
Holiday rentals with a pool in Chartwell AH
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Chartwell AH

Total holiday rentals
Explore 80 holiday rentals in Chartwell AH

Nightly prices starting at
Chartwell AH holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Chartwell AH holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chartwell AH rentals

4.7 Average rating
Chartwell AH stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Chartwell AH
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Lux 10th floor sunset condo (full backup power)
Gorgeous sunsets from this luxurious apartment on the 10th floor. Includes 2 bedrooms, a balcony, flat-screen TV, smeg equipped kitchen with a dishwasher + microwave, washing machine, 2 bathrooms with a shower (and one bath) and guest toilet. Includes a full backup power system! Masingita features an outdoor pool and the property is home to the renowned restaurant Bowl'd, which also provides a bar. Masingita is situated just a stone throw away from the Gautrain and 3.2km from Sandton City Mall.
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Modern open plan living - Gravity House
Situated in the highly sought-after Little Chelsea in Parkhurst, Gravity House is a newly-renovated home. Stylishly furnished, it’s ideal for business travellers, families, or weekend getaways. Full back up power! The location is within walking distance from the renowned 4th Avenue strip which boasts trendy watering holes and some of the finest restaurants in Joburg. Located in a cul-de-sac with a private park down the road, it’s the perfect escape from the hustle and bustle of city life.
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Artsy oasis in chilled Parkhurst
Our home is a canvas of tasteful decoration, adorned with unique furniture pieces that infuse the space with character and charm. The enchanting outdoor space is a haven for al fresco dining and relaxation by the sparkling pool. Only a 1-minute stroll away, you'll find yourself on the vibrant 4th Avenue – Parkhurst's beating heart. Indulge in the best fine dining and explore art galleries. Power supply is uninterrupted. Child-friendly, and with a dedicated workspace for business travelers.
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Calm & Luxurious | Garden Unit 257 | Power Backup
We welcome you to relax in our calm and luxurious space situated in a quiet section of Fourways. The apartment is uniquely and tastefully designed with amenities that radiate style and comfort. Treat yourself to this stunning apartment with a queen size bed, a fully equipped kitchen and a modern bathroom. Unwind on the patio or on the couch and enjoy a TV with Netflix and Youtube. The apartment has electricity backup that runs the TV and the Wi-Fi. Book your stay today and indulge in luxury.
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Cosy Garden villa Guesthouse Parkhurst
Secure Safe Family Garden Family Oasis , Restaurant mecca, Quiet Private and secure suburb near Sandton. Remote working, Exercise, Leafy surroundings, Birdwatching Private Patio & Heated Pool. 24/7 Power Superfast uncapped WIFI 6 Guests Max 1 King - Bedroom 1 Inc en-suite Jacuzzi bath 1 Queen - Bed 2 2 singles generally for children (1 mobile 1 in Lounge) BABY Equipped - New Born baby cot, bath, high chair etc AC in bedrooms Netflix Armed response 🚓 Owners cottage on property
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Poolside Villa
Escape to this off-grid retreat powered by solar energy and surrounded by lush greenery. Relax by the shared pool, enjoy a game of pool on the patio, or use the braai for outdoor dining. The open-plan kitchen includes a gas stove, and the living area offers cozy seating and a smart TV with high-speed WiFi. With sleek bedrooms and modern bathrooms, this eco-friendly getaway is perfect for couples or remote workers seeking tranquility and modern comforts in a peaceful, stylish setting.
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Casa Grande-Fourways l Secure & No Loadshedding
Welcome to Casa Grande, your stylish retreat in the heart of Fourways. Nestled in the sought-after Cedar Creek Estate, this modern home is designed for comfort, connection, and relaxation. Enjoy elegant interiors, spacious living areas, and sunny afternoons by the pool. Whether you're travelling with family, friends, or colleagues, Casa Grande is the perfect place to unwind, reconnect, and create unforgettable memories. Your Fourways escape awaits—we look forward to welcoming you.
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Peaceful escape w/ padel, pool, gym & backup power
Tocara Luxe Living is a serene two-bedroom, two-bathroom sanctuary tucked within secure Tocara Estate in Chartwell, Fourways. Designed in warm, earthy layers and soft textures, the space invites you to slow down and settle in. Enjoy uninterrupted power, fast WiFi, a private balcony for quiet mornings, and a fully equipped kitchen for effortless stays. Estate amenities include a lap pool, padel courts, gym and 24-hour security — all just minutes from Steyn City and Lanseria Airport
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Executive Retreat in Broadacres, Fourways
Relax and unwind in this serene executive apartment, which features an open-concept living space and a sizeable balcony. The kitchen is open plan and fully equipped for self catering. Queen bed bedroom, stylish bathroom with walk-in shower, and secure parking space. WiFi throughout the apartment, a smart TV with Netflix, YouTube. A perfect stay home condo. The complex is perfectly surrounded by restaurants and shopping centers, Fourways mall and Monte Casino close in proximity.
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Lux Signature Stay | Fourways | 1 Bed | Soft Linen
Experience a luxurious stay at this Fourways apartment, perfect for couples or business travelers. Enjoy the convenience of being located in the center of Fourways. Retreat to your stunning apartment with 1 queen size bed, a fully equipped kitchen, and a modern bathroom. Unwind on the patio or on the couch and enjoy a TV with Netflix and Youtube. The apartment has electricity power back-up that runs the TV and the WiFi. Book your stay today and indulge in comfort and luxury.
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Leopard Lounge Warm & Cozy Ground floor_garden
Tranquil and inviting garden unit near Fourways. Experience rich safari-inspired charm in this elegant 1-bedroom garden escape. Enjoy uninterrupted power (inverter supports Wi-Fi, TV, and lights). Includes gas hobs, a washer, and dishwasher. 24-hour security offers complete peace of mind. Padel courts, a clubhouse with pool, lap pool, gym, and co-working spaces with Wi-Fi. Children’s play zone. Upscale shopping centres nearby complete this premium getaway.
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Urban Serenity
Experience modern elegance and comfort at The Urban Oasis. Nestled in a serene setting, our stylish apartment offers the perfect blend of convenience and luxury. Enjoy the selection of pools, a gym, clubhouse, coffee shop and padel courts. Our ground floor location is easily accessible, with back up power and a dedicated workspace. A fully equipped kitchen and washing machine provide added convenience. Make The Urban Oasis your home away from home!
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Popular amenities for Chartwell AH rentals with a pool
House rentals with a pool

Deluxe home in the heart of Bryanston, Sandton
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Luxury 5-Bedroom Home in Kyalami + Back-Up Power
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Blessed House Luxury into Nature in Sandton
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Villa Lechlade Exclusive Use
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Acacia Lodge Luxury Suite 1
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Gorgeous home away from home!
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4OnJuweel
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Creative Cottage, Sandton Johannesburg.
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Condo rentals with a pool

Bright and cozy studio apartment
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Luxurious Apartment with Private Jaccuzi & Pool
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Palette Paradise 1Bed 1Bath
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Modern,Warm and Cozy one bedroom apartment
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Melrose Arch 1BR | King Bed, Pool & Power
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Luxurious Sandton Apartment
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Nathan House
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Kurhula Suite|Modern Midrand Stay| Fast Wi-Fi
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Other holiday rentals with a pool

Vibrant 1-Bedroom Apartment with UPS, Pool &Garden
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2Bed •2Bath •PowerBackup •Padel Court •Fourways
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Fourways Apartment
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Apartment in Fourways
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Soulful Sanctuary
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Home away from home
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Guest favourite Cosy, Classy and spacious Haven.
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Modern, Peaceful Stay in Broadacres
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Destinations to explore
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- Mall Of Africa
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- University of the Witwatersrand
- The Glen Shopping Centre
- Loftus Versfeld Stadium
- Carnival City Casino





