Holiday rentals with a pool in Observatory

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Top-rated rentals with a pool in Observatory

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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.
Flat 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, 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
The airy living room features a spacious corner sofa adorned with cushions, a round coffee table, and a patterned rug. Large windows offer city views, while an adjacent workspace is equipped with a desk and chair. Natural light brightens the room, complemented by tasteful decorative elements.
Flat in Green Point
4.95 out of 5 average rating, 128 reviews

Newly furnished designer apartment Greenpoint.

This deluxe designer 2 Bed 2 Bath apartment in the heart of Green Point offers magical views of Signal Hill and Green Point Stadium. It is within close proximity to the Promenade, V&A Waterfront, some of Cape Town's best beaches, finest coffee shops, bars and restaurants. The apartment has access to a communal entertainment area with rooftop pool, BBQ which boast magical 360-degree views. The apartment block has an Inverter for communal areas. 24 hr security and an underground parking bay.

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, 149 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.
Flat 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 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 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
Flat in Camps Bay
4.99 out of 5 average rating, 103 reviews

Atlantic View - Balcony

The Level 2 apartment is spacious and open plan. The backyard borders Lion's Head Nature Reserve and the front patio provides a 180' view of the Atlantic Ocean and surrounding area. Enjoy the swim up bar and host up to 10 dinner guests or an afternoon BBQ. Restaurants and most services are a 2 min. drive to Camps Bay and a 15 min. walk down to the Clifton beaches. This apartment often appeals to families and guests who prefer the extra floor space and outdoor entertaining area.

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
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.

Guest favourite
A stylish studio apartment features a spacious bed with elegant green and gold accents. A large window allows natural light to fill the room, while the balcony provides views of the surrounding cityscape. Seating areas are arranged for comfort, complemented by decorative cushions and artwork.
Flat in Cape Town City Centre
4.93 out of 5 average rating, 138 reviews

The Sanctuary, 1806, - 16 on Bree

Welcome to The Sanctuary (Table mountain views) Colourful birds and deep emeralds immersive you upon entering this lush space. Fitted with the best linen and finishings to take your breath away. A fully equipped kitchenette is at your disposal. The lounge is perfect for those comfortable movie nights. In this space you will find a multi-purpose dining/work station below the 50” TV (fast and secure wifi) with a balcony overlooking Table Mountain.

Top guest favourite
A panoramic balcony view captures the vibrant cityscape, featuring the coastline and surrounding greenery. Potted plants line the ledge, with a book and small decorative items adding a touch of charm. Light blue skies complement the scene, inviting relaxation and enjoyment of the surroundings.
Flat in Green Point
4.94 out of 5 average rating, 155 reviews

Artists Penthouse - Green Point

Inspire Your Creativity with Breathtaking Views This luxurious penthouse, perched right on Cape Town's vibrant Golden Mile in Green Point, offers panoramic views of the V&A Waterfront, Signal Hill, and Table Mountain. This extraordinary 2-bedroom apartment will be your haven for relaxation while you explore the Mother City. With 24-hour security, a shared pool, and guest parking, your luxurious exploration awaits.

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 70 holiday rentals in Observatory

  • Nightly prices starting at

    Observatory holiday rentals start at £8 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