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Vacation rentals in Osimo

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Top-rated vacation rentals in Osimo

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Condo in Polverigi
4.95 out of 5 average rating, 57 reviews

Farmhouse in Nature

Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."

Top guest favorite
A wide landscape reveals rolling hills and fields under a bright blue sky dotted with clouds. Lush greenery and distant rural settlements can be seen, illustrating the serene countryside surrounding the area.
Apartment in Osimo
4.93 out of 5 average rating, 91 reviews

At Grandpa Bibi's House

A disposizione intero appartamento, molto grande, dotato di: cucina attrezzata, sala da pranzo, salottino, bagno, due camere e balcone. La prima camera presenta un letto matrimoniale, la seconda è leggermente più grande e ha un letto matrimoniale e un lettino a castello montessoriano, che regge fino a 60 kg. Ingresso indipendente, un posto auto gratis e piccolo giardino dove fare colazione. L'appartamento si trova a cinque minuti a piedi dal centro storico di Osimo ma immerso nella campagna.

Top guest favorite
A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.
Home in Cingoli
5 out of 5 average rating, 35 reviews

Farmhouse with garden and pool for exclusive use of wifi

Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.

Guest favorite
A rocky coastline is visible, with clear turquoise waters gently lapping against the shore. A prominent rock formation juts out from the sea, while a small boat floats in the distance. The beach features a mix of pebbles and sand, creating a natural and serene environment.
Apartment in Sirolo
4.87 out of 5 average rating, 143 reviews

Sirolo Apartment ARIEL new June 2017

The apartment is located in the center of Sirolo, on the partially basement floor of a new building from which you can enjoy a magnificent view of the Blue Flag sea on the Riviera del Conero. The building was born from an old structure totally demolished and reconstructed according to the latest and strict anti-seismic regulations. It consists of large living room and kitchen with sofa bed, double bedroom, small bedroom with two bunk beds, bathroom, small outdoor court. Inner surface: 56 m2

Guest favorite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.89 out of 5 average rating, 18 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Top guest favorite
Home in Coppo
5 out of 5 average rating, 56 reviews

"The breath of the Conero"

"Il Soffio Del Conero" is a refined design apartment surrounded by nature, with free parking, where you can breathe tranquility a stone's throw from the most beautiful beaches of the Conero Riviera and the historic center of Sirolo. Nearby there is a supermarket, a tennis club, the splendid Conero Golf Club and for those who love to ride horses, a charming riding school. In front of the house is the free shuttle stop to reach the beaches of Sirolo, Numana and Portonovo.

Top guest favorite
A vibrant sunset casts a warm glow over rolling hills, with clouds reflecting shades of orange and pink. The landscape features fields and distant trees, with a rustic building visible amidst the greenery, creating a serene scene in the countryside.
Barn in Serra De' conti
5 out of 5 average rating, 25 reviews

RosaClara Casetta

Casetta RosaClara is a former barn inside the courtyard of Casale del Gelso (ancient farmhouse of the late 1800s) located in the Marche countryside. Independent, it consists of two mini apartments of about 40 sqm each and communicating. Very bright and panoramic, it has a terrace/solarium and a pleasant and beautiful space, common to the two rooms, where you can relax and refresh. Newly renovated, it has all the amenities, harmonizing tradition with modern needs.

Guest favorite
The kitchen area features wooden cabinetry and a spacious dining table with a decorative centerpiece. An arched entryway connects the dining space to the kitchen, which includes essential appliances. A chalkboard wall adds a functional element, enhancing the room's inviting atmosphere.
Apartment in Camerano
5 out of 5 average rating, 9 reviews

100 sqm with two bedrooms - "Le2Fiole"

Le 2 Fiole, an entire apartment, in the quiet Camerano, a town known for its fascinating underground caves and its strategic position between the sea and the hills. An ideal choice for those looking for a perfect base from which to explore the Conero Riviera. The apartment, refreshed with a simple yet carefully designed style, offers: • Two double bedrooms • One bathroom with a bathtub • A living room with balcony • A fully equipped kitchen and dining area

Guest favorite
The exterior of the recently renovated farmhouse is displayed, featuring a blend of rustic brick and modern architectural elements. Large windows allow natural light to illuminate the structure. The surrounding fields stretch into the distance under a clear sky, indicating a peaceful rural setting.
Apartment in Osimo
4.94 out of 5 average rating, 70 reviews

The River House: 3 Camere, Giardino, Ricarica EV!

Scoprite The River House, un casale recentemente ristrutturato che offre un'esperienza di soggiorno indimenticabile nelle serene campagne marchigiane. Immersa in una corte privata e circondata da una natura rigogliosa, la nostra struttura è un vero santuario di tranquillità, dove il solo suono che vi sveglierà sarà il dolce scorrere del fiume adiacente. Abbiamo combinato il fascino rustico con il comfort moderno per creare un ambiente che incanta e rilassa.

Top guest favorite
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.97 out of 5 average rating, 78 reviews

The Guest House of the Tavignano Estate

The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.

Top guest favorite
The exterior of a two-story yellow building is highlighted by traditional wooden shutters and a tiled roof. Greenery is featured in planter boxes, and a brick pathway leads to the entrance. Surrounding plants and flowers add a touch of nature to the inviting entrance.
Condo in Ancona
5 out of 5 average rating, 51 reviews

Apartment: I Fiori di Rita

Lovely apartment with a bucolic background nestled on the hilly slopes of Osimo. A few minutes from the Ancona Sud highway exit. From here you can easily reach the historic center of historic Osimo, just 5 km away, and the most admirable beaches of the Conero Riviera, without forgetting Loreto, Recanati and the most striking tourist gems of the Marche hinterland.

Top guest favorite
A living area is highlighted by vaulted wooden ceilings and a large window with horizontal slats, allowing natural light to fill the space. A smart TV sits on a sleek, white console opposite a cozy gray sofa, while a small collection of framed photos adorns the wall.
Farm stay in Recanati
5 out of 5 average rating, 25 reviews

Back to Nature Veg: the Hill House

The HOUSE ON THE HILL is for all those who love to take care of themselves. It is a roof with exposed beams and a private garden that frames each room. A bike to stay in shape. A foosball table for fun. A sauna to deeply relax. A smart TV connected to Apple TV to stream a movie. Staying in the countryside has never been more unforgettable.



Popular amenities for Osimo vacation rentals

When is the best time to visit Osimo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,247 GYDG$20,920 GYDG$17,991 GYDG$18,410 GYDG$18,828 GYDG$17,991 GYDG$18,201 GYDG$19,456 GYDG$18,201 GYDG$19,456 GYDG$20,502 GYDG$20,711 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Osimo?

    Osimo has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Osimo?

    Experience the best of Osimo with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Osimo?

    Four-legged friends are welcome in Osimo. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Osimo?

    Yes! Work meets play with ease at over 10 vacation rentals in Osimo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Osimo have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Osimo. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Osimo have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Osimo. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Osimo have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Osimo. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Osimo have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Osimo. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Osimo

  • Total vacation rentals

    Explore 60 vacation rentals in Osimo

  • Nightly prices starting at

    Osimo vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Osimo vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Osimo rentals

  • 4.8 Average rating

    Osimo stays are highly rated by guests—averaging 4.8 out of 5!

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