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.

Cayman Islands

Check availability
Refine search

Refine Location

 

Desired stay

 

Price range

 
$600$13,200
 

Bedrooms

Studio10+
 

Bathrooms

14+
 

Sleeps

110+
 

Traveler rating

1.05.0
 

Property type

 

Amenities

 

Suitability

 
Own a rental property?
Want more exposure for your rental? Get listed in TripAdvisor Vacation Rentals (in partnership with FlipKey).
Vacation Rental Calculator
Compare & Save »
Free Newsletter

Sign up to hear about gorgeous vacation rentals, the latest deals, exciting destinations, and more.

Rental properties provided by
Learn more
Don't see the property you rented? Tell us more about it »

More Romance destinations:

More Beach destinations:

More Caribbean & Mexico destinations:

Vacation Rentals 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
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.

 
more    
Rentals you can trust
Real Reviews
Verified Listings
Most Trusted Travel Advice
Tip: Refine your search by price, amenities, & more (see left column).
Searching … 0% complete
261 Trusted Cayman Islands Rentals
List View
loading...
Showing 0 plottable rentals of 0 total
Map nearby restaurants, attractions & more
Restaurants
Things to Do

Traveler Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Cayman Islands, Grand Cayman, George Town Vacation Rentals
Georgetown Villas Unit # 303 - Oceanfront Condo
Slideshow
4 of 5 stars 4 reviews
  • Rental Home
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$225
Week:
$1,575 - $2,200
Minimum rental - 3 nights
Check availability
Map unavailable
Regal Beach Club #631, Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach Vacation Rentals
Regal Beach Club #631
Slideshow
4 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$414 - $557
Week:
$2,902 - $3,903
Minimum rental - 1 night
Check availability
Show on map
Cayman Islands, Grand Cayman, Seven Mile Beach Vacation Rentals
Ocean-front 2BR, direct walk to beach  #5
4 of 5 stars 4 reviews
  • Rental Home
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$325 - $675
Minimum rental - 3 nights
Check availability
Map unavailable
Also consider
Oceanfront 7...
$365 - $565 / night
2 Bedrooms, sleeps 5
2 Bathrooms
Morritt's...
$1,200 / week
2 Bedrooms, sleeps 6
3 Bathrooms
Beach Front...
$280 - $420 / night
2 Bedrooms, sleeps 6
2 Bathrooms
Cayman...
$250 - $350 / night
3 Bedrooms, sleeps 6
3 Bathrooms
"Best Kept...
$350 - $450 / night
2 Bedrooms, sleeps 6
3 Bathrooms
Caribbean, Cayman Islands Vacation Rentals
Harvey Nicole Kai: Oceanfront Condo
Slideshow
4 of 5 stars 3 reviews
  • Rental Home
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Week:
$1,750 - $2,500
Minimum rental - 3 nights
Check availability
Map unavailable
Caribbean, Cayman Islands Vacation Rentals
Mont Tremblant 2 BR/2 BA House (Altitude 170-4)
Slideshow
4 of 5 stars 1 review
  • Rental Home
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$424 - $490
Minimum rental - 2 nights
Check availability
Map unavailable
Picturesque 2 Bedroom, 2 Bathroom House in Mont Tremblant (Le Plateau 232-3)
4 of 5 stars 3 reviews
  • Rental Home
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$314 - $355
Minimum rental - 2 nights
Check availability
Show on map
Caribbean, Cayman Islands, Grand Cayman Vacation Rentals
#27 Harbour Heights: Beachfront Beauty, Sleeps 6
Slideshow
4.5 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
$275 - $490
Minimum rental - 5 nights
Check availability
Show on map
Caribbean, Cayman Islands Vacation Rentals
Sandy Kai: Rum Point Waterfront Condo
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$220 - $400
Week:
$1,386 - $2,660
Minimum rental - 2 nights
Check availability
Map unavailable
Poinsettia #B4, Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach Vacation Rentals
Poinsettia #B4
Slideshow
4 of 5 stars 1 review
  • Rental Home
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$286 - $371
Week:
$2,002 - $2,602
Minimum rental - 1 night
Check availability
Show on map
Cayman Islands, Grand Cayman, Seven Mile Beach Vacation Rentals
Beautifully decorated ocean-front 2BR condo #22
Slideshow
4 of 5 stars 5 reviews
  • Rental Home
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$325 - $675
Minimum rental - 3 nights
Check availability
Map unavailable
The Islands Club Unit 10, Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach Vacation Rentals
The Islands Club Unit 10
Slideshow
4 of 5 stars 1 review
  • Rental Home
  • 2 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL MANAGER
Special offer details »
Night:
$420
Minimum rental - 5 nights
Check availability
Map unavailable
Caribbean, Cayman Islands Vacation Rentals
The Pools #10
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$357 - $500
Week:
$2,502 - $3,503
Minimum rental - 1 night
Check availability
Show on map
Cayman Islands, Grand Cayman, Bodden Town Vacation Rentals
Divers Paradise Huge 3 Bed 3.5 Bath Townhouse
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 3 Bedrooms, sleeps 7
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
$250 - $295
Week:
$1,575 - $1,925
Month:
$4,250 - $6,000
Minimum rental - 3 nights
Check availability
Show on map
Caribbean, Cayman Islands Vacation Rentals
On The Bay #104
Slideshow
4.5 of 5 stars 7 reviews
  • Rental Home
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$193 - $243
Week:
$1,351 - $1,701
Minimum rental - 3 nights
Check availability
Show on map
Caribbean, Cayman Islands, Cayman Brac Vacation Rentals
Ocean Front Condominiums on Cayman Brac
Slideshow
4.5 of 5 stars 8 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Week:
$1,000
Month:
$3,200
Minimum rental - 3 nights
Check availability
Show on map
The Islands Club Unit 18, Seven Mile Beach
Cayman Islands, Grand Cayman, Seven Mile Beach Vacation Rentals
The Islands Club Unit 18
Slideshow
4 of 5 stars 2 reviews
  • Rental Home
  • 2 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL MANAGER
Special offer details »
Night:
$420
Minimum rental - 5 nights
Check availability
Map unavailable

Cayman Islands Vacation Rental Advice

White sands
Posted by kiddos, May 21, 2012
http://www.caydirect.com/resorts/white-sands/ http://www.caymanvillas.com/cayman-islands-vacation-rentals-propertylisting ... more
Reasonably priced accommodation
Posted by Testudo, Apr 29, 2011
... here on Trip Advisor's Vacation Rentals. Those closer to or in George Town, West Bay and East End or North Side tend to cost less than right on Seven Mile Beach. Some super cheap non-condo options by Cayman standards are: Eldemire Guest House: http://eldemire.com/ Harbour View ... more
Kozy Kai - apartment rental?
Posted by MokYi, Mar 19, 2012
... put me at ease since I couldn't find too much online about the sea lodges! I will be booking this particular one: http://www.caymanvillas.com/cayman-islands-vacation-rentals-propertydetail-14-24 I will start looking for nice [affordable] restaurants and snorkel spots around the area, thank you ... more
GC with 4 kids(ages 17,14,11,8) during Easter Vacation
Posted by 7miler, Jan 14, 2012
... and book it. You even get an instant confirmation! Huge time saver and WAY easier than wading through the many pages of vacation rentals here. I recently booked a unit at The Renaissance this way (it looks awesome!!) and it was sooo easy! Received confirmation directly from the property too ... more
Cayman Brac North or South side?
Posted by onthegoIllinois, Oct 16, 2011
... 2012 and deciding between two vacation rentals. One is on the North side and the other on the South side. Anyone know the "preferred" area? I'm sure it's beautiful either side, but wanted to hear from anyone that has been there. We don't dive, but love the ... more
Can I find a 2 night minimum stay in 7 Mile Beach in March?
Posted by lvallecilloky, Nov 22, 2011
Yes you may, check out Paradise Properties Vacation Rentals here: http://paradisepropertiescayman.com/index.php?option=com_joomanager&view=itemslist&catid=49&Itemid=141 ... more
Moon Bay Condo of Turtle Inn
Posted by NorthSideSue, Sep 11, 2011
... beach there. The closest grocery would be the Fosters in Savannah, about a 12-15 minute drive. I see that the Turtle Nest Inn just added this property to their list of vacation rentals. They have a goof reputation, so I'm assuming this unit is in pretty good shape ... more
Secluded Sunsets Cayman Brac
Posted by DonnaMJW, Nov 26, 2011
... planning on staying in a vacation rental "Secluded Sunsets" on the north side, west end of the island. Until recently this rental was listed on Trip Adviser (with good reviews) but is now no longer listed. I'm wondering if anyone is familiar with this place, and if so how ... more
Posted by henrybarbera, May 15, 2012
im the owner of secluded sunsets - i have even more great reviews - in a year in a half i have more reviews then all guests houses in the caymans (including grand cayman) except for three properties. check out vacation rentals by owner, ... more
Anyone know anything about South Bay Beach Club?
Posted by AustinBeachy, May 9, 2011
... well and looking for a vacation rental for my family...SO confusing! Haven't been to Cayman since '81...not that many choices then. Couple of questions since I have a 7 and 15 year old looking for a nice big sandy beach. Is it rocky, wide, safe and convenient ... more
See all sites
Cruise Critic

The ultimate cruise resource: cruise reviews, deals, news and advice.

SeatGuru

The world's most comprehensive source for airline seats, airline info, & in-flight amenities.

Family Vacation Critic

The best family vacations start here.

Get the #1 travel app FREE>>
Take TripAdvisor with you

Find 50 million reviews & opinions of hotels, things to do, restaurants and more

GET IT
Named "#1 Travel App" by Frommer's