Holiday rentals with a pool in Observatory

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Top-rated rentals with a pool in Observatory

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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).

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.
Flat in Green Point
4.91 out of 5 average rating, 149 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 bedroom lounge area features a king-size bed with crisp linens and decorative pillows. A dining table with chairs is positioned nearby, along with a wall-mounted television. Natural light pours in through large sliding doors that open to a private deck, framed by soft curtains.
Flat in Rondebosch
4.97 out of 5 average rating, 185 reviews

Doug And Sal's Rondebosch (with solar)

In Rondebosch, this secure property has beautiful views, is private and quiet with a separate entrance and off street parking, There's a lovely garden and shared swimming pool and the apartment itself is luxurious and well appointed. Living area and full en-suite - 35m² bedroom / lounge area with table and chairs and king size bed - Cupboards - Full DSTV (PVR for recording) - WIFI - Safe - Hairdryer Kitchenette - Kettle, Toaster, Nespresso coffee maker - Microwave, Fridge, Cutlery / crockery

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.
Serviced apartment in Clifton
4.98 out of 5 average rating, 394 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
A modern living area features large glass windows providing expansive views of the surrounding landscape. A comfortable sofa adorned with cushions faces a sleek coffee table, while a decorative plant adds a touch of greenery. A flat-screen TV is mounted on a light wood console.
Apartment in Cape Town City Centre
4.94 out of 5 average rating, 218 reviews

Perfect Views Of Table Mountain and Atlantic Ocean

We welcome you to join us at our brand new, modern & tastefully decorated apartment with, quite frankly, the ultimate position and views you could ever dream of while visiting Cape Town. Think the pics are pretty by day? See the sunsets and the enchanting city & waterfront lights by night. Just 3 floors below, the 27th floor pool deck and outdoor fitness area provides you with perfect 360 degree iconic views. Step out onto buzzing Bree Street...WOW! *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, 125 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, 221 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
Flat in Camps Bay
4.98 out of 5 average rating, 283 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 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, 155 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 spacious bedroom is shown, featuring a large bed with neutral-toned linens. Decorative pillows enhance the bed's look. A cozy seating area includes a blue sofa and a small coffee table. Large windows offer views of the cityscape, allowing natural light to fill the room.
Apartment in Cape Town City Centre
4.84 out of 5 average rating, 139 reviews

Over The Clouds - 3003 - 16 On Bree

Load shedding free apartment. In the center of CapeTown on the ++30th++ floor over the clouds with an amazing view on TableMountain and Downtown. This self catering apartment offers you everything what you need for your stay (either business-/ family or holidaytrip). It includes a bathroom, a washing machine, dishwasher, full equipped kitchen and a balcony for a stunning dinner outside. We are happy to welcome you!

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.
Flat in Cape Town City Centre
4.92 out of 5 average rating, 193 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 favourite
An expansive terrace features a private splash pool with a wooden deck, overlooking stunning views of the mountains and cityscape. Floor-to-ceiling sliding doors connect the terrace to the modern interior, allowing for seamless outdoor access from the en-suite bedroom area.
Flat in Tamboerskloof
4.99 out of 5 average rating, 304 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

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Avg. price$95 SGD$94 SGD$84 SGD$69 SGD$70 SGD$67 SGD$70 SGD$65 SGD$70 SGD$99 SGD$104 SGD$132 SGD
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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 $25 SGD 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    110 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