Vacation rentals with a pool in Observatory

Apartment in Bishopscourt

An open lounge area features comfortable white sofas and a rustic wooden coffee table. Large windows allow ample natural light, framed by patterned blinds, with a view of the lush garden outside. A chandelier hangs from the ceiling, adding elegance to the space.

Romantic Cape Town Cottage with Mountain Views

This stand alone cottage on our private property is located in the Bishopscourt area of the Western Cape. The cottage is an open plan lounge,bedroom with two big verandas, a kitchenette and a large bathroom with a shower and bath that opens out to a very private balcony with sun loungers and an outside shower. With magnificent views of the mountain and terrains, one can fully unwind and relax in this more than spacious cottage. This private cottage will be all yours during your stay. There are multiple lounging areas inside and outside the cottage. Our long serving housekeeper, Maks, will be there to look after you and make sure you always have what you need.She cleans and does the washing daily except on a Sunday. Located within walking distance to many stunning hikes, walking routes, mountain biking, and cycling routes. There are many places nearby that you can rent bikes and there is ample storage at the house for bikes to be stored. There is ample and secure parking on our property for the vehicle you bring along for your stay. I am usually here and am very happy to help with advice at all times. This home is in a quiet residential area with beautiful houses and leafy streets. Close to the botanical gardens and near the city. Uber Available.Safe parking on the grounds of the property. No need for Air Conditioning units as the mountain air in the mornings and evenings will be cool and crisp all year long. There is a ceiling fan, if you need additional cooling. Towels,beach towels,picnic basket all available at the cottage. The space is about 60sqm +

5.0 out of 5 average rating, 128 reviews

4.94 out of 5 average rating, 162 reviews

A spacious living area features large windows allowing natural light to fill the room. Comfortable seating is arranged around a coffee table, with a television mounted above a fireplace. A chandelier hangs from the ceiling, adding a contemporary touch to the warm environment.

Villa in Table Mountain

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.

4.86 out of 5 average rating, 584 reviews

A spacious living area features floor-to-ceiling glass doors that offer expansive views of the surrounding landscape. Natural light floods the space, highlighting the modern furnishings, including a comfortable sofa and an elegant glass dining table. A small outdoor terrace is visible, overlooking the hills.

Loft in Vredehoek

Chic Penthouse with Private Pool & Breathtaking Views

This light, airy penthouse apartment offers breathtaking views of the city, ocean, Signal Hill, Lions Head and Table Mountain. The private roof-deck offers sensational 360° views, a braai/barbecue and a plunge pool to cool off in and enjoy the wonderful views. The apartment is in a truly wonderful and centrally located City Bowl neighbourhood - Vredehoek. The area is safe, clean, and beautifully situated on the slopes of the famous Table Mountain. It's the perfect base for exploring the city.

4.89 out of 5 average rating, 100 reviews

A spacious living area is characterized by large glass walls that provide panoramic views of the ocean. Comfortable seating is arranged around a central table, and natural light brightens the space. Elegant outdoor loungers are visible through the glass, inviting relaxation.

Villa in Camps Bay

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 !

4.92 out of 5 average rating, 183 reviews

An Eco pool is set amidst a lush landscape, featuring a wooden deck with a pergola overhead. The water reflects the blue sky and surrounding greenery, creating a serene environment. Natural stone accents are visible along the pool's edges, enhancing the tranquil setting.

Villa in Oranjezicht

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.

4.91 out of 5 average rating, 121 reviews

Villa in Clifton

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.

Apartment in Cape Town City Centre

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.

4.94 out of 5 average rating, 154 reviews

Apartment in Cape Town City Centre

A spacious balcony is viewed at night, featuring a comfortable lounge suite and glass coffee table. City lights and the illuminated waterfront create a vibrant backdrop, with palm trees softly framing the scene. The sound of water from a nearby pool can be conveyed.

The Ultimate View Waterfront Marina G204

Spectacular views Ultimate security Luxuriously furnished Extra spacious apartment with balcony Free WiFi, smart TV 5kWh inverter/battery backup for load-shedding For a discerning traveler: fully equipped kitchen, top of the range appliances, king size bed with quality linen and toiletries, full bathroom (shower and bath) Convenience: a short walk away to the Waterfront restaurants and shopping as well as conference venues, CTICC Added amenities: pool, gym, dedicated parking space

5.0 out of 5 average rating, 144 reviews

4.89 out of 5 average rating, 149 reviews

A serene garden scene features a refreshing salt-water pool surrounded by lush greenery and colorful plants. A small seating area is visible, offering a cozy spot to relax. The inviting pool reflects the clear sky, creating a peaceful atmosphere for guests.

Guest suite in Woodstock

cozy garden cottage in Upper Woodstock with pool

We have added a small, cozy guest suite to our family home in upper Woodstock and welcome guests from all over the world. We, that is Kent and Susanne with our daughter Alba (10) and our lovely dog Vivienne Westwood (Vivi). Our approximately 25 square meter cottage is located in our beautiful shared garden with saltwater pool and has its own bathroom and kitchenette. Our guests appreciate the Upper Woodstock location and the garden while having us around for questions. Streetparking

Apartment in Lagoon Beach

Tideline No. 217, Cape Town

Welcome to this beachfront property. The light and open apartment is an easy 8km from Cape Town's city center. The spacious apartment has direct access to the beach as well as breathtaking table mountain and sea views. Fall asleep to the sound and smell of the ocean and wake up ready to enjoy the pool, Beach and Cape Town's many attractions. Has battery backup for WiFi and TV during load shedding. The following TV streaming services are included: AmazonPrime Video, Disney plus.

4.94 out of 5 average rating, 263 reviews

4.94 out of 5 average rating, 182 reviews

The living area features a comfortable grey sofa paired with a yellow accent chair. Round mirrors and framed art adorn the walls, while decorative cushions add a pop of color. A glass table sits atop a soft rug, surrounded by hardwood flooring.

Home in Woodstock

Mountain and Harbour Views - Grand Vue Cottage

The property is situated in Cape Town's Walmer Estate suburb, high up the mountain below Devil's Peak. The views from the property are spectacular, you can see Lion's Head, Signal Hill, Table bay and Cape Town harbour. The property has great decor and furniture for your comfort and it's ideal for families or groups who want to be near the city but also to escape it and relax. Solar panels and battery backup system is fitted to escape electricity outages.

Apartment in Cape Town City Centre

Designer PH with 180° views of City, Mntn & Ocean.

Welcome to this super spacious, luxurious penthouse in the heart of the city centre. Enjoy 180° views of the City, Ocean and Table Mountain & Lions Head from the massive wrap around balconies on both floors. Close to all the best restaurants, art galleries, coffee shops, bars, museums and much more! All amenities are there as well as fast uncapped WiFi. There is lovely games area upstairs with a view for the best quality-time. No visitors allowed.

4.84 out of 5 average rating, 187 reviews

Popular amenities for Observatory rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 450 reviews

An expansive wooden deck offers stunning views of the ocean and the surrounding mountains. A modern stone fire pit is positioned on the deck, surrounded by decorative pebbles, as the sun sets, casting warm hues across the sky.

Home in Camps Bay

Mountain House

Home in Cape Town City Centre

A spacious living area features a modern sectional sofa adorned with colorful cushions. A coffee table sits atop a textured area rug, and natural light floods the space through large glass doors, which overlook a private plunge pool surrounded by a decorative wall.

Newly Renovated Family Home with Plunge Pool

4.95 out of 5 average rating, 170 reviews

4.99 out of 5 average rating, 116 reviews

A modern three-story home is surrounded by lush greenery, featuring large glass windows and a spacious wooden deck. The inviting pool reflects the clear blue sky, enhancing the outdoor space's appeal. Comfortable lounge seating is arranged on the deck, creating a relaxed atmosphere.

Home in Sea Point

Stunning Modern, Spacious, Sea Views in Sea Point!

4.95 out of 5 average rating, 109 reviews

A modern house is set amidst a lush garden, featuring large windows that provide ample natural light. A serene swimming pool reflects the surrounding greenery, framed by blooming flowers. The outdoor space includes seating for relaxation and easy access to the pool area.

Home in Constantia

Upper Constantia Greenbelt

4.98 out of 5 average rating, 103 reviews

An inviting outdoor area showcases a swimming pool surrounded by wooden decking. Two lounge chairs are positioned beside the pool, offering a relaxing vantage point. The backdrop features majestic mountains and a clear blue sky, creating a serene setting.

Home in Hout Bay

Sunny 3 Bedroom House with Mountain Views

4.86 out of 5 average rating, 421 reviews

A wooden cabin is nestled among lush greenery and tall trees, showcasing a welcoming exterior with a covered deck. Large windows reflect the surrounding natural landscape, with the sun casting a warm light on the structure. The adjacent mountains provide a scenic backdrop.

Home in Hout Bay

Blackwood Log Cabin

4.98 out of 5 average rating, 404 reviews

Home in Sea Point

Colourful Home with Rooftop and heated Plunge Pool

4.97 out of 5 average rating, 29 reviews

Home in Observatory

Tranquil Family Garden Cottage with Pool

Condo rentals with a pool

4.95 out of 5 average rating, 136 reviews

Condo in Vredehoek

Breathtaking city and harbour views

4.79 out of 5 average rating, 123 reviews

The studio apartment features a spacious bed with a tufted headboard, complemented by decorative pillows. A sliding glass door leads to a balcony with mountain views. Natural light fills the room, highlighting the wooden flooring and minimalistic furnishings, including a bedside table and decorative plant.

Condo in Newlands

Newlands Peak

Condo in Cape Town City Centre

Signature Home @ Waterfront Canals

4.96 out of 5 average rating, 104 reviews

4.92 out of 5 average rating, 182 reviews

A private plunge pool is set within a landscaped garden, surrounded by greenery. The water sparkles under sunlight, and the ocean can be seen in the background, enhancing the serene atmosphere of the space.

Condo in Camps Bay

Camps Bay The View Villa Gdn apt & Pvt Pool

4.91 out of 5 average rating, 149 reviews

A cozy lounge area is showcased with two gray sofas positioned around a wooden coffee table. Large glass windows provide an unobstructed view of the ocean, with the sun setting on the horizon. A small potted plant is placed on the table, complementing the serene atmosphere.

Condo in Lagoon Beach

Spectacular Beachfront Apartment

4.89 out of 5 average rating, 132 reviews

Condo in Camps Bay

Penthouse w/ Infinity Pool / Bar / BBQ / Balcony

4.91 out of 5 average rating, 167 reviews

Two cozy armchairs face a scenic view of the ocean at sunset. A small round table is positioned between the chairs on a textured rug, creating an inviting space for relaxation. The open door reveals a stunning coastal backdrop, enhancing the ambiance.

Condo in Lagoon Beach

Parker’s Park Lagoon

Condo in Cape Town CBD - Foreshore

A private patio area features comfortable loungers beneath a wooden pergola adorned with greenery. The space overlooks the marina, with boats visible in the background, creating a serene atmosphere. Lush plants and a small patch of grass enhance the outdoor setting.

Luxury secure V&A Marina apartment; best location!

4.94 out of 5 average rating, 206 reviews

Home rentals with a private pool

4.96 out of 5 average rating, 182 reviews

A serene pool area is surrounded by lush greenery and tropical plants, offering a peaceful environment. The clear blue water of the pool reflects the surrounding foliage, while distinct seating areas are positioned along the pathway, providing inviting spaces for relaxation.

Villa in Green Point

Contemporary Farmhouse with Garden and Pool

4.97 out of 5 average rating, 198 reviews

A bright bedroom features a spacious bed with neutral linens, complemented by decorative pillows. Floor-to-ceiling glass doors offer expansive views of the ocean, while sunlight streams in, radiating warmth. A small glass table is positioned to enhance the serene seaside ambiance.

Villa in Clifton

Opulent Clifton Beach House with Uninterrupted Sea Views.

4.95 out of 5 average rating, 109 reviews

A sunlit terrace features a wooden lounge chair with light fabric cushioning, positioned beside a small table. A bottle of champagne and two fluted glasses are placed on the table, with the ocean and palm trees visible in the background.

Home in Camps Bay

Villa Claybrook - Camps Bay

Home in Cape Town City Centre

A rooftop pool is framed by wooden decking, offering views of colorful buildings below and Table Mountain in the distance. The clear blue water glistens under the sky, creating an inviting space for relaxation.

Rooftop Pool | Views | 24h power

4.9 out of 5 average rating, 225 reviews

5.0 out of 5 average rating, 238 reviews

A private outdoor area features a luxurious pool surrounded by potted plants, offering a view of the mountain in the background. Sunlight reflects off the water, creating a serene atmosphere. An outdoor dining table and benches can be seen on the patio beside the pool.

Guest suite in Camps Bay

Poolside Studio | A/C & Parking | 100m to Beach

4.95 out of 5 average rating, 134 reviews

The exterior of the bungalow features a solar-paneled roof, an infinity pool, and a spacious yard adorned with grass. Sun loungers and umbrellas are arranged by the pool, while a dining area is visible in the background, complemented by panoramic mountain views.

Bungalow in Clifton

Clifton Sunset - Superhost & Guest Favorite

4.96 out of 5 average rating, 169 reviews

A bright living area highlights a comfortable white sofa adorned with green cushions. A wooden coffee table is centered over a black and white striped rug. Large windows offer views of the garden, while plants are positioned throughout the space, enhancing the tranquil atmosphere.

Apartment in Oranjezicht

Garden Apartment with View of Table Mountain