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

Total holiday rentals
Explore 130 holiday rentals in Observatory

Nightly prices starting at
Observatory holiday rentals start at $34 NZD per night before taxes and fees

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

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 of Observatory holiday 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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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.
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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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Solar-Powered Mountain Retreat with Natural Pool
Guests can unwind and recharge at the property's Eco pool, which offers stunning views of the iconic Table Mountain. For those seeking ultimate relaxation the breathtaking ocean views from the big terrace is a must. The vintage decor accents blend seamlessly with the home's natural materials, creating an ambiance that is both unique and inviting. This retreat offers guests the perfect opportunity to escape the hustle & bustle and experience the perfect blend of luxury, nature, and tranquility.
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Private Villa & Heated Pool, Steps Away from Beach
Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.
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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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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
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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.
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Tideline No. 217, 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.
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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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Designer PH with 180° views of City, Mntn & Ocean.
Welcome to this super spacious, luxurious penthouse in the heart of the city centre. Enjoy 180° views of the City, Ocean and Table Mountain & Lions Head from the massive wrap around balconies on both floors. Close to all the best restaurants, art galleries, coffee shops, bars, museums and much more! All amenities are there as well as fast uncapped WiFi. There is lovely games area upstairs with a view for the best quality-time. No visitors allowed.
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Bungalow 21 - Clifton 3rd by Steadfast Collection
Bungalow 21 feels like a hidden gem amongst Cape Town’s most prestigious coastline. Nestled above Clifton 3rd beach, the bungalow offers sweeping ocean views while you listen to the waves tumble in the bay. Within easy walking distance or a short drive to nearby shops, restaurants and bars, yet secluded enough to unwind to in peace, with its private swimming pool, which is a rare find within Clifton’s prestigious bungalows.
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Popular amenities for Observatory rentals with a pool
House rentals with a pool

Stunning Modern, Spacious, Sea Views in Sea Point!
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Newly Renovated Family Home with Plunge Pool
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Mountain House
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Upper Constantia Greenbelt
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Blackwood Log Cabin
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Sunny 3 Bedroom House with Mountain Views
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Colourful Home with Rooftop and heated Plunge Pool
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Tranquil Family Garden Cottage with Pool
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Condo rentals with a pool

Breathtaking city and harbour views
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Newlands Peak
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Camps Bay The View Villa Gdn apt & Pvt Pool
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Spectacular Beachfront Apartment
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Luxury secure V&A Marina apartment; best location!
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V&A Marina - Gulmarn 101 - With Power Backup
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Parker’s Park Lagoon
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16 on Bree | Fynbos Oasis | 2306
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Home rentals with a private pool

Villa Claybrook - Camps Bay
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Unparalleled Third Beach Clifton Paradise
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Rooftop Pool | Views | 24h power
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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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Your Dream Home in Sunny Camps Bay
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Glen Beach Penthouse A on Glen Beach in Camps Bay
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Top of the World | Opulent Springbok Rd Apartment
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When is the best time to visit Observatory?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $169 NZD | $179 NZD | $149 NZD | $132 NZD | $108 NZD | $101 NZD | $93 NZD | $86 NZD | $93 NZD | $132 NZD | $139 NZD | $176 NZD |
| 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
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Bloubergstrand Beach
- Cbd
- Glencairn Beach
- Cape Town Stadium
- Hout Bay Beach
- Stellenbosch University
- Muizenberg Beach
- Atlantic Seaboard Community
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- District Six Museum
- Cavalli Estate
- Long Beach
- Newlands Forest
- Table Mountain





