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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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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
4.9 out of 5 average rating, 10 reviews

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.

Top guest favourite
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, 74 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 favourite
Guesthouse in Skillinge
4.91 out of 5 average rating, 53 reviews

Guest house with access to pool 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 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.

Guest favourite
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, 12 reviews

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.

Guest favourite
Home in Borrby
4.83 out of 5 average rating, 6 reviews

Family Villa with Pool & Jacuzzi close to Beach

Enjoy the summer in Österlen! "Sandbybäcksvillan" is located in the woods on a small gravel road leading down to the beach of Mälarhusen. The villa has got a heated pool, jacuzzi, garden and trampoline. The pool is covered and the property is fenced, offering both freedom and peace of mind for families with children. Enjoy a fully equipped kitchen, beautiful social areas and comfortable bedrooms. Welcome to the heart of Österlen, with all you need nearby - farm shops, cafés and restaurants!

Top guest favourite
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, 8 reviews

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.

The exterior of a modern guesthouse is depicted, featuring a wooden facade and a metal roof. Large glass doors provide access to the interior, while several skylights enhance natural light. A spacious outdoor deck is visible, furnished with a small table and two chairs.
Guesthouse in Simrishamn
4.71 out of 5 average rating, 17 reviews

Modern guest house in the middle of Österlen

Modernt gästhus mitt på Österlen med nära till Kivik, Simrishamn, vacker natur och vackra stränder. Gångavstånd till golfbanor. Ingenting (såsom toalettpapper etc) ingår i övrigt. Finns det där går det bra att använda. Poolbad mot tilläggsavgift eventuellt möjligt efter överenskommelse med hyresvärd. Ladda gärna din elbil hos oss mot avgift men fråga först. Priset avser 2 gäster, vid fler tillkommer avgift. Läs igenom all info om boendet innan bokar. Sängkläder handdukar etc ingår inte.

Home in Löderup

Newly built house with pool in Österlen

This elegant accommodation is perfect for those who want to relax with their own pool, barbecue area and have peace and quiet. Close to beaches and the sea. Fully equipped kitchen and laundry room with washing machine and dryer. The house was barely used when it was completed in 2024. The pool is heated, so swim under the starry sky in a 30-degree pool. Then warm yourself in the wood-burning stove. The house is spacious and airy with large windows and doors that take you out into the garden.

Guest favourite
Villa in Skillinge
5 out of 5 average rating, 20 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 favourite
A heated pool is surrounded by wooden decking, with stone walls adding texture to the backdrop. Soft lighting from lanterns and plants creates a serene atmosphere. Chairs are positioned nearby, inviting relaxation while mist rises gently from the water.
Cottage in Gärsnäs
5 out of 5 average rating, 35 reviews

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.

Home in Borrby
5 out of 5 average rating, 3 reviews

Pool & Private Spa in the Heart of Österlen

Experience the heart of Österlen in our gorgeous designer home! This private oasis features a stunning outdoor pool and a luxury spa integrated into a spacious wooden patio—perfect for sun-drenched days and star-lit evenings. The interior is bright and airy with high-end finishes. Minutes away from iconic white beaches, art galleries, and farm shops. The ultimate retreat for those seeking tranquility and style, but also family fun. Welcome!

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