
Home rentals with a pool near Boulders Beach
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Top-rated rentals with a pool near Boulders Beach
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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

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.

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.

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.

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.

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.

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.

"Westmore" Self-catering Holiday Flat
Visit historic Simon's Town, a very special community in the southern end of Cape Town which boasts a thriving colony of African Penguins. We offer a beautiful self-contained apartment. It is within walking distance of the beach and the town center, including False Bay Yacht Club, for access to restaurants and quirky shops. You will have sweeping views over False Bay in your own private space. The outdoor entertainment area has a large pool and fireplace to enjoy the Cape evenings.

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.

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.

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

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.
Popular amenities for rentals with a pool near Boulders Beach
House rentals with a pool

The Lookout

Honeymoon Lighthouse Cottage - sea view, pool, BBQ

Neptunes Seat - Garden Paradise with Ocean Views

The Belafonte Beach Bungalow

Blackwood Log Cabin

Octopus Garden Murdock Valley Simonstown. Capetown

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Ocean Song | Seafront Escape with Epic Views!
Condo rentals with a pool

African Chic with Incredible Views & Pool Deck

3 Bed Penthouse / No Loadshedding / Infinity Pool

Kalk Bay - SeaViews. Patio. Pool. Fireplace. Braai

Sea-facing Apartment With Amazing Views

Mountain View Penthouse

Sailor’s Away - 3004 - 16 On Bree

Modern Ocean View Retreat in Camps Bay

Zebra Paradise - 2908- 16 On Bree
Home rentals with a private pool

Watch the Sunrise in a Home with a Mountain View

Modern Contemporary Zen Tree With Sparkling Pool

Villa Claybrook - Sun. Sea. Serenity.

Chic Penthouse with Private Pool & Breathtaking Views

Glen Beach Penthouse A on Glen Beach in Camps Bay

Upper Constantia Guest House
Terrace Suite - own pool, jacuzzi bath, fireplace

Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
Other holiday rentals with a pool

Bay View - Self Catering Apartment

Rocky Beach Holiday Home with Panoramic Sea Views

Stunning Ocean Experience - views and sound

The Magical Glass House

Sea Views Oceans Echo Luxury villa

Stone Pine Cottage, Hout Bay

Ocean Sky Retreat Villa, Misty Cliffs

Sea'scapes
Quick stats about rentals with a pool near Boulders Beach
Total rentals
30 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
- Rentals with a beach view Boulders Beach
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- Rentals with pools Cape Town
- Rentals with pools Western Cape
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Hout Bay Beach
- Woodbridge Island Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Greenmarket Square
- Mojo Market
- Two Oceans Aquarium
- Durbanville Golf Club
- Waterkloof Wine Tasting Lounge
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Steenberg Tasting Room
- Voëlklip Beach