
Vacation rentals with a pool in Observatory
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Observatory

Total vacation rentals
Explore 130 vacation rentals in Observatory

Nightly prices starting at
Observatory vacation rentals start at G$4,185 GYD per night before taxes and fees

Verified guest reviews
Over 2,260 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 of Observatory vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Observatory rentals

4.6 Average rating
Observatory stays receive an average rating of 4.6 out of 5 from guests
Top-rated rentals with a pool in Observatory
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Romantic Cape Town Cottage with Mountain Views
This stand alone cottage on our private property is located in the Bishopscourt area of the Western Cape. The cottage is an open plan lounge,bedroom with two big verandas, a kitchenette and a large bathroom with a shower and bath that opens out to a very private balcony with sun loungers and an outside shower. With magnificent views of the mountain and terrains, one can fully unwind and relax in this more than spacious cottage. This private cottage will be all yours during your stay. There are multiple lounging areas inside and outside the cottage. Our long serving housekeeper, Maks, will be there to look after you and make sure you always have what you need.She cleans and does the washing daily except on a Sunday. Located within walking distance to many stunning hikes, walking routes, mountain biking, and cycling routes. There are many places nearby that you can rent bikes and there is ample storage at the house for bikes to be stored. There is ample and secure parking on our property for the vehicle you bring along for your stay. I am usually here and am very happy to help with advice at all times. This home is in a quiet residential area with beautiful houses and leafy streets. Close to the botanical gardens and near the city. Uber Available.Safe parking on the grounds of the property. No need for Air Conditioning units as the mountain air in the mornings and evenings will be cool and crisp all year long. There is a ceiling fan, if you need additional cooling. Towels,beach towels,picnic basket all available at the cottage. The space is about 60sqm +
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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.
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Table Mountain Villa
Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.
ValueFamilyComfort

Panoromic-View 3 Story Penthouse with Private Pool
Whether you are looking for a romantic getaway or a remote workspace, this 3-story artistic penthouse loft with private heated splash pool is perfect for you. With panoramic, uninterrupted views of Cape Town City, Table Mountain, Lions Head and the harbour, you will have no shortage of views. A mere 5km from Cape Town CBD, and close proximity to V&A Waterfront & Camps Bay Beach. Equipped workstation, including 2 screens and a docking station and uncapped, high-speed Wi-Fi for professionals.
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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.
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Sunny 3 Bedroom House with Mountain Views
Brand new 3 Bedroom House with open plan living. The House has a pool and outdoor deck with a garden. The house have beautiful views of the valley and mountains in Hout Bay. Located in a neighbourhood in Hout Bay close to restaurants and shops. Cape Town is a 30 min drive and Chapmans peak and constant wine farms on your doorstep. There is 3 bedrooms one onsite with a king size bed and 2 bedrooms with 1 queen size bed and a king size bed. We now have back up power during load shedding.
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The Ultimate View Waterfront Marina G204
Spectacular views Ultimate security Luxuriously furnished Extra spacious apartment with balcony Free WiFi, smart TV 5kWh inverter/battery backup for load-shedding For a discerning traveler: fully equipped kitchen, top of the range appliances, king size bed with quality linen and toiletries, full bathroom (shower and bath) Convenience: a short walk away to the Waterfront restaurants and shopping as well as conference venues, CTICC Added amenities: pool, gym, dedicated parking space
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Solar-Powered 'Garden Cottage' in Upper Constantia
The Garden Cottage has electricity supplied by solar energy and inverter with back-up batteries during scheduled national power outages. Escape to a peaceful garden cottage on a large secluded private estate in a rural setting of verdant trees, seasonal flowers, exuberant birdlife and magnificent vistas. Settle in a sanctuary comfortably furnished in a timeless way. The 'Garden Cottage' is ideal for nature enthusiasts, business travelers, couples, and adventurous spirits.
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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 .
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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.
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Luxury Penthouse with Private Rooftop Pool!
Experience penthouse living at its finest. This stunning retreat features two King bedrooms, each with its own private bathroom, a spacious terrace with a BBQ grill, and an exclusive rooftop deck complete with a private pool and breathtaking mountain views. Located in De Waterkant—one of the city’s most vibrant and stylish neighborhoods—you’ll be surrounded by art galleries, great restaurants, and popular social spots.
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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.
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Popular amenities for Observatory rentals with a pool
House rentals with a pool

Bungalow 21 - Clifton 3rd by Steadfast Collection
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Blackwood Log Cabin
ValueLocationLong stay

Newly Renovated Family Home with Plunge Pool
LocationFamilyAir conditioning

Ocean View Villa Hout Bay
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Mountain Rd House Close to Cape Town
LocationHospitalityKitchen

The Island Beach Seafront House
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Casa dos Gêmeos | Pool | Minutes from City Center
FamilyLocationQuiet

Colourful Home with Rooftop and heated Plunge Pool
ValueFamilyIndoor spaces
Condo rentals with a pool

Stylish Studio | Aircon, Jacuzzi & Walk to Beach
FamilyLocationCleanliness

Penthouse Bliss with Mountain Views@ The Docklands
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On the Rocks in Bantry Bay
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A magical home on the Cape Town Waterfront Canals
FamilyLocationLong stay

Mountain View Penthouse | Secure 2BR, Views & Pool
ValueFamilyAccess

Modern Ocean View Retreat in Camps Bay
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Breathtaking city and harbour views
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Parker’s Park Lagoon
ValueFamilyAccess
Home rentals with a private pool

Watch the Sunrise in a Home with a Mountain View
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Modern Contemporary Zen Tree House With Pool
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Villa Claybrook - Sun. Sea. Serenity.
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Glen Beach Penthouse A on Glen Beach in Camps Bay
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Contemporary Farmhouse with Garden and Pool
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Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
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Table Mountain Home with Ocean View
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Garden Apartment with View of Table Mountain
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When is the best time to visit Observatory?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,923 GYD | G$22,179 GYD | G$18,413 GYD | G$16,320 GYD | G$13,391 GYD | G$12,554 GYD | G$11,508 GYD | G$10,671 GYD | G$11,508 GYD | G$16,320 GYD | G$17,157 GYD | G$21,760 GYD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Destinations to explore
- Pet-friendly rentals Observatory
- Apartment rentals Observatory
- Condo rentals Observatory
- Rentals with a beach view Observatory
- Family-friendly rentals Observatory
- Rentals with beach access Observatory
- House rentals Observatory
- Guesthouse rentals Observatory
- Rentals with pools Cape Town
- Rentals with pools Western Cape
- Rentals with pools South Africa
- V & A Waterfront
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cape Town Stadium
- Cbd
- Glencairn Beach
- Stellenbosch University
- Muizenberg Beach
- Hout Bay Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Babylonstoren
- Noordhoek Beach
- Jonkershoek Nature Reserve
- District Six Museum
- Glen Beach
- Cavalli Estate
- Tyger Waterfront Apartments Deck





