Holiday rentals with a pool in Boston

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 · Pets

The Only ONE @ Briza Road /Pool/ Hot Tub/Back Up

Forget your worries in this spacious and serene space. Back Up Power Battery. The Only ONE @ Briza Road is located in Bloubergrant, a short walk to the beach. The home is set in a quiet residential area which makes it perfect for a relaxing break Everything in this home is immaculate. Breathtaking artwork with a unique spacious sunken lounge. You can enjoy sunny days by the pool sipping cocktails in a resort style setting with a large swimming pool, under cover braai and wood burning hot tub.

Location · Value · Beach

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.

Value · Location · Beach

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 !

Location · Value · Decor

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.

Value · Location · Heating

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 · Family · Check-in

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.

Family · Location · Heating

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 · Family · Parks

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 · Cleanliness

Safe and Sound Guesthouse

Keep it simple at this peaceful and centrally-located place. At Safe and Sound Guesthouse, you can be certain of a peaceful rest. Our Guest flat is located conveniently between the Stellenbosch winelands and the Cape Town City centre. It is also conveniently near many takeaway stores (McDonald's, KFC, Steers, etc), with easy access for Uber eats and also convenient grocery stores that you can order online and also visit.

Location · Value · Check-in

Quiet Tygervalley Suite | Wi-Fi, Heating & Solar

Enjoy a peaceful, immaculate private suite in the Tygervalley area — ideal for couples, business travellers, visiting professionals and outdoor enthusiasts. The quiet residential setting provides a relaxing base for exploring Cape Town, while being close to shopping, restaurants and major business areas. The surrounding area is popular with guests who enjoy cycling, running, walking and exploring the outdoors.

Value · Family · Getting around

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.

Value · Location · Layout