Cayman Islands Vacation Rentals with Pools
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
R8,326/Night
For 7 Nights R58,290
1078.54 ft²
18 Guests
8 Bathrooms
Ocean View
Resort
- Oceanfront
- Hot Tub
- Fireplace/Heating
R5,385/Night
For 7 Nights R37,692
R18,830/Night
For 7 Nights R131,807
3000 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Hot Tub
- Pool
R8,601/Night
For 7 Nights R60,205
1700.7 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Pool
R14,145/Night
For 7 Nights R99,011
1182 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
R10,958/Night
For 7 Nights R76,710
7997.59 ft²
17 Guests
7 Bedrooms
8 Bathrooms
Free Cancellation
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R83,333/Night
For 7 Nights R583,339
1039 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Hot Tub
- Pool
- Ocean View
R4,585/Night
For 7 Nights R32,092
1248.61 ft²
6 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- View
R7,519/Night
For 7 Nights R52,624
1300 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
R14,323/Night
For 7 Nights R100,255
1001.04 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Pool
- Ocean View
R10,294/Night
For 7 Nights R72,060
2400 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
R15,991/Night
For 7 Nights R111,929
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
East End
Northwest Point
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
- Cayman Reef Resort 1 - Beach Haven
- 7 Mile Beach Front Cayman Condo
- Calypso Blue Luxury 6BR Oceanfront Villa Private Pool & Reef Grand Cayman
- #14 Oceanfront Discovery Point Club -Fall Spec. Stay 6 & Get the 7th Night FREE!
- Relax in coastal luxury - renovated oceanfront condo Kaibo phase 2 - B13
- Sunset Cove Your Dream Vacation is Affordable on Seven Mile Beach Grand Cayman.
- Stunning 4 Bedroom Condo located directly on 7 MILE BEACH. Location! Location!
- Cayman White Sand Beach + Quiet Pool = Relaxation
- Beautiful Beachfront Condo in Cayman Kai/Rum Point
2. How many Rentals With Pools are available in Cayman Islands?
Currently, the total number of properties listed by RBO in 2026 is over 2031 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
1001.04 ft²
6 Guests
1 Bedroom
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
R16,013/Night
For 7 Nights R112,093
950 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
R4,142/Night
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754 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
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- Pool
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R7,170/Night
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1900 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Pool
- Ocean View
- Balcony/Terrace
R6,132/Night
For 7 Nights R42,931
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
R6,476/Night
For 7 Nights R45,338
754 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
R4,883/Night
For 7 Nights R34,188
1767 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Private Pool
- Hot Tub
- Fireplace/Heating
R7,409/Night
For 7 Nights R51,871
1229 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
R8,278/Night
For 7 Nights R57,946
2400 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
R17,438/Night
For 7 Nights R122,065
2800 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Condo
- Private Pool
- Oceanfront
- Hot Tub
R24,886/Night
For 7 Nights R174,198
754 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Oceanfront
- Pool
- Ocean View
R6,683/Night
For 7 Nights R46,779
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Pool
- Hot Tub
- Pool
R3,700/Night
For 7 Nights R25,903
