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Vacation rentals in Simrishamn

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Top-rated vacation rentals in Simrishamn

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Top guest favorite
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, 144 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.

Guest favorite
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, 136 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 favorite
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!

Top guest favorite
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, 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.

Top guest favorite
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, 14 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.

Top guest favorite
A red leather sofa is centered in the room, complemented by two light blue cushions. The space features textured green walls and exposed wooden beams overhead. A chandelier hangs above, while a doorway leads to another room, indicating functional living space.
Farm stay in Borrby
5 out of 5 average rating, 9 reviews

Stylish Swedish farmhouse

In its heyday Kvarnbygård was a thriving farmstead, now carefully renovated to keep its authentic charm. Nestling between the Österlen coast and rolling farmland. Set in its own peaceful acre of meadows and orchard, with terraces for sunbathing or star viewing. Surrounded by famous beaches, nature reserves, renowned bakeries and cafes, farm shops, fresh fish and even a Michelin star restaurant. Across the cobble courtyard we produce our own organic ice cream. It is a gastro tourist paradise.

Guest favorite
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 favorite
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, 90 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.

Guest favorite
A spacious deck features a modern hot tub with clear water, situated beside a glass railing. The sun sets in the background, casting a warm glow over the surrounding trees and valley. Soft lanterns are visible, adding charm to the outdoor space.
Cabin in Bondemölla
4.92 out of 5 average rating, 138 reviews

Log-cabin with hot-tub / views of forest & valley

Välkomna till en timmerstuga beläget uppe på en kulle intill Fulltofta Naturreservat. Ni har tillgång till hela tomten som har ett stort trädäck med integrerad badtunna och utsikt över dalen. Stugan har ett sovloft, sovrum, modernt badrum och ett mysigt vardagsrum med en öppen spis för kvällar framför brasan. Elbilsladdstation på parkeringen✅ Rekommenderat för par / familjer. Fester ej tillåtna och det är viktigt att inte hålla hög volym utomhus på kvällarna efter 21.00.

Top guest favorite
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 favorite
Villa in Simrishamn
4.99 out of 5 average rating, 83 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.

Guest favorite
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
4.92 out of 5 average rating, 104 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR1,540 ZARR1,589 ZARR1,802 ZARR1,868 ZARR1,868 ZARR2,195 ZARR2,375 ZARR2,212 ZARR1,687 ZARR1,507 ZARR1,704 ZARR1,720 ZAR
Avg. temp1°C1°C3°C6°C10°C15°C17°C17°C14°C10°C6°C3°C

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 guesthouse rentals in Simrishamn?

    Experience the best of Simrishamn with our guesthouse 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 apartment rentals in Simrishamn have a kitchen?

    Absolutely! We offer over 30 apartment 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 house rentals in Simrishamn have free parking?

    Absolutely! We offer over 10 house 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 30 homes with a kitchen, over 30 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Simrishamn

  • Total vacation rentals

    Explore 80 vacation rentals in Simrishamn

  • Nightly prices starting at

    Simrishamn vacation rentals start at R819 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 2,090 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Simrishamn vacation rentals include wi-fi 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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