Updating...

More filters (3)

Swimming pool
Wireless Internet
Air conditioning
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
High chair
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Ceiling Fans
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Table tennis
Games room
Swing set or jungle gym
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Fridge
Stove
Housekeeping Included

See all

Less

Pets
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
Walking trips
Tennis in town
Water sports

Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Waterfront
Golf within 30mins drive

See all

Less

610 condos

Sort by:

Full Service Luxury Oceanfront Villa Private Pool & Beach Cove Butler & Chef inc

Runaway Bay house

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$1,722

Sea Glass Villa

Hopewell villa

6 bedrooms
8 bathrooms

sleeps 14

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,308

Anticipation Villa at The Tryall Club

Sandy Bay villa

6 bedrooms
7 bathrooms

sleeps 14

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$3,925

Hanover Grange (up to 10 persons)

Hopewell villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,634

Quinntessential (up to 8 persons)

Montego Bay villa

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$3,552

Sundance (up to 12 persons)

Hopewell villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$4,806

Harmony Hill (up to 12 persons)

Hopewell villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$5,235

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

9 bedrooms
9 bathrooms

sleeps 18

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$3,099

Harmony Hill (up to 10 persons)

Hopewell villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$4,740

Sundance (up to 14 persons)

Hopewell villa

7 bedrooms
7 bathrooms

sleeps 14

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$5,475

Sea Glass (up to 8 persons)

Hopewell villa

4 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,195

Hanover Grange (up to 18 persons)

Hopewell villa

9 bedrooms
9 bathrooms

sleeps 18

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$4,044

Quinntessential (up to 10 persons)

Montego Bay villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$4,128

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$3,936

Bumpers Nest (up to 8 persons)

Montego Bay villa

4 bedrooms
4 bathrooms

sleeps 14

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,795

Sundance (up to 10 persons)

Hopewell villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$4,493

Overlook

Montego Bay villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,457

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,983

Sea Glass ( up to 12 persons)

Hopewell villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$3,243

Trinity

Hopewell villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$3,761

Bumpers Nest (up to 12 persons)

Montego Bay villa

6 bedrooms
6 bathrooms

sleeps 20

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$3,802

Little Hill

Hopewell villa

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$3,102

Three Little Birds (up to 6 persons)

Montego Bay villa

3 bedrooms
4 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$1,645

Aqua Bay

Hopewell villa

4 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$4,226

Harmony Hill (up to 14 Persons)

Hopewell villa

7 bedrooms
7 bathrooms

sleeps 14

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$5,224

Sea Glass (up to 10 persons)

Hopewell villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,703

Three Little Birds (up to 8 persons)

Montego Bay villa

4 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,195

Hanover Grange (up to 12 persons)

Hopewell villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,963

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$2,050

Villa De-luxe Paradise Vacation Home

Discovery Bay villa

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (heated) Staffed property Swimming pool

All filters match

Price per night from

$1,148

Willows villa

St. Ann's Bay villa

2 bedrooms
2 bathrooms

sleeps 4

2 of 3 match: Staffed property, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$282

Bougainvillea House - Unreserved Luxury

Montego Bay villa

5 bedrooms
5 bathrooms

sleeps 10

2 of 3 match: Staffed property, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,536

S'kai Fall: Newly Renovated Beach House w/Private Pool, Beachfront, Dock + Free

Rum Point house

3 bedrooms
3 bathrooms

sleeps 7

2 of 3 match: Staffed property, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$718

Sweetie Kai: Waterfront Oasis on Bio Bay w/ Pool, Dock + Free Kayaks & Bikes

Rum Point house

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Staffed property, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$339

Kai Time: Island living on Bio Bay w/Free Kayaks, & Bikes--Walk to Rum Point

Rum Point house

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Staffed property, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$327

Lime Tree Villa. Canal Front

Seven Mile Beach villa

4 bedrooms
3 bathrooms

sleeps 10

2 of 3 match: Staffed property, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$1,378

Island Breeze Villa

Montego Bay villa

3 bedrooms
1 bathroom

sleeps 6

2 of 3 match: Staffed property, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$329

Serenity on the Beach - 4 Bedroom Villa at Montego Bay - Book Now

Hopewell villa

4 bedrooms
4 bathrooms

sleeps 8

2 of 3 match: Staffed property, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$1,325

Viewing 38 of 610
rentals in Grand Cayman

Also consider

Seven Mile Beach 45 properties
West Bay 27 properties
Camana Bay 20 properties
Rum Point 18 properties
North Side 12 properties
Bodden Town 11 properties
George Town 7 properties
Savannah 7 properties
Cayman Brac 18 properties
Little Cayman 8 properties
Dominican Republic 4,632 properties
Jamaica 2,084 properties
Barbados 966 properties
Puerto Rico 840 properties
St. Martin Sint Maarten 778 properties
St. Barthelemy 406 properties
Bahamas 639 properties
St. Lucia 503 properties
Aruba 458 properties
US Virgin Isles 422 properties
Curacao 327 properties
Trinidad and Tobago 274 properties
Grenada 170 properties
Dominica 175 properties
Bonaire 119 properties
St. Vincent and the Grenadines 119 properties
Anguilla 71 properties
British Virgin Isles 69 properties
St. Kitts and Nevis 60 properties
Haiti 43 properties
Bermuda 35 properties
Saba 6 properties

Vacation Rentals & Condos in Grand Cayman

Per night

610 condos

Viewing 38 of 610rentals in Grand Cayman

Also consider

Viewing 38 of 610
rentals in Grand Cayman