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.

Villas and apartments in Cayman Islands, Caribbean

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 373 Rentals in Cayman Islands
loading...
Sort by
From
€110
Per Night
Cayman Brac
2 Bedrooms, 3 Bathrooms, Sleeps 4
10 photos Details
Reviews (9) Make Enquiry
From
€165
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (28) Make Enquiry
From
€195
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 5
44 photos Details
Reviews (7) Make Enquiry
Also consider
Oceanfront Luxury! WiFi, Cable, Diving, Free Calling to US and Canada
2 Bedrooms, sleeps 6
€146 - €239 / night
Cayman Islands Divers Paradise 1st Floor Oceanfront Condo
2 Bedrooms, sleeps 8
€120 - €186 / night
Amazing Cayman - Grand Cayman Island Condo Rentals
1 Bedroom, sleeps 4
€129 / night
NEW LISTING! THE ONLY HOUSE ON BLOODY BAY!
2 Bedrooms, sleeps 4
€210 / night
From
€184
Per Night
West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 6
31 photos Details
Reviews (8) Make Enquiry
From
€587
Per Night
Grand Cayman
5 Bedrooms, 5 Bathrooms, Sleeps 12
32 photos Details
Reviews (10) Make Enquiry
From
€202
Per Night
George Town
2 Bedrooms, Sleeps 6
37 photos Details
Reviews (13) Make Enquiry
From
€202
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
18 photos Details
Reviews (40) Make Enquiry
From
€235
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Reviews (10) Make Enquiry
Get the List
From
€315
Per Night
East End
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (22) Make Enquiry
From
€202
Per Night
Grand Cayman
4 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (11) Make Enquiry
From
€313
Per Night
George Town
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Reviews (8) Make Enquiry
From
€353
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
9 photos Details
Reviews (3) Make Enquiry
From
€250
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (2) Make Enquiry
From
€423
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
Reviews (4) Make Enquiry
From
€239
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Enquiry
From
€232
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (4) Make Enquiry
From
€184
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
35 photos Details
Reviews (4) Make Enquiry
From
€143
Per Night
North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (7) Make Enquiry
From
€321
Per Night
Little Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 9
14 photos Details
Reviews (4) Make Enquiry
From
€581
Per Night
Grand Cayman
5 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details
Reviews (5) Make Enquiry
From
€294
Per Night
West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 5
9 photos Details
Reviews (6) Make Enquiry
From
€298
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
29 photos Details
Reviews (4) Make Enquiry
From
€147
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
94 photos Details
Reviews (27) Make Enquiry
From
€448
Per Night
North Side
4 Bedrooms, 4 Bathrooms, Sleeps 8
84 photos Details
Reviews (10) Make Enquiry
From
€103
Per Night
Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 3
20 photos Details
Reviews (9) Make Enquiry
From
€279
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Reviews (9) Make Enquiry
From
€379
Per Night
North Side
3 Bedrooms, 5 Bathrooms, Sleeps 8
35 photos Details
Reviews (28) Make Enquiry
From
€165
Per Night
Old Man Bay
2 Bedrooms, 3 Bathrooms, Sleeps 4
25 photos Details
Reviews (9) Make Enquiry
From
€158
Per Night
Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (9) Make Enquiry
From
€158
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (6) Make Enquiry
From
€210
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (8) Make Enquiry
From
€395
Per Night
East End
3 Bedrooms, 2 Bathrooms, Sleeps 8
16 photos Details
Reviews (7) Make Enquiry
From
€168
Per Night
Cayman Brac
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (7) Make Enquiry
From
€276
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
Reviews (36) Make Enquiry
From
€220
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
25 photos Details
Reviews (1) Make Enquiry
From
€570
Per Night
Grand Cayman
4 Bedrooms, 4 Bathrooms, Sleeps 10
10 photos Details
Reviews (3) Make Enquiry
From
€287
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details
Reviews (9) Make Enquiry
From
€81
Per Night
Cayman Brac
3 Bedrooms, 4 Bathrooms, Sleeps 8
39 photos Details
Reviews (4) Make Enquiry
From
€404
Per Night
Gun Bay
4 Bedrooms, 4 Bathrooms, Sleeps 10
24 photos Details
Reviews (11) Make Enquiry
From
€279
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
21 photos Details
Reviews (8) Make Enquiry
Go to map view
Book Online(145)
Use filters to find the best results!

Suitability

  • Wheelchair access (31)
  • Elder access (103)
  • Suitable for children (135)
  • Pet friendly (11)
  • Smoking allowed (3)

Amenities

  • Air Conditioning (327)
  • Internet (286)
  • Other outdoor space (220)
  • Grill (207)
  • All pools (169)
  • 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
Cayman Island Beachfront Vacation Villas and Condo Rentals

As an international destination for the affluent, Grand Cayman offers a broad selection of vacation rentals. Luxury condo and villa rentals have emerged as an extremely popular choice for visitors to the aqua paradise surrounding the Cayman Islands. You may choose a comfortable waterfront condo for your romantic escape or a family-friendly beachside villa overlooking the silky sands of Grand Cayman. You and your family will welcome the privacy, space, upscale amenities and freedom to ‘do your own thing.’

Attractions and activities in the Cayman Islands

Whether you seek a pampered holiday complete with spas and constant high-end dining and shopping or a laid back, loll-in-the-hammock seashore vacation; you’ll not be disappointed in the variety of activities the islands offer. The Cayman Islands include three islands with unique landscapes, rhythms and activities. The largest and most vivacious is the Grand Cayman, home to sophisticated financiers, high-end designer boutiques and a broad spectrum of dining options. Water sports take the central spotlight for popular activities – from jet skiing, parasailing and fishing to swimming with sea creatures, diving and meandering along the miles of pure, white sands. Seaside golfing and discovering the protected ecosystem along the Mastic Trail also are popular. And the Queen Elizabeth II Botanic Park provides 65 spectacular acres of rare flora and fauna.

Snorkeling

Cayman Brac and Little Cayman are the smaller Cayman Islands that attract snorkelers, divers and those who embrace the serene pace of life, apart from lively Grand Cayman. Little Cayman offers a unique landscape along its 12-mile by 1-mile stretches, where The Bluff rises to 140 feet above sea level to the east (Brac is Gaelic for Bluff). Diving adventures range from Little Cayman’s calm, reef-protected sounds to daring dives to sunken ships and soaring underwater limestone formations.

Confident choices for waterfront vacation rentals

While the largest offering of luxury rentals is available on Grand Cayman, one magnificent Cayman Brac rental home features an incomparable 330 feet of private beachfront and acres of lovely old sea grape, thatch palm and almond tree forests. Condo and beachfront villa rentals vary in size and provide every convenience of home to welcome guests. In what can be an expensive destination, vacation rentals cut holiday costs by allowing a mix of home-cooked meals and dining excursions. With complete information, numerous photos and unbiased guest reviews, you can choose your rental with absolute confidence.