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Cayman Islands

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Cayman Islands Holiday Rentals

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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.

 
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€234 - €524 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€241 - €339 / night
2 Bedrooms, sleeps 6
3 Bathrooms
€237 - €411 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€301 - €490 / night
2 Bedrooms, sleeps 4
2 Bathrooms
€170 - €215 / night
2 Bedrooms, sleeps 6
2 Bathrooms

Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€245 - €509
Minimum rental - 3 nights
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  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€316 - €505
Minimum rental - 5 nights
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Map unavailable
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€316 - €505
Minimum rental - 5 nights
Check availability
Map unavailable
Also consider
€234 - €524 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€241 - €339 / night
2 Bedrooms, sleeps 6
3 Bathrooms
€237 - €411 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€301 - €490 / night
2 Bedrooms, sleeps 4
2 Bathrooms
€170 - €215 / night
2 Bedrooms, sleeps 6
2 Bathrooms
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€245 - €509
Minimum rental - 3 nights
Check availability
Map unavailable
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€226 - €339
Week:
€1,584 - €2,375
Minimum rental - 1 night
Check availability
Map unavailable
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€170
Week:
€1,187 - €1,657
Minimum rental - 3 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€312 - €420
Week:
€2,186 - €2,940
Minimum rental - 1 night
Check availability
Map unavailable
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • Professional
EMAIL AGENT
Night:
€188 - €264
Week:
€1,318 - €1,883
Minimum rental - 3 nights
Check availability
Map unavailable
Caribbean, Cayman Islands Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€170
Week:
€1,055 - €1,883
Minimum rental - 3 nights
Check availability
Map unavailable
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Map unavailable
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Map unavailable
Caribbean, Cayman Islands Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
€1,213 - €1,477
Minimum rental - 5 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Week:
€753
Month:
€2,411
Minimum rental - 3 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
€162 - €237
Week:
€1,055 - €1,582
Month:
€3,164 - €3,767
Minimum rental - 5 nights
Check availability
  • Villa
  • 4 Bedrooms, sleeps 10
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Night:
€587 - €754
Week:
€4,110 - €5,279
Minimum rental - 1 night
Check availability
Map unavailable
  • Villa
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
€339 - €396
Minimum rental - 3 nights
Check availability

Cayman Islands Holiday Rental Advice

Posted by AustinBeachy, 9 May 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
Posted by GlassAli, 17 Jan 2012
We're staying at a vacation rental. I'm wondering the best way to handle groceries. Do you bring meats packed in dry ice? Do you shop on Grand Cayman before coming over? Do you check a bag with staples in it when coming from the states? I know the ... more
Posted by DonnaMJW, 26 Nov 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 Testudo, 6 Apr 2011
... look under the "Hotels" or "vacation rental" section of this site for some info. There are non-native Green iguanas throughout the island and the native Blue iguanas mainly on the less developed East End and North Side districts. Iguanas don't normally bother people, but just like racoons at ... more
Posted by SeaweedSara, 3 Nov 2011
... have a kitchen or condo/vacation rental so that we may cook most meals. We are bringing our 5 year old son. We looked at Turtle club, The Reef Resort All Beach Front Suites, 3 points villa. We are unsure of what end of the island we should stay at ... more
Posted by CaymanSunset, 21 Feb 2011
We own a vacation rental in West Bay and got an inquiry a few months ago from a family looking for last-minute accommodations because the London House unit where they were staying had a bug infestation. That said, I've always thought the property looked pretty nice from the ... more
Posted by kiddos, 22 May 2011
That is more a residential area than one which attracts tourists. Are you looking for a vacation rental or a long term stay on the island? ... more
Posted by TLK0254, 22 May 2011
Looking for a budget vacation rental ... more
Posted by CayManTA, 3 Feb 2011
... Those instructions lead to a vacation rental home in the Island Houses of Cayman Kai, which is across the street from Rum Point Club, one mile north of Kaibo Yacht Club, so the driving directions and odometer readings on that webpage will at least get you fairly close to wherever ... more
Posted by beachmouse61, 21 Jun 2010
I have a vacation rental property on the North side of Brac. The geographical shape of Brac makes it interesting from a wind perspective. The island is about 12 miles long & 11/2 miles wide, dominated by the limestone cliff that rises in elevation from sea level on the West ... more
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