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Holiday houses in Simrishamn

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Top-rated holiday rentals in Simrishamn

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

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Top Guest favourite
A view of a calm harbor features several small boats gently bobbing in the water. Grassy patches frame the scene, leading to a rocky pier in the distance under a clear blue sky.
Home in Simrishamn
4.99 out of 5 average rating, 101 reviews

Basque Bouquet

With the best and most beautiful location in Baskemölla, maybe even in the whole of Österlen, there are the very best conditions to enjoy and have a wonderful stay with us! Close to the sea and nature, you will find peace and harmony, replenish your energy during your stay here, and relax in a unique environment in Baskemölla's old fishing village. Despite the idyllic and soothing location, it is close to activities such as the golf course, Lilla Vik, hiking trails and cycling, local artists and a wide range of restaurants. Welcome!

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Top Guest favourite
The image depicts a charming wooden house with a metallic roof, set against a backdrop of the sea and lush greenery. A large tree provides shade, and a wooden deck features outdoor seating, inviting guests to relax while enjoying the scenic view.
Cabin in Simrishamn
4.96 out of 5 average rating, 94 reviews

Seaside location in Baskemölla. Private accommodation.

Architect’s drawing of a small house in Baskemölla on Österlen. The sea is close by, and the natural surroundings are fantastic. Skåneleden (SL4) runs just below the house. 5 km south is Simrishamn with restaurants, cafes and shops. To the north you take the wonderful boardwalk in Carl von Linnaeus's footsteps towards the fishing community Vik. Proximity to fantastic sandy beaches and all the small gems that Österlen can offer. Note: Rental in 2026, weeks 26-27 (weekly) and v32–v35 (weekly) Check-in and check-out on Sundays.

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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
4.95 out of 5 average rating, 42 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.

LocationValueWalkability

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, 132 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.

FamilyLocationDecor

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, 22 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.

LocationFamilyCleanliness

Guest favourite
Villa in Skillinge
5 out of 5 average rating, 23 reviews

Villa near the sea with pool

Välkommen till Österlen! Ett enastående tillfälle att hyra ett unikt nybyggt hus med pool med fantastisk utsikt över havet. Huset ligger i den pittoreska fiskebyn Skillinge och med gångavstånd till matbutik, cafe, restauranger och teater. Härifrån har ni tillgång per cykel, buss eller bil, till Österlens spännande historia, rika kulturliv och unika natur. Med lätthet tar ni er till flera närliggande milslånga sandstränder tex Sandhammaren, Mälarhusen, som inbjuder till härliga upplevelser.

FamilyLocationAmenities

Guest favourite
Cabin in Kivik
4.97 out of 5 average rating, 30 reviews

Brand-new house just a short walk from the sea!

Drömboende i Vitemölla -en oas vid kusten! Upplev Vitemöllas magi i vårt nybyggda boende, där modern komfort möter skånsk idyll. Här bor du bara ett stenkast från havet, omgivet av vacker natur och charmiga äppelodlingar. Vi erbjuder uthyrning året runt, både weekend och längre vistelser. Oavsett om du söker avkoppling sommarens soliga dagar eller under vinterns stillhet, är boendet den perfekta platsen för njutning! Boka din vistelse och låt Vitemölla bli din nästa favoritdestination!

FamilyLocationCondition

Guest favourite
A light-filled living area features large glass doors that open to a lush garden. Elegant seating arrangements include a cozy white couch and two armchairs, while a decorative coffee table sits centrally. Minimalist artwork adorns the walls, enhancing the inviting ambiance.
Home in Löderup
4.91 out of 5 average rating, 34 reviews

Charming house in Kåseberga

Fantastic accommodation in the heart of Kåseberga. This house was originally the old fire station that used to be in the village, but has since been carefully renovated and retained its charm with the raw stone walls, ceiling beams and beautiful stone floors. A short walk will take you down to the charming old fishing village in the harbor. There is a smokehouse, restaurants, shops, café and ice cream kiosk. Photographers: Christine Ohlsson and Christina Ottosson for SE360.

LocationFamilyComfort

Top Guest favourite
An outdoor patio features a round table surrounded by black chairs, set against a backdrop of flowering plants and greenery. A white wall with a green door is visible, and a terracotta roof complements the clear blue sky above.
Guesthouse in Simrishamn
4.94 out of 5 average rating, 31 reviews

Strandhuset in Simrislund

Welcome to our peaceful guesthouse, in picturesque Simrislund, Österlen. The guesthouse is just steps from the sea with nearby villages to explore by bike! There are local restaurants and many charming attractions in the area. If you are looking to stay close to home for a relaxing retreat, the guesthouse is fully equipped with air conditioning, a newly renovated bathroom, and a well-appointed kitchenette. Something for everyone! :)

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Guest favourite
Home in Simrishamn
4.95 out of 5 average rating, 19 reviews

Cozy house in quiet Vik near golf courses & sea

Newly built house from autumn 2025. An unbeatable location for exploring Österlen, right between the Österlen and Djupadal golf courses. Located on a corner plot at a cul-de-sac in a secluded location with a view of meadows and apple trees. "Golf in - Golf out" with the courses within walking distance from the house and garden, you can even see the golfers at the 3rd hole on Djupadal's golf course!

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Top Guest favourite
Villa in Simrishamn
4.99 out of 5 average rating, 86 reviews

Österlen - cozy house with wonderful garden

Charming and spacious house with nice details to enjoy during the Österlen vacation. Here you have cozy days with a fireplace and nice views. Located near Simrishamn with bicycle distance to Brantevik and swimming from the bathing ladder by the cliffs. Four bicycles are available to borrow, three women's bicycles and one men's bicycle. 15-20 min drive to sandy beaches.

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Top Guest favourite
The interior of the guesthouse features a spacious daybed, accompanied by two patterned pillows. A wooden table is placed beside a chair, with blue-and-white checkered curtains framing the windows. A door leads outside to a private patio, enhancing the airy atmosphere.
Cottage in Simrishamn
4.92 out of 5 average rating, 302 reviews

Stay by the sea

Live by the sea Small guest house with its own entrance and patio. Kitchen with two hotplates and microwave and refrigerator, basic cooking utensils, coffee maker, as well as shower and toilet. NOT INCLUDED. Duvet covers, fitted sheets, pillowcases and towels NOT INCLUDED. Cleaning. NOTE, NO PETS. Barbecue and charcoal available. Sunbeds and outdoor furniture.

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Popular amenities for Simrishamn holiday rentals