Vacation rentals with a pool in Observatory

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Observatory

  • Total vacation rentals

    Explore 130 vacation rentals in Observatory

  • Nightly prices starting at

    Observatory vacation rentals start at G$4,176 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Observatory vacation rentals include wi-fi 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

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 favorite
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, 162 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 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, 580 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.

Guest favorite
A spacious living area features large glass doors that invite natural light, with panoramic views visible outside. A combined leather sofa and soft throw blanket create a cozy corner. The room is complemented by indoor greenery and modern furnishing.
Loft in Vredehoek
4.85 out of 5 average rating, 107 reviews

Panoromic-View 3 Story Penthouse with Private Pool

Whether you are looking for a romantic getaway or a remote workspace, this 3-story artistic penthouse loft with private heated splash pool is perfect for you. With panoramic, uninterrupted views of Cape Town City, Table Mountain, Lions Head and the harbour, you will have no shortage of views. A mere 5km from Cape Town CBD, and close proximity to V&A Waterfront & Camps Bay Beach. Equipped workstation, including 2 screens and a docking station and uncapped, high-speed Wi-Fi for professionals.

Top guest favorite
Villa in Clifton
4.91 out of 5 average rating, 121 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 favorite
A bright, open living space features large glass walls allowing views of the ocean. A comfortable sectional sofa and a wooden coffee table are present. An outdoor dining area and sunshade are visible, enhancing the connection between indoor and outdoor areas.
Apartment in Clifton
4.97 out of 5 average rating, 850 reviews

Admire Sea Views from a Stunning Apartment by Clifton Beach

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 favorite
A spacious balcony is viewed at night, featuring a comfortable lounge suite and glass coffee table. City lights and the illuminated waterfront create a vibrant backdrop, with palm trees softly framing the scene. The sound of water from a nearby pool can be conveyed.
Apartment in Cape Town City Centre
5.0 out of 5 average rating, 144 reviews

The Ultimate View Waterfront Marina G204

Spectacular views Ultimate security Luxuriously furnished Extra spacious apartment with balcony Free WiFi, smart TV 5kWh inverter/battery backup for load-shedding For a discerning traveler: fully equipped kitchen, top of the range appliances, king size bed with quality linen and toiletries, full bathroom (shower and bath) Convenience: a short walk away to the Waterfront restaurants and shopping as well as conference venues, CTICC Added amenities: pool, gym, dedicated parking space

Guest favorite
The open-plan living area features a high ceiling with natural light streaming in through large windows. A comfortable sofa is positioned against a wall, complemented by plush armchairs. Tropical plants add a touch of greenery, while a stylish light fixture hangs above the space.
Cottage in Clifton
4.86 out of 5 average rating, 119 reviews

Clifton 1st Beach Cottage Sanctuary

This charming cottage, nestled in Clifton between Camps Bay and Sea Point, is surrounded by a lush garden and just a 2-minute walk from the renowned Clifton beaches. The bright and airy 2-bedroom cottage features en-suite bathrooms and an open-plan living room and kitchen. Enjoy meals on the protected patio or unwind in the garden, where a plunge pool offers a refreshing escape. The beautiful interior design includes bespoke furniture and modern appliances, creating a relaxing retreat.

Guest favorite
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
4.89 out of 5 average rating, 148 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 favorite
Apartment in Camps Bay
4.98 out of 5 average rating, 295 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
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, 180 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 favorite
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
4.92 out of 5 average rating, 120 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.

Top guest favorite
Condo in Cape Town City Centre
4.96 out of 5 average rating, 103 reviews

Signature Home @ Waterfront Canals

You will have a unique and elevated experience when you stay in this apartment. The location is unparalleled, Foreshore is a sought after neighbourhood in Cape Town, with close proximity to the iconic Waterfront, walking distance to CTICC, plenty of activities and dine out options to enjoy and make the most of your stay. The building is extremely safe, there is 24/7 security monitoring the premises and surrounding areas.

Popular amenities for Observatory rentals with a pool

When is the best time to visit Observatory?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,879 GYDG$22,132 GYDG$18,374 GYDG$16,286 GYDG$13,363 GYDG$12,528 GYDG$11,484 GYDG$10,648 GYDG$11,484 GYDG$16,286 GYDG$17,121 GYDG$21,714 GYD
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