Caribbean Vacation Rentals with Pools
Condo
9.8(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
Pool
Ocean View
Balcony/Terrace
View
£271/Night
7 Nights - £1,895
Apartment
10.0(43 Reviews)
3 Bedrooms
2 Baths
6 Guests
1076.39 ft²
Oceanfront- Pool
- Ocean View
- Balcony/Terrace
£186/Night
7 Nights - £1,304
House
6 Bedrooms
7 Baths
13 Guests
6500 ft²
- Oceanfront
Hot Tub
Spa- Pool
£1,500/Night
7 Nights - £10,499
Villa
2 Bedrooms
3 Baths
4 Guests
Private Pool- Oceanfront
- Pool
- Ocean View
£1,434/Night
7 Nights - £10,035
Apartment
10.0(40 Reviews)
1 Bedroom
1 Bath
2 Guests
484.38 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
£55/Night
7 Nights - £383
New
Apartment
2 Bedrooms
2 Baths
8 Guests
1335 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
£913/Night
7 Nights - £6,392
Apartment
10.0(33 Reviews)
1 Bedroom
1 Bath
4 Guests
269.1 ft²
Private Beach- Pool
- Ocean View
- Balcony/Terrace
£89/Night
7 Nights - £627
New
House
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
£639/Night
7 Nights - £4,475
Apartment
10.0(29 Reviews)
2 Bedrooms
2 Baths
6 Guests
1506.95 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
£296/Night
7 Nights - £2,074
New
Condo
2 Bedrooms
2 Baths
6 Guests
1324 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
£633/Night
7 Nights - £4,431
Apartment
10.0(23 Reviews)
1 Bedroom
1 Bath
4 Guests
602.78 ft²
- Private Beach
- Oceanfront
- Pool
- Ocean View
£139/Night
7 Nights - £976
New
Villa
2 Bedrooms
3 Baths
4 Guests
5000 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
£599/Night
7 Nights - £4,190
Why Choose Rent By Owner for your Caribbean Vacation Rentals with Pools?
What makes our Vacation Rentals with Pools 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 Vacation Rentals with Pools
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals with pools. 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 Vacation Rentals with Pools Amenities
What amenities can you expect?
Our Vacation Rentals with Pools 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 Rentals with Pools
1. What are the top Rentals With Pools 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 Rentals With Pools in Caribbean:
- Polkerris Bed & Breakfast
- Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
- Gray Door Apartments - Adults Only
- Island Time 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
- Luxurious & Spacious Eagle Beach 2 Story Penthouse on 1st class Divi Resort
2. How many Rentals With Pools are available in Caribbean?
Currently, the total number of properties listed by RBO in 2026 is over 82583 in the Caribbean area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Caribbean.
More Rentals You May Like Near Caribbean
Apartment
1 Bedroom
1 Bath
4 Guests
883 ft²
- Pool
- Balcony/Terrace
Kitchen
Air Conditioner
£537/Night
7 Nights - £3,757
House
2 Bedrooms
3 Baths
7 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
£438/Night
7 Nights - £3,066
Apartment
1 Bedroom
1 Bath
4 Guests
441 ft²
- Pool
- Balcony/Terrace
- Kitchen
Parking
£377/Night
7 Nights - £2,640
New
Condo
2 Bedrooms
2 Baths
4 Guests
1350 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
£375/Night
7 Nights - £2,623
New
Condo
2 Bedrooms
2 Baths
6 Guests
1722 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Parking
£353/Night
7 Nights - £2,468
House
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
£345/Night
7 Nights - £2,415
House
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
£322/Night
7 Nights - £2,252
Apartment
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
Pet Friendly
£312/Night
7 Nights - £2,183
House
2 Bedrooms
4 Baths
4 Guests
3000 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
£309/Night
7 Nights - £2,162
New
House
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Private Pool
- Oceanfront
Fireplace/Heating- Pool
£295/Night
7 Nights - £2,067
New
House
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
£294/Night
7 Nights - £2,060
