Vacation Rentals with Pool in Garden Route Trail, Wilderness: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  South Africa

  4.  Western Cape

  5.  Wilderness
  6.  Garden Route Trail

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91 Best Vacation Rentals with Pool in Garden Route Trail (Starting from $55)

Mes Amis Beach Guest House
Mes Amis Beach Guest House
House
Garden Route Trail, Wilderness, Western Cape (province), South Africa
0.2k from Garden Route Trail center

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

11 Bedrooms10 Guests
9.7

Exceptional

722 reviews

$170
Average price / night
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Dolphin Dunes Guest House
Dolphin Dunes Guest House
House
Buxton Close, Wilderness, 6560, South Africa
0.3k from Garden Route Trail center

AC, Barbecue, Breakfast Included, Fitness Equipment, Free Parking, Housekeeping, Internet, Outdoor Space, Pool

9.8

Exceptional

8 reviews

$108
Average price / night
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Garden Route beach house - Wilderness -
Garden Route beach house - Wilderness -
Villa
Wilderness, South Africa
0.3k from Garden Route Trail center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$234
Average price / night
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An exclusive and vast four bedroom/four bathroom house on the beach front
An exclusive and vast four bedroom/four bathroom house on the beach front
House
Wilderness, 6560, South Africa
1.1k from Garden Route Trail center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
9.6

Exceptional

15 reviews

$476
Average price / night
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Dolphin Dunes Guesthouse
Dolphin Dunes Guesthouse
House
Wilderness, South Africa
0.3k from Garden Route Trail center

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

12 Bedrooms25 Guests
9.3

Superb

793 reviews

$66
Average price / night
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Stylish & Cozy House - 5min from the beach!
Stylish & Cozy House - 5min from the beach!
House
Wilderness, 6560, South Africa
1.1k from Garden Route Trail center

Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$257
Average price / night
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Stone Cottage at Pirates Creek
Stone Cottage at Pirates Creek
Apartment
Wilderness, South Africa
0.5k from Garden Route Trail center

Apartments, Accommodations, Pools, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

5 Bedrooms8 Guests
9.4

Superb

5 reviews

$175
Average price / night
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Wilderness Beach Resort
Wilderness Beach Resort
House
877 6th Avenue, Wilderness, 6560, South Africa
2.0k from Garden Route Trail center

Barbecue, Breakfast Available, Business Services, Fitness Equipment, Free Parking, Heater, Housekeeping, Internet, Kitchen

8.4

Very Good

11 reviews

$102
Average price / night
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Dune Villa Wilderness
Dune Villa Wilderness
House
Garden Route Trail, Wilderness, Western Cape (province), South Africa
0.6k from Garden Route Trail center

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

5 Bedrooms10 Guests
9.4

Superb

284 reviews

$201
Average price / night
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Sea Paradise
Sea Paradise
House
79A SANDS ROAD, Wilderness, 6560, South Africa
2.4k from Garden Route Trail center

Free Parking, Heater, Housekeeping, Internet, Microwave, No Smoking, Outdoor Space, Toys

9.4

Superb

31 reviews

$100
Average price / night
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Shan C
Shan C
Apartment
Garden Route Trail, Wilderness, Western Cape (province), South Africa
0.7k from Garden Route Trail center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

4 Bedrooms10 Guests
9.9

Exceptional

261 reviews

$130
Average price / night
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Ichibi Lakeside Lodge, where peace and nature come together.
Ichibi Lakeside Lodge, where peace and nature come together.
House
wilderness, 6560, South Africa
2.5k from Garden Route Trail center

AC, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Laundry, Living Area, No Smoking

5 Bedrooms10 Guests
New to Booking
$860
Average price / night
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SEASENSE Boutique Beach Villa
SEASENSE Boutique Beach Villa
House
Wilderness, South Africa
1.0k from Garden Route Trail center

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

6 Bedrooms17 Guests
9.6

Exceptional

94 reviews

$174
Average price / night
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Inn2Wilderness Guesthouse
Inn2Wilderness Guesthouse
House
906 8th Avenue, Wilderness, 6560, South Africa
2.7k from Garden Route Trail center

Breakfast Available, Free Parking, Internet, Outdoor Space, Pool, Toys, TV

9.4

Superb

13 reviews

$74
Average price / night
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Stay Wilderness
Stay Wilderness
Apartment
Wilderness, South Africa
1.0k from Garden Route Trail center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
8.7

Fabulous

91 reviews

$71
Average price / night
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Cinnamon Boutique
Cinnamon Boutique
House
Beacon Road, Wilderness, PO Box 839, South Africa
2.7k from Garden Route Trail center

AC, Bar, Barbecue, Breakfast Included, Business Services, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Grocery

9.6

Exceptional

40 reviews

$166
Average price / night
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Stylish house/Heated swimming pool-5min to Beach
Stylish house/Heated swimming pool-5min to Beach
House
Wilderness, South Africa
1.1k from Garden Route Trail center

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

4 Bedrooms8 Guests
9.1

Superb

50 reviews

$111
Average price / night
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Hildesheim Guest House
Hildesheim Guest House
House
3 Kerk Street, Wilderness, 6560, South Africa
3.5k from Garden Route Trail center

Free Parking, Heater, Housekeeping, Internet, Laundry, Outdoor Space, Patio, Pool, TV

9.0

Fabulous

36 reviews

$82
Average price / night
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Cloverleigh Guest House
Cloverleigh Guest House
House
George, South Africa
1.1k from Garden Route Trail center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Hot tubs

5 Bedrooms12 Guests
9.6

Exceptional

251 reviews

$67
Average price / night
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Shangri-La Manor - Adults Only
Shangri-La Manor - Adults Only
House
101 Platrug Road, Wilderness, 6560, South Africa
4.8k from Garden Route Trail center

AC, Barbecue, Breakfast Included, Business Services, Fitness Equipment, Free Parking, Housekeeping, Internet, Laundry

10.0

Exceptional

20 reviews

$164
Average price / night
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Villa Keys House or Flat
Villa Keys House or Flat
House
Garden Route Trail, Wilderness, Western Cape (province), South Africa
1.1k from Garden Route Trail center

Kitchen, Pool, Pet Friendly, Parking, Internet, Balcony/Terrace, Child Friendly

5 Bedrooms14 Guests
8.0

Good

1 reviews

$188
Average price / night
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Clairewood
Clairewood
Cottage
Silver River Street, Wilderness Heights, Wilderness, 4052, South Africa
4.9k from Garden Route Trail center

AC, Barbecue, Free Parking, Heater, Housekeeping, Kitchen, Living Area, Microwave, No Smoking

New to Booking
$140
Average price / night
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Cottage Twelve14
Cottage Twelve14
Apartment
Wilderness, South Africa
1.2k from Garden Route Trail center

Apartments, Cheap, Accommodations, Parking, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom2 Guests
9.8

Exceptional

5 reviews

$97
Average price / night
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Oakhurst Farm Cottages
Oakhurst Farm Cottages
Cottage
Oakhurst Farm, Wilderness, 6560, South Africa
6.7k from Garden Route Trail center

Barbecue, Free Parking, Heater, Housekeeping, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

1 Bedroom5 Guests
10.0

Exceptional

2 reviews

$127
Average price / night
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Wilderness@OceanView
Wilderness@OceanView
Apartment
Wilderness, South Africa
1.3k from Garden Route Trail center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Self-catering

3 Bedrooms8 Guests
6.5

Good

12 reviews

$91
Average price / night
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Victoria Heights B and B
Victoria Heights B and B
House
N2 Victoria Heights Turn off, Wilderness, 6530, South Africa
7.0k from Garden Route Trail center

AC, Barbecue, Breakfast Included, Business Services, Dryer, Free Parking, Heater, Housekeeping, Internet

9.6

Exceptional

17 reviews

$97
Average price / night
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Oceans Villa
Oceans Villa
House
Garden Route Trail, Wilderness, Western Cape (province), South Africa
1.3k from Garden Route Trail center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Beach

6 Bedrooms14 Guests
9.8

Exceptional

9 reviews

$55
Average price / night
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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 Garden Route Trail.

Garden Route Trail Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 91 verified vacation rentals with a pool in Garden Route Trail. 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 Garden Route Trail vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $55 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Garden Route Trail 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 Garden Route Trail welcome pets. Currently, 5 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 Garden Route Trail often include additional outdoor features such as Pool, Balcony/Terrace, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Garden Route Trail 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.