Caribbean Holiday Homes
700 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
R4,385/Night
For 7 Nights R30,693
430.56 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
R1,372/Night
For 7 Nights R9,605
1100 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
R11,721/Night
For 7 Nights R82,049
3983 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
R6,982/Night
For 7 Nights R48,873
269.1 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Beach
- Pool
- Ocean View
R1,950/Night
For 7 Nights R13,656
990 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Pool
- Balcony/Terrace
R6,937/Night
For 7 Nights R48,563
10.76 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Parking
- Air Conditioner
- Internet
R1,601/Night
For 7 Nights R11,206
1304 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
R5,780/Night
For 7 Nights R40,461
261.92 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Group Friendly
Apartment
- Air Conditioner
- Internet
R877/Night
For 7 Nights R6,142
400 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Ocean View
R1,588/Night
For 7 Nights R11,108
1506.95 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Pool
R6,456/Night
For 7 Nights R45,198
1260 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R10,563/Night
For 7 Nights R73,947
Why Choose Rent By Owner for your Caribbean Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Caribbean
How to Book Your Caribbean Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Caribbean
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Frequently Asked Questions About Caribbean Holiday Rentals
1. What are the top Holiday Homes in Caribbean?
There are a lot of options in Caribbean. If you plan on staying in the Caribbean area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Caribbean:
- Polkerris Bed & Breakfast
- Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
- Gray Door Apartments - Adults Only
- Island Time on Sapphire Beach, Beach level walkout, Bldg A, Backup Generator
- 1st Floor POOLSIDE/OCEAN VIEW Protected Cove & Beach-Most 10 Star Reviews on 7MB
- Palm Heights
- SEA GLASS at Sapphire Beach Unit E-206 - great views of STJ and BVIs!
- Gorgeous Beachfront Condo at the Elysian Beach Resort Pool, Tennis and More
- Grande Bay Luxury 3BR Spectacular Unobstructed View
- Penthouse King Suite! Fully Remodeled and booking with full amenities!
2. How many Holiday Homes are available in Caribbean?
Currently, the total number of properties listed by RBO in 2026 is over 143106 in the Caribbean area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Caribbean.
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1184.03 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
R3,316/Night
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1615 ft²
6 Guests
2 Bedrooms
3 Bathrooms
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- Private Pool
- Pool
- Balcony/Terrace
R5,250/Night
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800 ft²
6 Guests
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Ocean View
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- Oceanfront
- Ocean View
- Balcony/Terrace
R4,722/Night
For 7 Nights R33,045
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
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- Oceanfront
- Pool
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For 7 Nights R32,718
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
R4,322/Night
For 7 Nights R30,252
2 Guests
1 Bedroom
1 Bathroom
Ocean View
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- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,938/Night
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2 Guests
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1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
R3,414/Night
For 7 Nights R23,898
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Balcony/Terrace
- Kitchen
- Parking
R2,560/Night
For 7 Nights R17,919
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Family Friendly
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- Pool
- Pet Friendly
- Kitchen
R1,062/Night
For 7 Nights R7,432
