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Vacation rentals in Osimo

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Top-rated vacation rentals in Osimo

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Top guest favorite
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, 36 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 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, 62 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 comfortable living room features light-colored sofas arranged around a small coffee table. Wood beams highlight the ceiling, while large windows allow natural light to enter. Decorative elements, including framed pictures and a dark chest of drawers, enhance the inviting space.
Apartment in Ancona
4.9 out of 5 average rating, 174 reviews

"Le Torri" Rooms for Rent

The property is located in the historic center of Ancona in a quiet and elegant building with a private courtyard and elevator. It consists of a comfortable living room, an equipped kitchen, a double bedroom, and a bathroom with an anteroom. Guests are advised that unfortunately, in the adjacent state-owned building, the Municipality of Ancona is carrying out renovation works and in the time slot of these works, they may cause noise. National Identification Code (CIN): IT042002B4LIXRK94R

Guest favorite
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
4.97 out of 5 average rating, 79 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 favorite
The two-story building features a clean façade in soft tones, with symmetry achieved through two main entrances. Several windows, framed in dark wood, provide glimpses of the interior. A decorative element is positioned above the central door, adding character to the exterior.
Home in Sirolo
4.73 out of 5 average rating, 74 reviews

Claire's house SIROLO CENTRO

Beautiful and spacious house located on the main street of Sirolo. Built with the typical stone of the Conero, it has just been restored and is equipped with all comforts. It consists of two divided rooms on the ground floor with a spacious kitchen and elegant living room, and two large double bedrooms on the first floor, both with a private bathroom. Strategic location to reach the beaches and the center, equipped with all amenities, including parking nearby. A truly spacious home

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, 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 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.

Top guest favorite
Vacation 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 favorite
A standalone house features a stone exterior with a terracotta-red accent wall. Surrounding greenery and a gravel pathway lead to the entrance. Soft sunlight highlights the distant trees, contributing to a serene outdoor environment.
Apartment in Recanati
5 out of 5 average rating, 29 reviews

Appartamento D'In Su la Vetta, romantica casetta

35 sqm apartment: - kitchen with induction cooktop, fridge, oven, dishwasher, coffee maker, milk frother; air conditioning, heating; we let our guests choose if they prefer the air fryer or microwave or neither - a bedroom with a double bed equipped with a TOPPER, Smart TV, romantic design colored LED lighting in the headboard and a sofa bed; washing machine - bathroom with hydromassage shower, music, LED lights

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, 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 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, 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.

Popular amenities for Osimo vacation rentals

When is the best time to visit Osimo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,758 GYDG$23,641 GYDG$21,758 GYDG$18,411 GYDG$18,829 GYDG$17,992 GYDG$18,201 GYDG$19,457 GYDG$18,201 GYDG$19,457 GYDG$20,503 GYDG$20,712 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 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 vacation rentals in Osimo

  • Total vacation rentals

    Explore 50 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 770 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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