
Vacation rentals with a pool in Caledon
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Caledon
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Caledon rentals with a pool
House rentals with a pool

Sage Cottage

Seaside Sanctuary

Magnificent views / luxurious setting- Sérendipité

Newly renovated, dreamy 3 bedroom house with Solar

Tockie's: An idyllic & historic 2-bedroom cottage

Nooks Pied-a-Terre | Architecturally Stunning Home

Akademie House - your home from home

Oak Lodge: Classic Country Getaway
Condo rentals with a pool

Penthouse view @ Strand

Modern Apartment in Stellenbosch, Rooftop Pool
Vino Self Catering Aparment

Apartment in Stellenbosch

17 Marine Penthouse/Private Pool/Solar Powered

Cliff Path Cottage

Stunning 3-Bed on the Strand Beachfront

Hermanus Waterfront Apartment No.19
Other vacation rentals with a pool

the Vlei chalet - Sondagskloof

Keermont Vineyards Farmhouse

Acacia Country Garden Cottage

La Galleria Cottage Retreat

SeaPad @ Romansbaai Beach Estate -Beachfront

Oppiedam Family Cabins (Milkwood)

*Central - Whale Watching Paradise -Self check in*

Swaynekloof Farm: Top Cottage
Quick stats about vacation rentals with a pool in Caledon
Total rentals
20 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
260 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Cape Town Vacation rentals
- Plettenberg Bay Vacation rentals
- Hermanus Vacation rentals
- Langebaan Vacation rentals
- Stellenbosch Vacation rentals
- Knysna Vacation rentals
- Franschhoek Vacation rentals
- Southern Suburbs Vacation rentals
- Mossel Bay Vacation rentals
- Betty's Bay Vacation rentals
- George Vacation rentals
- Breerivier Vacation rentals
- Babylonstoren
- Waterkloof Wine Tasting Lounge
- Erinvale Estate Hotel and Spa
- Jonkershoek Nature Reserve
- Voëlklip Beach
- Idiom Restaurant & Idiom Wine Tasting Centre
- Worcester Golf Club
- Grotto Beach (Blue Flag)
- Bugz Family Playpark
- Fernkloof Nature Reserve
- De Zalze Golf Club
- Cavalli Estate
- Paserene Wine Farm & Wine Tasting in Franschhoek
- Arabella Golf Club
- Die Plat
- Agulhas National Park
- Grotto Beach
- Haut Espoir
- Die Gruis
- Nederburg Wines
- Vergenoegd Löw The Wine Estate
- Tokara Wine Estate
- Babylonstoren Wine Estate
- Warwick Wine Estate