Cayman Islands Vacation Rental Getaways

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  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Kirk Kove

Cayman Kai
This beachfront home is located on a quiet protected cove. Perhaps you may wish to rent a small boat...
Villa 2 / 2 / 6

*
Online booking available

$205 - $282
Per Night

$1435 - $1973
Per Week

Blossom Village Cott 3 Bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Condo 3 / 3 / 8

*
Online booking available

$333 - $384
Per Night

$2332 - $2691
Per Week

Discovery Point Club #37

Seven Mile Beach
This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbea...
Condo 2 / 2 / 6

*
Online booking available

$231 - $374
Per Night

$1614 - $2619
Per Week

Kaibo Yacht Club #29C

Cayman Kai
This resort is perfect for those who need a spot to relax and unwind and have the convenience of a r...
Condo 2 / 2 / 6

*
Online booking available

$205 - $277
Per Night

$1435 - $1937
Per Week

Kaibo Yacht Club #26c

Cayman Kai
This resort is perfect for those who need a spot to relax and unwind and have the convenience of a r...
Condo 2 / 2 / 6

*
Online booking available

$205 - $277
Per Night

$1435 - $1937
Per Week

Villa La Playa

Cayman Kai
Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house within easy walking di...
Home 4 / 5 / 9

*
Online booking available

$538 - $692
Per Night

$3767 - $4843
Per Week

The Pools #10

Cayman Kai
This small exclusive complex, with each unit having its own private pool, is situated on the tranqui...
Condo 2 / 2 / 6

*
Online booking available

$235 - $285
Per Night

$1645 - $1995
Per Week

Halcyon Days

Grand Cayman
Nestled at the end of a tranquil and peaceful cove is a cheerfully decorated cottage with a boat doc...
Cottage 2 / 2 / 6

*
Online booking available

$359 - $461
Per Night

$2511 - $3229
Per Week

Poinsettia_d2

Seven Mile Beach
Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distanc...
Condo 2 / 2 / 4

*
Online booking available

$180 - $267
Per Night

$1260 - $1866
Per Week

Sundowner #11

Seven Mile Beach
Sundowner is a small condo resort on the quiet northern part of our beautiful Seven Mile Beach. This...
Condo 2 / 3 / 4

*
Online booking available

$205 - $308
Per Night

$1435 - $2153
Per Week

Blossom Village Cott 1 bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 1 / 1 / 4

*
Online booking available

$231 - $261
Per Night

$1614 - $1830
Per Week

Discovery Point #15

Seven Mile Beach
This 2-bedroom beachfront condo is located in one of the most sought-after spots on the Cayman Islan...
Condo 2 / 2 / 6

*
Online booking available

$231 - $374
Per Night

$1614 - $2619
Per Week

Blossom Village Cottage 2 Bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 2 / 2 / 6

*
Online booking available

$282 - $323
Per Night

$1973 - $2260
Per Week

Treasure Cove

Cayman Kai
Unmatched Luxury with Private Pool and Boat Dock On Cayman Kai Create a remarkable reunion with y...
Home 6 / 4 / 15

*
Online booking available

$1130 - $1400
Per Night

$7910 - $9800
Per Week

1 bedroom poolside suite

Grand Cayman
1 bedroom poolside suite Unit Description: This non-smoking poolside 1 bedroom, 1 bath suite featur...
Condo 1 / 1 / 4

*
Online booking available

$250 - $350
Per Night

$1750 - $2450
Per Week

Boa Vida

Grand Cayman
For active travellers, Boa Vida is heaven on earth. At this property in the Seven Mile beach are...
Home 4 / 4 / 10

*
Online booking available

$700 - $1000
Per Night

$4900 - $7000
Per Week

On The Bay #311

Old Man Bay
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where...
Condo 3 / 3 / 6

*
Online booking available

$200 - $230
Per Night

$1400 - $1610
Per Week

Pelican Point

Cayman Kai
This beach front villa is situated on a sandy beach on the northern shore about a 45 minute drive fr...
Villa 4 / 4 / 8

*
Online booking available

$487 - $641
Per Night

$3408 - $4484
Per Week

Sunset Cove #104

Seven Mile Beach
Situated at the southern end of the famous Seven Mile Beach, this ideally located resort is within e...
Home 3 / 2 / 8

*
Online booking available

$323 - $429
Per Night

$2262 - $3000
Per Week

Discovery Point #15-1 bedroom

Seven Mile Beach
Vacation in the Caribbean’s most sought-after spot for barefoot relaxation—the quiet northern end of...
Condo 1 / 1 / 2

*
Online booking available

$184 - $282
Per Night

$1286 - $1974
Per Week

2 Bedroom Ocean Front Suite

East End
2 Bedroom Ocean Front Suite Unit Description: This luxurious 2 bedroom, 2 bathroom ocean front suit...
Condo 2 / 2 / 6

*
Online booking available

$350 - $775
Per Night

$2450 - $5425
Per Week

Kaibo Yacht Club #20B

Cayman Kai
This resort is perfect for those who need a spot to relax and unwind and have the convenience of a r...
Condo 2 / 2 / 6

*
Online booking available

$205 - $277
Per Night

$1435 - $1937
Per Week

Lime Tree Villa

Grand Cayman
This conveniently located 4 bedroom and den deluxe villa is in an upscale residential area only a fe...
Home 4 / 3 / 10

*
Online booking available

$600 - $800
Per Night

$4200 - $5600
Per Week

Regal Beach Club #631

Seven Mile Beach
This resort with pool, gym room and lighted tennis court is situated right in the middle of the famo...
Condo 2 / 2 / 6

*
Online booking available

$258 - $400
Per Night

$1808 - $2798
Per Week

Kailypso

Cayman Kai
Kailypso is a spacious, airy and comfortable home situated on a wide beach inside a little cove in t...
Villa 3 / 2 / 8

*
Online booking available

$384 - $487
Per Night

$2691 - $3408
Per Week

 

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