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549 condos

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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) Swing set or jungle gym Swimming pool

All filters match

Price per night from

$1,718

Willows villa

St. Ann's Bay villa

2 bedrooms
2 bathrooms

sleeps 4

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$281

Bougainvillea House - Unreserved Luxury

Montego Bay villa

5 bedrooms
5 bathrooms

sleeps 10

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,530

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: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$716

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: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$338

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: Swing set or jungle gym, 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: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$1,374

Island Breeze Villa

Montego Bay villa

3 bedrooms
1 bathroom

sleeps 6

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$328

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

Hopewell villa

4 bedrooms
4 bathrooms

sleeps 8

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$1,322

The Marina Villa Ocho Rios Drax Hall Jamaica

Ocho Rios villa

4 bedrooms
4 bathrooms

sleeps 8

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$458

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

5 bedrooms
5 bathrooms

sleeps 10

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,045

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

6 bedrooms
6 bathrooms

sleeps 12

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,976

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

5 bedrooms
5 bathrooms

sleeps 10

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$3,927

Effies Seaside Apartment With Pool

Duncans apartment

1 bedroom
2 bathrooms

sleeps 2

Responds fast! avg. 2 hours 28 minutes

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$225

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

3 bedrooms
3 bathrooms

sleeps 7

Responds fast! avg. 2 hours 0 minutes

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$373

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$207

"Home Sweet Home" - - Pool/Gym/Clubhouse/Cafe

Ocho Rios villa

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 46 minutes

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$138

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$275

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

St. Ann's Bay house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$184

Savannah's Place

St. Ann's Bay house

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 24 minutes

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$103

Luxor Villa at Richmond Estates

Priory house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$212

Ocho Rios Villa at The Palms - Richmond

Priory villa

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$229

The Palms

St. Ann's Bay villa

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 35 minutes

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$172

OCHO RIOS Jamaica Paradise House 2 (3Bdrms)

Ocho Rios house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 1 hour 39 minutes

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$184

Ocean View Villa at Coolshade Ocho Rios

Priory villa

2 bedrooms
1 bathroom

sleeps 4

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$161

Unwind at Richmond (near Ocho Rios)

Priory house

3 bedrooms
2 bathrooms

sleeps 7

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$135

Come share our -bedroom, 2-bath villa with TV/AC fully furnished

Priory house

3 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$229

Tranquillity at The Palms Ocho Rios

Priory villa

3 bedrooms
2 bathrooms

sleeps 7

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$287

Sailing, Montego Bay, Pool, Beach, 876, Jamaica

Montego Bay apartment

1 bedroom
1 bathroom

sleeps 2

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$91

Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach access

St. Ann's Bay villa

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 3 minutes

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$194

A Home Away From Home - NEW 2-Bedroom Apartment

Ocho Rios apartment

2 bedrooms
2 bathrooms

sleeps 4

“EXCELLENT IN ALL AREAS.” Clean Contact info Frist aide kit Fire detector Everything was in place to your comfort and the owner was very nice.

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$166

Beautiful two-bedroom villa at the Vistas

Runaway Bay house

2 bedrooms
1 bathroom

sleeps 4

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$115

Avant Lifestyle near Ocho Rios - Where Coastal Luxury Meets Adventure

Priory villa

3 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$189

Villa Rialto at The Palms - Richmond - Ocho Rios

Priory villa

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$287

Plantation Village #64 2 Bed / 2 Bath Renovated Modern Apartment

Seven Mile Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$458

Jus' Beachy - Luxury Apartment in Beachfront Gated Community

Montego Bay apartment

1 bedroom
1 bathroom

sleeps 4

2 of 3 match: Private outdoor pool (heated), Swing set or jungle gym, Swimming pool

2 of 3 filters match

Price per night from

$194

Sea Glass Villa

Hopewell villa

6 bedrooms
8 bathrooms

sleeps 14

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,303

Anticipation Villa at The Tryall Club

Sandy Bay villa

6 bedrooms
7 bathrooms

sleeps 14

2 of 3 match: Swing set or jungle gym, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$3,916

Viewing 38 of 549
rentals in Grand Cayman

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Vacation Rentals & Condos in Grand Cayman

Per night

549 condos

Viewing 38 of 549rentals in Grand Cayman

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Viewing 38 of 549
rentals in Grand Cayman