Holiday rentals with a pool in Observatory

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Observatory

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
The historic Mount Pleasant manor is surrounded by lush greenery and flowering plants. Its impressive white façade features arched windows and climbing vines, merging harmoniously with the natural landscape. Table Mountain can be seen in the background, enhancing the picturesque setting.
Guest suite in Rondebosch
4.97 out of 5 average rating, 164 reviews

Elegant guest wing with own private garden & pool.

Feel spoilt by the elegance of yesteryear in the 1800’s manor of Mount Pleasant. Dine al fresco beside your private pool at this historic property nestled under Table Mountain. Unwind with a glass of Cape wine in the gracious and romantic guest suite with its own vine-strewn garden, or curl up in an armchair by the grand stone fireplace. The spacious and airy open-plan guest suite is ideal for couples and young families. Centrally located in leafy Newlands, within walking distance of the famous sports stadiums, UCT and SACS. The house has been recently renovated and is a family home, and the property of Mount Pleasant is an interesting slice of Cape Town’s history, dating back to the 18th Century. The guest suite is ideal for a couple or family and consists of: - one large open plan bedroom-lounge (sleeps 3 - 4) - a full kitchen - bathroom with bath, shower, double vanity - a private lap pool - private garden looking up to Table Mountain and Devil’s Peak. In summer, lazing beside the sunny pool, dining outside and having a traditional South African “braai” (barbecue) are a must and in winter the roaring fire, full kitchen and TV provide a warm retreat. The bedroom-lounge is open plan with separate kitchen and bathroom. King size bed, a single sofa bed and a further single bed set up in the suite for 4th guest if required. Cable TV and WiFi are included. On offer are bottles of wine and drinks, laundry and cleaning services. Other extras which may be available are: use of the baronial dining room for meetings (seating for up to 18 people) or special occasions (daytime only). Please note: the pool is NOT fenced and is immediately adjacent to the suite, so please take extra care (therefore the space is not recommended for children who cannot swim). Private garden and pool. Off-street parking for 1 car. Use of the large dining room on request. Guests can enjoy total privacy, but the family and domestic staff are usually at home to welcome you and happy to answer questions and assistance via phone or text.Our friendly dogs: Boris, Frankie, Josh and Pixel will always give you an enthusiastic welcome (but your garden and wing is private so the dogs won’t bother you). Newlands is one of the original leafy suburbs of Cape Town bordering the University and State President’s residence. Lovely and sheltered from summer winds and cafes, restaurants and shops are a stroll away. Newlands is perfectly central for most of Cape Town’s most popular excursions. Table Mountain and cableway, the V&A Waterfront, beaches, wine farms, and the city centre are all within 10-25 minutes' drive and Ubers etc are readily available. The suburb of Newlands itself has many attractions, but to enjoy the full offering of Cape Town we recommend hiring a car or taking a taxi (Uber or call-taxi). Private guides or drivers will also collect directly from the premises. Airport transfers/shuttles/taxis are available at the airport or by booking through a transfer company. POOL Important: the pool is not protected with a net or fence and is immediately adjacent to the suite so please be careful and we do NOT recommend the suite for infants/children who cannot swim. PETS We can accommodate pets on request, but be aware there are resident dogs. EXTRAS Extras, such as wine, can be paid in cash or through the SnapScan App. MEETINGS & FUNCTIONS The baronial dining room can be booked for special meetings and daytime functions (rates/availability on request). It is a handsome room and seats 14-18 people. SHOOTS & LOCATION The Mount Pleasant manor house and grounds may be available for professional photography/film shoots. This would need to be by special arrangement directly with owners or their agents. Rates vary according to specifics of the shoot. (Please note: use of the guest space for commercial shoots would be an extra cost and is not included in the accommodation rate).

Guest favourite
A bright living space features a glass dining table surrounded by sleek chairs. A comfortable seating area is visible, complemented by a large window providing natural light. Shelving units display books and decor, while a television is positioned against a neutral wall.
Apartment in Cape Town City Centre
4.93 out of 5 average rating, 459 reviews

#1003 Cartwright - Stylish & Central

This apartment is a quiet haven of tranquility. Luxurious touches include a marble-topped dining table, quality bed linen, selection of books and artworks which set the space apart from so many hotel rooms out there. This spacious apartment offers everything - a stylish space, spectacular views, fast wifi, daily housekeeping, secure garage parking, Netflix, access to a gym and pool. 24/7 front desk and security means to accommodate late check ins. Beautifully decorated in a calming neutral palette. Text host directly to arrange access. Guests arriving after hours can collect key from 24hr concierge (by special arrangement.) Level of interaction is guest determined Located in the city centre, this is a vibrant area and the ideal place to base yourself to explore Cape Town's major attractions! The V&A Waterfront, Table Mountain, Clifton and Camps Bay beaches, CTICC, and Museums are all a short drive away. There are many restaurants, bars and coffee shops within walking distance. My City Bus transportation system. Taxi/Uber Free wifi, apartment is serviced

Guest favourite
A bright living area features large windows that offer expansive views of the surrounding mountains and greenery. A comfortable gray sofa with yellow accents is placed next to a modern coffee table. A stylish armchair and dining area can be seen in the background.
Condo in Camps Bay
4.94 out of 5 average rating, 105 reviews

Mountain View Penthouse

Light, bright and spacious top floor apartment featuring two spacious (en suite) bedrooms. The penthouse is within walking distance to the beach and has incredible mountain and sea views from its two balconies. It is Superbly positioned in a tranquil setting. The block has a fantastic and well-maintained pool and garden area and 24 hours security so its very safe and secure. Please note that this is strictly a non smoking block. This apartment has a back up power source to combat load shedding.

Top Guest favourite
A spacious rooftop pool area features a clear blue water pool bordered by wooden decking. Sun loungers are arranged around the pool, offering a relaxing atmosphere. A small water feature with blue tiles provides a serene backdrop against the sky.
Apartment in Green Point
4.9 out of 5 average rating, 145 reviews

Luxury Cape Royale Suite

Discover this centrally-located, 5-star 1-bedroom luxury suite at the Cape Royale Hotel. This opulent apartment boasts top-notch amenities such as a rooftop pool, underground parking, & a gym (available for an additional fee). Perfectly situated - a mere 5-minute stroll to the Waterfront & Sea Point/Mouille Point promenades. Enjoy the use of all hotel facilities, with exceptional bars, restaurants, & cafes. Plus, it's conveniently situated directly opposite the Cape Town Fifa World Cup Stadium.

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, 551 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 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, 392 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
Apartment in Cape Town City Centre
4.93 out of 5 average rating, 119 reviews

Stunning 3 Bed Penthouse with Ocean Views & Pool

Stunning 3-Bed Penthouse in the Heart of Cape Town at 16 on Bree. Welcome to the epitome of luxury and convenience on the 33rd floor! Located in the iconic 16 on Bree, this penthouse boasts breathtaking views and luxury living that will make you SWOON! Enjoy a leisurely barbeque on your private balcony, a true South African experience. Head to the 'sunsational' pool deck and outdoor gym on the 27th floor. The building has its own shared workspace too. *Zero power cuts in this building.

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
4.87 out of 5 average rating, 122 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 private outdoor area features a luxurious pool surrounded by potted plants, offering a view of the mountain in the background. Sunlight reflects off the water, creating a serene atmosphere. An outdoor dining table and benches can be seen on the patio beside the pool.
Guest suite in Camps Bay
5 out of 5 average rating, 219 reviews

Tranquil studio w/own pool 100m from beach

Unwind on the poolside loungers after a busy day exploring and enjoy the view of Table Mountain. This spacious modern studio looks out onto your own exclusive use luxurious private pool patio. Go for a morning stroll along the beach, just 100 meters away. Use the study desk area indoors, or the large poolside table outside on the sheltered patio to work remotely with our high speed Fiber. The studio has backup lighting, air conditioning, Netflix and your own gated parking bay.

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
4.95 out of 5 average rating, 152 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 favourite
A tranquil view of the marina canal is captured, featuring lush palm trees lining the water's edge. A boat is seen gliding along the calm waters, framed by elegant buildings in the background. The vibrant blue sky complements the serene atmosphere.
Apartment in Green Point
4.98 out of 5 average rating, 127 reviews

Waterfront Marina 003 Superior Garden Apt

Premium location: walking distance to Waterfront and CTICC Ultimate security within Marina Estate Modern and beautifully furnished, 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, perfect for stand-up paddling and water enthusiasts Dedicated parking bay, use of the gym and pool within the Estate

Top 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.
Apartment in Cape Town City Centre
4.92 out of 5 average rating, 190 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.

Popular amenities for Observatory rentals with a pool

When is the best time to visit Observatory?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$131 NZD$129 NZD$115 NZD$94 NZD$96 NZD$92 NZD$96 NZD$89 NZD$96 NZD$108 NZD$115 NZD$141 NZD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

Quick stats about holiday rentals with a pool in Observatory

  • Total holiday rentals

    Explore 110 holiday rentals in Observatory

  • Nightly prices starting at

    Observatory holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Observatory holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Observatory rentals

  • 4.7 Average rating

    Observatory stays receive an average rating of 4.7 out of 5 from guests