
Vacation rentals with a pool in Simrishamn
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Top-rated rentals with a pool in Simrishamn
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Close to the sea with a pool in an open landscape
Modern house with an open floor plan and a wood-burning stove. Near the end of a small, secluded village road, you will find this little oasis with a large, beautiful garden and only 4 km to miles of child-friendly beaches! Well-equipped kitchen with gas stove, herb garden, large open property with a nice little pool (approx. June-August), dining table, barbecue and sunbathing opportunities on both sides In Borrby, you will find a grocery store, pharmacy, cinema, bakery and a really good restaurant! Everything within 1.5 km. Bus/Borrby Train Gärsnäs/Smedstorp Air/Malmö/Copenhagen

Right by the sea in Vik
Lovely newly-renovated house with associated guest house only 150 meters from the sea, with lovely swimming and nature beyond the ordinary. There is room for eight people in three bedrooms, one of which is in the guest house (which also has its own bathroom with washing machine). Social areas with room for many on the ground floor and bedrooms on the upper floor. Well-equipped kitchen that invites cooking. A secluded courtyard with pool and sun from morning to evening is accessible from the living room. Relax with the whole family in this peaceful home.

Unique accommodation under a thatched roof, pool and playground
This is a bit like staying in a boat - a common comment we've received! The studio is relatively newly built, dining area for six, full kitchen, bathroom with washing machine and two bedrooms with a clear marine feel in New England style. The floor plan is open but the bedroom with the double bed still has some privacy. Behind a massive teak door from a Simrishamn ship is a sleeping alcove with four single beds with drapes to pull. The beds have reading lamps and electrical outlets for charging. Electric vehicle charging. Sauna and pool.

Gislöv Beach Club
Here in the heart of Österlen, we have found our paradise on earth; with a wonderful pool, views and a place to socialize. With the best location in Österlen, you can easily discover everything around and find your own hidden gems. The house is a classic Skånelänga from the 19th century but plenty of charm. The house comprises about 180 sqm plus basement and garage so there is plenty of room for socializing both indoors and outdoors. It is about 2 km down to beautiful Gislövs hammar where there is a sandy beach.

Villa with pool and hot tub between sea & golf
Located between the sea and two fine golf courses, you will find this accommodation with a sense of luxury. The accommodation has a nice plot with a large wooden deck where you can enjoy both a heated swimming pool and a hot tub. The sea is just a 2-minute walk away. The home is equipped with a fireplace, sauna and gym machine. The accommodation has another accommodation wall to wall (but locked in between). It will not be rented out to other guests at the same time, but the hosts will stay there sometimes.

Large family house in Österlen
Bring the whole family to this amazing place with lots of room for play and socializing. Large property to enjoy with a patio, barbecue and dining area, deck chairs, a lovely pool to swim in, trampoline, climbing frame and swings, and a small access to a soccer field behind the house. Close to the beach and experience beautiful Österlen. The house is located in absolutely fantastic Borrby which has a restaurant, bar, cinema, shop, bakery, antique store, thrift store, outlet store and a lot more.

Villa Golf in Vik, walking distance to Österlens Golf Club
A warm welcome to Villa Golf, new in 2025. Enjoy a wonderful private oasis in a quiet neighborhood with a short walk to two of the most appreciated golf courses in southern Sweden. Indoors we find three bedrooms, two full bathrooms, an open plan kitchen, dining and living area. Through a large sunroom we access the garden, heated pool, hot tub, a grassy area and several furnished patios. The area of Österlen offers great beaches, picturesque fishing villages, cultural events and much more.

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.

Österlen:Sleeps 8,heated pool, sauna, beaches
🌾 Welcome to our family-friendly summer house in the heart of Österlen. Set in the rural countryside but still only 10 mins from the beach and supermarket, our summer house is surrounded by forests and some of Sweden’s finest beaches. Located near the village of Rörum and the incredible Knäbäckshusen beach, it’s perfect for families who love nature and the outdoors. Swim in our heated pool, relax in the wood-fired sauna, and enjoy a safe, peaceful place to slow down and reconnect.

Bästekille backar, Österlen
Charming wing of a traditional Skåne farmhouse in Österlen! Private entrance to 51 m² featuring a kitchen, living area, and upstairs bedroom. Sleeps 5, including a high-quality sofa bed (extra bed available). Secluded location in Bästekille backar, with hiking trails at your doorstep. 6 km to the beach and 3 km to cafés. Facilities: Pool & sauna, shared with the owner, private patio, and BBQ. The host lives in the other wings.

Villa with pool & view – Provence in Österlen
Mediterranean feeling on Österlen – like living in Provence or in the Italian countryside, but in beautiful Brantevik. Welcome to a 300 sqm villa where the sea meets sand, cliffs and tranquility. Here you live with your own pool, jacuzzi, open floor plans and sea views from every room. A home created for long breakfasts, long dinners, music on the terrace and memories that linger. A place to be, rest and return to.

Wonderful brick dream in Hagestad row house
Top renovated farm, 260 square meters with 9 rooms. The house was built in 1912 and there is a large pool (5x10m), private courtyard, large garden with both green areas and trees, pergola and plenty of space for barbecues. 3 large bedrooms with double beds and extra sofa beds. 5 km to the nearest beaches Löderup Strandbad and Sandhammaren. 2 bathrooms, 1 shower and 1 bathtub. Plenty of parking spaces available.
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