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Grand Cayman Rentals with Pools

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Grand Cayman Rentals with Pools

278 vacation rentals

Beachfront Cayman Island Condo on 7 mile beach

Seven Mile Beach apartment

3 bedrooms / 2 bathrooms / sleeps 7

1 / 48

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

North Side apartment

2 bedrooms / 3 bathrooms / sleeps 6

1 / 48

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

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

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

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

"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

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

Fishbones by Grand Cayman Villas & Condos

Gun Bay house

3 bedrooms / 3 bathrooms / sleeps 6

1 / 26

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 / 39

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

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 / 27

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

Gun Bay villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 24 minutes

1 / 30

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 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

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

Palm Heights Residents #5

Camana Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

1 / 21

Ocean Pearl Beachfront Townhome Vacation Rental

North Side house

2 bedrooms / 3 bathrooms / sleeps 6

1 / 27

Cayman Beachfront at 22 Villas Pappagallo

West Bay apartment

1 bedroom / 1 bathroom / sleeps 3

1 / 17

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

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

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

Beach condo with sunset view

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 1 minutes

1 / 42

FALL SPECIAL - 12,000 sq.ft. 6BR Estate - Oceanus by Luxury Cayman Villas

Grand Cayman villa

6 bedrooms / 7 bathrooms / sleeps 23

1 / 39

4 Bedroom Private Home w/pool - 323 ft. from Seven Mile Beach - Clearwater House

Seven Mile Beach house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 7 minutes

1 / 28

'R' Retreat - Canal Front

Savannah guest house

3 bedrooms / 3 bathrooms / sleeps 7

1 / 30

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

Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 / 13

Well Appointed Townhouse in Great Complex!

George Town townhouse

4 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 58 minutes

1 / 37

Hidden Cove by Grand Cayman Villas & Condos

Rum Point house

6 bedrooms / 5 bathrooms / sleeps 12

1 / 27

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

Beach or Pool

East End villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 11 minutes

1 / 19

Kai Time Island House, Cayman Kai/Rum Point

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 57 minutes

1 / 37

FALL SPECIAL - Chic 4BR Balinese - Stepping Stone by Luxury Cayman Villas

Grand Cayman villa

4 bedrooms / 4 bathrooms / sleeps 10

1 / 47

Britannia Villas 923

Camana Bay apartment

1 bedroom / 3 bathrooms / sleeps 5

1 / 20

10 feet from the beach, Grandview has a grand view

George Town apartment

2 bedrooms / 2 bathrooms / sleeps 8

1 / 32

Georgetown Villa #113- Stunning Ocean Front Pool - Steps to the Caribbean Sea!

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 34 minutes

1 / 21

Great Location & Value! 7mile Beach Condo next to *NEW* Margaritaville Resort

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 53 minutes

1 / 30

Our Cayman Cottage

Gun Bay villa

7 bedrooms / 5 bathrooms / sleeps 18

1 / 27
Viewing 38 of 278
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