
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.

Stylish 1BR - Large Balcony & Breathtaking Views
A chic, modern apartment with a big balcony, in the heart of trendy Bree Street, surrounded by top-notch restaurants and just a short walk to all city highlights. Stylishly decorated with all amenities for a super comfortable stay. Perched on the 21st floor, enjoy breathtaking views of the city, Stadium, Robben Island, Signal Hill, and the sparkling sea. Relax on the rooftop terrace with a refreshing drink from the bar. Just a stroll away from the CTICC and the V&A Waterfront. @CapeTown16onBree

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

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.

Chic Mountain Facing Unit with Roof Top Pool
Welcome to our brand new designer home where where practical meets beauty and stylish taste is the order of the day. Throw your curtains open in the morning to enjoy the Table Mountain views from your ample balcony. The industrial feel and high ceilings give a gallery feel. If the moment grabs you head up to the roof top pool deck and entertainment area where you can enjoy crimson pink sunsets and 360 degree views of Cape Town including the Atlantic Ocean. *Zero power cuts in this building.

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

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.

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.

Central Private Secure with pool, garden, parking
Our studio flat is at the foot of Table Mountain close to hiking trails, 8km to the nearest beach and 4km from the City Centre. It is open plan, has a queen bed (182cm*152cm), a well-equipped kitchen, private garden, a private entrance, secure off-street parking, Wi-Fi, Netflix, and an alarm system. Guests may share our solar-heated swimming pool. (It currently has some peeling in the lining. It will be repaired over winter but is still clean and refreshing).

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.

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.

Spacious Sea Point 1 BR parking, pool, bath, gym!
Spacious family-friendly apartment perfect for remote work. Enjoy uninterrupted WiFi, safe parking, blockout blinds, a relaxing bath, balcony views, and access to a rooftop pool, free gym, and Norfolk Deli. Located on a quiet street just steps from the Sea Point promenade. Cot and high chair available on request — ideal for holidays or working stays.
Popular amenities for Observatory rentals with a pool
House rentals with a pool

Magnificent House with Garden & Mountain View

Bungalow 21 - Clifton 3rd by Steadfast Collection

Blackwood Log Cabin

Newly Renovated Family Home with Plunge Pool

Faraway Urban Oasis; relax, entertain & snuggle.

Hidden Woodstock Retreat

Stylish Villa, 100m From The Camps Bay Beach

Mountain House
Condo rentals with a pool

Newlands Peak

Over The Clouds - 3003 - 16 On Bree

Contemporary, Sea Point pad, w/ views & inverter

913 - Table Mountain Views: Woodstock's WEX1

Sailor’s Away - 3004 - 16 On Bree

Modern Ocean View Retreat in Camps Bay

Breathtaking city and harbour views

Canal and palm views apartment
Home rentals with a private pool

Elegant guest wing with own private garden & pool.

Watch the Sunrise in a Home with a Mountain View

Modern Contemporary Zen Tree House With Pool

Glen Beach Penthouse A on Glen Beach in Camps Bay
Contemporary Farmhouse with Garden and Pool

Upper Constantia Guest House

Table Bay Views from a Luxe Apartment
Solar-Powered Mountain Retreat with Natural Pool
When is the best time to visit Observatory?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ275 | ﺩ.ﺇ272 | ﺩ.ﺇ242 | ﺩ.ﺇ198 | ﺩ.ﺇ202 | ﺩ.ﺇ195 | ﺩ.ﺇ202 | ﺩ.ﺇ187 | ﺩ.ﺇ202 | ﺩ.ﺇ228 | ﺩ.ﺇ242 | ﺩ.ﺇ297 |
| 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 |
Quick stats about vacation rentals with a pool in Observatory

Total vacation rentals
Explore 70 vacation rentals in Observatory

Nightly prices starting at
Observatory vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

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

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Observatory vacation rentals include wi-fi 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
Destinations to explore
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- Rentals with pools Cape Town
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- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Long Beach
- Boulders Beach
- Big Bay Beach
- GrandWest Casino and Entertainment World
- Clifton 4th
- Green Point Park
- Woodbridge Island Beach
- Hout Bay Beach
- St James Beach
- Sandy Bay, Cape Town
- Babylonstoren
- District Six Museum
- Durbanville Golf Club
- Two Oceans Aquarium
- Mojo Market
- Erinvale Estate Hotel and Spa
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Steenberg Tasting Room
- Clovelly Country Club




