Holiday rentals with a pool in Boston

Glen Beach House - Main

Soak up sea breezes and uninterrupted views on the expansive wooden pool deck attached to this immaculate modern beach house. Relax on the sun loungers to the sound of the waves. Indoors, stretch out in the open-plan living spaces of two lounge areas - open planned to the kitchen and dining room areas. The Main House level of the beach house is equipped with 4 bedrooms and 4 bathrooms. Three bedrooms are on the ocean level and the 4th master bedroom is downstairs. (The Upper Penthouse level is completely separate to the Main House Level) This Beach Villa - this property is situated directly on Glen Beach. (The small enclave nestled between Camps Bay and Clifton Beaches) Paradise at its best. The open plan kitchen, lounge and dining room open out onto a large decked pool area. Your beach gate leads right onto the beach. Uninterrupted sea views. Glen Beach is uniquely situated with only 15 beach homes. We are within walking distance to the local restaurant strip. The Main House section has 4 bedrooms and can sleep 8. Should your party be larger, the upper penthouse can be combined to allow for a maximum of 12 guests. The Main House is completely private, with it's own private pool. The upper penthouse has it's own pool and balconies. The Beach Gate is communal. Sean, Mary-Louise or another member of our family will be there to check you in and make sure that you are comfortable. We are contactable at all times, should there be any questions needing answers to. The home is situated in the famous international landmark that is Camps Bay. The locale’s crystal clear oceans and soft white beaches—which are within walking distance—draw tourists. Indulge at one of the acclaimed restaurants on the strip. If you want to relax and soak up the sun, walking within the Camps Bay area is easy. Should you wish to explore all Cape Towns other beautiful spots, we recommend to hire a car. This is also extremely easy and can be done at the airport, or once you are at the villa. Cape Town also has a reliable bus system call the Myciti bus. Wifi Bath towels Beach Towels Hairdryers - all included. Please note that a breakage deposit of R20 000.00 will need to be signed on arrival. Please make sure that you have a Master or Visa Credit Card available for this. No Debit Cards accepted. Please note that this villa is for Accommodation only and we do not allow Function Venues. Certain times of the year have a minimum stay attached - please inquire and we will be able to advise.

Location · Value · Checkout

Unforgettable family memories - Beach, Pool, Views

Casa Estiva has it all for your family holiday - beach front location, spectacular views, luxurious spaces and child friendly features. Located in the beautiful beach resort of Camps Bay. It is a 4 bedroom, 3.5 bathroom villa, only 30 seconds walk from pristine, blue flag beaches and award winning restaurants. It comes with multiple entertainment terraces, garden, a gorgeous fenced pool and epic, 360 degree views of Cape Town's iconic mountains and ocean. Send us a message to begin your journey

Family · Location · Heating

Camps Bay The View Villa Gdn apt & Pvt Pool

Renovated July 2026 A calm, neutral-toned, contemporary, exclusive garden apt with a private plunge pool in Upper Camps Bay will blow you away with its awe-inspiring views of Camps Bay Beach, Lions Head and Table Mountain. It occupies the entire garden level of a 2 apt. property. Safe and secure. Nature Reserve walks just 1 min away. V&A w/front- 15 mins drive. 3 en suite bedrooms, Netflix, Wi-Fi. ! Aircon/heating is available in bedrooms. Pse note: min 12-day booking req over xmas/new year.

Location · Value · Hiking

360° Design Villa with sunset, whirlpool & privacy

With views for almost 360 degrees, there is a perfect blend of the high life together with tranquility as you move through the home. This stylish and spacious villa is situated high on the slopes of the Table Mountain Nature Reserve with its own garden gate leading straight into the reserve. The en-suite bedrooms are spacious and luxurious. The upper deck and lounge adjoin the kitchen have incredible views of the Twelve Apostles and Camp's Bay, the perfect place for sundowners in the jacuzzi !

Value · Location · Barbecue

Table Mountain Villa

Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.

Family · Location · Quiet

Solar-Powered Mountain Retreat with Natural Pool

Guests can unwind and recharge at the property's Eco pool, which offers stunning views of the iconic Table Mountain. For those seeking ultimate relaxation the breathtaking ocean views from the big terrace is a must. The vintage decor accents blend seamlessly with the home's natural materials, creating an ambiance that is both unique and inviting. This retreat offers guests the perfect opportunity to escape the hustle & bustle and experience the perfect blend of luxury, nature, and tranquility.

Location · Value · Checkout

Private Villa & Heated Pool, Steps Away from Beach

Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

Location · Value · Nearby

Stunning 3 Bed Penthouse with Ocean Views & Pool

Stunning 3-Bed Penthouse in the Heart of Cape Town at 16 on Bree. Welcome to the epitome of luxury and convenience on the 33rd floor! Located in the iconic 16 on Bree, this penthouse boasts breathtaking views and luxury living that will make you SWOON! Enjoy a leisurely barbeque on your private balcony, a true South African experience. Head to the 'sunsational' pool deck and outdoor gym on the 27th floor. The building has its own shared workspace too. *Zero power cuts in this building.

Location · Value · Bathroom

2 Bedroom Annex on a Stellenbosch Farm near town

Escape to a charming 2-bedroom annex on a working Stellenbosch wine farm, attached to our historic 1822 Cape Dutch farmhouse on the scenic Stellenbosch Kloof Road. Private, comfortable and rich in old-world charm, the space includes a lounge, kitchen and bathroom. Enjoy birdlife, hiking, fishing, mountain biking and lazy summer days at the giant pool (Mid Sep–Apr, 8am–4pm). Surrounded by top wine farms and restaurants, with Uber available right to your doorstep.

Location · Value · Getting around

Villa Luisa: Sun-filled hidden gem with Pool.

This Mediterranean inspired home away from home offers great accommodation, marvelous ambiance and breathtaking mountain views. Guests will have exclusive use of the Villa, offering three living areas, open plan kitchen and a separate downstairs entertainment area with a built-in indoor pizza oven and braai (BBQ) next to the pool. The house has a solar system installed ensuring permanent connectivity during power outages for all plugs, lights and the WiFi.

Value · Location · Layout

Stunning Modern, Spacious, Sea Views in Sea Point!

Our family friendly home is situated on Ocean View Drive in Sea Point and is a beautiful synergy of wood, glass & steel. The views from the top floor to the right of us are exquisite stretching to Robben Island & Tableview. Our location is perfectly located ten minutes drive/Uber ride from almost everywhere - Camps Bay & Clifton beaches, V&A Waterfront & amazing restaurants in the CBD! You can even take a five minute stroll down to the beautiful promenade.

Value · Family · Hiking

Bungalow 21, Clifton 3rd by Steadfast Collection

Bungalow 21 feels like a hidden gem amongst Cape Town’s most prestigious coastline. Nestled above Clifton 3rd beach, the bungalow offers sweeping ocean views while you listen to the waves tumble in the bay. Within easy walking distance or a short drive to nearby shops, restaurants and bars, yet secluded enough to unwind to in peace, with its private swimming pool, which is a rare find within Clifton’s prestigious bungalows.

Family · Location · Amenities