95 Vacation Rentals Found: 5+ Bedrooms Jamaica

Get help finding your rental: 305.912.3059

Luxury Montego Bay Rental Home Luxury Throughout

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 6 Bathrooms

Montego Bay Luxury Vacation Villa Perfect Ocean Views, Pool

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Montego Bay 18,000 sq ft of luxury Vacation Villa Pool Views

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 6 Bedrooms
  • 10+ Bathrooms

Montego Bay Luxury Six Bedroom Villa Caribbean Views

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

A Palace of a Jamaican Retreat Superb Luxury Vacation Villa

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Spectacular Views of the Sea Staff, Pool, Luxury Villa.

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Montego Bay Luxury Villa Sleeps 10 Guests pool Views

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Luxury Five Bedroom Villa Jamaica's Finest Beach Access

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Family Friendly Spacious Five Bedroom Holiday Villa Jamaica

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Seven (7) Bedrooms Luxury Villa, Sea Views Helicopter Pad

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Single Level Luxury Vacation Villa Montego Bay Jamaica

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Luxury Vacation Rental Home Five Bedrooms

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Elegant 7 Bedroom Jamaica Vacation Estate Staff, Pool, Views

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Montego Bay Luxury Villa Sleeps 20 Guests Heli Pad

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 8 Bedrooms
  • 6 Bathrooms

Montego Bay Luxury A Great Home with Media Room Hot Tub Pool

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Private Beach Jamaica Plantation Hosted World Dignitaries

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Rent the Adjoining Villas and Collectively Enjoy 15 bedrooms

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 6 Bathrooms

Private Luxury Jamaica Beach Villa Cook Butler Sleeps 14

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Elegant Montego Villa BreathTaking Views of the Ocean

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Five Bedroom Montego Bay Beach House with Stunning Views Sea

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Montego Bay Villa Luxury Throughout Fairway Views

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Montego Bay Sea Views Luxury Retreat 7 Bedrooms Holiday Home

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Five Bedroom Island Retreat in Montego Bay A True Oasis

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Montego Bay Villa with Staff & Super Pool Call Today

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Montego Bay Six Bedroom Villa on the Beach

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Beach House Villa with 7 Bedrooms on Jamaica South Coast

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 8 Bathrooms

A One of A Kind Villa Private Spa Services & Staff Jamaica

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Two pools at this Jamaica Luxury Vacation Villa Six Bedrooms

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 7 Bathrooms

Montego Bay Luxury Vacation Home Sleeps Twelve Guests.

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 6 Bathrooms

Jamaica North Coast Vacation Villas Private Estate

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Montego Bay Five Bedroom Villa Amenities Family Villa Views

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

World Class Amenities at this Nine Bedroom Villa Montego Bay

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 9 Bedrooms
  • 9 Bathrooms

Jamaica Villa Ocean Views Near Montego Bay Six Bedrooms/Bath

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Montego Bay Villa, Staff, Club Access, Five Bedrooms, Pool,

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 7 Bathrooms

Montego Bay Villa Jamaica's North Coast, Staff, Pool Views

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Runaway Bay Luxury Villa, Staff Pool, Beach Cliffside Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Luxury Vacation Rental Home Five Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Rare Vacation Villa Right on Jamaica Beach Villa Pool Staff

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Discovery Bay Luxury Private Beach Vacation Villa Jamaica

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 9 Bathrooms

Seven Bedroom Villa on Beach Discovery Bay Jamaica

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Discovery Bay Jamaica Villa Call USA Based Agent

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Ocho Rios Caribbean Villa Beachfront

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

A Great Jamaica Family Holiday Villa At the Waters Edge

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 6 Bathrooms

Beachfront Caribbean Vacation Villa

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Luxury Vacation Rental Home Five Bedrooms

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Ocho Rios Jamaica Luxury Ocean Front Vacation Villa Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Sandy Bay Luxury Villa Pool Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 9 Bathrooms

Top Jamaica Vacation Villa luxury Everywhere Five Star

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

The Ultimate Luxury Sandy Bay Villa Sleeps 16

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 8 Bedrooms
  • 8 Bathrooms

Club membership luxury Villa East Of Montego Bay

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Twelve (12) Bedroom Luxury Villa Sleeps 24

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 24
  • 12 Bedrooms
  • 10+ Bathrooms

Six Bedroom Luxury Jamaica Villa

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 8 Bathrooms

Ocho Rios Five Bedroom Staffed, Pool Vacation Villa on Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Jamaica Villa with 13 Bedrooms Sleeps 26 Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 26
  • 12 Bedrooms
  • 10+ Bathrooms

Luxury Villa Sandy Bay Jamaica

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Ocho Rios 10 Bedroom Vacation Villa Sleeps 20 Private Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 20
  • 10 Bedrooms
  • 10+ Bathrooms

A Rare Eight Bedroom Pool Villa with Driver & Beachfront

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 8 Bedrooms
  • 8 Bathrooms

Nine Bedroom Vacation Villa in Jamaica on Beach with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 9 Bedrooms
  • 9 Bathrooms

Jamaica Montego Bay Pool Villa Ocean & Golf Course Views

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 10+ Bathrooms

Luxury Vacation Villa Stunning View Staff & Service

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901928

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 8 Bathrooms

Discovery Bay Beach House Can 100ft Private Beach

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Nine Bedrooms One of the Islands largest Villas for Rent

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 9 Bedrooms
  • 9 Bathrooms

Jamaica Vacation Home With Staff, 7 Bedrooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 6 Bathrooms

An Amazing Private Staff Await your Arrival -Montego Villa

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Vacation villa with Private Sandy Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 18
  • 9 Bedrooms
  • 9 Bathrooms

Jamaica Beachfront Vacation Villa Golf & Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 7 Bathrooms

6,000 Sq ft of Luxury Beach House in Jamaica.

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Presenting this Massive Five Bedroom Retreat with Two pools

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

One of the Best Luxury Jamaican Beachfront Villas.

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 17
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Seven bedroom Vacation Villa Private Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 9 Bathrooms

Luxury One Level Vacation Home Jamaica - Club Access

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Seven Bedroom Beach House Discovery Bay Jamaica

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Accommodates 14 Guests

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 6 Bedrooms
  • 6 Bathrooms

Montego bay Views Views Views

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Oco Rios Villa with Magnificent Views

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 26
  • 13 Bedrooms
  • 10+ Bathrooms

Ten Bedroom Vacation Villa One of Jamaica's Largest Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 10 Bedrooms
  • 9 Bathrooms

Montego Bay luxury Villa With Views From Most Rooms

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Jamaica Home 901976

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Oracabessa Vacation Villa the finest Vacation Villa

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901982

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901984

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Jamaica Home 901989

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Jamaica Home 901990

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 20
  • 10 Bedrooms
  • 10+ Bathrooms

Four Poster Beds Colonial Style Vacationing in Jamaica

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 13
  • 5 Bedrooms
  • 6 Bathrooms

Views from Every Room of the House

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

A Seriously Beautiful Vacation Villa

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Montego Bay Ultimate Villa Magnificent Gardens & Herb Garden

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Montego Bay Vacation Home Sleeps Twenty Two Guests.

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 22
  • 9 Bedrooms
  • 9 Bathrooms

Discovery Bay Beach Front Vacation Villa Rent Weekly!

  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Ocho Rios Beach House with Eight bedrooms Gated Community

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 Bathrooms

Staff, Pool Sea Views Magnificent Family Villa Montego Bay

  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Montego Bay Villa Rents Weekly.

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 6 Bathrooms

Private Beach

  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 6 Bathrooms

Montego Bay Vacation Villa Queen Elizabeth Stayed Here

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 15
  • 6 Bedrooms
  • 6 Bathrooms