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Holiday rentals 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
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.
Guest house in Brantevik
4.97 out of 5 average rating, 148 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 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
4.94 out of 5 average rating, 140 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!

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, 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 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, 16 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.
Flat 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.

Top guest favourite
A welcoming sitting area is featured with two rattan chairs adorned with soft white throws, positioned around a circular coffee table. A vibrant painting hangs on the golden wall, and a traditional tiled stove provides an accent, while natural light filters through a large window.
Flat in Simrishamn
4.96 out of 5 average rating, 23 reviews

Old school - Teacher's residence

Bo på vackra Österlen i Simris Gamla skola. Här får du njuta i Lärarbostaden där fina detaljer finns bevarade, så som kakelugn, vackra golv och spröjsade gamla fönster. Här kan du avnjuta goda middagar på två generösa uteplatser med grill eller inomhus vid ett rymligt matbord. Här finns något för både gammal och ung då närmaste granne är byns lekplats där två boulebanor ingår. Simris är en gammal anrik by med trevliga promenadstråk. Det är cykelavstånd till Simrishamn och stränder.

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, 93 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.

Top guest favourite
A charming two-story house is set amidst greenery, featuring a mix of black and warm-toned wooden exteriors. The red-tiled roof complements the inviting facade, with a small garden area visible in the foreground. Surrounding trees and a clear blue sky enhance the serene countryside ambiance.
Home in Gunnarp
5 out of 5 average rating, 34 reviews

Gunnarp 133

Välkomna till vår mysiga och pittoreska korsvirkesgård mitt i Skåne. I vårt före detta generationsboende har vi nu inrett ett avslappnat boende för er som uppskattar att bo i ett eget hus med väl genomtänkta detaljer och genuin, lantlig stämning. Ett ”hide away” för er som vill koppla av och uppleva mellanskånes underbara natur. Ni har tillgång till egen trädgård med uteplats och fin utsikt över åker och äng. Luta dig tillbaka och koppla av i detta lugna, eleganta boende.

Guest favourite
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, 142 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 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, 286 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!

Popular amenities for Simrishamn holiday rentals

When is the best time to visit Simrishamn?

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Avg. price$121 SGD$125 SGD$142 SGD$147 SGD$147 SGD$173 SGD$187 SGD$174 SGD$133 SGD$119 SGD$134 SGD$135 SGD
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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 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 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 30 homes with a kitchen, over 20 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Simrishamn

  • Total holiday rentals

    Explore 80 holiday rentals in Simrishamn

  • Nightly prices starting at

    Simrishamn holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Simrishamn holiday 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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