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Holiday rentals in Osimo

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Top-rated holiday rentals in Osimo

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Top guest favourite
The exterior of the rustic house is showcased with light-colored stone walls and teal shutters. A patio is visible, featuring lounge chairs under a shade structure. Lush greenery and hills can be seen in the background, enhancing the serene outdoor setting.
Home in Senigallia
5 out of 5 average rating, 38 reviews

Farmhouse in the hills 10 minutes from the sea of Senigallia

Our farmhouse was completely renovated in 2017 in the original Marche style. The house is bright and modern and equipped with all comforts. An outdoor garden offers sweeping views of the hills. The quiet and peaceful place will make you spend days of full relaxation! In the garden you will find Wendy, a friendly playful Labrador who will be adopted by you for the duration of your vacation, and some cats. NB Tourist tax: the municipality of Senigallia applies a tourist tax of 1 euro per day per person for those over 14 years of age, up to a maximum of 7 days of stay

Top guest favourite
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.
Apartment in Ancona
4.99 out of 5 average rating, 97 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 favourite
A spacious living area is highlighted by exposed wooden beams and a stone accent wall. A white sofa is positioned around a brick fireplace, with a cozy nook containing cushions. A television sits on a wooden stand, enhancing the room's relaxed atmosphere.
Farm stay in Cingoli
4.95 out of 5 average rating, 87 reviews

The sweet Visciola

La Dolce Visciola is located among the green hills of the Marche region and overlooks a splendid panorama that stretches from the countryside to the sea. Ideal place for those who love to relax surrounded by nature. For those who want to recharge their batteries while staying at the farmhouse, you will find a large garden with swimming pool, bocce ball court and barbecue. In addition, for those who wish, you can taste some local delicacies from our farm, to fully experience your stay in the Marche through all the senses.

Top guest favourite
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.
Apartment in Polverigi
4.95 out of 5 average rating, 63 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 favourite
Home in Osimo
5 out of 5 average rating, 5 reviews

village 22 vacation home

Casa vacanze Borgo 22 si trova ad Osimo, è un’elegante città ricca d’arte e di storia, situata a pochi km dal mare e dalla splendida Riviera del Conero. A pochi metri dal centro all'interno delle mura con presenza di negozi di ogni genere. Non è prevista la Tassa di Soggiorno. Osimo offre un servizio di Maxiparcheggio. Per chi desidera esplorare la zona, come il Fiume Musone con la sua pista ciclabile, può usufruire del servizio noleggio del negozio Bicimania a pochi metri dalla struttura.

Guest favourite
An open kitchen and living area features a modern island with seating, complemented by a dining table adorned with bright sunflowers. Light wood flooring extends throughout, bringing warmth to the neutral decor. Spacious windows allow natural light to fill the inviting space.
Home in Coppo
4.98 out of 5 average rating, 80 reviews

Exclusive apartment just a short walk from the sea

Sky-land apartment with fine finishes in the exclusive "Il Coppo" district of Sirolo, a few minutes from the most beautiful beaches of Conero and the historic center of the village. The apartment is equipped with a super-equipped kitchen, with dishwasher and wine cellar. Air conditioning, smart TV, Wi-Fi, sofa bed. Two bedrooms, two bathrooms, washing machine. Private garden and parking space. 18-hole golf course, tennis courts, supermarket, hairdresser and beautician in the neighborhood.

Guest favourite
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, 82 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 favourite
Holiday home in Osimo
4.95 out of 5 average rating, 77 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 favourite
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.
Flat in Osimo
4.93 out of 5 average rating, 91 reviews

At Grandpa Bibi's House

A disposizione intero appartamento, 90 mq, dotato di: cucina attrezzata, sala da pranzo, salottino, bagno, due camere e balconcino. La prima camera presenta un letto matrimoniale, la seconda è leggermente più grande e ha un letto matrimoniale e un lettino a castello montessoriano adatto fino a 60 kg con materassi in memory. Ingresso indipendente, un posto auto gratis e piccolo giardino dove fare colazione.

Top guest favourite
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, 81 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 favourite
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.
Apartment in Ancona
5 out of 5 average rating, 54 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.

Guest favourite
A spacious open-plan living area is highlighted by large windows offering panoramic sea views. A white sectional sofa is positioned near a sleek pool table, while a dining table with chairs is visible in the background. Natural light fills the space, enhancing the modern decor.
Flat in Civitanova Marche
4.94 out of 5 average rating, 17 reviews

[Luxury Seafront Penthouse] Parking & Beach

Property managed by Host Hero Marche Welcome to our exclusive penthouse on the sixth floor of a recently built building, located in a privileged position along the seafront of Civitanova Marche. This apartment offers breathtaking sea views and unparalleled comfort, making it perfect for a relaxing and rejuvenating vacation.

Popular amenities for Osimo holiday rentals

When is the best time to visit Osimo?

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Avg. price$132 SGD$143 SGD$132 SGD$112 SGD$114 SGD$109 SGD$110 SGD$118 SGD$110 SGD$118 SGD$124 SGD$125 SGD
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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 30 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 30 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 holiday rentals in Osimo

  • Total holiday rentals

    Explore 50 holiday rentals in Osimo

  • Nightly prices starting at

    Osimo holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 770 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Osimo holiday rentals include wifi 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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