Vacation rentals with a pool in Observatory

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Top-rated rentals with a pool in Observatory

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Guest favorite
The historic Mount Pleasant manor is surrounded by lush greenery and flowering plants. Its impressive white façade features arched windows and climbing vines, merging harmoniously with the natural landscape. Table Mountain can be seen in the background, enhancing the picturesque setting.
Guest suite in Rondebosch
4.97 out of 5 average rating, 164 reviews

Elegant guest wing with own private garden & pool.

Feel spoilt by the elegance of yesteryear in the 1800’s manor of Mount Pleasant. Dine al fresco beside your private pool at this historic property nestled under Table Mountain. Unwind with a glass of Cape wine in the gracious and romantic guest suite with its own vine-strewn garden, or curl up in an armchair by the grand stone fireplace. The spacious and airy open-plan guest suite is ideal for couples and young families. Centrally located in leafy Newlands, within walking distance of the famous sports stadiums, UCT and SACS. The house has been recently renovated and is a family home, and the property of Mount Pleasant is an interesting slice of Cape Town’s history, dating back to the 18th Century. The guest suite is ideal for a couple or family and consists of: - one large open plan bedroom-lounge (sleeps 3 - 4) - a full kitchen - bathroom with bath, shower, double vanity - a private lap pool - private garden looking up to Table Mountain and Devil’s Peak. In summer, lazing beside the sunny pool, dining outside and having a traditional South African “braai” (barbecue) are a must and in winter the roaring fire, full kitchen and TV provide a warm retreat. The bedroom-lounge is open plan with separate kitchen and bathroom. King size bed, a single sofa bed and a further single bed set up in the suite for 4th guest if required. Cable TV and WiFi are included. On offer are bottles of wine and drinks, laundry and cleaning services. Other extras which may be available are: use of the baronial dining room for meetings (seating for up to 18 people) or special occasions (daytime only). Please note: the pool is NOT fenced and is immediately adjacent to the suite, so please take extra care (therefore the space is not recommended for children who cannot swim). Private garden and pool. Off-street parking for 1 car. Use of the large dining room on request. Guests can enjoy total privacy, but the family and domestic staff are usually at home to welcome you and happy to answer questions and assistance via phone or text.Our friendly dogs: Boris, Frankie, Josh and Pixel will always give you an enthusiastic welcome (but your garden and wing is private so the dogs won’t bother you). Newlands is one of the original leafy suburbs of Cape Town bordering the University and State President’s residence. Lovely and sheltered from summer winds and cafes, restaurants and shops are a stroll away. Newlands is perfectly central for most of Cape Town’s most popular excursions. Table Mountain and cableway, the V&A Waterfront, beaches, wine farms, and the city centre are all within 10-25 minutes' drive and Ubers etc are readily available. The suburb of Newlands itself has many attractions, but to enjoy the full offering of Cape Town we recommend hiring a car or taking a taxi (Uber or call-taxi). Private guides or drivers will also collect directly from the premises. Airport transfers/shuttles/taxis are available at the airport or by booking through a transfer company. POOL Important: the pool is not protected with a net or fence and is immediately adjacent to the suite so please be careful and we do NOT recommend the suite for infants/children who cannot swim. PETS We can accommodate pets on request, but be aware there are resident dogs. EXTRAS Extras, such as wine, can be paid in cash or through the SnapScan App. MEETINGS & FUNCTIONS The baronial dining room can be booked for special meetings and daytime functions (rates/availability on request). It is a handsome room and seats 14-18 people. SHOOTS & LOCATION The Mount Pleasant manor house and grounds may be available for professional photography/film shoots. This would need to be by special arrangement directly with owners or their agents. Rates vary according to specifics of the shoot. (Please note: use of the guest space for commercial shoots would be an extra cost and is not included in the accommodation rate).

Top guest favorite
Guest suite in Camps Bay
5 out of 5 average rating, 104 reviews

See the Ocean from the Hibiscus Camps Bay Garden Apartment

Wake up to birds singing in the Hibiscus tree outside this peaceful, two-story coastal apartment. Lounge on the terrace with views of landscaped gardens, the ocean, and surrounding mountains. Be sure to enjoy the refreshing pool after a long day. We are not able to accommodate children The first level (ground floor level of the villa)consists of the cosy decorated lounge with flat screen TV, a dining area and the fully equipped little kitchen which can be separated from the lounge by an artfully painted sliding door. A small terrace invites you to sit outside for breakfast or sundowners. From the lounge a staircase leads downstairs to the basement with it's bedroom, a passage to the bathroom(shower only)and the dressing room. The King size bed can be separated and configured into single beds. Our guests are invited to sit in the beautifully landscaped garden on their own terrace with sun loungers and side table or enjoy the big swimming pool . From here stunning views over the whole bay and the surrounding mountains as well as spectacular sunsets will delight your senses. We respect the privacy of our guests yet we enjoy to extend hospitality and the feeling of home from home .We are available under the same roof to advise,support,recommend and help our guests to make their stay a memorable one. Camps Bay offers restaurants, cafes, bars, shopping, and different beaches. It has been officially declared the safest area of Cape Town, due to privately organised street patrols and security companies. The beach is a 15-minute walk away. MyCity bus stop is circa 400m away on Geneva Drive with one route clockwise and another anticlockwise to transport visitors either to town or downhill to the Promenade . Uber taxis or any of the local companies are another option From our house it's a 15 min walk downhill into Camps Bay Security : Street parking only - Camps Bay has been officially declared the safest area of Cape Town The property is fully in and outdoor secured

Top guest favorite
A panoramic view of the coast reveals soft waves lapping against rocky formations. The vibrant blue ocean contrasts against the sandy beach, with a clear sky above. Sun loungers are visible on a spacious deck, providing a place to enjoy the scenic surroundings.
Home in Camps Bay
4.97 out of 5 average rating, 109 reviews

Glen Beach Penthouse A on Glen Beach in Camps Bay

The penthouse is situated in Camps Bay, which has become a famous landmark with internationally recognised restaurants, crystal sand beaches, and exceptional sunsets. The gorgeous local scenery makes it a fine destination for scenic coastal walks. Please note that a breakage deposit of R20 000.00 will need to be signed on arrival. Please make sure that you have a Master or Visa Credit Card available for this. No Debit Cards accepted. Please note that this villa is for Accommodation only and we do not allow Function Venues.

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, 558 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 bright, open living space features large glass walls allowing views of the ocean. A comfortable sectional sofa and a wooden coffee table are present. An outdoor dining area and sunshade are visible, enhancing the connection between indoor and outdoor areas.
Apartment in Clifton
4.97 out of 5 average rating, 816 reviews

Admire Sea Views from a Stunning Apartment by Clifton Beach

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.

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
4.94 out of 5 average rating, 220 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
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
4.88 out of 5 average rating, 128 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

Top guest favorite
A serene waterway is visible, lined with tropical palm trees and lush greenery. Several individuals can be seen paddling kayaks and stand-up paddleboards in vibrant orange and yellow colors, enjoying the calm water of the canal.
Apartment in Green Point
4.99 out of 5 average rating, 148 reviews

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

Top guest favorite
A private outdoor area features a luxurious pool surrounded by potted plants, offering a view of the mountain in the background. Sunlight reflects off the water, creating a serene atmosphere. An outdoor dining table and benches can be seen on the patio beside the pool.
Guest suite in Camps Bay
5 out of 5 average rating, 224 reviews

Tranquil studio w/own pool 100m from beach

Unwind on the poolside loungers after a busy day exploring and enjoy the view of Table Mountain. This spacious modern studio looks out onto your own exclusive use luxurious private pool patio. Go for a morning stroll along the beach, just 100 meters away. Use the study desk area indoors, or the large poolside table outside on the sheltered patio to work remotely with our high speed Fiber. The studio has backup lighting, air conditioning, Netflix and your own gated parking bay.

Top guest favorite
Apartment in Camps Bay
4.98 out of 5 average rating, 284 reviews

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.

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, 157 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.

Top guest favorite
An outdoor patio area features a wooden deck with a round table surrounded by woven chairs. Scenic views of mountains and cityscape are visible in the background, showcasing a relaxed atmosphere for gathering.
Apartment in Cape Town City Centre
4.92 out of 5 average rating, 194 reviews

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.

Popular amenities for Observatory rentals with a pool

When is the best time to visit Observatory?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$15,660 GYDG$15,451 GYDG$13,780 GYDG$11,275 GYDG$11,484 GYDG$11,066 GYDG$11,484 GYDG$10,649 GYDG$11,484 GYDG$16,286 GYDG$17,121 GYDG$21,715 GYD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

Quick stats about vacation rentals with a pool in Observatory

  • Total vacation rentals

    Explore 110 vacation rentals in Observatory

  • Nightly prices starting at

    Observatory vacation rentals start at G$4,176 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,920 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    110 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