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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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Guest favourite
The exterior of the building features a wooden facade, complemented by large glass windows that provide natural light. A wooden deck extends from the side, elevated on stone supports, with plants placed on a wooden platform. Surrounding greenery enhances the natural setting.
Cabin in Gärsnäs
4.93 out of 5 average rating, 137 reviews

Ekohuset at Ekorrbo - Österlen

Enjoy beautiful Österlen in the Eco-house at Ekorrbo. Here you live individually and with privacy, surrounded by trees and overlooking the rolling Skåne landscape just south of Rörum. Family-friendly accommodation with double bed in sleeping alcove and four beds up in the spacious sleeping loft. Open ridge over kitchen and living room. Fully tiled bathroom with underfloor heating and washing machine/dryer. Dishwasher. Distance: Simrishamn 14 km Kivik 9 km Ystad 31 km Malmö 76 km Knäbäckshusens beach 6 km Mandelmann's gardens, 4 km

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, 94 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!

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, 33 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
Home in Brantevik
4.99 out of 5 average rating, 129 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 dining area is displayed on a wooden deck, featuring a large table surrounded by several light-colored chairs. The open view of the sea creates a serene setting, with grassy areas and landscaped borders in the background. A hot tub can be seen nearby.
Guesthouse in Simrishamn
4.95 out of 5 average rating, 20 reviews

Guest house by the beach

Wake up with the beach right at your doorstep – here it's easy to unwind and enjoy the tranquility of a unique environment. Simrishamn's cozy town center is within easy walking distance, and around the town, beautiful bike and walking paths await through fantastic nature. Our guest house is perfect for one or two people and has all the amenities you need, including a barbecue and infrared sauna. Bed linens and towels are included, and parking is right next door. Welcome to a relaxing stay by the sea!

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, 84 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, 15 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.

Guest favourite
A vibrant two-story house is showcased with a bright blue exterior and white trim. The red tile roof features multiple chimneys, while evenly spaced windows allow for natural light. A wooden fence borders the property, enhancing the quaint street view.
Apartment in Simrishamn
4.86 out of 5 average rating, 65 reviews

Charming house close to the sea and the marina

Our bright, beautiful two-story apartment located in the heart of Simrishamn’s old town. It's a charming setting, by the sea, the marina, and the town center. It offers the perfect opportunity to enjoy small-town living with cafés and restaurants, while still being in walking distance of outdoor activities and beaches. The apartment is part of a townhouse with a lovely atmosphere, plenty of light, and all modern conveniences. It has been newly renovated and features a brand-new kitchen.

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, 91 reviews

Seaside location in Baskemölla. Private accommodation.

Arkitektritat litet hus i Baskemölla på Österlen. Havet ligger tätt intill och en fantastisk natur. Skåneleden (SL4) går strax nedanför huset. 5 km söderut ligger Simrishamn med restauranger, caféer samt affärer. Norrut tar du den underbara strandpromenaden i Carl von Linnés fotspår mot fiskesamhället Vik. Närhet till fantastiska sandstränder och alla små guldkorn som Österlen kan erbjuda. Obs! Uthyrning 2026 v26-v27 (veckovis) samt v32-v35 (veckovis) In-och utcheckning söndagar.

Guest favourite
A charming house with a red wood exterior stands amidst greenery, featuring white trim and multiple windows. A gravel driveway is visible, lined with shrubs and flowering plants. Neatly trimmed hedges encircle the property, contributing to the secluded atmosphere.
Home in Kivik
4.93 out of 5 average rating, 105 reviews

Peaceful living right by Stenshuvud National Park

Quiet and beautiful accommodation on the border of Stenshuvud National Park. A spacious house for a couple, or a single traveller. Large bedroom, bright living room with fireplace, fully equipped kitchen, bathroom with shower and sauna. Underfloor heating in all rooms. Protected location, surrounded by forest and pastures with sheep. The house has a smaller patio, and you have free access to our garden. You reach the sea via a half-hour walk through an enchanting forest.

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
4.91 out of 5 average rating, 281 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.

Guest favourite
Home in Simrishamn
4.92 out of 5 average rating, 13 reviews

Cozy house in quiet Vik near golf courses & sea

Nybyggt hus från hösten 2025. Oslagbart läge för att utforska Österlen, mitt mellan Österlens och Djupadals golfbana. Beläget på hörntomt vid återvändsgränd i fritt läge med utsikt över ängar & äppelträd. "Golf in - Golf out" med promenadavstånd till banorna från hus och trädgård ser man till och med golfspelarna vid hål 3 på Djupadals golfbana!

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