Book Holiday Homes in Little Cayman

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Featured Holiday Homes in Little Cayman

Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Stake Bay
Book a stay at this beach vacation home in West End. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Cayman Brac Beaches and Cayman Brac ...
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool
RazorBrac SeaEsta - Private Beachfront Home

RazorBrac SeaEsta - Private Beachfront Home

Cayman Brac
Stay at this vacation home in West End. Enjoy free WiFi, a beach locale, and patios. Popular attractions Cayman Brac Beaches and Cayman Brac Museum are located ...
RazorBrac SeaEsta - Private Beachfront Home
PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

Cayman Brac
Book a stay at this beach vacation home in Spot Bay. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Lighthouse Footpath and ...
PLEASE COME AND RELAX ON OUR PRIVATE BEACH!
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Beach House Footsteps From The Water...

Beach House Footsteps From The Water...

Cayman Brac
Book a stay at this beach vacation home in West End. Enjoy free WiFi, a beach locale, and patios. Popular attractions Cayman Brac Museum and Bamboo Bay are located ...
Beach House Footsteps From The Water...
Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!

Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!

Cayman Brac
Book a stay at this beach vacation home in West End. Enjoy free WiFi, a beach locale, and patios. Popular attractions Cayman Brac Beaches and Cio's Craig (Wilderness ...
Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

Cayman Brac
Stay at this vacation home in West End. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Charlie's Reef and Rebecca's Cave are ...
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
Beach Front Paradise Home.  Luxurious Funishings!

Beach Front Paradise Home. Luxurious Funishings!

Cayman Brac
Book a stay at this beach vacation home in Tibbett's Turn. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Cayman Brac Beaches and Cio's ...
Beach Front Paradise Home. Luxurious Funishings!
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept

Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept

West End
Book a stay at this beach vacation home in West End. Enjoy free WiFi, private pools, and a beach locale. Popular attractions West End Point Outlook and MV Captain ...
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Cayman Brac
Stay at this vacation home in East End. Enjoy air conditioning. Popular attractions Conch Rock and National Trust Parrot Reserve are located nearby.
Ocean view from every room ,quiet neighborhood family friendly.Bluff view
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Little Cayman Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Little Cayman vacation homes are the perfect way for you to wing it.

Holiday houses in Little Cayman let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Little Cayman in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Little Cayman adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Little Cayman with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Little Cayman vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Little Cayman Holiday Homes essential information

Accommodation
18 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool , RazorBrac SeaEsta - Private Beachfront Home, PLEASE COME AND RELAX ON OUR PRIVATE BEACH!, Beach House Footsteps From The Water..., Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!, Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5, Beach Front Paradise Home. Luxurious Funishings!, Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept, Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Top trending hotels in Little Cayman

Conch Club Cottage

Conch Club Cottage

3 out of 5
1200 Guy Banks Road, Little Cayman, Cayman Islands
Stay at this 3-star beach hotel in Little Cayman. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions South Hold Sound and Booby Pond Nature ...
Conch Club Cottage
Blossom Village Cottage – Charming Cottage by Cayman Villas.

Blossom Village Cottage – Charming Cottage by Cayman Villas.

Little Cayman
Book a stay at this beach villa in Little Cayman. Enjoy free WiFi, a beach locale, and patios. Popular attractions Little Cayman Museum and Little Cayman Baptist ...
Blossom Village Cottage – Charming Cottage by Cayman Villas.
Little Cayman Escape - Stunning  Views and Privacy - Call Cayman Villas!

Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!

Little Cayman
Book a stay at this beach villa in Little Cayman. Enjoy free WiFi, a beach locale, and patios. Popular attractions Point of Sand Beach and National Trust Visitors ...
Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!
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Little Cayman 3 Bedroom Oceanfront  Private Villa

Little Cayman 3 Bedroom Oceanfront Private Villa

West End
Stay at this vacation home in Little Cayman. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Salt Rocks Nature Trail North Trailhead ...
Little Cayman 3 Bedroom Oceanfront Private Villa
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See all available properties in Little Cayman
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.