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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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
4.86 out of 5 average rating, 572 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 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, 156 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.

Guest favourite
Villa in Clifton
4.9 out of 5 average rating, 112 reviews

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.

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.
Flat in Clifton
4.98 out of 5 average rating, 408 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.

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 Foreshore
4.99 out of 5 average rating, 157 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, 256 reviews

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.

Top guest favourite
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, 129 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.

Top guest favourite
Flat in Camps Bay
4.98 out of 5 average rating, 293 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
A sunlit veranda overlooks the Atlantic Ocean, featuring a white railing and stone flooring. A person relaxes in a deck chair while reading a book, with the expansive blue sea and sky in the background.
Home in Sea Point
4.9 out of 5 average rating, 102 reviews

Bantry Bay Home with Atlantic Ocean Views

Stylishly furnished two-bedroom house in Bantry Bay offering breathtaking views of the Atlantic Ocean and situated close to Clifton beach. The spacious bedrooms have queen size beds, en-suite bathrooms and sliding doors leading onto balconies facing the Atlantic Ocean and Clifton. The lounge and entertainment areas are spacious and equipped with a smart TV, fireplace and service bar. They lead out onto a veranda and swimming pool with a sunbathing deck.

Top 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
4.94 out of 5 average rating, 172 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
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
4.86 out of 5 average rating, 409 reviews

Blackwood Log Cabin

A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

Guest favourite
The exterior of a chic coastal home is illuminated by dusk, showcasing a private pool reflecting the evening sky. The open-plan living area features large doors that connect to a spacious wooden deck, ideal for dining and relaxation, surrounded by tropical vegetation.
Home in Clifton
4.91 out of 5 average rating, 111 reviews

Bungalow 21 - Clifton 3rd by Steadfast Collection

Bungalow 21 feels like a hidden gem amongst Cape Town’s most prestigious coastline. Nestled above Clifton 3rd beach, the bungalow offers sweeping ocean views while you listen to the waves tumble in the bay. Within easy walking distance or a short drive to nearby shops, restaurants and bars, yet secluded enough to unwind to in peace, with its private swimming pool, which is a rare find within Clifton’s prestigious bungalows.

Popular amenities for Observatory rentals with a pool

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Quick stats about holiday rentals with a pool in Observatory

  • Total holiday rentals

    Explore 120 holiday rentals in Observatory

  • Nightly prices starting at

    Observatory holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    120 of Observatory holiday rentals include wifi 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