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Jamaica, Caribbean Holiday Rentals
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Internet or Wifi (3,822)
Air Conditioning (3,495)
Other outdoor space (2,139)
Washer/Dryer (1,634)
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Kid friendly (3,505)
Smoking allowed (889)
Pet friendly (316)
Elder access (169)
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Property type
Holiday Rental House (2,746)
Condominium/Apartment (1,371)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (401)
Boat Available (107)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Blue Hole
Seven Mile Beach
Martha Brae River
YS Falls
Doctor's Cave Beach
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4,117 rentals
in Jamaica.
Harloe's Luxury Condominium
23
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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As seen on
City Studios in Montego Bay
3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Beautiful gated spacious condo 5 minute walk to beach, restaurants and Hip Strip
11
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Light escape mixes luxury with homey - 2 mins from the beach!
16
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
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Sleeps
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As seen on
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
24
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM
16
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Oasis Tropicana at The Blue Orchid B&B
13
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Luxury Beach Front Condo
43
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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As seen on
Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym
8
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
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Sleeps
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"Sought-After" Luxurious 2100 sq ft Oceanfront Private Residence, in a Resort
51
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 4
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2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
14
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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Beautiful 3 bedroom house with ocean access
22
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 7
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Rose Hall Great House & Golf Estate. Gated Community, 5 Bedroom, Fully Staffed.
14
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
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Sleeps
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PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
28
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Ocean View Ocho Rios Apartment
12
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 4
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Sleeps
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As seen on
Beautiful Luxury Oceanfront Property Montego Bay Property
75
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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NewKgn Gem
19
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Sleeps
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As seen on
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
15
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully
29
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Seahorse- - A Slice Of Caribbean Heaven
83
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
House by the sea with a small sandy beach, fantastic view
100
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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As seen on
5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL CHEF BUTLER
22
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 14
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Sleeps
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As seen on
Summers Dream.... your dreams become a reality.
19
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 4
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Sleeps
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As seen on
Beautiful Beachfront Villa, Private Pool, Tennis, Full Staff, Gated Community
186
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.
38
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Sleeps
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As seen on
Penthouse villa on the beach, chef services available- extra cost.
6
Condo/Apartment
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3 bedrooms
4 bathrooms
Sleeps 8
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Exquisite, recently renovated studio apartment
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Sleeps
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Waterfront , minutes from the beach, self catering, 24 hr security,
81
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 2
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Penthouse Apartment With Magnificent Sea Views. Minutes from the beach.
11
Condo/Apartment
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3 bedrooms
4 bathrooms
Sleeps 6
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Waterfront Villa, Private Pool, Floating Breakfasts Included Chef Available!
22
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Luxurious Beach Front Villa with Pool - Out of the Blue Villa
72
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Ubuntu De La Villa
6
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
New Kingston Serenity at The Oxford
9
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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As seen on
Luxurious 7-13 Bedroom Private Boutique Resort Guard Gated Beach Community
8
Holiday Rental House
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13 bedrooms
12 bathrooms
Sleeps 32
Match:
Sleeps
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As seen on
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
10
Holiday Rental House
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6 bedrooms
7 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP
15
Holiday Rental House
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5 bedrooms
6 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
19
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Beautiful staffed luxury villa in Montego Bay with Sea views & Golf Specials
34
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Villa Maria montego Bay
72
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
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As seen on
Amazing Location! Walk to town, beach, & dinner. 10 mins to Dunn's River Falls
12
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Sleeps
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As seen on
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
52
Holiday Rental House
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6 bedrooms
6 bathrooms
Sleeps 14
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A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA
9
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Crown Royal Villas, Priory
12
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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As seen on
2 Bed Penthouse offers luxury and comfort in a quiet and relaxed setting
29
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Newly Furnished 1 Bedroom in Montego Bay
3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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As seen on
Beach Front, Well-appointed, Townhouse (family-friendly)
24
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Conveniently located Mona Studio Apartment
6
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym
190
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps
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Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape
13
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
The Recess Stays – 2 Rooms 3 Beds, 2 Baths w/ Grill
7
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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1
2
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83
Showing results 1-50 of 4,117
Frequently Asked Questions about Jamaica
Do any holiday rentals in Jamaica have a pool?
Yes, here are some popular holiday rentals in Jamaica that have a pool:
Jasmine Palms at Miramar - 3 bedrooms
View of the Ocean Resort – Kingsize Bed 5
View of the Ocean Resort - Two Double Bed 2
See all holiday rentals with a pool in Jamaica on Tripadvisor
Do any holiday rentals in Jamaica have internet access?
Yes, here are some popular holiday rentals in Jamaica that have internet access:
Harloe's Luxury Condominium
City Studios in Montego Bay
Beautiful gated spacious condo 5 minute walk to beach, restaurants and Hip Strip
See all holiday rentals in Jamaica on Tripadvisor
What are the best pet friendly rentals in Jamaica?
The best pet friendly rentals in Jamaica are:
VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL
See all pet friendly holiday rentals in Jamaica on Tripadvisor
What are some great rentals in Jamaica that are kid friendly?
Some of the most popular kid friendly rentals in Jamaica are:
Harloe's Luxury Condominium
City Studios in Montego Bay
Beautiful gated spacious condo 5 minute walk to beach, restaurants and Hip Strip
See all kid friendly holiday rentals in Jamaica on Tripadvisor
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