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
4.93 out of 5 average rating, 133 reviewsBeautiful, artistic home with solar system
Jun 7 – 14
Home in Franschhoek
4.96 out of 5 average rating, 232 reviewsDe Villiers House
Jun 22 – 29
Home in Franschhoek
4.95 out of 5 average rating, 126 reviewsLa Chouette, a luxury home sleeping 6 guests!
Aug 21 – 28
Home in Greyton
4.85 out of 5 average rating, 123 reviews"Enkeldoorn"
Jul 26 – Aug 2
Home in Onrus
4.92 out of 5 average rating, 112 reviewsThe Haven Luxury Home - Hermanus/Onrus
Sep 5 – 12
Home in Franschhoek
4.92 out of 5 average rating, 123 reviewsThe heart of Franschhoek
Jun 22 – 29
Home in Western Cape
4.87 out of 5 average rating, 283 reviewsTranquil poolhouse in the Winelands
Mar 1 – 8
Home in McGregor
4.96 out of 5 average rating, 150 reviewsClyde House
Jun 8 – 15
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
Mar 3 – 10
Condo in Cape Town
4.94 out of 5 average rating, 16 reviewsBeachfront Apartment with sea- and mountain views
Oct 22 – 29
Condo in Hermanus
4.93 out of 5 average rating, 45 reviewsLuxury seafront apartment with pool and sea view.
Apr 10 – 17
Condo in Stellenbosch
4.83 out of 5 average rating, 29 reviewsApartment in Stellenbosch
Mar 28 – Apr 4
Condo in Strand, Cape Town
5.0 out of 5 average rating, 47 reviewsBright and airy Parisian Gem close to the beach
Feb 11 – 18
Condo in Hermanus
4.75 out of 5 average rating, 12 reviews25 Whale Rock Estate
Oct 18 – 25
Condo in Cape Town
4.86 out of 5 average rating, 59 reviewsBliss on the Bay - Beach Front Apartment in Strand
Nov 28 – Dec 5
Home rentals with a private pool
Apartment in Gordon’s Bay
4.96 out of 5 average rating, 106 reviewsHarbour Studio
Oct 12 – 19
Guest suite in Cape Town
5.0 out of 5 average rating, 30 reviewsThe Salt Box Villa - Self catering - Strand
Jun 20 – 27
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
Jan 8 – 15
Home in Cape Town
5.0 out of 5 average rating, 27 reviewsEclectic Family Home near Wineries
Mar 20 – 27
Home in Cape Town
5.0 out of 5 average rating, 16 reviewsMarvellous Strand Retreat with a Pool.
Jul 28 – Aug 4
Home in Franschhoek
4.96 out of 5 average rating, 53 reviewsChic Historic Farmhouse on Working Vineyard
Sep 1 – 8
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
€ 19 before taxes and fees
Destinations to explore
- Stellenbosch Vacation rentals
- Hermanus Vacation rentals
- Franschhoek Vacation rentals
- Camps Bay Beach Vacation rentals
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- Monthly Rentals Caledon
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- Rentals with pools Overberg District Municipality
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