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.

1 of 1 pages1 / 1
Top guest favorite
An open lounge area features comfortable white sofas and a rustic wooden coffee table. Large windows allow ample natural light, framed by patterned blinds, with a view of the lush garden outside. A chandelier hangs from the ceiling, adding elegance to the space.
Apartment in Bishopscourt
5.0 out of 5 average rating, 128 reviews

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 +

Top guest favorite
A spacious living area features large windows allowing natural light to fill the room. Comfortable seating is arranged around a coffee table, with a television mounted above a fireplace. A chandelier hangs from the ceiling, adding a contemporary touch to the warm environment.
Villa in Table Mountain
4.94 out of 5 average rating, 162 reviews

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.

Guest favorite
A spacious living area features floor-to-ceiling glass doors that offer expansive views of the surrounding landscape. Natural light floods the space, highlighting the modern furnishings, including a comfortable sofa and an elegant glass dining table. A small outdoor terrace is visible, overlooking the hills.
Loft in Vredehoek
4.86 out of 5 average rating, 582 reviews

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.

Guest favorite
A spacious living area features large glass doors that invite natural light, with panoramic views visible outside. A combined leather sofa and soft throw blanket create a cozy corner. The room is complemented by indoor greenery and modern furnishing.
Loft in Vredehoek
4.85 out of 5 average rating, 107 reviews

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.

Luxe
Villa in Clifton
4.91 out of 5 average rating, 121 reviews

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.

Top guest favorite
A spacious balcony is viewed at night, featuring a comfortable lounge suite and glass coffee table. City lights and the illuminated waterfront create a vibrant backdrop, with palm trees softly framing the scene. The sound of water from a nearby pool can be conveyed.
Apartment in Cape Town City Centre
5.0 out of 5 average rating, 144 reviews

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

Guest favorite
A serene garden scene features a refreshing salt-water pool surrounded by lush greenery and colorful plants. A small seating area is visible, offering a cozy spot to relax. The inviting pool reflects the clear sky, creating a peaceful atmosphere for guests.
Guest suite in Woodstock
4.89 out of 5 average rating, 148 reviews

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

Guest favorite
A modern living area features large glass windows providing expansive views of the surrounding landscape. A comfortable sofa adorned with cushions faces a sleek coffee table, while a decorative plant adds a touch of greenery. A flat-screen TV is mounted on a light wood console.
Condo in Cape Town City Centre
4.93 out of 5 average rating, 253 reviews

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.

Guest favorite
Apartment in Lagoon Beach
4.94 out of 5 average rating, 262 reviews

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.

Top guest favorite
The living area features a comfortable grey sofa paired with a yellow accent chair. Round mirrors and framed art adorn the walls, while decorative cushions add a pop of color. A glass table sits atop a soft rug, surrounded by hardwood flooring.
Home in Woodstock
4.94 out of 5 average rating, 181 reviews

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.

Guest favorite
Apartment in Cape Town City Centre
4.84 out of 5 average rating, 186 reviews

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.

Top guest favorite
Condo in Cape Town City Centre
4.96 out of 5 average rating, 104 reviews

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

When is the best time to visit Observatory?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,917 GYDG$22,172 GYDG$18,407 GYDG$16,315 GYDG$13,387 GYDG$12,550 GYDG$11,504 GYDG$10,668 GYDG$11,504 GYDG$16,315 GYDG$17,152 GYDG$21,753 GYD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C