Cayman Islands Vacation Rentals with Pools
Condo
10.0(285 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
Oceanfront
Hot Tub
Parking
Pool
AU $632/Night
7 Nights - AU $4,423
Resort
10.0(15 Reviews)
8 Baths
18 Guests
1078.54 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $469/Night
7 Nights - AU $3,281
Apartment
10.0(18 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Pool
Ocean View
Balcony/Terrace
AU $1,639/Night
7 Nights - AU $11,474
Condo
10.0(205 Reviews)
2 Bedrooms
2 Baths
6 Guests
1182 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
AU $619/Night
7 Nights - AU $4,334
Apartment
10.0(13 Reviews)
3 Bedrooms
3 Baths
6 Guests
1700.7 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $940/Night
7 Nights - AU $6,582
House
10.0(150 Reviews)
2 Bedrooms
2 Baths
6 Guests
1900 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $569/Night
7 Nights - AU $3,984
House
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1205.56 ft²
- Parking
- Pool
View
Air Conditioner
AU $621/Night
7 Nights - AU $4,347
Condo
10.0(149 Reviews)
1 Bedroom
1 Bath
4 Guests
754 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $581/Night
7 Nights - AU $4,068
Villa
10.0(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
1001.04 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $896/Night
7 Nights - AU $6,273
Condo
10.0(144 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $537/Night
7 Nights - AU $3,761
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
1248.61 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $716/Night
7 Nights - AU $5,009
Condo
10.0(142 Reviews)
1 Bedroom
1 Bath
4 Guests
754 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $442/Night
7 Nights - AU $3,092
Why Choose Rent By Owner for your Cayman Islands 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 Cayman Islands
How to Book Your Cayman Islands 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 Cayman Islands
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
Other Places to Stay in Cayman Islands
Grand Cayman
Seven Mile Beach
North Sound
North Side
Grand Cayman Beaches
Rum Point
West Bay
Brinkleys
George Town
Northwest Point
East End
Bodden Town
Frequently Asked Questions About Cayman Islands Rentals with Pools
1. What are the top Rentals With Pools in Cayman Islands?
There are a lot of options in Cayman Islands. If you plan on staying in the Cayman Islands 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 Cayman Islands:
- Palm Heights
- Luxury Condo on 7 Mile Beach - Discovery Point #10 - May to November Specials!
- Vitamin Sea - Beachfront and ground floor at Coral Bay
- "Tortuga Kai" - 2 BR Oceanfront Condo At Kaibo, Grand Cayman
- Spectacular Condo on 7 Mile Beach. Discovery Point #11. Specials: May - November
- "Parrot 6" 37 Steps To The Ocean! Quiet, Ocean View
- Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
- Waterfront 2BR w/Pool/Jacuzzi– 7-UP Condo in Kaibo Kai
- The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.
- AMAZING Beach…Comfortably Sleeps 7.
2. How many Rentals With Pools are available in Cayman Islands?
Currently, the total number of properties listed by RBO in 2026 is over 1966 in the Cayman Islands area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Cayman Islands.
More Rentals You May Like Near Cayman Islands
Apartment
10.0(3 Reviews)
2 Bedrooms
3 Baths
6 Guests
1496.18 ft²
- Parking
- Pool
- View
- Air Conditioner
AU $503/Night
7 Nights - AU $3,522
Condo
10.0(122 Reviews)
4 Bedrooms
4 Baths
10 Guests
2800 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
AU $1,652/Night
7 Nights - AU $11,568
Apartment
10.0(119 Reviews)
1 Bedroom
1 Bath
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $325/Night
7 Nights - AU $2,278
Condo
10.0(117 Reviews)
1 Bedroom
1 Bath
4 Guests
754 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $556/Night
7 Nights - AU $3,894
Condo
10.0(116 Reviews)
1 Bedroom
1 Bath
4 Guests
754 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $455/Night
7 Nights - AU $3,183
Villa
10.0(111 Reviews)
6 Bedrooms
4 Baths
12 Guests
3600 ft²
- Private Pool
Breakfast- Parking
- Pool
AU $1,876/Night
7 Nights - AU $13,129
Condo
10.0(111 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $472/Night
7 Nights - AU $3,302
Condo
10.0(110 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $773/Night
7 Nights - AU $5,415
Condo
10.0(110 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $438/Night
7 Nights - AU $3,064
Condo
10.0(109 Reviews)
4 Bedrooms
3 Baths
8 Guests
3800 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $2,089/Night
7 Nights - AU $14,624
Condo
10.0(109 Reviews)
2 Bedrooms
2 Baths
6 Guests
1301 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
AU $1,138/Night
7 Nights - AU $7,969
Condo
10.0(109 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $379/Night
7 Nights - AU $2,653
