Cayman Islands Vacation Rental Getaways

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  • Property Options
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Max Price Per Week $
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  • 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

On The Bay #104

Old Man Bay
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where...
Condo 2 / 2 / 6

*
Online booking available

$150 - $200
Per Night

$1050 - $1400
Per Week

Little Cayman Escape

Little Cayman
This raised villa with elevator, ramps and wide door ways makes this home perfectly wheelchair acces...
Villa 3 / 2 / 9

*
Online booking available

$308 - $384
Per Night

$2153 - $2691
Per Week

Sea Spray Too

Beach Bay
This deluxe oceanfront villa is positioned on a cliff top to catch the fresh breezes from a warm and...
Villa 4 / 5 / 11

*
Online booking available

$794 - $1163
Per Night

$5561 - $8144
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

Rum Haven

Cayman Kai
These two cozy side-by-side apartments are situated in a peaceful little sandy cove right across fro...
Home 1 / 1 / 4

*
Online booking available

$144 - $195
Per Night

$1005 - $1363
Per Week

Discovery Point #15-1 bedroom

Seven Mile Beach
This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbea...
Condo 1 / 1 / 2

*
Online booking available

$184 - $282
Per Night

$1286 - $1974
Per Week

Grandview #1212

Seven Mile Beach
Grandview offers spectacular views from its expansive beach. Located on the southern end of Seven Mi...
Home 2 / 2 / 6

*
Online booking available

$308 - $359
Per Night

$2153 - $2511
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

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

$300 - $525
Per Night

$2100 - $3675
Per Week

White Sands #3

Seven Mile Beach
This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only ...
Condo 1 / 1 / 2

*
Online booking available

$181 - $263
Per Night

$1267 - $1838
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

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

$225 - $999
Per Night

$1575 - $6993
Per Week

Pease Bay House

Pease Bay
This elegant residence is located 20 minutes drive from the airport and George Town on our Island's ...
Home 5 / 6 / 12

*
Online booking available

$1348 - $1758
Per Night

$9435 - $12305
Per Week

Sea Breeze 8

Seven Mile Beach
Luxury Design and Front-Row Sunset Views on Seven Mile Beach A stunning sunset show awaits you at...
Condo 4 / 5 / 10

*
Online booking available

$650 - $1000
Per Night

$4550 - $7000
Per Week

Sunset Cove #329

Seven Mile Beach
One of the few 3 bedroom condos on Seven Mile Beach that sleep up 7 people including a huge top floo...
Condo 3 / 2 / 7

*
Online booking available

$323 - $429
Per Night

$2262 - $3000
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

$300 - $775
Per Night

$2100 - $5425
Per Week

Blue Lagoon

Cayman Kai
This charming Caymanian style home is situated on a quiet, peaceful inlet of calm water. It is withi...
Home 4 / 5 / 8

*
Online booking available

$487 - $641
Per Night

$3408 - $4484
Per Week

The Pools #12

Cayman Kai
This small exclusive complex, with each unit having its own private pool, is situated on the tranqui...
Condo 1 / 1 / 4

*
Online booking available

$175 - $230
Per Night

$1225 - $1610
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

$185 - $250
Per Night

$1295 - $1750
Per Week

Discovery Point #37-1 bedroom

Seven Mile Beach
This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbea...
Condo 1 / 1 / 2

*
Online booking available

$184 - $282
Per Night

$1286 - $1974
Per Week

09 Aqua Bay Club

Grand Cayman
Ocean Front condo unit Bed configuration Bedroom 1: King Bedroom 2: 1Queen & 1Twin Living Room: Pull...
Condo 2 / 2 / 6

*
Online booking available

$330 - $715
Per Night

$2310 - $5005
Per Week

Discovery Point Club #18

Seven Mile Beach
This condo enjoys great privacy on the 3rd floor while affording spectacular panoramic views of Seve...
Condo 2 / 2 / 6

*
Online booking available

$235 - $380
Per Night

$1645 - $2660
Per Week

White Sands #9

Seven Mile Beach
This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only ...
Condo 1 / 1 / 2

*
Online booking available

$174 - $263
Per Night

$1220 - $1838
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

Rum Cove

Cayman Kai
Recently updated one bedroom condo on the cove in Cayman Kai! It's located right across from famous ...
Condo 1 / 1 / 2

*
Online booking available

$144 - $195
Per Night

$1005 - $1363
Per Week

 

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