Book Holiday Homes in Cayman Islands

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Featured Holiday Homes in Cayman Islands

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Rum Point
When you a stay at this vacation home in North Side, you'll be on the beach, within a 5-minute walk of North Sound and Grand Cayman Beaches.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes

Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes

Rum Point
When you a stay at this vacation home in North Side, you'll be on the beach, just steps from North Sound and Rum Point Beach.
Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

East End
With a stay at this vacation home in East End, you'll be on the beach, just steps from Grand Cayman Beaches and a 2-minute drive from Colliers Public Beach.
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock
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Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island
The price is AU$271 per night from 25 Feb to 26 Feb
AU$271
includes taxes & fees
25 Feb - 26 Feb
With a stay at this vacation home in George Town, you'll be within a 10-minute drive of Port of Georgetown and North Sound.
Slice of Paradise- 2 mins from Spotts Beach!
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Cayman Islands
With a stay at this vacation home in North Side, you'll be on the beach, just a 1-minute walk from North Sound and 15 minutes by foot from Grand Cayman ...
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas

Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas

North Side
When you stay at this vacation home in North Side, you'll be on the beach, within a 10-minute walk of Grand Cayman Beaches and North Sound.
Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas
The peace and tranquility of this cottage Works Wonders on the soul....

The peace and tranquility of this cottage Works Wonders on the soul....

Grand Cayman
With a stay at this vacation home in East End, you'll be on the beach, just steps from Grand Cayman Beaches and a 3-minute drive from Mastic Trail South ...
The peace and tranquility of this cottage Works Wonders on the soul....
Ocean's Edge: Beachfront Home with Rooftop Views

Ocean's Edge: Beachfront Home with Rooftop Views

North Side
With a stay at this vacation home in North Side, you'll be on the beach, just steps from Grand Cayman Beaches and a 3-minute drive from Mastic Trail North ...
Ocean's Edge: Beachfront Home with Rooftop Views
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Grand Cayman
When you a stay at this vacation home in North Side, you'll be on the beach, just steps from North Sound and Cayman Kai Public Beach.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
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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.

Cayman Islands 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 Cayman Islands vacation homes are the perfect way for you to wing it.

Holiday houses in Cayman Islands 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 Cayman Islands 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 Cayman Islands adventures, obvs.

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

Cayman Islands Holiday Homes essential information

Accommodation
223 Holiday Homes
Lowest Price
AU$271
Highest Price
AU$2,000
Popular accommodation
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes, Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock, Slice of Paradise- 2 mins from Spotts Beach!, Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!, Mahogany Point 3 – A Beachfront Townhouse by Cayman Villas, The peace and tranquility of this cottage Works Wonders on the soul...., Ocean's Edge: Beachfront Home with Rooftop Views, So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Top trending hotels in Cayman Islands

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
The price is AU$1,201 per night from 3 Mar to 4 Mar
AU$1,201
includes taxes & fees
3 Mar - 4 Mar
Located in Seven Mile Beach, Grand Cayman Marriott Resort is on the waterfront, a 4-minute walk from Seven Mile Beach and 12 minutes by foot from Camana ...
Grand Cayman Marriott Resort
Hotel Indigo Grand Cayman, an IHG Hotel

Hotel Indigo Grand Cayman, an IHG Hotel

4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
The price is AU$1,271 per night from 21 Mar to 22 Mar
AU$1,271
includes taxes & fees
21 Mar - 22 Mar
When you stay at Hotel Indigo Grand Cayman by IHG in Seven Mile Beach, you'll be on the beach, within a 15-minute drive of Seven Mile Beach and Port of ...
Hotel Indigo Grand Cayman, an IHG Hotel
Kimpton Seafire Resort + Spa, an IHG Hotel

Kimpton Seafire Resort + Spa, an IHG Hotel

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is AU$2,000 per night from 2 Mar to 3 Mar
AU$2,000
includes taxes & fees
2 Mar - 3 Mar
When you stay at Kimpton Seafire Resort + Spa by IHG in Seven Mile Beach, you'll be on the beach, within a 15-minute drive of Seven Mile Beach and Port of ...
Kimpton Seafire Resort + Spa, an IHG Hotel
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Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
1240 W Bay Rd, Seven Mile Beach, Grand Cayman
The price is AU$477 per night from 10 Mar to 11 Mar
AU$477
includes taxes & fees
10 Mar - 11 Mar
With a stay at Governors Village Seven Mile Beach Corridor in Seven Mile Beach, you'll be in the business district, just steps from Camana Bay.
Governors Village Seven Mile Beach Corridor
Don't see what you're looking for?
See all available properties in Cayman Islands
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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.