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Montego Bay Vacation Rental Accommodations - Page 1 of 3

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SPECIAL OFFER! Driver included w 5 bedrms/7nights April 20 - October 20

Montego Bay Beachview Villa w/Pool, Golf, Tennis, Gym and Security

  • 5 BR/5 BA Villa (sleeps 12)
    $1,143 - $2,357/nt
    $8,000 - $16,500/wk
    per property, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Montego Bay Affordable Property Located on a Culdesac in Bogue Village

  • 2 BR/1 BA House (sleeps 5)
    $80 - $90/nt
    $590/wk
    $2,237 - $2,340/month
    per property, accept credit card, Beach, Mountain, Village, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Montego Bay Imani Ashia Villa: Paradise With A Smile

  • 6 BR/6 BA Villa (sleeps 14)
    $700/nt
    $4,900/wk
    per property, accept credit card, Hot Tub, Beach, Near The Ocean, Private Pool, Daily Maid Service, Jacuzzi, Lawn / Garden, terrace

Montego Bay Ocean view Anticipation at Tryall Club- golf, infinity pool, staff & short walk to beach

  • 6 BR/6 BA Villa (sleeps 12)
    $2,142 - $4,285/nt
    $14,994 - $29,995/wk
    $59,976 - $119,980/month
    per property, wheelchair accessible, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Montego Bay Ocean view Anticipation at Tryall Club- golf, infinity pool, staff & short walk to beach

  • 5 BR/6 BA Villa (sleeps 10)
    $1,714 - $3,571/nt
    $11,998 - $24,997/wk
    $47,992 - $99,988/month
    per property, wheelchair accessible, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Montego Bay Following Seas at Tryall Club- manicured acres with majestic sea views & staff

  • 6 BR/6 BA Villa (sleeps 12)
    $1,948 - $3,896/nt
    $13,636 - $27,272/wk
    $54,544 - $109,088/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Ocean Front Luxurious One Bedroom Suite in Paradise

  • 1 BR/1 BA Apartment (sleeps 4)
    $200 - $360/nt
    $1,400 - $2,500/wk
    $2,500 - $3,000/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Beach, Waterfront, Communal Pool, Daily Maid Service, Jacuzzi, terrace

Montego Bay House by the sea with private sandy beach

  • 2 BR/2 BA House (sleeps 4)
    $216/nt
    $1,511/wk
    $5,179/month
    per property, accept credit card, Beach, Near The Ocean, Waterfront, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Montego Bay Belle Abri - Delightful Full Staff, Infinity Pool, Tennis and Close to Golf!

  • 5 BR/8 BA Villa (sleeps 10)
    $1,714 - $3,500/nt
    $11,998 - $24,500/wk
    $47,992 - $98,000/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player, Parking

Montego Bay Bougainvillea at Tryall has private verandas with sea view, pool and housekeeper

  • 5 BR/5 BA Villa (sleeps 10)
    $1,558 - $3,896/nt
    $10,906 - $27,272/wk
    $43,624 - $109,088/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Greatview Villa - Fully Staffed, Treehouse, Kids Club, Golf Course

  • 6 BR/8 BA Villa (sleeps 12)
    $2,028 - $3,428/nt
    $14,196 - $23,996/wk
    $56,784 - $95,984/month
    per property, Hot Tub, wheelchair accessible, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Multi-level Summerhill Villa features Spanish architecture, freshwater pool & full staff

  • 9 BR/9 BA Villa (sleeps 18)
    $1,428 - $2,571/nt
    $9,996 - $17,997/wk
    $39,984 - $71,988/month
    per property, Hot Tub, Private Pool, Air Conditioning, Internet, Television, DVD Player

Montego Bay Tek Time Villa on Rose Hall Estate, Montego Bay - Gourmet Chef

  • 2 BR/8 BA Villa (sleeps 4)
    $910 - $1,814/nt
    $6,370 - $12,698/wk
    $25,480 - $50,792/month
    per property, Hot Tub, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Montego Bay Flower Hill Retreat in prestigious Spring Farm - Elegance Defined

  • 6 BR/14 BA Villa (sleeps 12)
    $2,857 - $4,285/nt
    $19,999 - $29,995/wk
    $79,996 - $119,980/month
    per property, Hot Tub, wheelchair accessible, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Flower Hill Retreat in prestigious Spring Farm - Elegance Defined

  • 5 BR/14 BA Villa (sleeps 10)
    $2,571 - $4,285/nt
    $17,997 - $29,995/wk
    $71,988 - $119,980/month
    per property, Hot Tub, wheelchair accessible, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Belle Abri - Delightful Full Staff, Infinity Pool, Tennis and Close to Golf!

  • 7 BR/8 BA Villa (sleeps 14)
    $2,285 - $3,500/nt
    $15,995 - $24,500/wk
    $63,980 - $98,000/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player, Parking

Montego Bay Impressive Infinity at Tryall offers, private chef, infinity pool and ocean view

  • 5 BR/5 BA Villa (sleeps 10)
    $1,558 - $3,246/nt
    $10,906 - $22,722/wk
    $43,624 - $90,888/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Montego Bay Rose Cottage at Tryall, exceptional mountain and ocean views with full staff

  • 6 BR/9 BA Villa (sleeps 12)
    $1,948 - $3,896/nt
    $13,636 - $27,272/wk
    $54,544 - $109,088/month
    per property, Private Pool, Internet, Television

Montego Bay Ocean view Hanover Grange at Tryall Club is fully staffed with infinity edge pool

  • 7 BR/7 BA Villa (sleeps 14)
    $2,337 - $4,350/nt
    $16,359 - $30,450/wk
    $65,436 - $121,800/month
    per property, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view Hanover Grange at Tryall Club is fully staffed with infinity edge pool

  • 6 BR/7 BA Villa (sleeps 12)
    $2,013 - $4,350/nt
    $14,091 - $30,450/wk
    $56,364 - $121,800/month
    per property, Air Conditioning, Internet, Television, DVD Player

Montego Bay Family friendly Villa Lolita at Tryall on 4 acre site with marble pool terrace, golf cart & full staff

  • 5 BR/5 BA Villa (sleeps 10)
    $1,558 - $3,246/nt
    $10,906 - $22,722/wk
    $43,624 - $90,888/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view Great River House with pool, alfresco shower & Access to hotel facilities

  • 5 BR/7 BA Villa (sleeps 10)
    $1,142 - $2,575/nt
    $7,994 - $18,025/wk
    $31,976 - $72,100/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player, Fireplace

Montego Bay Ocean view Great River House with pool, alfresco shower & Access to hotel facilities

  • 3 BR/7 BA Villa (sleeps 6)
    $850 - $2,575/nt
    $5,950 - $18,025/wk
    $23,800 - $72,100/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player, Fireplace

Montego Bay Sea Salt at Tryall offers magnificent grounds private chef and infinity pool

  • 5 BR/5 BA Villa (sleeps 10)
    $1,558 - $3,246/nt
    $10,906 - $22,722/wk
    $43,624 - $90,888/month
    per property, Private Pool, Internet, Television, DVD Player

Montego Bay Ocean view Nutmeg South- near beach & 3 golf courses, pool, full staff

  • 5 BR/5 BA Villa (sleeps 10)
    $1,142 - $2,357/nt
    $7,994 - $16,499/wk
    $31,976 - $65,996/month
    per property, Private Pool, Air Conditioning, Internet, Television

Montego Bay Ocean view Nutmeg South- near beach & 3 golf courses, pool, full staff

  • 4 BR/5 BA Villa (sleeps 8)
    $1,071 - $2,357/nt
    $7,497 - $16,499/wk
    $29,988 - $65,996/month
    per property, Private Pool, Air Conditioning, Internet, Television

Montego Bay Ocean view Trinity Villa at Tryall- infinity pool, near beach- award-winning golf

  • 5 BR/7 BA Villa (sleeps 10)
    $2,285 - $3,857/nt
    $15,995 - $26,999/wk
    $63,980 - $107,996/month
    per property, Hot Tub, Private Pool, Air Conditioning, Internet, Television, DVD Player

Montego Bay Fabulous Haystack at Tryall Club with full staff, ocean views and jacuzzi

  • 8 BR/8 BA Villa (sleeps 16)
    $2,597 - $4,610/nt
    $18,179 - $32,270/wk
    $72,716 - $129,080/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Montego Bay Fabulous Haystack at Tryall Club with full staff, ocean views and jacuzzi

  • 6 BR/8 BA Villa (sleeps 12)
    $1,948 - $3,896/nt
    $13,636 - $27,272/wk
    $54,544 - $109,088/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Montego Bay Waterfront Karma Bay at Tryall- fully staffed serene pavilions, near beach- golf

  • 6 BR/6 BA Villa (sleeps 12)
    $1,948 - $3,896/nt
    $13,636 - $27,272/wk
    $54,544 - $109,088/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Waterfront Karma Bay at Tryall- fully staffed serene pavilions, near beach- golf

  • 5 BR/6 BA Villa (sleeps 10)
    $1,558 - $3,896/nt
    $10,906 - $27,272/wk
    $43,624 - $109,088/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Villa Viviana at Tryall, 6 acres of land-golf carts to explore it and full staff

  • 6 BR/6 BA Villa (sleeps 12)
    $1,948 - $3,896/nt
    $13,636 - $27,272/wk
    $54,544 - $109,088/month
    per property, Private Pool, Internet, Television, DVD Player

Montego Bay Silent Waters Villa - Private luxury villa with breathtaking views

  • 10 BR/6 BA Villa (sleeps 20)
    $2,071 - $2,857/nt
    per property, accept credit card, Mountain, Near The Ocean, Private Pool, Daily Maid Service, Tennis Court, Lawn / Garden, terrace, Balcony

Montego Bay Waterfront Calypso Shores is fully staffed within gated community, private beach & pool and tennis court

  • 4 BR/4 BA Villa (sleeps 8)
    $855 - $1,831/nt
    $5,985 - $12,817/wk
    $23,940 - $51,268/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view Destiny Villa- full staff, 2 infinity pools & mountain views

  • 4 BR/5 BA Villa (sleeps 8)
    $1,214 - $2,607/nt
    $8,498 - $18,249/wk
    $33,992 - $72,996/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view No Le Hace at Tryall club- fully staffed with infinity pool, near beach & golf

  • 5 BR/6 BA Villa (sleeps 10)
    $1,100 - $2,750/nt
    $7,700 - $19,250/wk
    $30,800 - $77,000/month
    per property, Private Pool, Television, DVD Player

Montego Bay Ocean view No Le Hace at Tryall club- fully staffed with infinity pool, near beach & golf

  • 4 BR/6 BA Villa (sleeps 8)
    $900 - $2,250/nt
    $6,300 - $15,750/wk
    $25,200 - $63,000/month
    per property, Private Pool, Television, DVD Player

Montego Bay Phoenix at Tryall Club- serene private beach & pool, steps from the first tee

  • 7 BR/7 BA Villa (sleeps 14)
    $1,298 - $2,078/nt
    $9,086 - $14,546/wk
    $58,184/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Phoenix at Tryall Club- serene private beach & pool, steps from the first tee

  • 6 BR/7 BA Villa (sleeps 12)
    $1,298 - $1,948/nt
    $9,086 - $13,636/wk
    $54,544/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Ocean view Mahogany Hill at Tryall golf on 11 acres with 2 freshwater pools & full staff

  • 5 BR/5 BA Villa (sleeps 10)
    $1,363 - $3,896/nt
    $9,541 - $27,272/wk
    $38,164 - $109,088/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Ocean view Fairway Manor- near beach & golf, infinity pool- jacuzzi & staff

  • 6 BR/8 BA Villa (sleeps 12)
    $1,300 - $2,914/nt
    $9,100 - $20,398/wk
    $36,400 - $81,592/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view Fairway Manor- near beach & golf, infinity pool- jacuzzi & staff

  • 5 BR/8 BA Villa (sleeps 10)
    $1,180 - $2,914/nt
    $8,260 - $20,398/wk
    $33,040 - $81,592/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view Fairway Manor- near beach & golf, infinity pool- jacuzzi & staff

  • 4 BR/8 BA Villa (sleeps 8)
    $1,130 - $2,914/nt
    $7,910 - $20,398/wk
    $31,640 - $81,592/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Sugar Hill at Tryall Club with gym, pool, amazing ocean view and maid service

  • 7 BR/7 BA Villa (sleeps 14)
    $2,272 - $4,610/nt
    $15,904 - $32,270/wk
    $63,616 - $129,080/month
    per property, Hot Tub, Air Conditioning, Television, DVD Player

Montego Bay Beachfront Villa w/Pool/Tennis/Gym in Montego Bay

  • 4 BR/4 BA, 1 half bath Villa (sleeps 8)
    $1,040 - $1,271/nt
    $6,254 - $8,989/wk
    per property, accept credit card, Beach, Resort, Waterfront, Private Pool, Communal Pool, Daily Maid Service, Tennis Court, Lawn / Garden, Balcony

Montego Bay Come To Jamaica And Feel Alright

  • 3 BR/3 BA Villa (sleeps 7)
    $70/nt
    $490/wk
    $1,960/month
    per property, pets considered, wheelchair accessible, Downtown, Resort, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Montego Bay Royal Villas at Half Moon - Nestled in Half Moon Resort, Golf and Tennis

  • 7 BR/7 BA Villa (sleeps 14)
    $2,305/nt
    per property, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Montego Bay Private Villa, Pool, Views, Gardens, Staff walking distance to Half Moon Bay

  • 4 BR/4 BA Villa (sleeps 10)
    $475 - $979/nt
    $3,025 - $6,850/wk
    per property, accept credit card, wheelchair accessible, Near The Ocean, Resort, Private Pool, Daily Maid Service, Lawn / Garden, Air Conditioning, Internet

Montego Bay Jamaican Villa with Car and Driver Included

  • 2 BR/1 BA House (sleeps 6)
    $157 - $179/nt
    $1,100 - $1,250/wk
    $4,200/month
    per property, accept credit card, pets considered, Near The Ocean, Lawn / Garden, terrace, Balcony, Air Conditioning, Television

Montego Bay Rosehall Vacation Rental - Ideal Home Away From Home Experience

  • 2 BR/2 BA House (sleeps 6)
    $125/nt
    $875/wk
    $2,800/month
    per property, accept credit card, wheelchair accessible, Village, Lawn / Garden, Air Conditioning, Internet, Television, DVD Player
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