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Flexible bookings in Jamaica

A selection of homes with additional flexibility

Cancel penalty free until 14 days before arrival for trips with checkout through Sep 15 2020

LUXE
Professionally inspected
  1. Entire villa
  2. Rose Hall
Greatview · Formal Jamaican retreat on cliffside above the sea
Price:$2,443 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Ocho Rios
Canoe Cove · Fully-staffed beach house near Dolphin Cove
Price:$3,524 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Negril
Little Waters on the Cliff · Contemporary waterfront villa with stone bluffs
Price:$850 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Ocho Rios
Buttonwood Reef
Price:$3,200 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Cornwall County
Almond Villa · Almond Villa - 4Br - Sleeps 8
Price:$1,200 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Ocho Rios
Buttonwood Reef & Sea Biscuit Estate
Price:$4,200 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Montego Bay
Nutmeg South · Nutmeg South - 6Br - Sleeps 12. Lower rates for fewer bedrooms may be available upon request.
Price:$1,639 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Cornwall County
Cottonwood Villa · Vintage Jamaican garden villa on Seven Mile Beach
Price:$1,500 / night
LUXE
Professionally inspected
  1. Entire house
  2. Montego Bay
Elsewhere by the Sea
Price:$1,250 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Spring Farm
Villa Rosa · Modern tropical treehouse near Half Moon Beach
Price:$1,700 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Cornwall County
Palm Villa · Palm-lined garden estate on 7-Mile Beach
Price:$1,500 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Montego Bay
Caribbean Jewel
Price:$860 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Cornwall County
Naseberry · Naseberry - 3Br - Sleeps 6
Price:$1,000 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Montego Bay
Anticipation at Tryall Club · Anticipation at Tryall Club - 6Br - Sleeps 12. Lower rates for fewer bedrooms may be available upon request.
Price:$2,660 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Montego Bay
Silent Waters · Eastern-influenced villa with ocean views
Price:$3,944 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Ocho Rios
Sea Biscuit · Classic Caribbean beach house at Hermosa Cove
Price:$1,350 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Montego Bay
Everything Nice · Sleek contemporary beach house near Hard Rock Cafe
Price:$1,750 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Montego Bay
Trade Winds
Price:$1,663 / night
LUXE
Professionally inspected
  1. Entire villa
  2. Runaway Bay
Selah Villa
Price:$2,000 / night