Holiday 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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Top guest favourite
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.
Serviced apartment in Bishopscourt
5 out of 5 average rating, 114 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 +

Top guest favourite
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, 546 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.

Top guest favourite
A 17m lap pool is shown with a wooden deck, framed by modern chairs and potted plants. The landscape features panoramic views of the city and mountains, bathed in sunlight under a clear blue sky.
Guest suite in Tamboerskloof
4.96 out of 5 average rating, 242 reviews

Stylish Studio N with Extraordinary View

Your Home Away from Home – Perfect for Work and Relaxation. Enjoy a stylish and functional stay with a dedicated, laptop-friendly workspace featuring a comfortable desk chair, Nespresso machine and a breathtaking view to keep you inspired. Stay connected and productive with uncapped high-speed Wi-Fi, access to a printer, and a UPS to keep you powered during load shedding. We have two identical studio apartments available – be sure to also check out our Stylish Studio S high above Cape Town!

Top guest favourite
A spacious bedroom features large glass windows offering panoramic views of the ocean and surrounding greenery. A comfortable chair sits beside the bed, which is adorned with decorative pillows. Natural light fills the room, highlighting the inviting decor and tranquil atmosphere.
Serviced apartment in Clifton
4.98 out of 5 average rating, 381 reviews

Magnificent Clifton Retreat with Unparalleled Ocean Views

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.

Superhost
A modern living area features a plush gray sofa and a unique wooden coffee table. Large glass doors open to a scenic balcony, offering views of Table Mountain and the surrounding cityscape. Natural light floods the space, enhancing the sleek urban design.
Flat in Cape Town City Centre
4.87 out of 5 average rating, 196 reviews

16 on Bree | Penthouse Living One Bedroom

Experience the absolute best in ultra-modern living in Cape Town’s tallest residential tower. Situated on Bree Street, the trendiest street in Cape Town, this residential block is the culmination of sleek urban design and highly functional lock up & go living. The unit is perfectly aligned to the needs of both the businessperson (in the CBD, high-speed fibre optic connectivity) and the tourist (close to trendy restaurants, contemporary bars, art galleries, antique shops and design stores).

Guest favourite
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
4.86 out of 5 average rating, 116 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 favourite
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.
Flat in Lagoon Beach
4.94 out of 5 average rating, 230 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 favourite
Flat in Camps Bay
4.98 out of 5 average rating, 281 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.

Guest favourite
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, 147 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.

Guest favourite
Apartment in Cape Town City Centre
4.93 out of 5 average rating, 162 reviews

African Chic with Incredible Views & Pool Deck

Welcome to the greatest views imaginable from a stylish, brand new & tastefully decorated apartment high up in the Cape Town sky. Enjoy the 'sunsational' pool deck and outdoor gym on the 27th floor or simply step out onto your very own large wrap around balcony for breakfast while enjoying the finest views of Table Mountain, The sparkling azure of the Atlantic Ocean or the Robben Island & The Cape Town Stadium. *Zero power cuts in this builidng.

Top guest favourite
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.
Flat in Tamboerskloof
4.99 out of 5 average rating, 294 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 favourite
A spacious guest suite is presented, featuring a king-size bed dressed in white linen. A seating area with two woven chairs and a table is positioned near a large bay window. Soft drapes frame the windows, and a television is mounted to the wall.
Guest suite in Newlands
4.93 out of 5 average rating, 304 reviews

Largo House guest suite

Guest suite with a king size or two single beds, with white cotton linen and en-suite shower bathroom. No separate kitchen, no stove or sink. Counter with small fridge, microwave, kettle, toaster, crockery, cutlery and self-catering breakfast of tea, coffee, milk, rusks, cereal, yoghurt, fruit. Tv, Dstv and Wi-fi Off street parking available

Popular amenities for Observatory rentals with a pool

When is the best time to visit Observatory?

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Avg. price$98 SGD$97 SGD$86 SGD$71 SGD$72 SGD$69 SGD$72 SGD$67 SGD$72 SGD$81 SGD$86 SGD$106 SGD
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Quick stats about holiday rentals with a pool in Observatory

  • Total holiday rentals

    Explore 70 holiday rentals in Observatory

  • Nightly prices starting at

    Observatory holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Observatory holiday rentals include wifi 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