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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Villas in Osimo and around

Villa Vetta Marina - My Extra Home
Apartment, 2 Bedrooms | Private kitchen

Villa Vetta Marina - My Extra Home

9.6 out of 10, Exceptional, (18)
"It was an excellent experience. Daniel want a perfect host a kind attentive gentleman. The apartment +++ clean beds comfortable. We had drinks and appys in the beautiful garden looking out on the ocean. walked to swimming everyday. A very memorable place. Gracie Mille!!!"
Villa Vetta Marina - My Extra Home
Spacious villa with pool and tennis court, just 15 minutes from the sea
Pool

Spacious villa with pool and tennis court, just 15 minutes from the sea

Spacious villa with pool and tennis court, just 15 minutes from the sea
Villa Lorena with pool, surrounded by a park of olive trees, just 15 km from the beach of Senigallia
Pool

Villa Lorena with pool, surrounded by a park of olive trees, just 15 km from the beach of Senigallia

10.0 out of 10, Exceptional, (3)
"Lovely, welcoming team (Heidi is the best!).Spent magical moments with friends.Provides the right mix of privacy and community, in serene beautiful green landscapes.Ideal for families.Would definitely come back!"
Villa Lorena with pool, surrounded by a park of olive trees, just 15 km from the beach of Senigallia
Villa Teloni, your exclusive place w/private pool
Pool

Villa Teloni, your exclusive place w/private pool

10.0 out of 10, Exceptional, (2)
"The villa is very nice. An absolute dream. "
Villa Teloni, your exclusive place w/private pool
La Dolce Vita! Stunning villa, beautiful surroundings.
Outdoor pool

La Dolce Vita! Stunning villa, beautiful surroundings.

9.8 out of 10, Exceptional, (40)
"Fantastic house with magnificent views!"
La Dolce Vita! Stunning villa, beautiful surroundings.
Villa with swimming pool sea view
Outdoor pool

Villa with swimming pool sea view

9.8 out of 10, Exceptional, (8)
"Er enjoyed each day"
Villa with swimming pool sea view
Beautiful restored villa with private pool, gardens and magnificent views
Outdoor pool, a heated pool

Beautiful restored villa with private pool, gardens and magnificent views

9.6 out of 10, Exceptional, (27)
"The house is renovated in a very pleasant way. It is spacy and holds what you need. A lovely swimming pool, nice large garden, beautiful view, and very quiet. We had excellent communication with the owner and the local vontact person. Highly recommendable place for a stay for a larger group of people."
Beautiful restored villa with private pool, gardens and magnificent views
Private Villa with WIFI, private pool, A/C, TV, terrace, pets allowed, panoramic view, parking
Pool

Private Villa with WIFI, private pool, A/C, TV, terrace, pets allowed, panoramic view, parking

4.0 out of 10, (1)
"The house was once well built. The rooms are spacious. The ocean View is beautiful --it would be better if the dead tree branches were trimmed. The team was supportive and friendly. But the odor comes from sofas and carpets and every where like you are in a second hand clothing store. The mattresses are sagging and should really be replaced; bedspreads smell. Kitchen is made of cheap materials and really feels shabby. The pool water was not cleaned until the last day of our stay. It really needs...
Private Villa with WIFI, private pool, A/C, TV, terrace, pets allowed, panoramic view, parking
Villa La Panoramica (late 18th century mansion in the hills of the Marche region)
Pool

Villa La Panoramica (late 18th century mansion in the hills of the Marche region)

10.0 out of 10, Exceptional, (2)
"Cristiano war ein sehr entspannter und zuvorkommender Gastgeber! Das Haus ist sehr schön und geräumig, perfekt für eine kleine Reise mit mehreren Leuten. Avenale ist ein schöner und ruhiger Ort. Das Internet war nicht besonders schnell, war aber in Ordnung. Zum Einkaufen fährt man gut und gerne 30 Minuten, kann aber auch in dem kleinen Laden nebenan einkaufen. Vielen Dank, Cristiano... Wir haben uns sehr gefreut"
Villa La Panoramica (late 18th century mansion in the hills of the Marche region)
Contemporary chic country retreat with private pool in Le Marche, Italy
Outdoor dining

Contemporary chic country retreat with private pool in Le Marche, Italy

10.0 out of 10, Exceptional, (30)
"We came to Italy for a family wedding and found this amazing house for all 10 of us. Amazing house in an amazing location. Everyone loved the house and the pool, just wish we could have stayed longer!"
Contemporary chic country retreat with private pool in Le Marche, Italy
Stylish Hilltop Villa 🌿 Pool, Views & Vineyard Charm, 5-min Walk to Village
Sun-loungers, beach towels

Stylish Hilltop Villa 🌿 Pool, Views & Vineyard Charm, 5-min Walk to Village

9.8 out of 10, Exceptional, (72)
"Simon is an excellent landlord, very well organized and always very responsive! The house is clean, the property very well maintained, the kitchen very well equipped, the pool is great! The location is very idyllic! We really enjoyed our week! I can highly recommend the location!"
Stylish Hilltop Villa 🌿 Pool, Views & Vineyard Charm, 5-min Walk to Village
Luxury Stone Villa
Outdoor pool

Luxury Stone Villa

9.8 out of 10, Exceptional, (31)
"Our group of 12 thoroughly enjoyed our stay! It is the perfect place for children and the pool is a big hit. The setting is absolutely stunning (think Lake District with warm weather) and the owners and property manager extremely welcoming."
Luxury Stone Villa
Villa Azzurra Marche
Pool

Villa Azzurra Marche

10.0 out of 10, Exceptional, (6)
"I proprietari sono molto gentili e disponibili. La casa è molto bella, cosi come la piscina e la taverna super attrezzata per stare insieme con amici e famiglia. Ci sn anche due cavalli per poter cavalcare. La villa con la vista panoramica sul mare e la luna durante la notte rende l'atmosfera ancora piu bella. Posizione ottima per andare sulla spiaggia o entro terra."
Villa Azzurra Marche
House Dream
Outdoor pool

House Dream

8.8 out of 10, Excellent, (3)
"Il parco e la piscina sono stupendi, ma gli ultimi due giorni il "robot subacqueo" si è guastato e l'acqua è così risultata molto sporca. Purtroppo molti di noi sono stati pizzicati (alcuni in maniera grave, tanto da sospendere la vacanza) da un insetto presente all'interno della villa Alcune camere era completamente sprovviste di armadi, i vestiti lasciati nelle valigie per terra. Discutibilissima e sorprendente la scelta di due camere con letti alla "francese", con tutto lo spazio intorno per...
House Dream
The confluence vacation home
3 bedrooms, iron/ironing board, bed sheets

The confluence vacation home

8.0 out of 10, Very good, (1)
"The house is spacious and well kept. You have to deal a bit with the more “free mood” of stuff laying around in the house and outside. But maybe that makes the charme. It is like staying at a friends home… you also have to deal with a lot of dog noises in the neighbourhood, but that is normal in the “out-back” of Marche."
The confluence vacation home
VILLA DEL MARE - Numana, wonderful villa 100mt from the sea
Outdoor dining

VILLA DEL MARE - Numana, wonderful villa 100mt from the sea

The price is €635
includes taxes & fees
7 Sept - 8 Sept
VILLA DEL MARE - Numana, wonderful villa 100mt from the sea
Villa Luce - Sirolo, wonderful villa with swimming pool in the Conero park
Living area

Villa Luce - Sirolo, wonderful villa with swimming pool in the Conero park

6.0 out of 10, (1)
The price is €593
includes taxes & fees
13 Sept - 14 Sept
Villa Luce - Sirolo, wonderful villa with swimming pool in the Conero park
Charming villa in the Marche hills a few km from the Conero Riviera
Beach

Charming villa in the Marche hills a few km from the Conero Riviera

9.0 out of 10, Wonderful, (12)
"Nach einem schlechten Start wegen schlecht geputzter Bäder mit zwei Nachbesserungsanläufen dann aber eine schöne Zeit."
Charming villa in the Marche hills a few km from the Conero Riviera
Large historic villa with pool, panoramic views surrounded by greenery
Pool

Large historic villa with pool, panoramic views surrounded by greenery

8.0 out of 10, Very good, (1)
"Prima huis maar wat tegenviel was het feit dat het ( vrij kleine ) zwembad gedeeld moest worden met de gasten van het aanpalende huurhuis. Hier is niets over terug te vinden in de advertentie. Wij hadden geluk dat onze buren geen gebruik maakten van het zwembad maar als dat wel zo was geweest waren er veel te weinig stoelen en ligbedden aanwezig! Graag dus aanpassing in de advertentie op VRBO!"
The price is €322
includes taxes & fees
21 Sept - 22 Sept
Large historic villa with pool, panoramic views surrounded by greenery
Villa alla Torre - Homelike Villas
Pool

Villa alla Torre - Homelike Villas

10.0 out of 10, Exceptional, (4)
"First of all: without the know-how and caring help of Simona of Teloni travels we would never have found this pearl for a relaxed vacation .- thanks , Simona! The owner Nicola warm-hearted welomed us and helped us with any questions . The house has an amazing view up to the Sibillian mountains , perfectly equipped and very well kept . The pool was super clean. The atmosphere gave all members of the 2 families tranquility and real „vacation feelings“. We would always come back ! A house of good...
Villa alla Torre - Homelike Villas
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 Osimo Hotel Reviews

Hotel Federico II

Hotel Federico II

10/10 Excellent
"Very classy hotel with king-size beds, which is very rare in Italy. The breakfast is included and is the negative point as it lacks any fresh fruit or vegetables so people come with their tomatoes lettuce and fruits. It is served only till 10 so in the weekends it is a problem. Otherwise the hotel is very comfortable with 2 swimming pools and a lot of space. The building is stylish but lacks balconies to dry your things on. Apart from this it is an expensive but good choice for guests traveling by car."
Michael 7-night trip
Posted 4 days ago
Hotel Federico II

Frequently asked questions

How much do villas in Osimo cost?
Expect to pay between €322 and €635 per night for a villa in Osimo. Whatever your budget, a terrific getaway is just a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Osimo?
Choose from 230 villas in Osimo. Whether you're taking a trip with the kids or organising a weekend escape with your besties, Expedia will help you find the right space for your squad.
Why book your villa in Osimo with Expedia?
We think planning a holiday should be a walk in the park, so if you're looking for villas at a great price, Expedia delivers. Save those pennies and select an all-inclusive stay, or splurge on a deluxe villa to spoil your sweetheart. Our handy filters make it easy to find a property in Osimo that suits your needs.