Vacation rentals with a pool in Observatory

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Top-rated rentals with a pool in Observatory

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
An outdoor pool is situated on a rooftop, surrounded by sleek lounge chairs. Glass barriers provide unobscured views of the city and distant mountains. A small potted plant adds greenery, while the calm water reflects the skyline and clear blue sky.
Condo in Cape Town City Centre
4.92 out of 5 average rating, 185 reviews

Stylish 1BR - Large Balcony & Breathtaking Views

A chic, modern apartment with a big balcony, in the heart of trendy Bree Street, surrounded by top-notch restaurants and just a short walk to all city highlights. Stylishly decorated with all amenities for a super comfortable stay. Perched on the 21st floor, enjoy breathtaking views of the city, Stadium, Robben Island, Signal Hill, and the sparkling sea. Relax on the rooftop terrace with a refreshing drink from the bar. Just a stroll away from the CTICC and the V&A Waterfront. @CapeTown16onBree

Top guest favorite
A spacious bedroom lounge area features a king-size bed with crisp linens and decorative pillows. A dining table with chairs is positioned nearby, along with a wall-mounted television. Natural light pours in through large sliding doors that open to a private deck, framed by soft curtains.
Apartment in Rondebosch
4.97 out of 5 average rating, 185 reviews

Doug And Sal's Rondebosch (with solar)

In Rondebosch, this secure property has beautiful views, is private and quiet with a separate entrance and off street parking, There's a lovely garden and shared swimming pool and the apartment itself is luxurious and well appointed. Living area and full en-suite - 35m² bedroom / lounge area with table and chairs and king size bed - Cupboards - Full DSTV (PVR for recording) - WIFI - Safe - Hairdryer Kitchenette - Kettle, Toaster, Nespresso coffee maker - Microwave, Fridge, Cutlery / crockery

Top guest favorite
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
4.86 out of 5 average rating, 547 reviews

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.

Guest favorite
A modern living area features a large flat-screen TV mounted on a decorative wall with gold accents. A comfortable sectional sofa is accompanied by a round coffee table. Natural light floods the space through floor-to-ceiling windows that open to a balcony with greenery.
Apartment in Cape Town City Centre
4.88 out of 5 average rating, 142 reviews

Chic Mountain Facing Unit with Roof Top Pool

Welcome to our brand new designer home where where practical meets beauty and stylish taste is the order of the day. Throw your curtains open in the morning to enjoy the Table Mountain views from your ample balcony. The industrial feel and high ceilings give a gallery feel. If the moment grabs you head up to the roof top pool deck and entertainment area where you can enjoy crimson pink sunsets and 360 degree views of Cape Town including the Atlantic Ocean. *Zero power cuts in this building.

Guest favorite
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
4.87 out of 5 average rating, 120 reviews

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

Top guest favorite
A bright living area features a comfortable gray sofa and a yellow accent chair. A large wall-mounted TV is positioned opposite the seating. Floor-to-ceiling glass doors lead to an outdoor area with a dining table, showcasing views of the ocean.
Apartment in Lagoon Beach
4.94 out of 5 average rating, 235 reviews

217 On The Beach, 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.

Top guest favorite
Apartment in Camps Bay
4.98 out of 5 average rating, 283 reviews

Primaview, Camps Bay, Cape Town

Primaview is situated in beautiful Camps Bay, Cape Town. Offering comfortable accommodation, alongside an inviting pool and surrounded by panoramic views of mountains and sea. Camps Bay is a scenic residential area, close to the city, as well as the famous Clifton Beaches. There are shops and popular restaurants along the Camps Bay Promenade. The Table Mountain Cable Way is a few minutes drive away. Access to nearby hiking trails are within a few minutes walk.

Top guest favorite
A private garden is featured, containing a tranquil pool surrounded by natural stone and vibrant murals depicting serene landscapes. A dining area with four chairs is visible at one end, inviting peaceful outdoor meals. Sunlight enhances the inviting atmosphere of this outdoor space.
Guest suite in Vredehoek
4.94 out of 5 average rating, 228 reviews

Central Private Secure with pool, garden, parking

Our studio flat is at the foot of Table Mountain close to hiking trails, 8km to the nearest beach and 4km from the City Centre. It is open plan, has a queen bed (182cm*152cm), a well-equipped kitchen, private garden, a private entrance, secure off-street parking, Wi-Fi, Netflix, and an alarm system. Guests may share our solar-heated swimming pool. (It currently has some peeling in the lining. It will be repaired over winter but is still clean and refreshing).

Top guest favorite
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
4.95 out of 5 average rating, 151 reviews

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.

Top guest favorite
An outdoor patio area features a wooden deck with a round table surrounded by woven chairs. Scenic views of mountains and cityscape are visible in the background, showcasing a relaxed atmosphere for gathering.
Apartment in Cape Town City Centre
4.92 out of 5 average rating, 183 reviews

Bree Penthouse with Panoramic Views

Opulent penthouse in Bree Street with 270 degree city, mountain and sea views with expansive outdoor patio area. Ultra-modern and exquisitely-decorated with breathtaking views across the whole of the city bowl and waterfront/harbour out onto South Africa's most iconic landmark and Natural Wonder of the World: Table Mountain, there is no excuse to not live your very best, most exclusive life from this penthouse.

Top guest favorite
An expansive terrace features a private splash pool with a wooden deck, overlooking stunning views of the mountains and cityscape. Floor-to-ceiling sliding doors connect the terrace to the modern interior, allowing for seamless outdoor access from the en-suite bedroom area.
Apartment in Tamboerskloof
4.99 out of 5 average rating, 299 reviews

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.

Top guest favorite
Apartment in Sea Point
4.98 out of 5 average rating, 171 reviews

Spacious Sea Point 1 BR parking, pool, bath, gym!

Spacious family-friendly apartment perfect for remote work. Enjoy uninterrupted WiFi, safe parking, blockout blinds, a relaxing bath, balcony views, and access to a rooftop pool, free gym, and Norfolk Deli. Located on a quiet street just steps from the Sea Point promenade. Cot and high chair available on request — ideal for holidays or working stays.

Popular amenities for Observatory rentals with a pool

When is the best time to visit Observatory?

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Avg. priceﺩ.ﺇ275ﺩ.ﺇ272ﺩ.ﺇ242ﺩ.ﺇ198ﺩ.ﺇ202ﺩ.ﺇ195ﺩ.ﺇ202ﺩ.ﺇ187ﺩ.ﺇ202ﺩ.ﺇ228ﺩ.ﺇ242ﺩ.ﺇ297
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Quick stats about vacation rentals with a pool in Observatory

  • Total vacation rentals

    Explore 70 vacation rentals in Observatory

  • Nightly prices starting at

    Observatory vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 1,710 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Observatory vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Observatory rentals

  • 4.7 Average rating

    Observatory stays receive an average rating of 4.7 out of 5 from guests