
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.

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
4.98 out of 5 average rating, 212 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.
4.94 out of 5 average rating, 163 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.
4.86 out of 5 average rating, 586 reviewsSolar-Powered Mountain Retreat with Natural Pool
Guests can unwind and recharge at the property's Eco pool, which offers stunning views of the iconic Table Mountain. For those seeking ultimate relaxation the breathtaking ocean views from the big terrace is a must. The vintage decor accents blend seamlessly with the home's natural materials, creating an ambiance that is both unique and inviting. This retreat offers guests the perfect opportunity to escape the hustle & bustle and experience the perfect blend of luxury, nature, and tranquility.
4.92 out of 5 average rating, 185 reviews
360° Design Villa with sunset, whirlpool & privacy
With views for almost 360 degrees, there is a perfect blend of the high life together with tranquility as you move through the home. This stylish and spacious villa is situated high on the slopes of the Table Mountain Nature Reserve with its own garden gate leading straight into the reserve. The en-suite bedrooms are spacious and luxurious. The upper deck and lounge adjoin the kitchen have incredible views of the Twelve Apostles and Camp's Bay, the perfect place for sundowners in the jacuzzi !
4.89 out of 5 average rating, 103 reviews
Private Villa, Pool, Hot Tub 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.
4.91 out of 5 average rating, 124 reviews
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.
4.98 out of 5 average rating, 429 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
4.88 out of 5 average rating, 153 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.
4.94 out of 5 average rating, 265 reviews
Azamara Luxury Villa - Camps Bay
A total of 4 bedrooms with integrated bathrooms and sea view are waiting for you. On the spacious roof terrace with rooftop pool and barbecue you can enjoy the African sun and cool down or relax on one of the other 3 balconies, barbecue or end the day in the jacuzzi. The villa is perfectly located near the beach and promenade of Camps Bay. At the Azamara, no wishes remain unfulfilled. From entertainment systems to a fully equipped kitchen to a pool, everything is taken care of.
4.96 out of 5 average rating, 111 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.
4.94 out of 5 average rating, 184 reviews
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.
4.99 out of 5 average rating, 341 reviewsPopular amenities for Observatory rentals with a pool
House rentals with a pool

Mountain House
4.92 out of 5 average rating, 452 reviews
Newly Renovated Family Home with Plunge Pool
4.95 out of 5 average rating, 172 reviews
Blackwood Log Cabin
4.86 out of 5 average rating, 424 reviews
Colourful Home with Rooftop and heated Plunge Pool
4.98 out of 5 average rating, 405 reviews
Sunny 3 Bedroom House with Mountain Views
4.98 out of 5 average rating, 103 reviews
Tranquil Family Garden Cottage with Pool
4.97 out of 5 average rating, 29 reviews
Casa dos Gêmeos | Pool | Minutes from City Center
5.0 out of 5 average rating, 27 reviews
Luxury 3 bedroom house with Mountain View’s
5.0 out of 5 average rating, 45 reviewsCondo rentals with a pool

Amazing Ocean & Mountain Views From Trendy Condo
4.92 out of 5 average rating, 288 reviews
Breathtaking city and harbour views
4.95 out of 5 average rating, 140 reviews
Newlands Peak
4.79 out of 5 average rating, 126 reviews
Spectacular Beachfront Apartment
4.91 out of 5 average rating, 151 reviews
Signature Home @ Waterfront Canals
4.96 out of 5 average rating, 110 reviews
#1202 Cartwright - Bold & Stylish
4.81 out of 5 average rating, 119 reviews
16 on Bree | Sailor’s Away | 3004
4.89 out of 5 average rating, 368 reviews
16 on Bree | Over The Clouds | 3003
4.83 out of 5 average rating, 174 reviewsHome rentals with a private pool

Glen Beach House - Penthouse
4.94 out of 5 average rating, 144 reviews
Camps Bay Family Beach home with great views.
4.97 out of 5 average rating, 261 reviewsContemporary Farmhouse with Garden and Pool
4.96 out of 5 average rating, 186 reviews
Villa Claybrook - Camps Bay
4.96 out of 5 average rating, 112 reviews
Ocean View Villa- Heated Pool, Close to the Beach
4.94 out of 5 average rating, 170 reviews
Modern Contemporary Zen Tree House Sparkling Pool
4.87 out of 5 average rating, 151 reviews
Garden Apartment with View of Table Mountain
4.96 out of 5 average rating, 169 reviews
Chic Boutique-Hotel Feel at a Seafront Pad, Clifton
4.98 out of 5 average rating, 163 reviewsWhen 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$16,316 GYD | G$13,387 GYD | G$12,550 GYD | G$11,505 GYD | G$10,668 GYD | G$11,505 GYD | G$16,316 GYD | G$17,152 GYD | G$21,754 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
- Rentals with beach access Observatory
- Family-friendly rentals 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
- Cbd
- Bloubergstrand Beach
- Cape Town Stadium
- Glencairn Beach
- Atlantic Seaboard Community
- Stellenbosch University
- Hout Bay Beach
- Muizenberg Beach
- Canal Walk Shopping Centre
- Clifton 4th
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- Cavalli Estate
- District Six Museum
- Long Beach
- Sea Point Pavilion
- Newlands Forest





