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
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, 545 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 modern indoor space features a sparkling pool, surrounded by floor-to-ceiling glass walls. Pendant lights hang from an angular ceiling, highlighting the open layout. Comfortable seating areas are arranged nearby, creating an inviting atmosphere for relaxation and socializing.
Flat in Edgemead
4.97 out of 5 average rating, 148 reviews

Crown Comfort - Summer Lux private Hot Tub & Pool

Create lasting memories in this serene, air-conditioned, private haven — a peaceful retreat for relaxation and connection. Sink into plush bedding, unwind in soothing hot tubs, and gather around cozy fireplaces. Enjoy family fun with the pizza oven, under-roof braai, beside the sparkling heated pool (seasonal). Central yet away from the inner-city hustle, offering a safe, calm escape. Baby-friendly, beautifully styled, not affected by power cuts — the perfect getaway for couples or families.

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.

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, 115 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 serene waterway is visible, lined with tropical palm trees and lush greenery. Several individuals can be seen paddling kayaks and stand-up paddleboards in vibrant orange and yellow colors, enjoying the calm water of the canal.
Flat in Green Point
4.99 out of 5 average rating, 138 reviews

Waterfront Marina 007 Premium Garden Apt

Premium location: walking distance to Waterfront and CTICC Ultimate security within Marina Estate Modern and beautifully furnished, uncluttered and clean, comfortable one-bedroom apartment 5kWh inverter/battery backup for load-shedding Free WiFi, smart TV, fully equipped kitchen, serviced twice weekly Cozy garden overlooking the Marina canal and One&Only Island, perfect for stand-up paddling and water enthusiasts Dedicated parking bay, use of the gym and pool within the Estate

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, 228 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
A refreshing swimming pool is visible, reflecting the clear blue sky. Surrounding greenery includes a tall cactus and rocks, adding natural elements to the space. The horizon reveals a glimpse of the ocean, framed by the elegant pergola structure above.
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
4.94 out of 5 average rating, 161 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.

Guest favourite
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.
Flat in Cape Town City Centre
4.91 out of 5 average rating, 175 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 favourite
The spacious living area features a circular couch with neutral cushions, positioned next to large sliding glass doors that offer views of the surrounding mountains. A wooden coffee table with a decorative bowl and magazines is seen in the foreground, enhancing the relaxed ambiance.
Flat in Tamboerskloof
4.99 out of 5 average rating, 291 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 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, 224 reviews

Central Private Secure with pool, garden, parking

Our studio flat is at the foot of Table Mountain, on public transport routes, 4km from the City Centre. The open plan configuration has a queen bed (182cm*152cm), a well-equipped kitchen, private garden with barbecue, private entrance, secure off-street parking, Wi-Fi, Netflix, and alarm. Guests may share our solar-heated swimming pool.

Popular amenities for Observatory rentals with a pool

When is the best time to visit Observatory?

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Avg. price$97 SGD$96 SGD$86 SGD$70 SGD$71 SGD$69 SGD$71 SGD$66 SGD$71 SGD$81 SGD$86 SGD$105 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