
Holiday rentals with a pool in Chartwell AH
Find and book unique homes with a pool on Airbnb
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.

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.

Discerning Travellers. Private | Secure | Peaceful
A private luxury villa in the heart of Sandton, designed for secure comfortable group & corporate stays with backup power for uninterrupted comfort. Set in a secure gated neighbourhood, the home offers generous living spaces, a tranquil pool area & seamless indoor-outdoor entertaining. Four en-suite bedrooms, multiple living areas & fast fibre Wi-Fi ensure effortless extended or executive stays. Ideal for business travellers, families & discerning guests seeking space, privacy & convenience.

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.

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.

Luxury 5-Bedroom Home in Kyalami + Back-Up Power
Tucked away in the Kyalami area, indulge in the luxury and elegance. 5 bedrooms, with each room individually appointed. Each room is equipped with en-suite bathroom offering fresh white linens. The home features a spacious common area with a pool, bar, expansive lounge, and a separate dining area. Complimentary daily housekeeping is provided which includes a morning bedroom turn-up, thorough clean of the kitchen, lounges and outdoor dining & lounging areas with the exception of Sundays.

Romantic Cottage Retreat with Wood-Fired Hot Tub
Escape to a charming Karoo Style Cottage. Unwind beneath the shimmering stars as you immerse yourself in pure relaxation within the inviting outdoor wood-fired hot tub. Feel the comforting warmth of the crackling fire as you snuggle up with a captivating book in bed, or let the soothing melodies of vintage records whisk you away to a bygone era. Prepare to be enchanted by the timeless ambiance of this hidden gem, just a short distance away yet a world apart from the hustle and bustle.

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.

Luxury solar powered villa with pool and sauna
Solar powered battery inverter to escape load-shedding and forget your worries in this spacious, peaceful and centrally located place. A stone's throw from the best restaurants, shopping centres, sports facilities, and hospitals. Let the children play in the jungle gym and lush garden. Relax in the sauna and take a dip in a pool to cool down. Exercise at the gym and play pool. We look forward to welcoming you to our perfectly hidden getaway in the middle of bustling city landscapes.

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.

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.

Luxurious Sandton Apartment
This luxurious new apartment is in Masingita towers which is situated just a stone throw away from the Gautrain and 3.2 km from Sandton City Mall. INVERTER FOR LOAD SHEDDING Masingita features an outdoor pool, free WiFi, and a 24-hour front desk. The property is home to the renowned restaurant Bowl'd. It has 2 bedrooms, a balcony, a flat-screen TV, an equipped kitchen with a dishwasher and a microwave, a washing machine, 2 bathrooms with a shower and a guest toilet.
Popular amenities for Chartwell AH rentals with a pool
House rentals with a pool

Modern Designer Luxury Family Haven – Sandton Stay

Solar Power| Pet Friendly | 150m to 4th Ave shops
Luxury Retreat for Work or Leisure with Solar!

Acacia Lodge Luxury Suite 1

Gorgeous home away from home!

Family Garden villa Guesthouse Parkhurst

Luxurious 5 Bedroom Bryanston Getaway

cozy poolside cottage Noordwyk w/ backup power
Apartment rentals with a pool

The Oakes

Bright and cozy studio apartment

Zalari Luxe Dainfern Studio Apartment

Luxurious Private Apartment with Jaccuzi & Pool

Palette Paradise 1Bed 1Bath

Modern,Warm and Cozy one bedroom apartment

One Bedroom Apartment in Melrose Arch

Nathan House
Other holiday rentals with a pool

Luxurious Hideaway Villa (4 King Beds)

Tuscan Retreat (Llama House)

Romantic Jacuzzi + Fireplace Retreat

Stylish Stay @280 Ventura

Broadacres Oasis!

Chic Executive Apartment With Private Garden & Gym

Luxury 3-bedroom Apartment in Fourways, Sandton

150 @ Tocara | Sandton | Power Backup
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 $13 SGD per night before taxes and fees

Verified guest reviews
Over 1,500 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Chartwell AH holiday rentals include wifi 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
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- Rentals with pools City of Johannesburg Metropolitan Municipality
- Rentals with pools Gauteng
- Rentals with pools South Africa
- Gold Reef City Theme Park
- Montecasino
- Masingita Towers
- Rosebank Mall
- Maboneng Precinct
- Dinokeng Game Reserve
- Irene Country Club
- Sun Bet Arena At Time Square Casino
- The Blyde Crystal Lagoon Pretoria
- Menlyn Maine Central Square
- Royal Johannesburg & Kensington Golf Club
- FNB Stadium
- The Blyde
- Fourways Mall
- Arts on Main
- Killarney Country Club
- Wild Waters - Boksburg
- Johannesburg Zoo
- Voortrekker Monument
- Rosemary Hill
- Cradle Moon Lakeside Game Lodge
- Eastgate Shopping Centre
- Faerie Glen Nature Reserve
- Clearwater Mall





