
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.

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.

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.

Stunning 3 Bed Penthouse with Ocean Views & Pool
Stunning 3-Bed Penthouse in the Heart of Cape Town at 16 on Bree. Welcome to the epitome of luxury and convenience on the 33rd floor! Located in the iconic 16 on Bree, this penthouse boasts breathtaking views and luxury living that will make you SWOON! Enjoy a leisurely barbeque on your private balcony, a true South African experience. Head to the 'sunsational' pool deck and outdoor gym on the 27th floor. The building has its own shared workspace too. *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

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.

Largo House guest suite
Guest suite with a king size or two single beds, with white cotton linen and en-suite shower bathroom. No separate kitchen, no stove or sink. Counter with small fridge, microwave, kettle, toaster, crockery, cutlery and self-catering breakfast of tea, coffee, milk, rusks, cereal, yoghurt, fruit. Tv, Dstv and Wi-fi Off street parking available Our location is in the suburbs of Cape Town, 12 kms from the city centre and 20kms from the beaches.

Over The Clouds - 3003 - 16 On Bree
Load shedding free apartment. In the center of CapeTown on the ++30th++ floor over the clouds with an amazing view on TableMountain and Downtown. This self catering apartment offers you everything what you need for your stay (either business-/ family or holidaytrip). It includes a bathroom, a washing machine, dishwasher, full equipped kitchen and a balcony for a stunning dinner outside. We are happy to welcome you!

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.

Stone Pine Cottage, Hout Bay
The stone & wood cottage nestles in a wild garden, the bay, beach and village just a kilometer away. The previous owner, a bachelor in his day, used to entertain girl-friends here – and romance still rules in the one-roomed stone cottage, where the mezzanine bedroom has mountain and sea views.
Popular amenities for Observatory rentals with a pool
House rentals with a pool

The Lookout

Magnificent House with Garden & Mountain View

Constantia Manor House by Steadfast Collection

Blackwood Log Cabin

Newly Renovated Family Home with Plunge Pool

Faraway Urban Oasis; relax, entertain & snuggle.

Hidden Woodstock Retreat

Casa dos Gêmeos
Condo rentals with a pool

Insta-Worthy, Front-Row Ocean & Mountain View’s

Zebra‘s Nest - 1308 - 16 In Bree

Marble Harbour - 1315 - 16 On Bree

Newlands Peak

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
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 Sparkling Pool

Villa Claybrook - Sun. Sea. Serenity.

Glen Beach Penthouse A on Glen Beach in Camps Bay

Upper Constantia Guest House

Stylish Villa, 100m From The Camps Bay Beach

Unparalleled Third Beach Clifton Paradise
When is the best time to visit Observatory?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,665 GYD | G$15,456 GYD | G$13,785 GYD | G$11,279 GYD | G$11,488 GYD | G$11,070 GYD | G$11,488 GYD | G$10,652 GYD | G$11,488 GYD | G$12,950 GYD | G$13,785 GYD | G$16,918 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 |
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 G$2,089 GYD 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
- Condo rentals Observatory
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- Rentals with pools Cape Town
- Rentals with pools Western Cape
- Rentals with pools South Africa
- 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




