Search Montego Bay Villa Rentals from CA $99

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Montego Bay Villas

123 Drax Hall Country Club Villa
Outdoor pool, open 6:00 AM to 9:30 AM, pool umbrellas, sun loungers

123 Drax Hall Country Club Villa

5.0 star property
6.0 out of 10, (2)
"Owner is amazing.. "
The price is CA $99
CA $212 total
includes taxes & fees
Aug 14 - Aug 15
123 Drax Hall Country Club Villa
Holiday House Second floor Ste
Outdoor pool

Holiday House Second floor Ste

3.5 star property
7.2 out of 10, Good, (7)
"Great place and host"
The price is CA $248
CA $341 total
includes taxes & fees
Aug 14 - Aug 15
Holiday House Second floor Ste
Drax Hall Country Club 2 Bed Villa
Business centre

Drax Hall Country Club 2 Bed Villa

3.0 star property
2.0 out of 10, (2)
"The property manager was horrible, she was very aggressive when communicating. She tried to take my deposit for a broken lock that I have never touched. Very poor communication, I felt like I was in prison, because I wasn’t allowed to take visitors on her property. The housekeepers were more friendly and nice. I was warned by others never to rent that property again. It was just a horrible stay, the beds were very hard and worn out. It’s like you sleeping on a piece of board. The community it’s...
Drax Hall Country Club 2 Bed Villa
Luxury Seaside Villa fully staffed
Outdoor dining

Luxury Seaside Villa fully staffed

9.6 out of 10, Exceptional, (42)
"Ms.Barbara, Ms.Diane and Ricardo were absolutely amazing, and are the reason we would go back. In addition, driver Oneil was also amazing. View at property is unmatched. Few things in house were not working Jacuzzi wasn’t working at all, firepit needed some maneuvering from Ricardo for it to work, seemed like wires had to be taped down by him or something. We could not use it once he was gone in the evening. Ceiling fan in the living room was not working, and the living room doesn’t have...
Luxury Seaside Villa fully staffed
Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY
Outdoor pool

Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY

10.0 out of 10, Exceptional, (32)
"3 generations- 8 adults, 2 toddlers and 2 infants were housed beautifully at Fantasy Villa. Enough spaces for everyone to be happy. Ocean time, beach and pool time in a beautiful home- activities close by. Excellent staff kept the house running very well - very good food and house was kept tidy and clean.We might be back"
Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY
Breathtaking View Villa
Aerial view

Breathtaking View Villa

3.0 star property
9.0 out of 10, Wonderful, (7)
"Quiet property, outside of the city, is a wonderful place to get away and enjoy some peace and beautiful scenery. Friendly staff, very accommodating and helpful. They were happy to give us recommendations and directions to other places to visit. "
Breathtaking View Villa
Villas Richmond Estate
Outdoor pool

Villas Richmond Estate

4.0 star property
7.8 out of 10, Good, (37)
"Very peaceful and quiet would definitely recommend"
The price is CA $238
CA $477 total
includes taxes & fees
Aug 14 - Aug 15
Villas Richmond Estate
Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed
Outdoor pool, an infinity pool

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

10.0 out of 10, Exceptional, (136)
"We were so very well cared for in this beautiful home overlooking Montego Bay. The staff are wonderful people and the home is exquisite. "
Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed
Tiny House on Luxurious Villa
Pool

Tiny House on Luxurious Villa

2.0 star property
Tiny House on Luxurious Villa
Luxury 4-Bedroom villa
Outdoor pool

Luxury 4-Bedroom villa

5.0 star property
9.0 out of 10, Wonderful, (2)
Luxury 4-Bedroom villa
Paradise Escape Drax Hall Ocho Rios
Gym

Paradise Escape Drax Hall Ocho Rios

4.0 star property
9.2 out of 10, Wonderful, (19)
"This place is amazing, had to get use to the bugs. Property is beautiful, neighborhood is quiet friendly safe and relaxing. "
The price is CA $174
CA $436 total
includes taxes & fees
Aug 14 - Aug 15
Paradise Escape Drax Hall Ocho Rios
Ocho Rios Villas at Coolshade II
Outdoor pool, pool umbrellas, sun loungers

Ocho Rios Villas at Coolshade II

3.0 star property
8.6 out of 10, Excellent, (20)
"We had a fantastic stay at Cool Shade. We were two minutes away from the pool and enjoyed the backyard oasis. We definitely will be coming back!!! "
Ocho Rios Villas at Coolshade II
Drax Hall Manor Country Club Villa
Outdoor pool

Drax Hall Manor Country Club Villa

3.5 star property
9.4 out of 10, Exceptional, (10)
"Loved everything. The ONLY complaint was that the water heater storage is small. We had a few lukewarm and chilly showers (it is solar powere and wasn't extremely hot outside)"
Drax Hall Manor Country Club Villa
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Pool

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

10.0 out of 10, Exceptional, (62)
"Staying at Windfall villas was a fantastic experience. The property was impeccably clean and well maintained with a beautiful and well manicured lawn with an amazing ocean view, great for taking pictures. The location was ideal, in a safe and close to most things and places we needed to visit. The Villa was spacious and well-equipped with everything we needed for a comfortable stay, including a coffee maker, a blender, a well stocked kitchen, toiletries and most of the basic items that we...
The price is CA $397
CA $453 total
includes taxes & fees
Aug 18 - Aug 19
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
5 BDR LUX MODERN BEACHFRONT VILLA PRIVATE INFINITY POOL & OCEAN VIEWS STAFF
Terrace/patio

5 BDR LUX MODERN BEACHFRONT VILLA PRIVATE INFINITY POOL & OCEAN VIEWS STAFF

10.0 out of 10, Exceptional, (88)
"this property blew us away, and had everything we could have asked to have for our family spring break trip. the staff was top notch, and took amazing care of us. it was hard to say goodbye to them. great location close to grocery stores, fun, and the airport! beautiful view of the water, and a huge pool for plenty of people. bedrooms all large, clean, and comfortable. "
5 BDR LUX MODERN BEACHFRONT VILLA PRIVATE INFINITY POOL & OCEAN VIEWS STAFF
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
Exterior

Island Breeze Villa 1 night free after 7 nights within 2024 - 2026

9.8 out of 10, Exceptional, (98)
"Enjoyed our stay and the staff are fantastic "
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
SeaEsta at Bengal ; Cool Chic and all Caribbean.............
Outdoor dining

SeaEsta at Bengal ; Cool Chic and all Caribbean.............

9.8 out of 10, Exceptional, (47)
"Our family had a wonderful time at Seaesta at Bengal! The host and staff were very friendly and did everything possible to make our stay the best possible. The facility was well suited for our group of 8 adults with separate bedrooms and ensuite bathrooms, space to lounge and enjoy the beautiful ocean view, and a lovely pool that was always clean. We thoroughly enjoyed our time at Seaesta and will definitely recommend it to others, as well as return for another visit! Many thanks!!"
SeaEsta at Bengal ; Cool Chic and all Caribbean.............
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
An infinity pool, a heated pool

Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

10.0 out of 10, Exceptional, (70)
"Excellent property, spacious, comfortable outdoor space inside and outside of the elements. We were able to sit comfortably outside while it was raining under the covered patio. Great hospitality, Jackie and the team were absolutely great! Overall a wonderful property for a family or small group vacation."
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
COTTAGE BY THE SEA - steps from Beach -chef included - THE YELLOW CANARY
Property grounds

COTTAGE BY THE SEA - steps from Beach -chef included - THE YELLOW CANARY

9.8 out of 10, Exceptional, (88)
"My family stayed here a few days and loved it."
COTTAGE BY THE SEA - steps from Beach -chef included - THE YELLOW CANARY
A beautifully renovated Caribbean Villa fronting a private seaside cove.
Outdoor pool

A beautifully renovated Caribbean Villa fronting a private seaside cove.

9.8 out of 10, Exceptional, (6)
"We had a great time - the villa was clean, comfortable and peaceful and Miss Jackie was wonderful. We wanted to pack her in the car and take her home with us! Thank you for a lovely stay. "
A beautifully renovated Caribbean Villa fronting a private seaside cove.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montego Bay Hotel Reviews

Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive

Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive

10/10 Excellent
"we loved it just left Aug 10,2025 stayed on the ocean view side! "
Tanquella 3-night trip
Posted 1 day ago
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive