Vacation rentals with a pool in Observatory

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Observatory

  • Total vacation rentals

    Explore 130 vacation rentals in Observatory

  • Nightly prices starting at

    Observatory vacation rentals start at G$4,185 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Observatory vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Observatory rentals

  • 4.6 Average rating

    Observatory stays receive an average rating of 4.6 out of 5 from guests

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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Top guest favorite
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.
Apartment in Bishopscourt
5 out of 5 average rating, 127 reviews

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 +

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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, 579 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.

ValueFamilyView

Top guest favorite
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
4.94 out of 5 average rating, 161 reviews

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.

ValueFamilyComfort

Superhost
A spacious living area features large glass doors that invite natural light, with panoramic views visible outside. A combined leather sofa and soft throw blanket create a cozy corner. The room is complemented by indoor greenery and modern furnishing.
Loft in Vredehoek
4.85 out of 5 average rating, 106 reviews

Panoromic-View 3 Story Penthouse with Private Pool

Whether you are looking for a romantic getaway or a remote workspace, this 3-story artistic penthouse loft with private heated splash pool is perfect for you. With panoramic, uninterrupted views of Cape Town City, Table Mountain, Lions Head and the harbour, you will have no shortage of views. A mere 5km from Cape Town CBD, and close proximity to V&A Waterfront & Camps Bay Beach. Equipped workstation, including 2 screens and a docking station and uncapped, high-speed Wi-Fi for professionals.

LocationValueAir conditioning

Top guest favorite
A bright, open living space features large glass walls allowing views of the ocean. A comfortable sectional sofa and a wooden coffee table are present. An outdoor dining area and sunshade are visible, enhancing the connection between indoor and outdoor areas.
Apartment in Clifton
4.97 out of 5 average rating, 850 reviews

Admire Sea Views from a Stunning Apartment by Clifton Beach

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

LocationFamilySleep quality

Top guest favorite
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
4.98 out of 5 average rating, 103 reviews

Sunny 3 Bedroom House with Mountain Views

Brand new 3 Bedroom House with open plan living. The House has a pool and outdoor deck with a garden. The house have beautiful views of the valley and mountains in Hout Bay. Located in a neighbourhood in Hout Bay close to restaurants and shops. Cape Town is a 30 min drive and Chapmans peak and constant wine farms on your doorstep. There is 3 bedrooms one onsite with a king size bed and 2 bedrooms with 1 queen size bed and a king size bed. We now have back up power during load shedding.

ValueFamilyIndoor spaces

Top guest favorite
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.
Apartment in Cape Town City Centre
5 out of 5 average rating, 143 reviews

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

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Top guest favorite
A vibrant display of bird of paradise flowers emerges from lush, green foliage. The plants showcase striking orange and blue blooms, contrasting with long, arching leaves that create a natural, tropical setting.
Cottage in Constantia
4.99 out of 5 average rating, 130 reviews

Solar-Powered 'Garden Cottage' in Upper Constantia

The Garden Cottage has electricity supplied by solar energy and inverter with back-up batteries during scheduled national power outages. Escape to a peaceful garden cottage on a large secluded private estate in a rural setting of verdant trees, seasonal flowers, exuberant birdlife and magnificent vistas. Settle in a sanctuary comfortably furnished in a timeless way. The 'Garden Cottage' is ideal for nature enthusiasts, business travelers, couples, and adventurous spirits.

ValueFamilyGrill

Superhost
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
4.92 out of 5 average rating, 446 reviews

Mountain House

Mountain House is perched at the top of Camps Bay . The house has three bedrooms two with queen size beds, one with a double bed . It has two bathroom areas, two showers one bath , two toilets. A fully equipped kitchen. A fireplace for those chilly nights. It has all the bells and whistles in terms of internet,wi fi , cable TV , webber gas braai, great outdoor areas to chill and of course a pool . There is a battery inverter for the property to mitigate power outages .

LocationValueHiking

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
4.94 out of 5 average rating, 178 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.

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Guest favorite
Apartment in Cape Town City Centre
4.92 out of 5 average rating, 111 reviews

Luxury Penthouse with Private Rooftop Pool!

Experience penthouse living at its finest. This stunning retreat features two King bedrooms, each with its own private bathroom, a spacious terrace with a BBQ grill, and an exclusive rooftop deck complete with a private pool and breathtaking mountain views. Located in De Waterkant—one of the city’s most vibrant and stylish neighborhoods—you’ll be surrounded by art galleries, great restaurants, and popular social spots.

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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, 331 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.

ValueLocationAmenities

Popular amenities for Observatory rentals with a pool

When is the best time to visit Observatory?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,923 GYDG$22,179 GYDG$18,413 GYDG$16,320 GYDG$13,391 GYDG$12,554 GYDG$11,508 GYDG$10,671 GYDG$11,508 GYDG$16,320 GYDG$17,157 GYDG$21,760 GYD
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