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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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Top guest favorite
A large window frames a serene seaside view at dusk, showcasing a tranquil harbor with distant boats and cranes. Soft hues of blue and pink paint the sky, reflecting a peaceful atmosphere in the early evening light.
Condo in Ancona
4.99 out of 5 average rating, 92 reviews

The Window on the Port Apartment

Delightful apartment in a historic building, with wonderful sea views. Quiet as it is located in a pedestrian area. Air-conditioned. Paid parking is a short walk from the accommodation. Parking with discounted rates for long stays 600 meters away. Bus stop 500 meters away. Strategic location: within walking distance of all the city's medieval monuments, the Teatro delle Muse and the Port. For two people, up to 3 thanks to the sofa bed in the upstairs living room. CIN (National Identification Code): IT042002C2A7LDF33G

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, 58 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."

Guest favorite
Home in Osimo
5 out of 5 average rating, 5 reviews

village 22 vacation home

Casa vacanze Borgo 22 is located in Osimo, is an elegant city rich in art and history, located a few kilometers from the sea and the beautiful Conero Riviera. A few meters from the center within the walls with shops of all kinds. There is no Tourist Tax. Osimo offers a Maxiparcheggio service. For those who want to explore the area, such as the Musone River with its bike path, you can take advantage of the rental service offered by the Bicimania shop, located just a few meters from the property.

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, 19 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.

Superhost
Villa in Crispiero
5 out of 5 average rating, 4 reviews

Villa Adele · Carborello Town

VILLA ADELE is an elegant residence nestled among the rolling hills of the Marche region, perfect for families and groups seeking nature, tranquility, and comfort. From the panoramic terrace and the pool, you can enjoy beautiful sunsets. The spacious interiors, fireplace, and professional kitchen make it ideal for moments of pure relaxation and well-being. PRIVACY AND EXCLUSIVE USE the villa is entirely for your exclusive use: you will not share any spaces with other guests.

Guest favorite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 81 reviews

The house in the old granary

The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

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.

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

The entire 90-square-meter (969-square-foot) apartment is available, equipped with a fully equipped kitchen, dining room, sitting area, bathroom, two bedrooms, and a small balcony. The first bedroom has a queen-size bed; the second bedroom is slightly larger and has a queen-size bed and a Montessori bunk bed suitable for up to 132 lbs (60 kg) with memory foam mattresses. Independent entrance, a free parking space and a small garden where you can have breakfast.

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.
Vacation home in Osimo
4.94 out of 5 average rating, 72 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.

Guest favorite
The villa showcases a two-story structure with classic architectural features, including arched entrances and blue shutters. A spacious stone-paved area surrounds the entrance, complemented by flower pots. Lush greenery and tall trees line the property, creating a serene setting.
Villa in Abbadia
5 out of 5 average rating, 5 reviews

Villa Liberty - Beaches 10 km, Conero Riviera

Villa Liberty is a private seaside villa in Le Marche region, located in the countryside of the charming town of Osimo and just 10 km far from the impressive beaches of the Conero Riviera, for a perfect stay combining sea and hills. The paths surrounded by greenery lead to bays and coves with crystal clear water where it will be impossible to deprive yourself of a relaxing swim surrounded by unique landscapes.

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
4.98 out of 5 average rating, 80 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.

Popular amenities for Osimo vacation rentals

When is the best time to visit Osimo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,215 GYDG$20,886 GYDG$17,962 GYDG$18,379 GYDG$18,797 GYDG$17,962 GYDG$18,171 GYDG$19,424 GYDG$18,171 GYDG$19,424 GYDG$20,468 GYDG$20,677 GYD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

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$8,354 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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