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Montego Bay Rentals with Pools

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Montego Bay Rentals with Pools

392 vacation rentals

Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community

Montego Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

“Jamaican Paradise!” Cannot truly express how fabulous this trip has been, Jaime from the very beginning has been gracious, warm and very accommodating. Her rental has been nothing but spectacular! It is exactly and more than what the pictures convey.

Price per night from

$900

1 / 33

Beach Studio with European Country Charm 15 Minute

Rose Hall apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$70

1 / 14

Anticipation - Tryall Club

Hopewell villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$2,241

1 / 22

Karma Bay - Tryall Club

Hopewell villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$2,214

1 / 14

Twin Palms - Tryall Club

Hopewell villa

7 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$3,507

1 / 20

Goat Hill

Hopewell villa

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$1,000

1 / 73

Infinity - Tryall Club

Hopewell villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,091

1 / 17

Village Maria~ A true Jamaican villa experience Beachfront

Montego Bay house

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

Price per night from

$623

1 / 26

Pleasant View Villa

Hopewell house

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 1 hour 43 minutes

Price per night from

$278

1 / 20

Sundance - Tryall Club

Hopewell villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$3,143

1 / 13

Palmyra 1 Bedroom Condo

Rose Hall condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 30 minutes

Price per night from

$170

1 / 12

Hummingbird House - Tryall Club

Hopewell villa

7 bedrooms / 7 bathrooms / sleeps 14

Price per night from

$3,143

1 / 18

Overlook - Tryall Club

Hopewell villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,558

1 / 15

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 4 minutes

Price per night from

$325

1 / 27

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$175

1 / 29

Nautical Homes Miramar

Montego Bay house

3 bedrooms / 3 bathrooms / sleeps 6

“Holiday Home” My daughter and I rented this really beautiful villa. Angie collected us from the airport and kindly took us shopping to get some food to tide us over until we picked up our rented car. The house smelled fresh as we walked in. The lounge

Responds fast! avg. 30 minutes

Price per night from

$295

1 / 44

Knockando

Hopewell villa

5 bedrooms / 6 bathrooms / sleeps 13

Price per night from

$1,257

1 / 26

Summertime

Montego Bay villa

6 bedrooms / 6 bathrooms / sleeps 14

Price per night from

$929

1 / 54

Paradise Plum - 4BD,Pool, Ocean views, full staff

Rose Hall house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 8 minutes

Price per night from

$750

1 / 16

Allamanda

Montego Bay villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,286

1 / 26

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

3 bedrooms / 5 bathrooms / sleeps 6

Responds fast! avg. 2 hours 0 minutes

Price per night from

$300

1 / 32

Gorgeous Oceanview Condo Montego Bay Jamaica

Montego Bay apartment

2 bedrooms / 3 bathrooms / sleeps 4

“A great place to stay!” We spent three wonderful days at alyssa's Condo in the heart of Montego Bay. It is in a quiet, gated community, with a 1 minute walk to Doctor's Cave beach. What more could you ask for? The condo is clean, and everything sta

Price per night from

$289

1 / 26

Gorgeous 14 Flr Ocean Front Studio

Montego Bay apartment

/ 1 bathroom / sleeps 3

“Awesome” What an amazing place the condo has the best view in Montego bay it was better then we thought, the shop down in the building is very handy. The condo has everything one needs. Jacque was very helpful with all the info. We would have stayed l

Price per night from

$80

1 / 44

2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club

Montego Bay condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 4 minutes

Price per night from

$189

1 / 29

LUXURY! POOL! GATED COMMUMITY! STAFF!Georgian House, Montego Bay 7BR

Rose Hall villa

7 bedrooms / 6 bathrooms / sleeps 16

Price per night from

$1,000

1 / 52

Ocean Front Modern Studio Hip Strip Beach Mobay

Montego Bay condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 4 minutes

Price per night from

$129

1 / 27

gRAND LUXURY! STAFFED! POOL! CHEF! FAMILY FRIENDLY-Georgian House- 5BR

Rose Hall villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$950

1 / 47

BREATH-TAKING JAMAICAN PARADISE

Rose Hall villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$155

1 / 11

Villa Donna Sea peak Suite

Ironshore apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 30 minutes

Price per night from

$75

1 / 10

Ocean View Retreat

Ironshore villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$290

1 / 19

Villa Donna

Ironshore b and b

7 bedrooms / 7 bathrooms / sleeps 28

Price per night from

$489

1 / 17

Reef House - Tryall Club

Hopewell villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$857

1 / 12

TWIN PALMS RETREAT - MONTEGO BAY JAMAICA

Montego Bay townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 48 minutes

Price per night from

$360

1 / 47

Private Beachfront Condos in Montego Bay Jamaica

Rose Hall apartment

1 bedroom / 1 bathroom / sleeps 4

“I will go back anytime” Before our departure, the booking was very professional. Debra advised us well, and she was very patient with us. On our arrival, we were greeted by Karen as if we were family returned to the country for a long absence. We had

Price per night from

$84

1 / 6

Ocean Front Montego Bay Club Apartments

Montego Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 4 minutes

Price per night from

$129

1 / 41

Sea View Queen Room in Luxury Villa

Ironshore villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 37 minutes

Price per night from

$215

1 / 16

PROMOTION! COMPLEMENTARY DRIVER/VAN FOR WEEK- LONG STAY GOOD FROM 3/1 - 9/30

Montego Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

“So great I already booked next year” Sorry guys the 14-21 of May is ours.I encourage anyone whose reading this to snag one of the other weeks. Absolutely the only way to travel. I work long hours in a hectic industry, I take any free time with my fam

Responds fast! avg. 3 hours 44 minutes

Price per night from

$1,071

1 / 32

Avalon - Tryall Club

Hopewell villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$786

1 / 17
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