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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.

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Top guest favorite
The exterior of the modern house is showcased in twilight, featuring a sleek metal roof and wooden siding. A spacious deck is furnished with comfortable lounge chairs and potted plants, creating an inviting outdoor space illuminated warmly from within.
Home in Borrby
5 out of 5 average rating, 20 reviews

Close to the sea with a pool in an open landscape

Modern house with an open floor plan, small pool and wood-burning stove. Just outside Borrby, next to last on a small secluded village road, you will find this little oasis with beautiful child-friendly mile-long beaches that are 4 km southeast. Well-equipped kitchen with gas stove, herb garden, large open plot with nice little pool, dining table, barbecue and sun opportunities on both sides In Borrby you will find an ICA store, pharmacy, cinema, bakery with good buns and a really good restaurant! All within 1.5 km distance. Shuttle bus/Borrby Train 10 km Gärsnäs/Smedstorp

A private area features a circular blue pool surrounded by a patio with stone tiles. The exterior of the house is white with dark trim, and large windows provide views of the garden, which is filled with greenery and flowers.
Villa in Simrishamn
4.88 out of 5 average rating, 8 reviews

Right by the sea in Vik

Lovely newly renovated house with associated guesthouse only 150 meters from the sea, with lovely swimming and nature out of 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 a washing machine). Social areas with room for many on the ground floor and bedrooms on the upper floor. Well-equipped kitchen that invites cooking. Privacy-protected courtyard with pool and sun from morning to night is accessed from the living room. Relax with the family in this peaceful space.

The exterior of the house is presented, showcasing a mix of white stucco and wooden elements under a sloped metal roof. A lush green lawn surrounds the building, with trees and shrubs adding to the serene setting. Bright blue skies serve as a backdrop.
Home in Smedstorp
4.6 out of 5 average rating, 5 reviews

Skånelänga with two gardens

Beautiful and soulful house with two gardens. Located on a quiet small town street with 8 houses. Even so, the district is full of life with active farmer just next door and busy country road, 3 km to the nearest village (Smedstorp). Here you enjoy in the hammocks under the chestnut and in the evening sun at the large dining table on the patio with room for about 12 people. Wander straight into the deciduous forests and the nature reserve of Listarumåsen on the farmless trail, just a few hundred meters from the house. Welcome to our paradise!

Top guest favorite
A refreshing swimming pool is centrally located, surrounded by wooden decking. Lush greenery and blooming plants are visible in the background, complementing the rustic architecture of the nearby buildings, which feature thatched roofs and brick accents.
Home in Simrishamn
4.99 out of 5 average rating, 71 reviews

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.

Guest favorite
A well-maintained saltwater pool is surrounded by wooden decking. Sun loungers are positioned around the pool, offering a relaxing space. Lush greenery and potted plants enhance the area, contributing to a tranquil outdoor setting. The pool area is partially shaded by surrounding foliage.
Guesthouse in Skillinge
4.9 out of 5 average rating, 49 reviews

Guest house with pool access in Skillinge

Newly renovated guest house with its own small patio and access to pool and barbecue area. The pool is normally kept open from mid-June to late August and then maintains a temperature of just over 25 degrees The guest house is located in beautiful Skillinge on the Österlen coast about 600 meters from Skillinge harbor, where there is a grocery store, restaurants, etc. Close to swimming docks and beaches. Here, Österlenleden (hiking trail) and Sydkustleden (cycling trail) also pass. Four golf courses are within 30 minutes' drive.

A classic 1800s Skånelänga is surrounded by lush greenery and colorful flowers. The inviting pool is framed by a spacious deck and patio umbrellas, while the sunny sky provides a bright backdrop to the charming home.
Home in Simrishamn
4.83 out of 5 average rating, 24 reviews

Gislöv Beach Club

Here in the heart of Österlen we have found our paradise on earth; with wonderful pool, view and place to hang out. With the best location on Österlen you could easily discover everything around and find your golden grains. The house is a classic nineteenth-century cave, but with plenty of charm. The house includes about 180 sqm plus basement and garage so there is plenty of space for socializing both inside and out. It is about 2 km down to beautiful Gislövs hammer where there is a sandy beach.

Guest favorite
A two-story house is shown at dusk, with warm light emanating from the windows. A private pool, enclosed by a retractable cover, is visible alongside a well-kept lawn and stone pathway, leading to a seating area under a glass-covered porch.
Home in Simrishamn
5 out of 5 average rating, 7 reviews

Villa Golf in Vik, walking distance to Österlens GK

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 furnished several patios. The area of Österlen offers great beaches, picturesque fishing villages, cultural events and much more.

A serene pool area is set against a backdrop of lush greenery and distant ocean views. The rectangular pool features calm water, while a potted plant adds a touch of life to the wooden deck. The surrounding landscape is spacious and inviting.
Home in Simrishamn
5 out of 5 average rating, 3 reviews

Villa Festivo

Welcome to our modern house with pool on the unique Österlen! This stunning home offers a perfect combination of modern design and relaxing comfort. Located on the idyllic Österlen, surrounded by beautiful nature and charming villages, this house is a dream destination for anyone seeking peace and quiet in a unique setting without neighbors Whether you are looking for a relaxing holiday or adventure in nature, our modern house with pool on Österlen will offer you the perfect place to stay.

Superhost
The modern house features a sleek design with a black and white exterior. A private pool is set within a wooden deck area, reflecting the clear sky. Large glass windows provide views into the interior and enhance the airy atmosphere.
Villa in Skillinge
5 out of 5 average rating, 15 reviews

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.

Guest favorite
The image features a serene outdoor area with a heated swimming pool surrounded by wooden decking. Sun loungers are positioned nearby, and large glass doors provide a view into the interior. The clear blue sky above complements the inviting atmosphere.
Villa in Simrishamn
5 out of 5 average rating, 11 reviews

Villa with pool and hot tub between sea & golf

Located between the sea and two fine golf courses you will find this home with a spa feel. 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 only a 2-minute walk away. The home is equipped with a fireplace, sauna and gym machine. The listing has another resident wall to wall (but locked in between). It won't be rented out to other guests at the same time, but the hosts will stay there sometimes.

Top guest favorite
Cottage in Gärsnäs
5 out of 5 average rating, 25 reviews

Österlen Xmas : sleeps 8,sauna, beaches, nature

Our summer house sits in the rural heart of Sweden's beautiful Österlen countryside. We are surrounded by forests and some of Swedens best beaches, hiking & biking trails. ​ Situated just outside the beautiful village of Rörum and located less than 10 mins drive from the incredible Knäbäckshusens beach, there are endless possibilities to hike, bike, swim & play sport... or simply do nothing other than sleep and take a dip in our heated pool, followed by a wood fired sauna.

Guest favorite
A serene pool area is framed by wooden decking, with a colorful pool float nearby. Lush greenery and fields stretch into the distance under a soft, pastel sky, suggesting a peaceful atmosphere. A chaise lounge chair is placed to one side for relaxation.
Villa in Löderup
5 out of 5 average rating, 18 reviews

Wonderful brick dream in Hagestad row house

Top renovated farmhouse, 260 square meters with 9 rooms. The house is built in 1912 and there is a large pool (5x10m), private courtyard, large garden with both green areas and trees, pergola and plenty of room for barbecue dinners. 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. Lots of parking spaces are available.

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