grounds
Artisti del Cavallo Tourism
Artisti del Cavallo Tourism
8.4 out of 10, Very Good, (24)
"Ottimo agriturismo silenzioso con persone molto gentilissime "
Italy
GIANCARLO
$73 nightly
The price is $83
Nov 19 - Nov 20
Total with taxes and fees
Artisti del Cavallo Tourism
Free daily cooked-to-order breakfast
San Michele al Borgo
San Michele al Borgo
9.8 out of 10, Exceptional, (9)
"Very caring and friendly staff!"
United States
Andrea
$128 nightly
The price is $144
Nov 2 - Nov 3
Total with taxes and fees
San Michele al Borgo
Exterior
Bed & Breakfast Vicolo dell'Oste
Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (127)
"Great hosts, central location "
United States
Alexander
$142 nightly
The price is $161
Nov 13 - Nov 14
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Seasonal outdoor pool, pool umbrellas, sun loungers
Luxury resort in the Tuscan countryside
Luxury resort in the Tuscan countryside
Luxury resort in the Tuscan countryside
Property grounds
Romantic farm in the Sienese hills
Romantic farm in the Sienese hills
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den HĂŒgeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
$201 nightly
The price is $203
Oct 31 - Nov 1
Total with taxes and fees
Romantic farm in the Sienese hills
Exterior
Il Poggio dell'Eremita
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (57)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
United States
Vivian K.
$158 nightly
The price is $160
Nov 9 - Nov 10
Total with taxes and fees
Il Poggio dell'Eremita
Exterior
L'Antica Sosta
L'Antica Sosta
9.4 out of 10, Exceptional, (3)
$63 nightly
The price is $70
Nov 11 - Nov 12
Total with taxes and fees
L'Antica Sosta
Outdoor dining
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
10.0 out of 10, Exceptional, (3)
"The only thing this place could have that it doesn't is an infinity pool! We loved it here. It was a last minute booking and the host was super helpful. STUNNING views from the patio, and the lake is a short drive down the hill. Also, a very cool little town with restaurants just a two minute drive.Our favorite stays in Italy we're in these little remote towns. Soooo nice. "
United States
Adam H.
$123 nightly
The price is $128
Nov 8 - Nov 9
Total with taxes and fees
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Balcony
CameracaffĂš Centro
CameracaffĂš Centro
8.6 out of 10, Excellent, (176)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
$91 nightly
The price is $112
Nov 9 - Nov 10
Total with taxes and fees
CameracaffĂš Centro
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Fantastic hotel in an incredible setting. Staff were extremely helpful, attentive and understanding. The perfect location for a relaxing break and a centre for exploring Tuscany"
Simon 3-night trip
Posted 3 days ago
Precise Tale Poggio Alla Sala

Find out more about Ossaia

Everything you need to know about Ossaia 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 Ossaia 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 Ossaia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ossaia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ossaia. 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 Ossaia 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 $79 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 Ossaia rentals

At Expedia, we put the best Ossaia 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 Ossaia 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 Ossaia 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 Ossaia. 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

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: You might like this vacation home rental near Ossaia. It is located in a regional park and has a balcony, a rooftop terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Make the most of the private yard in this rental home to help you unwind.

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 Naturalistic Oasis La Valle, 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.