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  1. Jamaica
  2. Hope Well
  • 2 MIN. GOLF CART RIDE TO BEACH! FULL STAFF! POOL! GYM! GOLF! Serenity-Tryall 2
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From $ 1071
2 MIN. GOLF CART RIDE TO BEACH! FULL STAFF! POOL! GYM! GOLF! Serenity-Tryall 2
Sleeps 4
From $ 1071
View Details
  • Goat Hill - Ideal for Couples and Families, Beautiful Pool and Beach
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From $ 1357
Goat Hill - Ideal for Couples and Families, Beautiful Pool and Beach
Sleeps 6
From $ 1357
View Details
  • BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY! Pimento Hill, Montego Bay 6BR
  • https://odis.homeaway.com/odis/listing/c056d7ab-dd5a-488f-b510-4f641fd36246.c10.jpg
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From $ 1956
BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY! Pimento Hill, Montego Bay 6BR
Sleeps 12
From $ 1956
View Details
  • The View on the Hill Bed and Breakfast
  • https://odis.homeaway.com/odis/listing/59eebcdd-499c-4bd2-8b6d-81b4be8b1be5.c10.jpg
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From $ 100
The View on the Hill Bed and Breakfast
Sleeps 8
From $ 100
View Details
  • Almond Hill Villa Jamaica - Luxury 4 Bedroom Villa in Montego Bay w/private pool
  • https://odis.homeaway.com/odis/listing/11168bff-21dc-4feb-b002-c90826c83567.c10.jpg
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From $ 1358
Almond Hill Villa Jamaica - Luxury 4 Bedroom Villa in Montego Bay w/private pool
Sleeps 8
From $ 1358
View Details
  • SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay
  • https://odis.homeaway.com/odis/listing/fe7a5451-8082-43a8-a79c-f17dc1a72db2.c10.jpg
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From $ 1465
SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay
Sleeps 8
From $ 1465
View Details
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  • Magical Sea Views, Fully Staffed, Round Hill Resort Access, Pool, AC, Free Wifi, 7 Acre Estate
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From $ 1643
Magical Sea Views, Fully Staffed, Round Hill Resort Access, Pool, AC, Free Wifi, 7 Acre Estate
Sleeps 8
From $ 1643
View Details
  • 2 MIN. GOLF CART RIDE TO BEACH! FULL STAFF! POOL! GYM! GOLF! Serenity-Tryall 3
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From $ 1071
2 MIN. GOLF CART RIDE TO BEACH! FULL STAFF! POOL! GYM! GOLF! Serenity-Tryall 3
Sleeps 6
From $ 1071
View Details
  • Pimento Hill Six Bedroom Villa
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From $ 2050
Pimento Hill Six Bedroom Villa
Sleeps 12
From $ 2050
View Details
  • Bambu Five Bedroom Villa
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From $ 1815
Bambu Five Bedroom Villa
Sleeps 10
From $ 1815
View Details
  • Sea Island Villa in Montego Bay/ 5-Star Staff/Tennis Court/Tryall Membership
  • https://odis.homeaway.com/odis/listing/a0a0144e-958f-4c5b-9e94-4d72deae58db.c10.jpg
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From $ 1262
Sea Island Villa in Montego Bay/ 5-Star Staff/Tennis Court/Tryall Membership
Sleeps 12
From $ 1262
View Details
  • Beautiful Janus Luxury villa
  • https://odis.homeaway.com/odis/listing/67c0c9ff-108d-4dca-a696-d710b7c04f79.c10.jpg
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From $ 3571
Beautiful Janus Luxury villa
Sleeps 8
From $ 3571
View Details
  • Waters Edge Villa
  • https://q-xx.bstatic.com/xdata/images/hotel/max500/117189913.jpg?k=33ce8afcac7895ee42eb9c018e7e40c575900f47dc581d71a598321ca7e7261f&o=
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From $ 115
Waters Edge Villa
Sleeps 4
From $ 115
View Details
  • Free transportation. private villa with amazing ocean veiw, pool, and maid.
  • https://odis.homeaway.com/odis/listing/13c943bc-2e45-43d9-916a-257e98292671.c10.jpg
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From $ 270
Free transportation. private villa with amazing ocean veiw, pool, and maid.
Sleeps 6
From $ 270
View Details
  • Almond Hill Three Bedroom Villa
  • https://q-xx.bstatic.com/xdata/images/hotel/max500/133220925.jpg?k=2b9e05b56d6b15fc42767e88b835d68a128f0a8c83190d68b78d6ef4b4efd439&o=
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From $ 994
Almond Hill Three Bedroom Villa
Sleeps 6
From $ 994
View Details
  • Serendipity Four Bedroom Villa
  • https://q-xx.bstatic.com/xdata/images/hotel/max500/133220557.jpg?k=ad8f6ee74af896050dbec422364d0d2e2e1f6eb6e96c434626fdcc867c537766&o=
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From $ 932
Serendipity Four Bedroom Villa
Sleeps 8
From $ 932
View Details
  • FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 6BR
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From $ 1761
FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 6BR
Sleeps 13
From $ 1761
View Details
  • Own Chef! Housekeepers! Pool! Staff! Family Friendly! ELEGANT LUXURY! Bambu
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From $ 1644
Own Chef! Housekeepers! Pool! Staff! Family Friendly! ELEGANT LUXURY! Bambu
Sleeps 8
From $ 1644
View Details
  • Knockando on Round Hill - Ideal for Couples and Families, Beautiful Pool and Beach
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From $ 2114
Knockando on Round Hill - Ideal for Couples and Families, Beautiful Pool and Beach
Sleeps 13
From $ 2114
View Details
  • Somewhere Hostel
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From $ 30
Somewhere Hostel
Sleep 1
From $ 30
View Details
  • Luxury villa fully staffed, private pool, resort membership, BEACH access
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From $ 1245
Luxury villa fully staffed, private pool, resort membership, BEACH access
Sleeps 6
From $ 1245
View Details
  • FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 5BR
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From $ 1697
FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 5BR
Sleeps 10
From $ 1697
View Details
  • Cozy 2 bed room home, fully air conditioned, close to beach and attractions
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From $ 270
Cozy 2 bed room home, fully air conditioned, close to beach and attractions
Sleeps 16
From $ 270
View Details
  • Silent Waters - Ideal for Couples and Families, Beautiful Pool and Beach
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From $ 4503
Silent Waters - Ideal for Couples and Families, Beautiful Pool and Beach
Sleeps 20
From $ 4503
View Details
  • Caribbean Jewel - Ideal for Couples and Families, Beautiful Pool and Beach
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From $ 1143
Caribbean Jewel - Ideal for Couples and Families, Beautiful Pool and Beach
Sleeps 8
From $ 1143
View Details
  • GREAT RIVER HOUSE-ROUND HILL MEMBERSHIP
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From $ 1850
GREAT RIVER HOUSE-ROUND HILL MEMBERSHIP
Sleeps 10
From $ 1850
View Details
  • Allamanda Villa - fully staffed - ROUND HILL membership - van & driver - nanny
  • https://odis.homeaway.com/odis/listing/62bd551b-8fd9-4cb6-a8db-85e2eafe003d.c10.jpg
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From $ 1285
Allamanda Villa - fully staffed - ROUND HILL membership - van & driver - nanny
Sleeps 12
From $ 1285
View Details
  • Come enjoy true jamaica hopitality
  • https://odis.homeaway.com/odis/listing/438beacc-86cb-40b5-b816-dc93485a6c78.c10.jpg
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From $ 75
Come enjoy true jamaica hopitality
Sleeps 36
From $ 75
View Details
  • Pimento Hill Three Bedroom Villa
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From $ 941
Pimento Hill Three Bedroom Villa
Sleeps 6
From $ 941
View Details
  • Serendipity Five Bedroom Villa
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From $ 1162
Serendipity Five Bedroom Villa
Sleeps 10
From $ 1162
View Details
  • BEACH MEMBERSHIP! CHEF! STAFF! POOL! TENNIS COURT!Great River House 3BR
  • https://odis.homeaway.com/odis/listing/0f83114d-6b7c-4763-9c8d-5f0beba509cc.c10.jpg
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From $ 1357
BEACH MEMBERSHIP! CHEF! STAFF! POOL! TENNIS COURT!Great River House 3BR
Sleeps 6
From $ 1357
View Details
  • Penthouse Apartment With Magnificent Sea Views. Minutes from the beach.
  • https://odis.homeaway.com/odis/listing/e806a90b-5251-48ee-b523-95600428938b.c10.jpg
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From $ 222
Penthouse Apartment With Magnificent Sea Views. Minutes from the beach.
Sleeps 8
From $ 222
View Details
  • Orchard Oasis
  • https://q-xx.bstatic.com/xdata/images/hotel/max500/158257869.jpg?k=d5d21bb48eefc688008a330362c8b1d9a926fa7c7686f638b33be2a89b76053b&o=
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From $ 200
Orchard Oasis
Sleeps 6
From $ 200
View Details
  • Hillside House at Round Hill 3,4, or 5 luxurious bedrooms Ocean View Full Staff
  • https://odis.homeaway.com/odis/listing/2ba51670-1ae9-4660-8bb6-a6375fd60056.c10.jpg
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From $ 950
Hillside House at Round Hill 3,4, or 5 luxurious bedrooms Ocean View Full Staff
Sleeps 10
From $ 950
View Details
  • Round Hill Hotel & Villas
  • https://q-xx.bstatic.com/xdata/images/hotel/max500/108997351.jpg?k=7125c2845b1b80ad420450c125f874701b6ece76fcd48026f18f6ee0f41749fa&o=
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From $ 309
Round Hill Hotel & Villas
Sleeps 4
From $ 309
View Details
  • Hotel Margaurite
  • https://q-xx.bstatic.com/xdata/images/hotel/max500/141954652.jpg?k=0f70d3ee21b04cad0feab7ed64bf8c6157262877a8a8a6c5f5f15ee55bf65a5d&o=
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From $ 85
Hotel Margaurite
Sleeps 4
From $ 85
View Details
  • Almond Hill Four Bedroom Villa
  • https://q-xx.bstatic.com/xdata/images/hotel/max500/133221278.jpg?k=b4ac88e8ca809cb4d970fcba8601fc5d1b4a2c5b9a3779d94cfc98bc3be795a6&o=
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From $ 1167
Almond Hill Four Bedroom Villa
Sleeps 8
From $ 1167
View Details
  • Pimento Hill - Luxury Staffed Villa with Round Hill Membership
  • https://odis.homeaway.com/odis/listing/6e819e8c-5892-4334-b075-6151e06c225c.c10.jpg
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  • https://odis.homeaway.com/odis/listing/85fab4e5-a8f5-41a5-b689-dd8e47edcb50.c10.jpg
     
From $ 769
Pimento Hill - Luxury Staffed Villa with Round Hill Membership
Sleeps 17
From $ 769
View Details
  • Knockando on Round Hill
  • https://odis.homeaway.com/odis/listing/e5fa5d59-fe1f-436b-a962-464aeb2f05ee.c10.jpg
  • https://odis.homeaway.com/odis/listing/eb5f4523-48ca-4e42-89f9-6e54624d720b.c10.jpg
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From $ 1269
Knockando on Round Hill
Sleeps 13
From $ 1269
View Details
  • SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay
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From $ 1250
SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay
Sleeps 8
From $ 1250
View Details
  • Beautiful Private Villa, Full Time Driver/Van* Staff incl. Cook, AC, Free Wifi, Tryall Beach Club
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From $ 1071
Beautiful Private Villa, Full Time Driver/Van* Staff incl. Cook, AC, Free Wifi, Tryall Beach Club
Sleeps 12
From $ 1071
View Details
  • SPECTACULAR VIEWS! BEACH MEMBERSHIP! STAFF! POOL! Goat Hill - Montego Bay 3BR
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From $ 1804
SPECTACULAR VIEWS! BEACH MEMBERSHIP! STAFF! POOL! Goat Hill - Montego Bay 3BR
Sleeps 6
From $ 1804
View Details
  • R &C Ocean View Villa
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From $ 92
R &C Ocean View Villa
Sleeps 4
From $ 92
View Details
  • PRIVATE POOL! CHEF! BASKET BALL! TENNIS COURT! FAMILY FRIENDLY!
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From $ 1602
PRIVATE POOL! CHEF! BASKET BALL! TENNIS COURT! FAMILY FRIENDLY!
Sleeps 15
From $ 1602
View Details
  • Bambu Four Bedroom Villa
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From $ 1426
Bambu Four Bedroom Villa
Sleeps 8
From $ 1426
View Details
  • R & C Ocean View Villa
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From $ 100
R & C Ocean View Villa
Sleeps 5
From $ 100
View Details
  • BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY!Pimento Hill, Montego Bay 5BR
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From $ 1383
BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY!Pimento Hill, Montego Bay 5BR
Sleeps 10
From $ 1383
View Details
  • TRANQUILITY ON THE BEACH JAMAICA - Luxury 7 Bed Beachfront Villa in Montego Bay - STAFF INCLUDED
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From $ 1572
TRANQUILITY ON THE BEACH JAMAICA - Luxury 7 Bed Beachfront Villa in Montego Bay - STAFF INCLUDED
Sleeps 14
From $ 1572
View Details
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