Vacation 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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Rondebosch - Rosebank

4.98 out of 5 average rating, 145 reviews

Elegant with private garden&pool. No Loadshedding.

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).

Jun 16 – 23

$74 per night

Guest favorite

Condo in Sea Point

4.95 out of 5 average rating, 182 reviews

Breathtaking Ocean Views With Private Pool, Deck and Garden

Start the morning by stepping out onto a private balcony and taking in the beautiful sea views. Unwind in the open minimalist-inspired living area and soak in the sun on the spacious deck outside while firing up a BBQ next to the pool. The apartment is a freestanding bungalow that features its own separate entrance. All amenities including the pool and garden are private and exclusive use. The perfect place for a work-cation, with BACK UP POWER supply, stable, high-speed internet, work desk, coffee machine and beautiful scenery sure to boost productivity. Work, play or both. You've got it Private entrance - walk up from Ocean View Drive Gas BBQ with all amenities Pool loungers Sun deck Swimming towels provided 8 seater patio set - perfect for entertaining Private garden Washer/dryer Gas SMEG stove Nespresso coffee machine Cable TV High speed wifi Egyptian cotton sheets Private exclusive use garden and pool area/deck I’m available at most times and always happy to make sure my guests have the best experience The home is in a quiet neighborhood close to many of Cape Town's top attractions. Go for a walk through the picturesque Sea Point promenade to reach the stunning beaches and spend the afternoon hiking the iconic Signal Hill. Close to numerous great coffee shops, restaurants and cafes. With several large super markets, pharmacies, and the high street all within walking distance. Car, by foot, Uber/taxi or MiCiti bus (local bus system) 2 minutes walk to the local grocery store on Main Road - Woolworths 5 minutes walk to the Sea Point Promenade and Sea Point beaches 5 minutes walk to major shops, restaurants and bars 5 minutes walk to Mojo market Under 5km to the V&A Waterfront Under 5km to the CBD & Bree street Several local groceries stores within walking distance - Woolworths (Piazza St John's), Checkers and Spar are the closest. Dis-Chem - major drug store/pharmacy at the Checkers Centre Sea Point Medical Centre - 2 mins walk away, for GPs, dentists etc

Jun 19 – 26

$77 per night

Guest favorite

Guest suite in Cape Town

4.91 out of 5 average rating, 354 reviews

Spacious Contemporary Urban Studio in Rosebank

Relax in this self-contained, contemporary, spacious, urban studio apartment. With its own private entrance and off-street parking it has space for both relaxing and working. Thorough cleaning and protocols between quests to ensure your safety. Spacious flatlet with bright contemporary feel, own entrance, access to courtyard, en suite bathroom with shower, equipped kitchen, TV, working space for laptop and secure off-street parking. Use of patio and pool. Access to washing machine, pool and patio Available to assist with any queries. This quiet neighbourhood has a view of Table Mountain and is an easy walk from the Village Green, Rondebosch Common and some great restaurants. It's also a short ride from the airport and UCT, and conveniently located for all local attractions. Of street parking but also convenient to get around with Uber. Guests are requested to conserve water due to current water restrictions

Oct 14 – 21

$43 per night

Guest favorite

Guest suite in Pinelands

4.98 out of 5 average rating, 177 reviews

Garden Suite with pool in Pinelands, Cape Town.

The Garden Suite is a sunny self-catering sanctuary with a saltwater pool and barbeque area, set in a garden with many wild birds. The suite has a separate entrance and off-street parking. It offers a kitchenette, Wi-Fi and a smart TV. We are 15 min drive from Cape Town Airport & V&A Waterfront. We are walking distance from a Shopping Centre, 5 min to Old Mutual and 10 min to Vincent Pallotti , Red Cross hospitals &Grand West Casino. We live on the property and will be here to welcome you.

Dec 12 – 19

$28 per night

Superhost

Loft in Vredehoek

4.85 out of 5 average rating, 459 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.

Mar 14 – 21

$146 per night

Guest favorite

Guest suite in Vredehoek

4.93 out of 5 average rating, 182 reviews

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 size bed, 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. For power cuts the flat is equipped with a UPS for the Internet & security systems; and an inverter for laptops, monitors, tablets, phones and our entertainment system.

Jul 22 – 29

$25 per night

Guest favorite

Guest suite in Kenilworth

4.93 out of 5 average rating, 632 reviews

Cozy Garden Studio

A tranquil hideaway with solar power and loads of books, set in a small, lush garden. The studio has a bedroom with a TV to stream Netflix and DStv, a workstation with a large desk and office chair, and a tiny en-suite bathroom with a shower. It has a private entrance and bistro table and chairs overlooking the pool. There isn’t a kitchen, but a fridge, microwave, egg boiler, toaster, coffee plunger, kitchen essentials, and some basic breakfast goodies are provided. Our two dogs are co-hosts!

Oct 29 – Nov 5

$31 per night

Guest favorite

Guest suite in Cape Town

4.88 out of 5 average rating, 214 reviews

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.

Aug 27 – Sep 3

$30 per night

Guest favorite

Apartment in Rondebosch - Rosebank

4.97 out of 5 average rating, 129 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 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

Aug 5 – 12

$37 per night

Guest favorite

Guest suite in Claremont

4.96 out of 5 average rating, 135 reviews

Private room in leafy Claremont

We have full solar installed so load shedding no problem. This is a spacious room with a Queen size bed and en-suite bathroom. French doors open to a private kitchenette and dining terrace. We will provide Filer coffee/tea/milk for you to enjoy at your leisure. A seperate garden entrance and secure off-street parking allows you to come and go as you please. Centrally located in the leafy suburbs of Claremont, we are 20 minutes from both the city center and some main tourist attractions.

Aug 19 – 26

$20 per night

Guest favorite

Apartment in Cape Town

4.94 out of 5 average rating, 156 reviews

217 On The Beach, Cape Town

Welcome to this beachfront property. The light and open apartment is an easy 8km from Cape Town's city center. The spacious apartment has direct access to the beach as well as breathtaking table mountain and sea views. Fall asleep to the sound and smell of the ocean and wake up ready to enjoy the pool, Beach and Cape Town's many attractions. Has battery backup for WiFi and TV during load shedding. The following TV streaming services are included: AmazonPrime Video, Disney plus.

Jul 22 – 29

$74 per night

Guest favorite

Guest suite in Camps Bay

5.0 out of 5 average rating, 160 reviews

Tranquil studio w/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.

Apr 14 – 21

$116 per night