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
Guest suite in Camps Bay
5 out of 5 average rating, 105 reviews

See the Ocean from the Hibiscus Camps Bay Garden Apartment

Wake up to birds singing in the Hibiscus tree outside this peaceful, two-story coastal apartment. Lounge on the terrace with views of landscaped gardens, the ocean, and surrounding mountains. Be sure to enjoy the refreshing pool after a long day. We are not able to accommodate children The first level (ground floor level of the villa)consists of the cosy decorated lounge with flat screen TV, a dining area and the fully equipped little kitchen which can be separated from the lounge by an artfully painted sliding door. A small terrace invites you to sit outside for breakfast or sundowners. From the lounge a staircase leads downstairs to the basement with it's bedroom, a passage to the bathroom(shower only)and the dressing room. The King size bed can be separated and configured into single beds. Our guests are invited to sit in the beautifully landscaped garden on their own terrace with sun loungers and side table or enjoy the big swimming pool . From here stunning views over the whole bay and the surrounding mountains as well as spectacular sunsets will delight your senses. We respect the privacy of our guests yet we enjoy to extend hospitality and the feeling of home from home .We are available under the same roof to advise,support,recommend and help our guests to make their stay a memorable one. Camps Bay offers restaurants, cafes, bars, shopping, and different beaches. It has been officially declared the safest area of Cape Town, due to privately organised street patrols and security companies. The beach is a 15-minute walk away. MyCity bus stop is circa 400m away on Geneva Drive with one route clockwise and another anticlockwise to transport visitors either to town or downhill to the Promenade . Uber taxis or any of the local companies are another option From our house it's a 15 min walk downhill into Camps Bay Security : Street parking only - Camps Bay has been officially declared the safest area of Cape Town The property is fully in and outdoor secured

Superhost
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.
Apartment in Camps Bay
4.89 out of 5 average rating, 110 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.

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
4.86 out of 5 average rating, 563 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.

Superhost
A modern living area features a plush gray sofa and a unique wooden coffee table. Large glass doors open to a scenic balcony, offering views of Table Mountain and the surrounding cityscape. Natural light floods the space, enhancing the sleek urban design.
Flat in Cape Town City Centre
4.86 out of 5 average rating, 202 reviews

16 on Bree | Penthouse Living One Bedroom

Experience the absolute best in ultra-modern living in Cape Town’s tallest residential tower. Situated on Bree Street, the trendiest street in Cape Town, this residential block is the culmination of sleek urban design and highly functional lock up & go living. The unit is perfectly aligned to the needs of both the businessperson (in the CBD, high-speed fibre optic connectivity) and the tourist (close to trendy restaurants, contemporary bars, art galleries, antique shops and design stores).

Guest favourite
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.
Flat in Clifton
4.97 out of 5 average rating, 817 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.

Guest favourite
A modern living area features a large sectional sofa and a circular wooden coffee table. A striking mural of palm trees adorns the wall. Natural light floods the space through expansive glass doors, leading to a private balcony with city views.
Flat in Cape Town City Centre
4.89 out of 5 average rating, 151 reviews

Stylish Sky Condo with Ocean Views & Pool Deck

Stylish design elements surround you in this newly decorated apartment with its private balcony & amazing Atlantic Ocean and Green Point views. Situated in the iconic 16 On Bree building which towers over the trendy Bree Street with its myriad of fantastic eateries, coffee bars and night spots. Safe & secure, this building is close to everything amazing that Cape Town has to offer, features a 27th Floor Pool Deck & outdoor gym with views of Table Mountain. *Zero power cuts in this building

Guest favourite
An expansive wooden deck offers stunning views of the ocean and the surrounding mountains. A modern stone fire pit is positioned on the deck, surrounded by decorative pebbles, as the sun sets, casting warm hues across the sky.
Home in Bakoven
4.92 out of 5 average rating, 419 reviews

Mountain House

Mountain House is perched at the top of Camps Bay . The house has three bedrooms two with queen size beds, one with a double bed . It has two bathroom areas, two showers one bath , two toilets. A fully equipped kitchen. A fireplace for those chilly nights. It has all the bells and whistles in terms of internet,wi fi , cable TV , webber gas braai, great outdoor areas to chill and of course a pool . There is a battery inverter for the property to mitigate power outages .

Top guest favourite
Flat in Camps Bay
4.98 out of 5 average rating, 286 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
A wooden cabin is nestled among lush greenery and tall trees, showcasing a welcoming exterior with a covered deck. Large windows reflect the surrounding natural landscape, with the sun casting a warm light on the structure. The adjacent mountains provide a scenic backdrop.
Home in Hout Bay
4.85 out of 5 average rating, 399 reviews

Blackwood Log Cabin

A tranquil and private mountain retreat where water, forest and mountains will re-awaken the soul. Set high on the mountain slopes of Constantia Nek, Blackwood Log Cabin has panoramic views across the lush valley to the mountains beyond. The 2 bedroomed house sleeps 4 with 2 bathrooms. Power outages are being experienced by SA - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

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, 311 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.

Top guest favourite
A charming stone cottage is surrounded by lush greenery, featuring large windows that invite natural light. An outdoor patio area with a table and chairs offers a serene space for relaxation, while various plants and rocks enhance the natural setting.
Cottage in Hout Bay
5 out of 5 average rating, 207 reviews

Stone Pine Cottage, Hout Bay

The stone & wood cottage nestles in a wild garden, the bay, beach and village just a kilometer away. The previous owner, a bachelor in his day, used to entertain girl-friends here – and romance still rules in the one-roomed stone cottage, where the mezzanine bedroom has mountain and sea views.

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 110 holiday rentals in Observatory

  • Nightly prices starting at

    Observatory holiday rentals start at £15 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