Cayman Islands Vacation Rental Getaways

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  • Property Options
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  • Bath
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Max Price Per Week $
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  • Handicap Access
  • High Speed Internet
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  • 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

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

Sunset Cove #104

Seven Mile Beach
At Sunset Cove Condo Resort, you get all the perks of a Caribbean resort—including the largest swimm...
Condo 3 / 2 / 8

*
Online booking available

$245 - $526
Per Night

$1715 - $3682
Per Week

Poinsettia #a3

Seven Mile Beach
A condo for those who love luxury details, Poinsettia #A3 boasts sea views and a contemporary interi...
Condo 2 / 2 / 4

*
Online booking available

$130 - $438
Per Night

$910 - $3066
Per Week

George Town Villas 301

Seven Mile Beach
Third-floor views of the glittering Caribbean, 2 Master suites with attached, modern baths, outdoor ...
Condo 2 / 2 / 5

*
Online booking available

$150 - $420
Per Night

$1050 - $2940
Per Week

Poinsettia_d2

Seven Mile Beach
A condo for those who love luxury details, Poinsettia #D2 boasts tropical garden views and an elegan...
Condo 2 / 2 / 4

*
Online booking available

$120 - $344
Per Night

$840 - $2408
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 - $1200
Per Night

$2450 - $8400
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 - $250
Per Night

$1043 - $1750
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 / 26

*
Online booking available

$2026 - $4050
Per Night

$14184 - $28348
Per Week

Sea Breeze 8

Seven Mile Beach
A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides ...
Condo 4 / 4.5 / 10

*
Online booking available

$702 - $1648
Per Night

$4914 - $11536
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

$175 - $328
Per Night

$1225 - $2296
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

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

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

Little Cayman Escape

Little Cayman
Little Cayman Island Escape is a unique, 3-bedroom, 2-bath (sleeps 8) villa on the beach in charisma...
Villa 3 / 2 / 9

*
Online booking available

$215 - $482
Per Night

$1505 - $3374
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

The Pools #12

Cayman Kai
Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom...
Condo 1 / 1 / 4

*
Online booking available

$135 - $288
Per Night

$945 - $2016
Per Week

3 Bedroom Ocean Front Penthouse

East End
3 Bedroom Ocean Front Penthouse Unit Description: This 3 bedroom ocean front penthouse defines luxu...
Home 3 / 3 / 8

*
Online booking available

$650 - $2500
Per Night

$4550 - $17500
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

$215 - $405
Per Night

$1505 - $2835
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

2 bedroom ocean-front suite

Grand Cayman
2 bedroom ocean-front suite Unit Description: This luxurious non-smoking ocean-front 2 bedroom 2 ba...
Condo 2 / 2 / 6

*
Online booking available

$350 - $550
Per Night

$2450 - $3850
Per Week

On The Bay #311

Old Man Bay
Escape to the quiet side of Grand Cayman. On The Bay, a small resort on the tranquil North Shore, pr...
Condo 3 / 3 / 6

*
Online booking available

$135 - $288
Per Night

$945 - $2016
Per Week

Rum Haven

Cayman Kai
Escape to one-bedroom, one-bath Rum Haven for an authentic Caymanian getaway on the banks of Sand Po...
Condo 1 / 1 / 4

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

2 bedroom ocean front suite

Grand Cayman
2 bedroom ocean front suite Unit Description: This non-smoking luxurious ocean front 2 bedroom, 2 b...
Condo 2 / 2 / 6

*
Online booking available

$305 - $520
Per Night

$2135 - $3640
Per Week

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

3 bed/3 bath ocean view home

Grand Cayman
3 bed/3 bath ocean view home Unit Description: Located near world-famous Stingray City and Rum Poin...
Condo 3 / 3 / 7

*
Online booking available

$199 - $750
Per Night

$1393 - $5250
Per Week

 

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