Cayman Islands Vacation Rental Getaways

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  • Property Options
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  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
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  • 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

White Sands #9

Seven Mile Beach
Relaxed seclusion and quality accommodations await at this simple and contemporary beachfront apartm...
Condo 1 / 1 / 2

*
Online booking available

$140 - $329
Per Night

$980 - $2303
Per Week

Seaspray

Beach Bay
An illuminated, overflow swimming pool suspended above the rippling blue blanket of the Caribbean Se...
Villa 4 / 5.5 / 11

*
Online booking available

$400 - $900
Per Night

$2800 - $6300
Per Week

Caribbean Paradise 9

South Sound
This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential ...
Villa 3 / 3 / 6

*
Online booking available

$195 - $522
Per Night

$1365 - $3654
Per Week

Villa La Playa

Cayman Kai
This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you wit...
Villa 4 / 4.5 / 9

*
Online booking available

$340 - $865
Per Night

$2380 - $6055
Per Week

Moon Bay #18

Bodden Town
A seafront balcony at this 2-bedroom, 2-bath condo unit waits for you to come out with a morning cof...
Condo 2 / 2 / 6

*
Online booking available

$120 - $344
Per Night

$840 - $2408
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

$145 - $479
Per Night

$1015 - $3353
Per Week

Kai Rumba

Cayman Kai
If your group has different travel personalities and must-do checklists for your Cayman vacations, l...
Villa 3 / 3.5 / 6

*
Online booking available

$310 - $657
Per Night

$2170 - $4599
Per Week

05 Aqua Bay Club

Grand Cayman
Beautifully decorated 2 bedroom Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean f...
Condo 2 / 2 / 6

*
Online booking available

$380 - $750
Per Night

$2660 - $5250
Per Week

3 bed/3 bath beach front home

Grand Cayman
3 bed/3 bath beach front home Unit Description: Located near world-famous Stingray City and Rum Poi...
Condo 3 / 3 / 7

*
Online booking available

$299 - $750
Per Night

$2093 - $5250
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...
Villa 3 / 3 / 8

*
Online booking available

$255 - $482
Per Night

$1785 - $3374
Per Week

Villas Pappagallo #3

Grand Cayman
Retreat to Grand Cayman’s best-kept secret: the Villas Pappagallo, on a crowd-free stretch of shorel...
Condo 1 / 1 / 4

*
Online booking available

$105 - $250
Per Night

$735 - $1750
Per Week

Shellen

East End
Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poi...
Villa 3 / 2 / 8

*
Online booking available

$210 - $539
Per Night

$1470 - $3773
Per Week

Caribbean Paradise #12

South Sound
Find paradise at this 3-bedroom, beachfront villa with a spacious back deck shaded by palm trees and...
Villa 3 / 2 / 8

*
Online booking available

$155 - $449
Per Night

$1085 - $3143
Per Week

2 bedroom/2 bathroom Ocean view condo

Grand Cayman
2 bedroom/2 bathroom Ocean view condo Unit Description: This lovely 2 bed, 2 bath condo has a beaut...
Condo 2 / 2 / 6

*
Online booking available

$350 - $550
Per Night

$2450 - $3850
Per Week

Coral Reef

Seven Mile Beach
On prestigious Seven Mile Beach, there are very few private villas for rent. Most offerings are cond...
Villa 7 / 7.5 / 26

*
Online booking available

$2026 - $4050
Per Night

$14184 - $28348
Per Week

Villas Pappagallo #7

West Bay
On the hunt for away-from-it-all accommodations on Grand Cayman, where you can have a Caribbean beac...
Condo 1 / 1 / 4

*
Online booking available

$120 - $288
Per Night

$840 - $2016
Per Week

Sea Spray Too

Beach Bay
Picture yourself at a cliff-top retreat overlooking the endless blue water of the Caribbean Sea on G...
Villa 4 / 4.5 / 11

*
Online booking available

$400 - $900
Per Night

$2800 - $6300
Per Week

George Town Villas #318

Seven Mile Beach
Penthouse views at a family-friendly rate! This 2-bedroom, 2-bath condo affords a top-floor vantage ...
Condo 2 / 2 / 6

*
Online booking available

$150 - $420
Per Night

$1050 - $2940
Per Week

Kailypso

Cayman Kai
Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residen...
Villa 3 / 2 / 8

*
Online booking available

$315 - $663
Per Night

$2205 - $4641
Per Week

02 Aqua Bay Club

Grand Cayman
Kitchen: Microwave, Stove/Oven. Dining Table 1 DVD PLAYER,1 VCR, 2 TVS, 2 CABLE BOXES, CD PLAYER 1 K...
Home 2 / 2 / 6

*
Online booking available

$380 - $750
Per Night

$2660 - $5250
Per Week

Kaibo Yacht Club #29C

Cayman Kai
One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayma...
Condo 2 / 2 / 4

*
Online booking available

$120 - $346
Per Night

$840 - $2422
Per Week

Studio poolside

Grand Cayman
Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a ...
Condo 0 / 1 / 2

*
Online booking available

$149 - $280
Per Night

$1043 - $1960
Per Week

George Town Villas 101

Seven Mile Beach
George Town Villas is an intimate condo resort steps from renowned Seven Mile Beach—so intimate, in ...
Condo 2 / 2 / 4

*
Online booking available

$135 - $400
Per Night

$945 - $2800
Per Week

2 bedroom poolside suite

Grand Cayman
2 bedroom poolside suite Unit Description: This non-smoking luxurious poolside 2 bedroom, 2 bath su...
Condo 2 / 2 / 6

*
Online booking available

$249 - $480
Per Night

$1743 - $3360
Per Week

Kaibo Yacht Club #20B

Cayman Kai
A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and ...
Condo 2 / 2 / 6

*
Online booking available

$115 - $327
Per Night

$805 - $2289
Per Week

 

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