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Montego Bay, Saint James, Jamaica

Montego Bay villa rentals

We found 366 villas — enter your dates for availability

Explore Montego Bay villa rentals

Villa Maria montego Bay

Sleeps 8 · 4 Bedrooms · 4 Bathrooms
$685 avg/night
(45)

Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym

Sleeps 8 · 4 Bedrooms · 4 Bathrooms
$1,272 avg/night
(143)

Luxury Beachfront 5 bdrm Villa W/ large private pool in gated community

Sleeps 10 · 5 Bedrooms · 5 Bathrooms
$1,620 avg/night
(65)

Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed

Sleeps 10 · 4 Bedrooms · 4 Bathrooms
$1,260 avg/night
(75)

LUXURY MODERN 5 BDR BEACHFRONT VILLA INFINITY POOL STUNNING VIEWS CHEF BUTLER

Sleeps 12 · 5 Bedrooms · 5 Bathrooms
$2,200 avg/night
(40)

Beachfront Villa, Full Staff, Boat, Private Pool, Tennis, Gated Community

Sleeps 12 · 5 Bedrooms · 5 Bathrooms
$1,550 avg/night
(136)

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Recent reviews of Montego Bay villa rentals
Stayed Nov 2021

Amazing vacation experience.

We just spent a great Thanksgiving week family vacation at Trade Winds Villa. Let me begin by saying that the villa is just as beautiful as the pictures portray. It is tastefully decorated, impeccably kept and quite cozy and livable. The views are sp...

Debbie A.
Debbie A.
Stayed Nov 2021

The time of our lives

This was my travel squads 2nd stay at pimento hill and my husband and i was celebrating 10 years of marriage. We had the time of our lives. The staff was awesome and the property was even better this time with all the new editions. The owner is very ...

Timisha L.
Timisha L.

Dallas, Texas

Stayed Nov 2021

Everything Nice indeed!!

I’ve just returned from the most relaxing and wonderful vacation! A trip of a lifetime with 11 women that are lifelong friends, celebrating turning 60. Everything Nice by the Sea is a beautiful villa and well appointed. Each room had its own private...

Andrea H.
Andrea H.

Laurel, Maryland

Stayed Nov 2021

2 weeks with young children

Excellent communication with host pre-visit, who was willing to move our booking not once but twice because of enforced flight changes. Excellent staff, particular hats-off to Jason, night security. Whole experience was a complete joy. Always felt sa...

Edward B.
Edward B.
Stayed Nov 2021

The Staff is Why You want to Stay here!

Overall we had an amazing experience. The Staff: Sonia, Dennis and Carron are the reason you wake up happy every day. They take care of your every need. The FOOD. Steller and cooked to meet everyone's needs. By the 2nd day you know you have a new fam...

Darci D.
Darci D.
Stayed Oct 2021

You will not be disappointed !!!

I must say I stayed at numerous VRBO’s, but by far this is the best. Chef Fishbone and Melissa were the bomb. They catered my group to every detail . I only eat chicken and fish and my group eats everything. Chef Fishbone made sure I had something to...

Lisa M.
Lisa M.
Stayed Oct 2021

Nothing short of Amazing!

The staff was nothing short of amazing! We celebrated our 25th anniversary with a vow renewal directly on the property. To say they made our moment even more special, would be an understatement. They made it one of the most memorable milestones of ou...

George J.
George J.
Stayed Oct 2021

WORLD CLASS SERVICE! <3

day & although this was not a starfish issue, as a welcome & first class hospitality - they arranged for a free sunset boat ride. The moment you walk in, you’re greeted with love, a smile & music from Amazing Mazie & her team! I had researched all th...

Gabriel G.
Gabriel G.
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