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Vacation rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Scarborough

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area is showcased through expansive glass doors, revealing panoramic views of the ocean and surrounding landscape. A large dining table is positioned in the foreground, complemented by an outdoor umbrella and seating on the balcony.
Apartment in Kommetjie
4.91 out of 5 average rating, 226 reviews

Mountain and Sea view apartment 3

This top floor apartment will leave you breathless with the views. Stunning 2 bedroom apartment in the gorgeous tranquil village of Kommetjie in the most beautiful location overlooking the entire length of kommetjie beach and the glorious mountains of Hout bay and Table mountain in the distance. 2 min away from shops,restaurants, deli and a 5 min walk to soft white sandy beach.10 meter sliding doors onto balcony and a private 8 meter pool on balcony.Mountain behind with incredible hiking trails.

Guest favorite
Villa in Simon's Town
4.9 out of 5 average rating, 232 reviews

Cape Point Mountain Getaway - Villa

A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

Guest favorite
A spacious bedroom features a large bed adorned with neutral-colored linens, complemented by decorative pillows. Expansive glass doors offer stunning views of the ocean and surrounding landscape, while natural light fills the room. A small side table and a wicker chair add to the inviting atmosphere.
Guest suite in Scarborough
4.91 out of 5 average rating, 108 reviews

+ Sunset Villa for 2 (Apartment) +

This is the most beautiful village I have been to. And this is the house with the most beautiful position in this village. 5mins walk to the beach. Slightly higher positioned, to have the most amazing views of the ocean and mountains. The apartment was recently renovated with complete new furniture, you will love it! You are close to everything: Cape Point national park, a handful of beautiful cafés/restaurants within walking distance, a beautiful mountain side, wildlife & the penguin colony.

Guest favorite
A spacious balcony is showcased with a wooden deck and potted plants, overlooking the ocean. The sunset casts warm colors across the water, while large windows reflect the soft light, creating a serene atmosphere. A comfortable seating area is visible in the background.
Bungalow in Misty Cliffs
4.95 out of 5 average rating, 117 reviews

The Cliffhanger Bungalow

When you walk into the Cliffhanger you will not be able to resist a loud WOW. . This Cape Cod style house has 180 degree views of one of the most beautiful beaches in the world. Simple wood construction sits in sharp contrast to the impeccable midcentury furniture and art collection, styled to perfection. Every detail has been considered. Balau balconies and an intimate terrace complete with a stone BBQ will make this experience unforgettable. Lush vegetation all around for perfect privacy.

Top guest favorite
A spacious outdoor deck features a wooden seating area with plush cushions, overlooking the ocean waves. A small round table holds potted plants, and the backdrop consists of rugged cliffs under a clear blue sky, creating a serene coastal environment.
Home in Misty Cliffs
4.99 out of 5 average rating, 147 reviews

Seaside Mountain Retreat in Misty Cliffs w/ Sauna

Seaside mountain retreat in exclusive Misty Cliffs nature reserve with endless views, pool and large fynbos garden with private path down to the beach. This architect designed wooden bungalow is perfect for exploring Cape Point and the Southern Peninsula or just switching off and relaxing in the verdant immersion of a conservation village. Featuring 2 large en-suite bedrooms as well as a cosy loft and additional bunkbeds for the kids. The house is just 45 minutes from Cape Town city centre.

Top guest favorite
A bright, open living space features large glass walls allowing views of the ocean. A comfortable sectional sofa and a wooden coffee table are present. An outdoor dining area and sunshade are visible, enhancing the connection between indoor and outdoor areas.
Apartment in Clifton
4.97 out of 5 average rating, 790 reviews

Admire Sea Views from a Stunning Apartment by Clifton Beach

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

Guest favorite
The outdoor area features a private swimming pool framed by lush greenery and vibrant pink bougainvillea. The pool reflects clear blue skies, enhancing the serene ambiance. Sunlight filters through the leaves, creating dappled patterns on the patio, which invites relaxation.
Apartment in Simon's Town
4.98 out of 5 average rating, 102 reviews

Private poolside luxury studio with sea view

Wake up in Blue Skies Studio and look across your private swimming pool to see the sun rise over the ocean. This 72 square meter studio with its outdoor lifestyle has private access, parking on the property and excellent security. It is in the mountains, sheltered from the wind and walking distance from Boulders Beach and the penguins. There's lots to do, but you may not want to leave. It is a perfect haven for a short escape, longer-term retreat or the ideal “Work-from-Home” location.

Guest favorite
A private veranda features a striped tablecloth on a dining table, accompanied by a vase of flowers. Double doors open to reveal scenic views of nature and the ocean beyond. Sunlight filters through the overhead slats, creating a dappled effect on the floor.
Home in Kommetjie
4.89 out of 5 average rating, 127 reviews

Honeymoon Lighthouse Cottage - sea view, pool, BBQ

This gorgeous hideout situated next to a nature reserve on historical premises is the perfect romantic getaway. The open-plan, spacious cottage, furnished with a beach style, king-size bed in the loft bedroom, a fully equipped kitchen, dining, and lounge area. The private veranda is a perfect spot for whale watching or home office, with fast WIFI, to be productive with a holiday feel. An indigenous garden with pool, lounge, and BBQ area all overlooking the ocean.

Guest favorite
A tranquil outdoor space features a pool with clear water, surrounded by stone tiles. Two sun loungers are positioned near the edge, offering a view of the nearby mountain and bay. Natural light enhances the serene atmosphere, with greenery framing the area.
Villa in Simon's Town
4.84 out of 5 average rating, 201 reviews

180• Sea Views from a Hillside Villa, Solar Power

180 degree fantastic view of False bay Guests have access to all area's of the house If a guest needs any help or information I am there to assist The house is in a quiet, safe, and beautiful area surrounded by beaches. Penguin Beach is five minutes away, and the excellent Lighthouse restaurant in Simonstown is a must-do. Trendy Kalk Bay is a 10-minute drive, and has shops and restaurants. The train is a 10minute walk

Top guest favorite
The spacious living area features a circular couch with neutral cushions, positioned next to large sliding glass doors that offer views of the surrounding mountains. A wooden coffee table with a decorative bowl and magazines is seen in the foreground, enhancing the relaxed ambiance.
Apartment in Tamboerskloof
4.99 out of 5 average rating, 289 reviews

Hillside Penthouse with Spectacular Table Mountain Views

Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.

Guest favorite
Bungalow in Clifton
4.96 out of 5 average rating, 104 reviews

Bungalow Ulusaba - Sea. Sky. Sandcastles.

An experience at Bungalow Ulusaba, overlooking Clifton 3rd Beach is undoubtedly one to write home about. Watch the sea and sky melt together, with glass stacking doors and windows flooding the interior with sensational cape coastal views. Step onto the softest white sandy beach, enclosed by turquoise waves, boulders, and coastal vegetation. You will never want to leave!

Superhost
The villa's exterior features a spacious wooden deck surrounded by lush greenery and colorful flowers. Lounge chairs with blue-striped cushions provide seating under a large umbrella, while wide steps lead up to the entrance. The background showcases a scenic mountain view under a clear sky.
Villa in Boulders
4.93 out of 5 average rating, 197 reviews

Whalesong by Steadfast Collection

Located in the beautiful and historical southern peninsula suburb of Simonstown – about 40km from central Cape Town – this may be one of the most charming beach houses around (a fact to which its perfect Airbnb score will attest!). Cool in summer and cosy in winter, it’s an idyllic stay all year.

Popular amenities for Scarborough rentals with a pool

Quick stats about vacation rentals with a pool in Scarborough

  • Total rentals

    60 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace