Holiday 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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Guest favourite
Villa in Simon's Town
4.9 out of 5 average rating, 240 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 favourite
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, 110 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.

Top Guest favourite
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, 122 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 favourite
A serene private pool is framed by a wooden deck, with comfortable loungers positioned for sunbathing. The expansive view reveals mountains and the ocean, under a clear blue sky, creating a tranquil outdoor retreat.
Apartment in Kommetjie
4.94 out of 5 average rating, 377 reviews

Mountain and Sea view apartment 1

Hi we have a lovely fully equipped and completely private apartment with own entrance in the stunning sea side village of Kommetjie.Open plan kitchen/lounge leads to your own private pool,deck,BBQ area all overlooking the stunning white beaches / mountains .Free WIFI,Satelite TV. extra beds/cots for Kids. King size bed in main bedroom along with freestanding bath/shower both with the most gorgeous sea views. Enjoy the sunrise and glorious sunsets both from private deck and pool area . Thanks

Guest favourite
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, 153 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 favourite
A spacious bedroom features large glass windows offering panoramic views of the ocean and surrounding greenery. A comfortable chair sits beside the bed, which is adorned with decorative pillows. Natural light fills the room, highlighting the inviting decor and tranquil atmosphere.
Apartment in Clifton
4.98 out of 5 average rating, 383 reviews

Magnificent Clifton Retreat with Unparalleled Ocean Views

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.

Top Guest favourite
A modern wood and glass home is positioned directly on the beach, with expansive outdoor decking. Loungers are arranged on one side, while a dining area is visible toward the indoor space. Lush greenery lines the perimeter, contrasting with the sandy surroundings.
Villa in Kommetjie
4.99 out of 5 average rating, 174 reviews

Amazing home on the beach in Klein Slangkop

Modern wood and glass home with solar-heated pool on the beach in Klein Slangkop private security estate. Step from the front deck onto beautiful beach sand and direct access to some of the most pristine beaches in the Cape. Breathtaking views. Great surfing. Nature. Stunning sunsets. Situated on the west coast of the Peninsular 50 minutes to Cape Town City Center one way and 25 mins to Cape Point gate the other way. Noordhoek beach is to the right and Long Beach to the left of the house.

Guest favourite
A sun-drenched outdoor terrace features a spacious sunbed under a large umbrella. Lush green plants provide a touch of nature, while the sweeping ocean view creates a tranquil setting. Seashell decor adorns the nearby railing, enhancing the coastal ambiance.
Home in Misty Cliffs
4.87 out of 5 average rating, 105 reviews

Shangri La in Misty Cliffs

Shanglira is set on 3 levels with 4 bedrooms and 4 bathrooms ! The fourth bedroom and bathroom being a separate flatlet ! Pool decks , sunsets , barbecues etc are what you want here! Fully equipped kitchen with coffee machines washing machine tumble dryer dishwasher ! Bathrooms all have shower gels etc for you also free unlimited purified water! Pl remember we have doggie beds as well xx NO pets live on the property! But yours are welcome

Guest favourite
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, 203 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 favourite
An expansive terrace features a private splash pool with a wooden deck, overlooking stunning views of the mountains and cityscape. Floor-to-ceiling sliding doors connect the terrace to the modern interior, allowing for seamless outdoor access from the en-suite bedroom area.
Apartment in Tamboerskloof
4.99 out of 5 average rating, 295 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.

Top Guest favourite
The exterior of a spacious beachfront home is shown, featuring a thatched roof and large open windows. A swimming pool and outdoor dining area are visible, surrounded by lush green landscaping. The backdrop includes nearby mountains and a clear blue sky, enhancing the tranquil setting.
Home in Kommetjie
4.91 out of 5 average rating, 111 reviews

Beachaven Kommetjie

Beautiful light airy thatched house on the beachfront. Large open windows. Spacious family home with ensuite bathrooms for each bedroom. Wonderful swimming pool and large outside deck area where familes can enjoy BBQ's and sunbathing. Large family kitchen with round dining table that can seat up to 10 people. Fibreglass Internet.

Guest favourite
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
4.94 out of 5 average rating, 200 reviews

Whale Song 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

When is the best time to visit Scarborough?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$434 NZD$342 NZD$425 NZD$429 NZD$293 NZD$242 NZD$244 NZD$279 NZD$289 NZD$309 NZD$357 NZD$460 NZD
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Quick stats about holiday rentals with a pool in Scarborough

  • Total holiday rentals

    Explore 60 holiday rentals in Scarborough

  • Nightly prices starting at

    Scarborough holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Scarborough holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Scarborough rentals

  • 4.9 Average rating

    Scarborough stays are highly rated by guests—averaging 4.9 out of 5!