Things to do in Cayman Islands
The Cayman Islands has an array of wonderful activities however top of the list of things to do in the Cayman is our world renowned snorkeling and scuba diving.
Caribbean
Cayman Islands
Cayman Islands
vacation rentals
Explore privately owned Cayman Islands vacation rentals, professionally managed with a destination specialist available to help you compare the options.
151 homes listed
134 beachfront
Up to 13 bedrooms
Sleeps up to 26
151Homes listed
134Beachfront
91Houses & villas
60Condos
About Cayman Islands vacation rentals
Choosing a vacation rental in Cayman Islands
Emerald Kite currently represents 151 professionally managed Cayman Islands vacation rentals. The collection includes houses, villas and condos, including layouts with up to 13 bedrooms, homes sleeping up to 26 guests and 134 beachfront options. Each property is privately owned and represented by an established property-management company responsible for guest support during the stay.
Discover the Smarter Way to Book Cayman Island Vacation Rentals
At Emerald Kite, we’re not just another online booking site — we’re your personal travel brokers for Cayman Island vacation rentals. When you call our on-call accommodation specialists, you’ll get real, one-on-one service from experts who know the island inside and out.
Beachfront
Villas & houses
Condos
151homes listed here
Your destination specialist
Speak to Trudy
Trudy looks after Cayman Islands for Emerald Kite. Lines are open 7 days a week, 9 a.m. to 10 p.m. EST.
Find the right fit
Explore Cayman Islands vacation rentals by size & style
Start with the space your group needs, then use the available property and experience links to narrow the collection. Each direct link opens matching Cayman Islands vacation rentals, with the closest bedroom and guest-capacity matches shown first.
Cayman Islands rentals by bedroom count
Property types and featured collections
Handpicked in Cayman Islands
Search all 151 homes →
Featured Cayman Islands vacation rentals
Compare a rotating selection of professionally managed houses, villas and condos in Cayman Islands. Each card shows bedrooms, bathrooms, sleeping capacity and a starting rate where one has been supplied.
Around Cayman Islands
Ways to spend the week
Shopping in Cayman Islands
Shopping in the Cayman Islands provides an exciting and fun experience for those looking for duty free luxury items and locally made arts and crafts.
Good to know
Planning your trip to Cayman Islands
Getting around Cayman Islands
Owen Roberts International Airport (GCM / MWCR in George Town, is the main Cayman Airport. Located about 18 km from the center of Grand Cayman and providing daily International and domestic flights.
House or condo?
Of the homes represented here, 91 are houses and 60 are condos. A private house may offer more outdoor space and separation between generations; a condo may offer a convenient position or shared amenities.
Why book with us
Booking Cayman Islands with Emerald Kite
Every home on this page is privately owned and represented by an established property-management company, with a destination specialist available to help you compare the options.
- Privately owned homes, each represented by an established management company
- Vetted on location, quality, amenities and the manager’s responsiveness — and removed if that slips
- A destination specialist helps compare the homes that fit your trip
- Payment, cancellation and check-in terms supplied before you book
- Villa Specialists available by phone
- A complimentary concierge service for dining, activities and directions
Good to know
Cayman Islands vacation rental FAQs
Answers to common questions about choosing and booking a professionally managed stay in Cayman Islands.
Are these Cayman Islands homes professionally managed?
Yes. Every home is privately owned but represented by an established property-management company responsible for cleaning, maintenance and guest support during your stay. Before a property joins the portfolio it is assessed on location, the quality of the accommodation, access to amenities and the reputation and responsiveness of the management company, and it is removed if it stops meeting that standard.
Can we bring a dog?
It varies by property rather than by destination. Ask your agent to identify homes that currently accept pets, then confirm the type, number and size limits before booking. Property rules, including smoking policies, are supplied for the individual home.
How is my payment protected?
Payment schedules, cancellation terms and any protections vary by property manager and destination. Your agent will identify the contracting property manager and provide the applicable rental agreement and payment terms for review before you book.
What do Platinum, Gold and Silver mean on a listing?
They are our own rankings and they describe the interior furnishings only - not the price, the view or the location. A Platinum or Gold home can cost less than a Silver one in a better position. Rankings move up when a home is upgraded and down when it has not been refreshed in a while.
How much does a rental cost, and when do we check in?
Where a manager has supplied a starting rate you will see it on the listing; where they have not, rates are quoted on request because they change with season and length of stay. Check-in and checkout times vary by property and manager, and your agent will confirm both for the home you choose.
Need help choosing?
Tell us who is travelling and when, and a destination specialist will shortlist the homes that suit you.