Vacation Rentals with Pool in Windsor, Randburg: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  South Africa

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1018 Best Vacation Rentals with Pool in Windsor (Starting from $21)

Jubilee Lodge Guest House
Jubilee Lodge Guest House
House
Johannesburg, South Africa
0.5k from Windsor center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, 4-star, Lodgings, Vacation rentals

7 Bedrooms4 Guests
8.8

Fabulous

23 reviews

$72
Average price / night
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Isabel's Guesthouse
Isabel's Guesthouse
House
9 Premiers Ave, Randburg, 2194, South Africa
0.4k from Windsor center

Airport Transportation, Barbecue, Breakfast Available, Business Services, Free Parking, Frontdesk 24 Hour, Housekeeping, Internet, Laundry

2.0

Review score

7 reviews

$25
Average price / night
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Isabels2 Guest house
Isabels2 Guest house
Apartment
Johannesburg, South Africa
0.5k from Windsor center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Accessible hotels

1 Bedroom2 Guests
1.0

Review score

4 reviews

$21
Average price / night
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Aman Lodge
Aman Lodge
Apartment
Johannesburg, South Africa
0.7k from Windsor center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$90
Average price / night
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Spacious 2bed flat
Spacious 2bed flat
Cottage
Randburg, 2115, South Africa
0.6k from Windsor center

Balcony, Dryer, Extra Bed, Kitchen, Laundry, Outdoor Space, Pool

3 Bedrooms6 Guests
New to Booking
$42
Average price / night
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Villa Theresa
Villa Theresa
House
Johannesburg, South Africa
0.9k from Windsor center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$28
Average price / night
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Spacious hotel suites with WiFi, AC, fitness room in vibrant Johannesburg
Spacious hotel suites with WiFi, AC, fitness room in vibrant Johannesburg
Apartment
Johannesburg, 2115, South Africa
1.5k from Windsor center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

11 Bedrooms11 Guests
New to Booking
$138
Average price / night
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Northcliff Green House
Northcliff Green House
Apartment
Johannesburg, South Africa
0.9k from Windsor center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$39
Average price / night
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11 Hotel Suites in Northcliff with AC, Wi-Fi, swimming pool & free breakfast.
11 Hotel Suites in Northcliff with AC, Wi-Fi, swimming pool & free breakfast.
Apartment
Randburg, 2115, South Africa
1.5k from Windsor center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Laundry

11 Bedrooms11 Guests
New to Booking
$129
Average price / night
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PS NGOBESE
PS NGOBESE
Apartment
Windsor, Randburg, Gauteng, South Africa
0.9k from Windsor center

Parking, Pet Friendly, Air Conditioner, Pool, Breakfast, Balcony/Terrace, Internet

8 Bedrooms42 Guests
New to Booking
$105
Average price / night
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Valley Crest Apartments
Valley Crest Apartments
Apartment
Cresta Ext 2, Randburg, 2194, South Africa
1.5k from Windsor center

Balcony, Kitchen, No Smoking, Outdoor Space, Pool

2 Bedrooms6 Guests
New to Booking
$55
Average price / night
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Luxury solar powered villa with pool and sauna in Northcliff
Luxury solar powered villa with pool and sauna in Northcliff
House
Johannesburg, South Africa
1.2k from Windsor center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings

3 Bedrooms8 Guests
9.3

Superb

10 reviews

$166
Average price / night
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49 On Cherry Guesthouse
49 On Cherry Guesthouse
House
49 Cherry Drive, Randburg, 2194, South Africa
1.6k from Windsor center

AC, Barbecue, Free Parking, Heater, Housekeeping, Internet, Kitchen, Laundry, Microwave

10.0

Exceptional

19 reviews

$93
Average price / night
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49-on-Cherry
49-on-Cherry
House
Johannesburg, South Africa
1.6k from Windsor center

B&bs, Luxury, Accommodations, Pools, Parking, Guest houses, Homestays, Pet-friendly, 4-star

10 Bedrooms27 Guests
9.3

Superb

242 reviews

$94
Average price / night
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Private garden apartment in Johannesburg
Private garden apartment in Johannesburg
Cottage
Northcliff, 2115, South Africa
2.3k from Windsor center

Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$68
Average price / night
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House Sunbeam GuestHouse
House Sunbeam GuestHouse
House
Johannesburg, South Africa
1.9k from Windsor center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Places to stay

7 Bedrooms18 Guests
7.0

Good

3 reviews

$63
Average price / night
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The Cliffside Boutique Getaway
The Cliffside Boutique Getaway
House
182 Frederick Dr, Randburg, 2115, South Africa
2.3k from Windsor center

AC, Balcony, Bar, Barbecue, Breakfast Included, Business Services, Free Parking, Heater, Housekeeping

10.0

Exceptional

8 reviews

$190
Average price / night
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Family Holiday Home in Randburg
Family Holiday Home in Randburg
House
Johannesburg, South Africa
1.9k from Windsor center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms8 Guests
8.0

Good

2 reviews

$109
Average price / night
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Fantastic 1-bedroom apartment in vibrant Roodepoort perfect for relaxing
Fantastic 1-bedroom apartment in vibrant Roodepoort perfect for relaxing
Apartment
Roodepoort, 2169, South Africa
2.4k from Windsor center

Dryer, Free Parking, Heater, Laundry, Microwave, Pool, TV, Washer

1 Bedroom2 Guests
New to Booking
$73
Average price / night
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FM GUEST LODGE Comfort, Tranquility & Peace of Mind
FM GUEST LODGE Comfort, Tranquility & Peace of Mind
House
Johannesburg, South Africa
1.9k from Windsor center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Spa, Lodgings, Vacation rentals

17 Bedrooms28 Guests
6.4

Good

441 reviews

$25
Average price / night
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Exclusive Executive Apartment
Exclusive Executive Apartment
Apartment
Risidale, 2195, South Africa
2.4k from Windsor center

Fitness Equipment, Laundry, No Smoking, Pool

1 Bedroom2 Guests
New to Booking
$120
Average price / night
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House Higgo
House Higgo
House
Windsor, Randburg, Gauteng, South Africa
1.9k from Windsor center

Smoking, Kitchen, Balcony/Terrace, Pool, Internet, Parking, Laundry

4 Bedrooms9 Guests
8.0

Good

277 reviews

$69
Average price / night
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Verdi Apartments - executive living space
Verdi Apartments - executive living space
Apartment
Randburg, 2195, South Africa
2.4k from Windsor center

No Smoking, Pool

1 Bedroom2 Guests
New to Booking
$100
Average price / night
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Over The Moon Guesthouse
Over The Moon Guesthouse
House
229 Frederick Drive, Randburg, 2195, South Africa
2.6k from Windsor center

AC, Barbecue, Breakfast Available, Business Services, Free Parking, Housekeeping, Internet, Laundry, Outdoor Space

8.8

Fabulous

9 reviews

$158
Average price / night
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Orangerie Guesthouse
Orangerie Guesthouse
House
4 Hillel Avenue, Randburg, 2195, South Africa
2.7k from Windsor center

AC, Breakfast Available, Business Services, Free Parking, Heater, Housekeeping, Internet, Kitchen, Laundry

9.0

Fabulous

20 reviews

$71
Average price / night
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The Royal Princess Garden in Randburg
The Royal Princess Garden in Randburg
House
111 Malibongwe Drive, Randburg, 2194, South Africa
2.7k from Windsor center

AC, Babysitting, Barbecue, Business Services, Free Parking, Heater, Housekeeping, Internet, Kitchen

1 Bedroom2 Guests
5.0

Review score

2 reviews

$109
Average price / night
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Lovely Modern Apartment. In the  heart of Randpark Ridge, close to the shopping
Lovely Modern Apartment. In the heart of Randpark Ridge, close to the shopping
House
Randburg, 2169, South Africa
2.9k from Windsor center

Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool, TV

1 Bedroom2 Guests
New to Booking
$75
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Windsor.

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Windsor Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1018 verified vacation rentals with a pool in Windsor. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Windsor vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $21 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Windsor offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Windsor welcome pets. Currently, 20 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Windsor often include additional outdoor features such as Pool, Balcony/Terrace, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Windsor offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.