Home rentals with a pool near Boulders Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool near Boulders Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A private deck is surrounded by lush greenery, featuring two modern stone chairs and a circular low table. The outdoor area leads to a swimming pool and a cozy nook with wooden accents, offering a relaxing space for outdoor enjoyment.
Guest suite in Cape Town
4.85 out of 5 average rating, 138 reviews

Compass Cottage, Betwixt Sea and Mountains

Unwind in this creative quiet, chilled space, close to Boulders Beach, set in the Historical Mile, central Simonstown. Eclectic design, and calming colors are on display throughout the intimate guest suite. A Fully contained space, all you need for a short or long stay. The private deck and garden are a true standout with a quiet reading nook. A minute drive to the secret beach and a two minutes walk to town, central and safe! Please note; this space is for 3 Adults Or 2 Adults and 2 children. Own entrance with security. Your own deck and private garden with deck chairs. As much as they need! I live upstairs... Simonstown is filled with history and old buildings. Loads of cafes, restaurants, cute pubs, boutiques and near the yacht basin and waterfront area, all in walking distance. It's safe, peaceful, and close to the beach. Either hire a car, or Uber, or jump on the Metrorail. Train station 5 minutes away... Will whisk you to all the trendy spots in Kalk Bay and Muizenberg. Hire Bicycles and tour the peninsula The entire cottage and patio garden are non smoking, please respect our rules

Guest favourite
Villa in Simon's Town
4.9 out of 5 average rating, 236 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 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 Cape Town
4.95 out of 5 average rating, 120 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 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 Cape Town
4.99 out of 5 average rating, 149 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
An expansive outdoor terrace offers panoramic views of the ocean and mountains. A sleek railing runs along the edge, providing safety while enhancing the scenery. The sunlit surface showcases light-colored tiles, contributing to a spacious and airy feel.
Villa in Cape Town
5 out of 5 average rating, 119 reviews

Sea Views Oceans Echo Luxury villa

Hi, I’m Yvette I’ve been hosting guests at my villa since 2007. Ocean’s Echo is my home-away-from-home - a piece of paradise in Cape Town’s Southern Peninsula, that has views spanning the entire False Bay coastline, from Simon’s Town to Muizenberg. I’ve lived in Cape Town my entire life and am able to offer advice, give ideas for itineraries, and provide insider tips on restaurants and attractions in the Mother City. However your group is made up, I’d be happy to host and happy to help.

Guest favourite
A clear view of the private pool is framed by large glass windows, showcasing its inviting turquoise water. Surrounding greenery and the ocean can be seen in the background, creating a serene atmosphere, with sunlight reflecting off the water's surface.
Flat in Cape Town
4.92 out of 5 average rating, 135 reviews

Whale Rock Apartment. A true Cape Town holiday.

WHALE ROCK Apartment is named after the imposing granite boulder standing in the ocean below, where "My Octopus Teacher" was filmed. A stunning patio provides your entrance, and your pool deck leads off the patio. Views across False Bay can be enjoyed from every angle. While being able to enjoy the beautiful accommodation, guests will also be within walking distance of world famous beaches, as well as being a short drive away from Cape Point, and from the quaint centre of Simons Town.

Guest favourite
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.
Flat in Cape Town
4.98 out of 5 average rating, 103 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 favourite
A serene sunset is showcased over the calm ocean, with warm orange and yellow hues blending into the horizon. Lush foliage and vibrant flowers are visible in the foreground, and a simple home can be seen in the background, nestled among the greenery.
Cottage in Cape Town
4.91 out of 5 average rating, 164 reviews

The Lookout at Froggy Farm

Just a few minutes walk from the beautiful False Bay beaches, The Lookout is a mezzanine level house with breathtaking views sitting in a quiet part of Simon's Town. Next to and with access to the iconic Froggy Farm, it is just the place for a relaxing stay away from the crowds. With a dedicated work area and 100mbps fibre, it is also perfect for escaping the city yet remaining connected for a peaceful remote working experience. Ideally suited for couples or families with children.

Guest favourite
A private patio area features a round table with four chairs, overlooking a tranquil pool. Lush greenery surrounds the space, while panoramic ocean views set a serene backdrop under a clear blue sky. A Weber barbecue is visible, adding to outdoor dining options.
Flat in Cape Town
4.92 out of 5 average rating, 121 reviews

Penguin Apartment. Pool. Stunning sea views

Spacious beautiful modern apartment with amazing wide sea view, and a private patio and pool. In short walking distance to mountain (5 min up the road through guinea fowl sanctuary), a minutes walk to the shore, 1km from Fisherman's beach (with penguin viewing nearby), just 5 minutes from Simonstown centre, 15 minutes drive to Cape Point Nature reserve. Peaceful refuge for both business and holiday visits. Great location for divers too.

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 Cape 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

Guest favourite
A spacious living area features large windows showcasing ocean views. Comfortable striped sofas are arranged around a wooden coffee table topped with flower vases. A dining area can be seen in the background, complemented by natural light from the expansive glass doors.
Villa in Cape Town
4.92 out of 5 average rating, 133 reviews

28 Break-Away, Castle Rock Cape Town Luxury Villa

Located in the Castle Rock marine nature reserve just past Miller’s Point in False Bay. This beautiful seaside home boasts the best of luxury living, giving you a direct connection with the ocean. Peace and tranquility are in abundance as the ocean caresses every space in the house with her sounds , smells and sights. There is a local baboon troop in the area . please be vigilant.

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 Cape Town
4.93 out of 5 average rating, 199 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 rentals with a pool near Boulders Beach

Quick stats about rentals with a pool near Boulders Beach

  • Total holiday rentals

    Explore 30 holiday rentals in Boulders Beach

  • Nightly prices starting at

    Boulders Beach holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 1,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Boulders Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Boulders Beach rentals

  • 4.9 Average rating

    Boulders Beach stays are highly rated by guests – averaging 4.9 out of 5!