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Vacation Rentals & Condos in Grand Cayman

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900 condos

Ocean Front Montego Bay Club Apartments

Montego Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 31 minutes

Match: Trampoline Swimming pool

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Price per night from

$161

These homes match some but not all of your filters. Clear all filters

Near Montego Bay|place to stay|Rent whole 2bdr house with kitchen and living rm

Montego Bay house

3 bedrooms / 4 bathrooms / sleeps 6

1 of 2 match: Swimming pool, Trampoline

1 of 2 filters match

Price per night from

$294

Windsong

Montego Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$733

Almond Hill

Montego Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$842

Caribbean Jewel

Montego Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$734

Coconut Cottage

Montego Bay villa

5 bedrooms / 6 bathrooms / sleeps 10

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$734

Cliffside Cottage

Montego Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$660

Ocean View Retreat

Ironshore villa

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$341

Palm Breeze Cottage -GATED COMMUNITY, Pool, Beach Access, HipStrip, NEAR AIRPORT

Montego Bay cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$100

itti Barry Villa Near Dunn's River Falls

Mammee Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 7 minutes

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$551

Luxury rental with pool

Duncans private room

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$150

Coral Cove Villa on the Beach

Discovery Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$660

RELAX .... Poolside at Villa Villekulla

West End house

2 bedrooms / 3 bathrooms / sleeps 7

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$294

Sea Grapes on the Beach

Discovery Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$807

Karma Bay at the Tryall Club

Montego Bay villa

6 bedrooms / 7 bathrooms / sleeps 12

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$1,466

Tranquillity on the Beach

Montego Bay villa

7 bedrooms / 6 bathrooms / sleeps 14

“Fabulous Family Vacation!” Our 3-generations family vacation in april 2013 was made absolutely fabulous by the truly incredible staff at Tranquility. I originally thought the other reviews I read before going must have been exaggerated but now that I have been, I can confirm that the superbe reviews are all accurate! My children loved everything about Tranquility, including beach, pool, kayaks but especially the staff, particularly Leaford and Chef Danny! We the parents loved having the beach and pool next to the house and the grandparents loved the beautiful surroundings. My children ask me everyday when we are returning to Tranquility!

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$1,173

Knockando on Round Hill

Montego Bay villa

5 bedrooms / 6 bathrooms / sleeps 13

“Incredible Experience” Can't say enough about Knockando and Round Hill. The property at the house and in the entire resort is breathtaking. Staff at Knockando was one of a kind. I have traveled extensively and this is by far one of my top experiences. It was great for the whole family. The house, the meals, the staff, the beach, the grounds; all exceptional.

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$998

Endless Summer

Montego Bay villa

6 bedrooms / 7 bathrooms / sleeps 16

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$1,247

Luxury One Bedroom Suite - Discovery Bay Jamaica

Runaway Bay apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$83

Linga-Awile Cottage on the Beach

Discovery Bay villa

3 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$441

Noble House on the Beach

Montego Bay villa

5 bedrooms / 7 bathrooms / sleeps 10

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$1,078

Ocean View Suite

Montego Bay apartment

1 bedroom / 1 bathroom / sleeps 3

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$113

Bay View Suite

Montego Bay apartment

1 bedroom / 1 bathroom / sleeps 3

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$113

SHORT WALK TO BEACH! STAFFED! POOL! GATED! Windjammer, Silver Sands 4BR

Silver Sands villa

4 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$723

COOL RUNNINGS VILLA! LARGE POOL! FULLY STAFFED! GATED SECURE! Thomas House- 7

Rose Hall villa

7 bedrooms / 7 bathrooms / sleeps 14

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$1,324

COOL RUNNINGS VILLA! LARGE POOL! FULLY STAFFED! GATED SECURE! Thomas House- 5

Rose Hall villa

5 bedrooms / 5 bathrooms / sleeps 10

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$963

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$945

AFFORDABLE! COOK! SWIMMING POOL! Island Breeze - Montego Bay 1BR

Ironshore villa

1 bedroom / 3 bathrooms / sleeps 2

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$253

WATERFRONT! COOK! POOL! AFFORDABLE! Kima - Ocho Rios 3BR

Mammee Bay villa

3 bedrooms / 3 bathrooms / sleeps 7

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$516

COOL RUNNINGS VILLA! LARGE POOL! FULLY STAFFED! GATED SECURE! Thomas House- 6

Rose Hall villa

6 bedrooms / 6 bathrooms / sleeps 12

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$1,144

POOL! FULLY STAFFED! AFFORDABLE! Island Breeze - Montego Bay 3BR

Ironshore villa

3 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$374

Pollyanna Tropical Retreat Seawind 1BD Condo OLR

Montego Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$151

Seaing Spotts Coral Bay Village Beachfront Rental Grand Cayman

Savannah condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$468

Balcony Special With An Outstanding View

Ironshore guest house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$100

Almont Tree Cottage with Pool

Montego Bay cottage

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$140

BAYVIEW*** CITY AND OCEAN-VIEW / with ROOFTOP POOL

Montego Bay studio

Studio / 1 bathroom / sleeps 3

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$94

Hot Summer Deal Montego Bay Special

Ironshore guest house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$75

Luxury Penthouse Apartment w/ Sea View Sleeps 6 Lagoons OLR

Montego Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 25 minutes

1 of 2 match: Trampoline, Swimming pool

1 of 2 filters match

Price per night from

$522

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