
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.

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.

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.

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.

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.
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
House rentals with a pool

The Lookout

The Belafonte Beach Bungalow

Blackwood Log Cabin

Octopus Garden: family & pet friendly home w/ pool

Newly Renovated Family Home with Plunge Pool

Peaceful Green Oasis with Sea View

Mountain House

Beachaven Kommetjie
Apartment rentals with a pool

African Chic with Incredible Views & Pool Deck

Over The Clouds - 3003 - 16 On Bree

Newlands Peak

3 Bed Penthouse / No Loadshedding / Infinity Pool

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

Contemporary, Sea Point pad, w/ views & inverter

Mountain View Penthouse

Sailor’s Away - 3004 - 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

Chic Penthouse with Private Pool & Breathtaking Views

Glen Beach Penthouse A on Glen Beach in Camps Bay

Spacious Home - Mountain Views,Pool,Firepit & BBQ

Constantia Klein 4 Bedroom Villa on the Vineyards

Upper Constantia Guest House
Terrace Suite - own pool, jacuzzi bath, fireplace
Other holiday rentals with a pool

Magnificent Clifton Retreat with Unparalleled Ocean Views

Neptunes Seat - Garden Paradise with Ocean Views

Bay View - Self Catering Apartment

Family friendly w/ Pool, Hot Tub, balcony & views

"Westmore" Self-catering Holiday Flat

The Magical Glass House

2 New Kings:Harbour views in the Heart of Kalk Bay

Spacious poolside Studio
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 $65 SGD 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!
Destinations to explore
- Rentals with a fireplace Boulders Beach
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- Rentals with pools Cape Town
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Noordhoek Beach
- Durbanville Golf Club
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Erinvale Estate Hotel and Spa
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre
- Newlands Forest




