Vacation 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 favorite
An open-plan living area is depicted, featuring a comfortable lounge setup with a sofa, armchairs, and a coffee table. Large windows allow ample natural light, framing views of the city. A TV and a few decorative elements add to the inviting ambiance.
Apartment in Cape Town City Centre
4.94 out of 5 average rating, 157 reviews

Taj Mahal. Executive. Views. Gym. Parking. Pool.

GUEST FAVOURITE! Welcome to your central Cape Town retreat! The space is huge, clean, and boasts an interior design that combines comfort and sophistication. Each evening feel a sense of coming home to a sanctuary of relaxation and luxury. Guests love this abode. With its breathtaking vistas, this apartment serves as the perfect base from which to soak in the city's wonders. Cartwright's is a safe and secure building. Close to restaurants, museums. Perfect for working from home with fast wifi!

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, 543 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 favorite
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.
Apartment 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 favorite
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.
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 favorite
A well-maintained outdoor space features synthetic grass, creating a neat and inviting atmosphere. At the entrance, two potted plants frame a pair of wooden doors that open into the flat. A small white table and a striped chair complete the charming setting.
Apartment in Rondebosch
4.85 out of 5 average rating, 292 reviews

Tranquil Gem in the Golden Mile Rondebosch.

A lovely summer feel at this spacious garden flat. The open-plan bedroom and lounge creates an inviting living area. The lounge leads out to a private courtyard. The grassed courtyard is protected from the wind and is the perfect place to unwind and enjoy a cocktail. Well-equipped kitchenette. Separate bathroom, toilet, wash basin and shower. Located 500m from WP Cricket Club , 2,5km from Newlands Cricket Stadium and 16km from the airport. You will be very comfortable in this quiet home.

Top guest favorite
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.
Apartment 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 favorite
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.
Apartment 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.

Top guest favorite
A spacious lounge area features large windows overlooking the ocean, allowing natural light to fill the space. A comfortable gray sofa is complemented by decorative pillows and a glass coffee table. A flat-screen TV is mounted on the wall, reflecting the serene coastal view.
Condo in Lagoon Beach
4.91 out of 5 average rating, 159 reviews

Spectacular beachfront views of Table Mountain

Treat yourself to uninterrupted views of the ocean and Table Mountain. This beachfront apartment has 1 bedroom, fully equipped kitchen, dining and lounge area, as well as WIFI, Netflix and secure parking. Enjoy true beach living, with two on-site swimming pools, laundry facilities as well as 24-hour security guards and CCTV. It is within walking distance from the MyCiTi bus stop, 9km from the Waterfront and CBD and 24 km from cape Town International Airport.

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
4.95 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.

Top guest favorite
An open-plan living area is highlighted by a modern round dining table surrounded by four chairs. A stylish seating arrangement with plush cushions is visible, complemented by indoor plants and contemporary decor. Large windows frame the sweeping views of the surrounding landscape.
Condo in Cape Town City Centre
4.94 out of 5 average rating, 158 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 favorite
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.
Apartment in Cape Town City Centre
4.91 out of 5 average rating, 174 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 favorite
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.
Apartment 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.

Popular amenities for Observatory rentals with a pool

When is the best time to visit Observatory?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$15,669 GYDG$15,460 GYDG$13,789 GYDG$11,282 GYDG$11,491 GYDG$11,073 GYDG$11,491 GYDG$10,655 GYDG$11,491 GYDG$12,953 GYDG$13,789 GYDG$16,923 GYD
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Quick stats about vacation rentals with a pool in Observatory

  • Total vacation rentals

    Explore 70 vacation rentals in Observatory

  • Nightly prices starting at

    Observatory vacation rentals start at G$2,089 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,710 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Observatory vacation rentals include wi-fi 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