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Holiday houses in Simrishamn

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Top-rated holiday rentals in Simrishamn

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Top Guest favourite
A spacious studio features a cozy bed with neutral linen and decorative pillows, complemented by a textured brick wall. A circular dining table and white chairs occupy the space, while natural light floods in through large windows that open to a private outdoor area.
Apartment in Brantevik
5 out of 5 average rating, 18 reviews

Studio for 2 & 2 children with terrace at Norra Skolan

For long-term rentals and prices, send an inquiry! Stay in Österlenspärlan Brantevik in one of the village's most magnificent properties, Norra Skolan built in 1904, 100 meters from the sea. Rent Lilla Skolsalen, a studio apartment with about 4 meters in ceiling height where old meets new and modern. The accommodation includes everything you might need during your stay such as a fully-equipped kitchen, a fresh bathroom with shower & toilet and a double bed. Access to several patios including direct exit to the back with private terrace and garden area.

Top Guest favourite
An outdoor seating area is presented with a dining table and six chairs under a large umbrella. Surrounding greenery provides privacy, with colorful plants and flowers near the white walls of the guesthouse. A heater stands nearby, accommodating outdoor gatherings.
Guesthouse in Brantevik
4.97 out of 5 average rating, 143 reviews

Stay near the sea in Brantevik on Österlen

The location of the house is perfect for bicycle rides and hiking along the coast. Rocky swimming areas, wonderful white beaches nearby. Three bicycles (as well as two for children) that can be borrowed for free. Our guest house is located in a village with several restaurants/cafés that are mainly open in the summer. You'll like the little charming house because of the tranquility, the secluded garden and the proximity to the sea. The house is only about 150 meters from the beach. The accommodation is best suited for couples or small families.

Top Guest favourite
A bright living space is presented, featuring large windows that allow natural light to pour in. A blue armchair and a black sofa are positioned thoughtfully around a patterned rug. Decorative items, such as colorful bottles and a floor lamp, enhance the welcoming ambiance.
Home in Simrishamn
5 out of 5 average rating, 21 reviews

Old school in Vik

The house is situated high up overlooking Stenshuvud and Hanö Bay. It was built in 1897 and was Vik's folk high school until the end of the 1950s. In 2011 and 2012, an extensive renovation was carried out and now the entire house is as if newly built. However, we have strived to preserve the original character of the house as much as possible. Vik is Österlen's oldest fishing village and the old buildings are very well preserved. It's calm and pleasant here and the surrounding nature is stunningly beautiful!

Guest favourite
A spacious living area features a comfortable sofa positioned toward an open kitchen, allowing light to fill the room through large windows. Decor elements include modern lighting and framed artwork on the walls, creating an inviting atmosphere for relaxation and gathering.
Villa in Simrishamn
4.97 out of 5 average rating, 31 reviews

Large guest house at Gladsax Manor

At Gladsax Manor, it is now possible to rent the cozy white guest house. Gladsax is located in the heart of Österlen, close to the sea, nature, attractions and in combination with a fantastic beautiful and genuine environment. The guest house is suitable for 2-6 people and is suitable for those who want to enjoy that little extra both indoors and outdoors in the beautiful Österlen. The interior has been created by the interior designer Djon Clausen. The house has a total area of 100 m2 and the plot is 4000 m2.

Top Guest favourite
An aerial view captures the coastal setting of Brantevik, showcasing sandy beaches and lush greenery. Residential structures line the street, with a visible path leading to the shore. The ocean's waves gently lap against the beach, evoking a peaceful, natural environment.
Home in Brantevik
4.99 out of 5 average rating, 125 reviews

White house in Brantevik Österlen

A fantastic accommodation right on the sandy beach of the beautiful fishing village, Brantevik. If harmony and tranquility are to be placed in one place, it is here. Here, fantastic walking and cycling trails await right at your doorstep. If you go south, you will experience the genuine Brantevik that turns into the beautiful "Grönet" that offers both lovely swimming by cliffs or calm, peaceful walks along the sea. If you go north, a lovely walking and cycling path awaits you to the picturesque Simrishamn.

Guest favourite
A bright sleeping area features a spacious bed layered with a checkered duvet and pillows. A piece of artwork hangs on the wall, depicting a figure resting, while soft light is provided by two bedside lamps. Wooden flooring adds warmth to the space.
Loft in Gärsnäs
4.92 out of 5 average rating, 223 reviews

Österlen Gamla Posthuset Gärsnäs

Completely newly built and newly decorated apartment bright and fresh. Private patio. The farm is free with amazing views of the fields. On the farm there is a gallery. Very quiet location. The farm includes a vineyard. Distance to Gärsnäs 3 km, with ICA shop pastry shop, ATM, train station and bus stop. Train every hour to Simrishamn and Ystad. 10 km to Gyllebosjön with nice swimming and hiking area. 20 km to Borrbystrand by the sea with fantastic sandy beach. Dogs are welcome but cost 50 SEK/day

Guest favourite
A classic Shepherds hut is situated amidst an apple orchard, featuring a wooden facade and a sloped metal roof. A small porch leads to an entrance, while a chimney extends above the roof. Lush apple trees frame the structure, emphasizing the natural surroundings.
Shepherd’s hut in Simrishamn
4.9 out of 5 average rating, 80 reviews

Unique accommodation in organic apple orchard near the sea

Stay in a classic Shepherd's hut in the middle of Folk & Frukt's organic apple orchard. A trailer built throughout in solid eco-materials. Equipped with double bed, kitchen, stove, shower and toilet. The trailer is completely 'off grid'. Here you can be completely disconnected and experience the feeling of living in the middle of an apple orchard. The nearest neighbors are Baskemölla eco-village with its varied architecture. 500 m down to Baskemölla harbor for a morning swim from the harbor pier.

Top Guest favourite
The exterior of a charming fisherman's cottage is featured, showcasing a pink facade with white trim. A blue front door with decorative panels stands prominently. Windows on either side reflect the cobblestone street and neighboring colorful buildings, while plants gently frame the scene.
Cottage in Simrishamn
5 out of 5 average rating, 12 reviews

1800s Fisherman Cottage near the sea

Just a short walk to the sea and fantastic beaches. Enjoy a relaxing stay in Simrishamn. Imagine waking up to a cup of coffee in the charming garden, or going out to the local cafes for yummy croissants and sandwiches. There is plenty to do, bike riding, visit a stunning nature reserve, public gardens, wine tasting at Nordic Sea Winery, or lie and read a book while the sea nips at your toes—the perfect place for active families. Enjoy time at the local pool, tennis, miniature golf & volleyball.

Superhost
A spacious living room features a large red sectional sofa alongside a black armchair. Natural light filters through several windows, illuminating artwork on the walls. Indoor plants add a touch of greenery, while a television is positioned against one wall, complementing the modern decor.
Villa in Löderup
4.83 out of 5 average rating, 6 reviews

Generous Skåne farm with lush garden

Välkommen till vår skånegård och underbara oas i mysiga byn Örum! Härifrån är det nära till allt Österlen har att erbjuda. Dessutom gångavstånd till två restauranger och morgonöppet bageri! Njut av generösa utrymmen ute och inne; Nyrenoverat kök med fantastisk utsikt över fälten, vardagsrum, rum med öppen spis samt tre sovrum med dubbelsängar. Två st badrum (varav ett byggt 2026 så bilder saknas ännu) Stor, lummig och Insynsskyddad trädgård med flera uteplatser och vidsträckt utsikt.

Top Guest favourite
A charming house with a red wooden exterior is set against a bright blue sky. A well-kept garden features colorful flowers and a grassy area with outdoor seating, including a small table and chairs. The entrance is highlighted by large windows that invite natural light.
Apartment in Kivik
4.97 out of 5 average rating, 307 reviews

Apartment in courtyard house in Södra Mellby

Cozy apartment in a courtyard house in Södra Mellby, Österlen. There is a private patio, a living room with kitchenette and sleeping loft with room for three people. The entire old Skåne farmhouse has been newly renovated in the past year and the guest house is part of the farmhouse, which also houses an artist's studio and gallery. The guest house has a separate entrance. Of course, the cottage is also decorated with art from the studio.

Superhost
A panoramic view reveals charming rooftops of various homes, accented by greenery from nearby trees. In the background, the blue expanse of the sea is visible, complemented by clear skies. The arrangement of the houses and rooftops offers a glimpse into the local architecture.
Villa in Kivik
5 out of 5 average rating, 4 reviews

Walking distance to the beach!

På bästa läge med utsikt över havet och Kiviks fina bebyggelse. Här finns allt du behöver för en vilsam semester. Stort vardagsrum, matsal, tre sovrum, två badrum, gästtoalett samt kök. Närhet till restauranger, strand, fiskaffär samt mataffär. Stort trädäck med matbord och solstolar! En del av huset är helt nyrenoverad med sovrum, badrum och egen utgång till terass. Köket renoveras i februari/mars 2026.

Top Guest favourite
The exterior of a charming thatched-roof house is illuminated in the evening, showcasing a blend of dark wooden accents and white plaster. Warm light spills from multiple windows, highlighting the inviting entrance and surrounding grass lawn, framed by a large tree and subtle landscape elements.
Guest suite in Löderup
4.93 out of 5 average rating, 102 reviews

Charming apartment in an old farm on Österlen

A nice holiday home with a lovely view of the open landscape on Österlen. One length of this built-around farm is furnished for a pleasant holiday stay. There are three bedrooms with two beds in each room and a cosy sleeping loft with ladder. A large living room in open plan with kitchen and a spacious bathroom makes the accommodation both practical and comfortable.

Popular amenities for Simrishamn holiday rentals

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