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Vacation rentals in Simrishamn

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Top-rated vacation rentals in Simrishamn

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

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Guest favourite
The exterior of a farm-style apartment is visible, featuring a blend of yellow and blue siding. A spacious patio with a railing is accessed through glass doors, with a tree providing shade. Surrounding fields stretch into the distance under a clear blue sky.
Guesthouse in Tommarp
4.9 out of 5 average rating, 68 reviews

Rural quiet location in the heart of Österlen

Perfect location for those of you who want to discover Österlen and at the same time stay in the countryside. You will stay in our apartment, which is located in one wing of our farm in Karlaby. Here you live in the countryside but still only 15 minutes to the beautiful sandy beaches at Knäbäckshusen. If you prefer to stroll and experience the small town idyll, Simrishamn is only 8 minutes away by car. For those who play golf, there are two nice golf courses at Österlens Golf Club within 15 minutes by car. In addition, there are all the sights in Kivik, Baskemölla, Rörum, Ystad, etc.

Guest favourite
The image presents a wooden terrace overlooking the sea, featuring two lounge chairs positioned for optimal views. A clear blue sky complements the serene ocean backdrop, while a rope railing adds a touch of rustic charm. Sunlight enhances the inviting atmosphere of the space.
Tiny homes in Ystad
4.89 out of 5 average rating, 262 reviews

Beach house with stunning view over the sea

Panoramic view of the Baltic Sea, 15 meters to the beach with jetty and beach café. Fall asleep and wake up to the sound of waves. Two beds where you lie on the first floor and look out over the sea. Kitchenette with two stovetops, microwave, coffee maker, fridge and freezer. Small dining area, two armchairs, TV, Wi-Fi. Bathroom with shower and toilet. Large terrace, gas grill. The house is located in the middle of the coastal village of Svarte, about 6 km to Ystad, where you can easily drive by car or bike along the sea. Bus stop and train station with good public transport.

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 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, 92 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, 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, 126 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.

Top 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
5 out of 5 average rating, 17 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!

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.

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
4.95 out of 5 average rating, 87 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 v24-v27 (veckovis) samt v32-v35 (veckovis) In-och utcheckning söndagar.

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
4.95 out of 5 average rating, 19 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! :)

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 vacation rentals

When is the best time to visit Simrishamn?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Simrishamn?

    Simrishamn has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Simrishamn?

    Experience the best of Simrishamn with our house rentals, starting at about $70 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 Simrishamn?

    Four-legged friends are welcome in Simrishamn. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Simrishamn?

    Yes! Work meets play with ease at over 20 vacation rentals in Simrishamn featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Simrishamn have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Simrishamn. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Simrishamn have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Simrishamn. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Simrishamn have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Simrishamn. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Simrishamn?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 30 homes with a kitchen, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Simrishamn

  • Total vacation rentals

    Explore 90 vacation rentals in Simrishamn

  • Nightly prices starting at

    Simrishamn vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Simrishamn vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Simrishamn rentals

  • 4.7 Average rating

    Simrishamn stays receive an average rating of 4.7 out of 5 from guests

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