We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Grand Cayman, Cayman Islands

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 297 Rentals in Grand Cayman
loading...
Sort by
From
$225
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
29 photos Details
Reviews (5) Make Inquiry
From
$125
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details
Reviews (1) Make Inquiry
From
$565
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Make Inquiry
Also consider
Three Little Birds -2BR+ Villa, Private Beach
2 Bedrooms, sleeps 6
$360 - $500 / night
Mudslide Kai beach front home on north side of island
4 Bedrooms, sleeps 8
$565 - $1,130 / night
Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt
2 Bedrooms, sleeps 6
$225 - $375 / night
One of the best Villa rentals in the exclusive Cayman Kai, Rum Point area of Grand Cayman
6 Bedrooms, sleeps 14
$568 - $1,085 / night
From
$1,700
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 18
23 photos Details
Reviews (3) Make Inquiry
From
$300
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details
Reviews (19) Make Inquiry
From
$840
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 12
21 photos Details
Reviews (5) Make Inquiry
From
$291
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Inquiry
From
$465
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 12
16 photos Details
Reviews (2) Make Inquiry
Get the List
From
$570
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
13 photos Details
Reviews (3) Make Inquiry
From
$1,850
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 14
22 photos Details
Reviews (8) Make Inquiry
From
$375
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (7) Make Inquiry
From
$385
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
70 photos Details
Make Inquiry
From
$175
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Make Inquiry
From
$425
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
33 photos Details
Reviews (13) Make Inquiry
From
$175
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (4) Make Inquiry
From
$571
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
28 photos Details
Reviews (10) Make Inquiry
From
$225
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
16 photos Details
Reviews (15) Make Inquiry
From
$1,000
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 12
35 photos Details
Make Inquiry
From
$395
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (3) Make Inquiry
From
$648
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Make Inquiry
From
$2,125
Per Night
6 Bedrooms, 7 Bathrooms, Sleeps 14
15 photos Details
Reviews (7) Make Inquiry
From
$685
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 14
26 photos Details
Make Inquiry
From
$1,183
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details
Make Inquiry
From
$240
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
47 photos Details
Reviews (9) Make Inquiry
From
$215
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (6) Make Inquiry
From
$275
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (11) Make Inquiry
From
$790
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details
Reviews (5) Make Inquiry
From
$780
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 12
19 photos Details
Reviews (3) Make Inquiry
From
$1,185
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
19 photos Details
Make Inquiry
From
$325
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
14 photos Details
Make Inquiry
From
$1,183
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 12
18 photos Details
Make Inquiry
From
$929
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 12
21 photos Details
Make Inquiry
From
$518
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Make Inquiry
From
$320
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Reviews (10) Make Inquiry
From
$215
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
23 photos Details
Reviews (5) Make Inquiry
From
$1,210
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
15 photos Details
Make Inquiry
From
$275
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
2 photos Details
Reviews (8) Make Inquiry
From
$750
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
23 photos Details
Reviews (3) Make Inquiry
From
$500
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
24 photos Details
Reviews (2) Make Inquiry
From
$265
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
44 photos Details
Reviews (8) Make Inquiry
Go to map view
Book Online(162)
Use filters to find the best results!

Suitability

  • Wheelchair access (28)
  • Elder access (87)
  • Suitable for children (126)
  • Pet friendly (7)
  • Smoking allowed (10)

Amenities

  • Air Conditioning (270)
  • Internet (209)
  • Other outdoor space (204)
  • All pools (163)
  • Grill (147)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Popular cities in Grand Cayman

More Spa destinations:

More Beach destinations:

More Caribbean & Mexico destinations:

Filter search results by:
Book Online(162)

Suitability

  • Wheelchair access (28)
  • Elder access (87)
  • Suitable for children (126)
  • Pet friendly (7)
  • Smoking allowed (10)

Amenities

  • Air Conditioning (270)
  • Internet (209)
  • Other outdoor space (204)
  • All pools (163)
  • Grill (147)
  • View all amenities
Escape in style – Grand Cayman beach villa and luxury condo rentals

With mile after mile of pristine beaches and clear turquoise seas, Grand Cayman vacation rentals take full advantage of their surroundings. Villas and condos feature beach-friendly comfort, private pools, bikes and tranquil island views. Our unbiased reviews say it best and give you confidence in your selection. “The location was perfect … the lagoon, kayaks, bikes, pool and Rum Point Beach….” And from a luxury condo vacation renter – “a little haven of tranquility. It is bright, clean, furnished to a great standard….”

Colorful, family-friendly island paradise

You will love the spirited blaze of color in the George Town capital and around the island. Perhaps perpetual sunshine demands the vibrant shades of purple, coral, sea green and mustard yellow that splash across island buildings. Groups, families and individuals enjoy all types of water adventures, from snorkeling and first class diving to turtle farm visits and simple beach picnics. Couples duck under the graceful casuarina trees for an exotic island cocktail along the more subdued Rum Point beach. The popular Seven Mile beach is close to everything and brimming with activity, so you’ll have no problem choosing the right tempo to suit your mood. Grand Cayman is a British territory and thriving financial center with over 600 international banks; so it’s easy to find many ways to contribute to the local economy. Pricey restaurants offer international cuisine, and local eateries deliver robust island fare with turtle, conch and Caribbean spices. Shopping choices mix duty-free luxury goods and fine jewelry boutiques with local specialty items and Cayman-esque souvenirs. Just be sure to remember your passport, now required of Caribbean-bound United States citizens.

From markets to bistros

The casual Market at the Grounds delivers a distinct Cayman atmosphere and taste. Enjoy home-cooked specialties, while you shop for traditional island crafts. Starvin’ Artists is a local artisan co-op with art, photography and crafts for every pocketbook. For a change from the many waterfront dining choices, you’ll find The Brasserie tucked away on Cricket Square in George Town. It’s a secret dining favorite with local corporate types, where customers enjoy the freshest of sea harvests, vegetables and fruits in a rich colonial setting.

Vacation rentals combine luxury, value and authentic island experience

Grand Cayman is not an inexpensive island destination, but you can avoid the high-end resort costs with your own luxury rental home. You’ll enjoy spacious living and the convenience of alternating meals cooked in your own villa kitchen with the pleasure of trying local restaurant choices. It’s the best of both worlds and one that will make you feel like a genuine islander!