
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$4,183 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 +

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.

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.

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.

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.

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

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

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.

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.

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.

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.

Signature Home @ Waterfront Canals
You will have a unique and elevated experience when you stay in this apartment. The location is unparalleled, Foreshore is a sought after neighbourhood in Cape Town, with close proximity to the iconic Waterfront, walking distance to CTICC, plenty of activities and dine out options to enjoy and make the most of your stay. The building is extremely safe, there is 24/7 security monitoring the premises and surrounding areas.
Popular amenities for Observatory rentals with a pool
House rentals with a pool

Bungalow 21 - Clifton 3rd by Steadfast Collection

Newly Renovated Family Home with Plunge Pool

Stunning Modern, Spacious, Sea Views in Sea Point!

Mountain House

Colourful Home with Rooftop and heated Plunge Pool

Blackwood Log Cabin

Sunny 3 Bedroom House with Mountain Views

Tranquil Family Garden Cottage with Pool
Condo rentals with a pool

Newlands Peak

Breathtaking city and harbour views

Spectacular Beachfront Apartment

Luxury secure V&A Marina apartment; best location!

Camps Bay The View Villa Gdn apt & Pvt Pool

V&A Marina - Gulmarn 101 - With Power Backup

Modern Ocean View Retreat in Camps Bay

Parker’s Park Lagoon
Home rentals with a private pool
Contemporary Farmhouse with Garden and Pool
Rooftop Pool | Views | 24h power

Clifton Sunset - Superhost & Guest Favorite

Your Dream Home in Sunny Camps Bay

Glen Beach Penthouse A on Glen Beach in Camps Bay

Heated Pool / BBQ / Close to Beach / Firepit

Garden Apartment with View of Table Mountain

Modern Contemporary Zen Tree House with Pool
When is the best time to visit Observatory?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,917 GYD | G$22,172 GYD | G$18,407 GYD | G$16,315 GYD | G$13,387 GYD | G$12,550 GYD | G$11,504 GYD | G$10,668 GYD | G$11,504 GYD | G$16,315 GYD | G$17,152 GYD | G$21,753 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
- 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





