
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.

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.

Crown Comfort - Summer Lux private Hot Tub & Pool
Create lasting memories in this serene, air-conditioned, private haven — a peaceful retreat for relaxation and connection. Sink into plush bedding, unwind in soothing hot tubs, and gather around cozy fireplaces. Enjoy family fun with the pizza oven, under-roof braai, beside the sparkling heated pool (seasonal). Central yet away from the inner-city hustle, offering a safe, calm escape. Baby-friendly, beautifully styled, not affected by power cuts — the perfect getaway for couples or families.

Magnificent Clifton Retreat with Unparalleled Ocean Views
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.

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

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

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.

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.

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.

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.

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

Constantia Manor House by Steadfast Collection

Blackwood Log Cabin

Stylish Green Point Villa | Pool & Garden Retreat

Newly Renovated Family Home with Plunge Pool

Hidden Woodstock Retreat

Casa dos Gêmeos

Colourful Home with Rooftop and heated Plunge Pool
Apartment rentals with a pool

Stylish 1BR - Large Balcony & Breathtaking Views

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

Breathtaking city and harbour views

Luxury Suite at the Beautiful Cape Royale
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 Sparkling Pool

Villa Claybrook - Sun. Sea. Serenity.

Glen Beach Penthouse A on Glen Beach in Camps Bay

Majestic Mountain Views from the Patio of a Designer Studio

Upper Constantia Guest House

Stylish Villa, 100m From The Camps Bay Beach
When is the best time to visit Observatory?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $97 SGD | $96 SGD | $86 SGD | $70 SGD | $71 SGD | $69 SGD | $71 SGD | $66 SGD | $71 SGD | $81 SGD | $86 SGD | $105 SGD |
| 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 holiday rentals with a pool in Observatory

Total holiday rentals
Explore 70 holiday rentals in Observatory

Nightly prices starting at
Observatory holiday rentals start at $13 SGD per night before taxes and fees

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

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Observatory holiday rentals include wifi 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
- Rentals with a patio Observatory
- Rentals with a beach view Observatory
- Pet-friendly rentals Observatory
- Apartment rentals Observatory
- Rentals with a fireplace Observatory
- Flat rentals Observatory
- Smoking-friendly rentals Observatory
- Rentals with a washing machine and dryer Observatory
- Fitness-friendly rentals Observatory
- Family-friendly rentals Observatory
- Rentals with beach access Observatory
- Rentals with outdoor seating Observatory
- Guest house rentals Observatory
- House 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
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Noordhoek Beach
- Durbanville Golf Club
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Erinvale Estate Hotel and Spa
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre




