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Cayman Islands Rentals with Pools

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Cayman Islands Rentals with Pools

292 vacation rentals

Three Little Birds -2BR+ Villa, Private Beach

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 58 minutes

1 / 32

Beachfront Cayman Island Condo on 7 mile beach

Seven Mile Beach apartment

3 bedrooms / 2 bathrooms / sleeps 7

1 / 48

Cayman Islands Divers Paradise 1st Floor Oceanfront Condo

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 43 minutes

1 / 29

SMB-Grand 32, renovated 2Bd/2Bath,

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 31 minutes

1 / 61

Truly Oceanfront luxury in Grand Cayman

Old Man Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 29 minutes

1 / 12

Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt

North Side apartment

2 bedrooms / 3 bathrooms / sleeps 6

1 / 48

2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 27

Coral Sands Resort: 2-BR, Sleeps 6, Full Kitchen

George Town condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 4 minutes

1 / 18

3 Bed Condo with Huge Patio on Seven Mile Beach

Seven Mile Beach apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 56 minutes

1 / 41

Private Villa on the Caribbean Sea - Stunning Views - Fall & Winter Specials

East End villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 24 minutes

1 / 32

Lime Tree Villa

Camana Bay villa

4 bedrooms / 3 bathrooms / sleeps 10

1 / 16

Coral Beach Villa - A brand new and tranquil getaway...Let the sea set you free

Cayman Brac villa

3 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 36 minutes

1 / 22

Villa Spirit

Old Man Bay house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 23

2 BR condo on Seven Mile Beach with ocean views

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 1 minutes

1 / 19

Ocean Frt Ground Flr Special Holiday Rate Nov 1 - Dec 15 $299

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 42 minutes

1 / 31

FALL SPECIAL - 6BR Modern Oceanfront Tranquility Cove by Luxury Cayman Villas

Grand Cayman villa

6 bedrooms / 6 bathrooms / sleeps 16

1 / 36

Cayman Beachfront at 22 Villas Pappagallo

West Bay apartment

1 bedroom / 1 bathroom / sleeps 3

1 / 17

Villa Caymanas by Grand Cayman Villas & Condos

Old Man Bay house

4 bedrooms / 5 bathrooms / sleeps 8

1 / 31

Starboard Kai Beachfront Home Rum Point Cayman Kai

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 54 minutes

1 / 37

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 8 minutes

1 / 21

Ocean Pearl Beachfront Townhome Vacation Rental

North Side house

2 bedrooms / 3 bathrooms / sleeps 6

1 / 27

Morning Glory

Savannah villa

7 bedrooms / 6 bathrooms / sleeps 14

1 / 24

Amoraflora by Grand Cayman Villas & Condos

Rum Point house

5 bedrooms / 7 bathrooms / sleeps 12

1 / 24

Ocean Kai by Grand Cayman Villas & Condos

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 10

1 / 28

YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point

Old Man Bay condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 36 minutes

1 / 23

Morritt's Tortuga Club: 1-BR, Sleeps 4, Full Kitchen

Gun Bay villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 44 minutes

1 / 30

Oceanview/Poolside Condo on Seven Mile Beach

George Town condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 20 minutes

1 / 15

Poolside studio rental in the beautiful East End of Grand Cayman

East End studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 56 minutes

1 / 8

CoCoCondo - Your Home Away from Home in the Caribbean

West Bay apartment

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

1 / 24

Designer Villa, in Tranquil and Beautiful East End

East End apartment

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 35 minutes

1 / 28

Laguna del Mar: Prime Seven Mile Beach location ground floor beachfront

Seven Mile Beach condo

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 23 minutes

1 / 20

Divers true Paradise Huge 3 Bed 3.5 Bath Townhouse

West Bay condo

3 bedrooms / 4 bathrooms / sleeps 7

1 / 5

Hidden Cove by Grand Cayman Villas & Condos

Rum Point house

6 bedrooms / 5 bathrooms / sleeps 12

1 / 27

Christmas Palms by Grand Cayman Villas & Condos

Old Man Bay house

4 bedrooms / 4 bathrooms / sleeps 10

1 / 24

Grand Cayman Islands Ocean front Villa with 2 bedrooms and 2 baths

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 26 minutes

1 / 38

Beach Is 37 Steps From Front Door!!!

West Bay condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 47 minutes

1 / 18

Ocean Front Villa -New on the Market Available Christmas- New Years -High Season

Old Man Bay house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 34 minutes

1 / 20

First Floor Oceanfront Condo in Top Location!

West Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 29 minutes

1 / 21
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