Book Holiday Homes in Grand Cayman
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Grand Cayman
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Rum Point Grand Cayman
When you 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.
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Savannah Bodden Town
With a stay at this vacation home, you'll be centrally located in Bodden Town, within a 15-minute drive of Port of Georgetown and Spotts Beach.
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 ...
Save an average of 15% on thousands of hotels when you're signed in
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Grand Cayman North Side
Located in North Side, this vacation home is on the beach, within a 5-minute walk of North Sound and Grand Cayman Beaches.
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 ...
Country Road, Take me Home- your own Island Cottage!
Savannah
The price is AU$265 per night from 5 Apr to 6 Apr
AU$265
5 Apr - 6 Apr
includes taxes & fees
With a stay at this vacation home in Bodden Town, you'll be within a 15-minute drive of Port of Georgetown and Pedro St. James National Historic Site.
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club
Rum Point Grand Cayman
With a stay at this vacation home in North Side, you'll be just steps from North Sound and Star Fish Point.
Ocean Paradise
1234 Rum Point Road North Side Grand Cayman
The price is AU$1,757 per night from 1 Apr to 2 Apr
AU$1,757
1 Apr - 2 Apr
includes taxes & fees
Located in North Side, Ocean Paradise is by the ocean, a 1-minute drive from North Sound and 8 minutes from Starfish Beach.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
North Side
When you stay at this vacation home in North Side, you'll be on the beach, within a 15-minute walk of Grand Cayman Beaches and North Sound.
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.
Grand 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 Grand Cayman vacation homes are the perfect way for you to wing it.
Holiday houses in Grand 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 Grand 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 Grand Cayman adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Grand 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 Grand 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.
Grand Cayman Holiday Homes essential information
Accommodation | 242 Holiday Homes |
|---|---|
Lowest Price | AU$265 |
Highest Price | AU$1,769 |
Popular accommodation | The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach), The peace and tranquility of this cottage Works Wonders on the soul...., SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point , Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!, Country Road, Take me Home- your own Island Cottage!, Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club, Ocean Paradise, CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana |
Top trending hotels in Grand Cayman
Hotel Indigo Grand Cayman by IHG
32 Seafire Way Seven Mile Beach West Bay
The price is AU$989 per night from 27 Apr to 28 Apr
AU$989
27 Apr - 28 Apr
includes taxes & fees
When you stay at Hotel Indigo Grand Cayman by IHG in Seven Mile Beach, you'll be near the beach, a 1-minute drive from Seven Mile Beach and 9 minutes from Port ...
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
The price is AU$1,178 per night from 27 Apr to 28 Apr
AU$1,178
27 Apr - 28 Apr
includes taxes & fees
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 ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach Seven Mile Beach Grand Cayman
The price is AU$1,565 per night from 12 Apr to 13 Apr
AU$1,565
12 Apr - 13 Apr
includes taxes & fees
When you stay at The Westin Grand Cayman Seven Mile Beach Resort & Spa in Seven Mile Beach, you'll be on the waterfront, within a 5-minute drive of The Strand ...
Save an average of 15% on thousands of hotels when you're signed in
The Ritz-Carlton, Grand Cayman
West Bay Road Seven Mile Beach Grand Cayman
The price is AU$1,769 per night from 12 Apr to 13 Apr
AU$1,769
12 Apr - 13 Apr
includes taxes & fees
With a stay at The Ritz-Carlton, Grand Cayman in Seven Mile Beach, you'll be on the beach, a 2-minute walk from Seven Mile Beach and a 3-minute drive from Grand ...
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.
More ways to explore Grand Cayman
Top Picks
- Guest Houses in Brinkleys
- Apartments in Cayman Islands
- B&B in Cayman Islands
- Cabin Rentals in Cayman Islands
- Caravan Parks in Cayman Islands
- Condominium Resort in Cayman Islands
- Guest Houses in Cayman Islands
- Holiday Homes in Cayman Islands
- Hostels in Cayman Islands
- Resorts in Cayman Islands
- Houseboats in Cayman Islands
- Lodges in Cayman Islands
- Palaces in Cayman Islands
- Safari Camps in Cayman Islands
- Tree Houses in Cayman Islands
- Villas in Cayman Islands
- All Inclusive Hotels in Cayman Islands
- Apartment Hotels in Cayman Islands
- Casino Hotels in Cayman Islands
- Cheap Hotels in Cayman Islands
- Golf Hotels in Cayman Islands
- Hotels with Parking in Cayman Islands
- Hotels with Pool in Cayman Islands
- Luxury Hotels in Cayman Islands
- Pet Friendly Hotels in Cayman Islands
- Romantic Hotels in Cayman Islands
- Spa Hotels in Cayman Islands
- Cayman Islands Hotels
- Aparthotels in Grand Cayman
- B&B in Grand Cayman
- Cottages in Grand Cayman
- Beach Hotels in Grand Cayman
- Cheap Hotels in Grand Cayman
- Golf Hotels in Grand Cayman
- Spa Hotels in Grand Cayman
- Villas in Grand Cayman
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.