
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.

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).

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

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.

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.

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

Grace Place Guest Suite
Enjoy our spacious guest suite attached to our home, with your own entrance, alarm, off-road parking and courtyard. We're in the quiet, leafy suburbs of Claremont, only a short drive to the city centre and V&A waterfront (10km), world class beaches and Table Mountain. Convenient for Newlands cricket stadium (5min drive). Close to nearby shops and restaurants. Cape Town International airport (20min drive). Good for couples, solo adventurers, business travellers.

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.

Sea-facing Apartment With Amazing Views
Relax in this comfortable, sea-facing apartment with a beautiful view of the promenade. Perfect for a peaceful stay, whether you’re working remotely, golfing, or enjoying local events at Green Point Stadium, just 800m away. Conveniently located between the Waterfront and Sea Point, near Green Point Golf Course and Urban Park. Guests can enjoy access to a shared pool and secure parking, making it an ideal base for exploring the area.

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.

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.

White Cottage, Bishopscourt
Our cottage is situated in the heart of leafy Bishopscourt. 2,1km from Kirstenbosch Botanical Gardens and 1,6km from Cavendish Square mall. The spacious 2 storey cottage consists of open plan kitchen / lounge, downstairs guest toilet, 2 bedrooms and outside space. We have a shared pool in our garden which guests are welcome to enjoy.

Central Private Secure with pool, garden, parking
Our studio flat is at the foot of Table Mountain, on public transport routes, 4km from the City Centre. The open plan configuration has a queen bed (182cm*152cm), a well-equipped kitchen, private garden with barbecue, private entrance, secure off-street parking, Wi-Fi, Netflix, and alarm. Guests may share our solar-heated swimming pool.
Popular amenities for Observatory rentals with a pool
House rentals with a pool

Magnificent House with Garden & Mountain View

Blackwood Log Cabin

The Hillwood: light, airy, modern tranquility

Newly Renovated Family Home with Plunge Pool

Tranquil Waterfront Hideaway with Stunning Views

Casa dos Gêmeos

Colourful Home with Rooftop and heated Plunge Pool
Mountain Views Villa
Condo rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

Over The Clouds - 3003 - 16 On Bree

Newlands Peak

3 Bed Penthouse / No Loadshedding / Infinity Pool

A Piece Of Heaven - 1305 - 16 On Bree

Sailor’s Away - 3004 - 16 On Bree

Modern Ocean View Retreat in Camps Bay

Breathtaking city and harbour views
Home rentals with a private pool

Glen Beach Bungalow Penthouse

Watch the Sunrise in a Home with a Mountain View

Modern Contemporary Zen Tree With Sparkling Pool

Chic Penthouse with Private Pool & Breathtaking Views

Majestic Mountain Views from the Patio of a Designer Studio

Upper Constantia Guest House

Stylish Villa, 100m From The Camps Bay Beach
Rooftop Pool | Views | 24h power
Quick stats about holiday rentals with a pool in Observatory
Total rentals
60 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
Destinations to explore
- House rentals Observatory
- Rentals with a washing machine and dryer Observatory
- Smoking-friendly rentals Observatory
- Fitness-friendly rentals Observatory
- Condo rentals Observatory
- Rentals with a beach view Observatory
- Rentals with outdoor seating Observatory
- Pet-friendly rentals Observatory
- Rentals with beach access Observatory
- Guesthouse rentals Observatory
- Apartment rentals Observatory
- Rentals with a fireplace Observatory
- Rentals with a patio Observatory
- Family-friendly rentals Observatory
- Rentals with pools Cape Town
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Hout Bay Beach
- Woodbridge Island Beach
- Green Point Park
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Greenmarket Square
- Mojo Market
- Two Oceans Aquarium
- Durbanville Golf Club
- Waterkloof Wine Tasting Lounge
- Noordhoek Beach
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Steenberg Tasting Room