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
Home in Franschhoek
4.95 out of 5 average rating, 126 reviewsLa Chouette, a luxury home sleeping 6 guests!
Jul 19 – 26
Home in Franschhoek
4.96 out of 5 average rating, 233 reviewsDe Villiers House
Aug 18 – 25
Home in Franschhoek
4.92 out of 5 average rating, 122 reviewsNooks Pied-a-Terre | Architecturally Stunning Home
Sep 13 – 20
Home in Greyton
4.85 out of 5 average rating, 123 reviews"Enkeldoorn"
Aug 28 – Sep 4
Home in Onrus
4.92 out of 5 average rating, 112 reviewsThe Haven Luxury Home - Hermanus/Onrus
Sep 27 – Oct 4
Home in Franschhoek
4.92 out of 5 average rating, 124 reviewsThe heart of Franschhoek
Aug 4 – 11
Home in Franschhoek
4.91 out of 5 average rating, 105 reviewsCook's Cottage : Charming cottage in the village
Jun 11 – 18
Home in Western Cape
4.87 out of 5 average rating, 283 reviewsTranquil poolhouse in the Winelands
Jul 27 – Aug 3
Condo rentals with a pool
Condo in Hermanus
4.88 out of 5 average rating, 100 reviewsThe Yacht, Pat's Place Hermanus
Condo in Cape Town
4.92 out of 5 average rating, 76 reviewsJ Spot • Safe & Convenient • Backup Power
Jul 5 – 12
Condo in Cape Town
4.55 out of 5 average rating, 42 reviewsBayview Apartment Gordon's Bay
Sep 16 – 23
Condo in Strand, Cape Town
5.0 out of 5 average rating, 47 reviewsBright and airy Parisian Gem close to the beach
Jun 30 – Jul 7
Condo in Cape Town
4.86 out of 5 average rating, 59 reviewsBliss on the Bay - Beach Front Apartment in Strand
Nov 30 – Dec 7
Condo in Stellenbosch
4.83 out of 5 average rating, 29 reviewsApartment in Stellenbosch
Jul 28 – Aug 4
Condo in Hermanus
4.75 out of 5 average rating, 12 reviews25 Whale Rock Estate
Oct 15 – 22
Condo in Cape Town
4.94 out of 5 average rating, 16 reviewsBeachfront Apartment with sea- and mountain views
Apr 20 – 27
Home rentals with a private pool
Apartment in Gordon’s Bay
4.96 out of 5 average rating, 107 reviewsHarbour Studio
Mar 26 – Apr 2
Guest suite in Cape Town
5.0 out of 5 average rating, 30 reviewsThe Salt Box Villa - Self catering - Strand
Jun 3 – 10
Bungalow in Franschhoek
4.98 out of 5 average rating, 45 reviewsPetit Jourdan, Art Deco Cottage with Private Pool
May 4 – 11
Villa in Sir Lowry's Pass
5.0 out of 5 average rating, 33 reviewsVilla in the Vineyard near Somerset West
Sep 2 – 9
Home in Cape Town
5.0 out of 5 average rating, 27 reviewsEclectic Family Home near Wineries
Jun 10 – 17
Home in Cape Town
5.0 out of 5 average rating, 16 reviewsMarvellous Strand Retreat with a Pool.
Jul 12 – 19
Home in Franschhoek
4.96 out of 5 average rating, 53 reviewsChic Historic Farmhouse on Working Vineyard
Dec 9 – 16
Quick stats about vacation rentals with a pool in Caledon
Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
150 reviews
Nightly prices starting at
$20 before taxes and fees
Destinations to explore
- Stellenbosch Vacation rentals
- Hermanus Vacation rentals
- Franschhoek Vacation rentals
- Camps Bay Beach Vacation rentals
- Southern Suburbs Vacation rentals
- Yzerfontein Vacation rentals
- Betty's Bay Vacation rentals
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