Trelawny Rentals
- From $1393 per night (USD)
VRBO
SeaEsta at Bengal ; Cool Chic and all Caribbean.............
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
SeaEsta at Bengal, is a luxury beachside Villa, located on a private strip at the edge of the cool Rio Bueno River know ...
From $1393 per night (USD)VRBO
- From $1400 per night (USD)
Expedia
Sandpebbles ... 50 paces to tranquility
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
As of November 1, 2021 Sandpebbles will become a 5 Bedroom, 5 Bathroom Villa Come experience coastal living in your own ...
From $1400 per night (USD)Expedia
- From $1500 per night (USD)
VRBO
Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 14
Fantasy's renovations are done! This beachfront villa is located on the truly private, Bengal Beach. Fantasy is nestled ...
From $1500 per night (USD)VRBO
- From $1392 per night (USD)
Expedia
Dream VIP Villa: 3 townhms 2 studios + pool oasis!
- Bedrooms:
- 12
- Bathrooms:
- 8
- Sleeps:
- 16
Immerse yourself in the vibrant energy of this breathtaking paradise villa. A tropical oasis decked out with pool, hot t ...
From $1392 per night (USD)Expedia
- From $205 per night (USD)
VRBO
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
One Rhythm Villa is located on the North Coast of the island between Montego Bay and Ochio Rios. ...
From $205 per night (USD)VRBO
- From $1238 per night (USD)
Expedia
Villa BEACHNUT - ON PRIVATE BEACH IN A GATED COMMUNITY
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Beachnut is currently being renovated, as of November 1st, 2022 it will have 5 bedrooms. Beachnut is situated on a 1/2 ...
From $1238 per night (USD)Expedia
- From $1407 per night (USD)
VRBO
Oceanfront 'Majestic Beach House' w\/ Gym + Pool!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Immerse yourself in Jamaica's lush topography and tantalizing island atmosphere by booking a stay at this Majestic Beach ...
From $1407 per night (USD)VRBO
- From $1175 per night (USD)
Expedia
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
As of April 2021 Sun Kissed Villa is a 6 Bedroom! Sun Kissed Villa is a beautiful 6 bedroom, 5 ½ bathroom, beachfront ...
From $1175 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Impeccable, Luxurious, family-friendly and only minutes from Montego Ba
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
Hi-Thatcher Escape villa awaits you. This well appointed, impeccably maintained villa is located just 20 minutes from th ...
From $350 per night (USD)VRBO
- From $1143 per night (USD)
VRBO
Beautiful beachfront villa on picturesque Bengal Beach in a gated community
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
• Located on the beach, Sleepy Shallows is a spacious and playful 5 bedroom, 6 bathroom family vacation home. The large ...
From $1143 per night (USD)VRBO
- From $148 per night (USD)
VRBO
Your home away from home. Stunning hilltop villa with with breaktaking views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful hillside villa overlooking the crystal blue waters of the Caribbean Sea and the town of Greenwood. Very spacio ...
From $148 per night (USD)VRBO
- From $725 per night (USD)
VRBO
Seahorse- - A Slice Of Caribbean Paradise On A Private Beach, Gated Community
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Now a gated community! Come unwind at Seahorse Villa--just steps away from the tranquil blue sea. Capture a feeling of ...
From $725 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Hibiscus Place is your home away from home. Entire property is available to you!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Find your niche - This location is ideal for guests who wants peace and quite but its ok to make some noise! Lovely thre ...
From $150 per night (USD)VRBO
- From $2039 per night (USD)
VRBO
Concierge planning, Chef, butler, Pool, Tennis, Pickleball. Family-friendly
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 17
Mais Oui Villa - 8-bedroom villa vacation rental in Discovery Bay Jamaica. Sleeps 16. The ultimate family-friendly fun- ...
From $2039 per night (USD)VRBO
- From $74 per night (USD)
VRBO
Comfy and quaint 1-bedroom cottage with amazing views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful hillside cottage overlooking the crystal blue waters of the Caribbean Sea and the town of Greenwood. Very spac ...
From $74 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Jamaica Paradise Rio Bueno Discovery Bay
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Idleawile Villa is a beautiful, family friendly luxury villa located on the Rio Bueno Harbour, close to Discovery Bay. T ...
From $1200 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Harmonious Home with 3 Bed and 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious and airy one-level,3-bedroom home in a quiet neighborhood with ceiling fans and air-conditioning; accommodate 6 ...
From $175 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Gil-Manor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in Falmouth at this lovely house. With 2 bedrooms, including 1 king bed and 1 queen bed, this phenomenal property ...
From $120 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Cottage By The Sea, Duncans Bay Jamaica
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cottage by the Sea is just that.....A studio style Cottage near the sea with a Mango tree in the yard! Light, Airy, and ...
From $150 per night (USD)VRBO
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Expedia
Zion’s Den at Hidden Springs, Discovery Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Zion’s Den is our tucked away space and is usually chosen by our guest who would rather be to themselves while knowing t ...
Click For PricingExpedia
- Click For Pricing
VRBO
Solae's Castle at HIdden Springs, Discovery Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
An air conditioned guest suite on our well fruited, lush, peaceful Hidden Springs property. Solae’s Castle has a queen b ...
Click For PricingVRBO
- Click For Pricing
VRBO
Pick a Spot- Pitch a Tent
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Get away from it all when you stay under the stars. Organize your group, bring your tent & camp gear or we will provide ...
Click For PricingVRBO
- From $200 per night (USD)
VRBO
Ocean View 2BR Palm Villa 2nd Floor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About this space Experience breathtaking ocean views and fresh air atop the hill. Our spacious property offers ample roo ...
From $200 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Ocean View 2BR Palm Villa 1st Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
About this space Experience breathtaking ocean views and fresh air atop the hill. Our spacious property offers ample roo ...
From $150 per night (USD)VRBO
- From $405 per night (USD)
VRBO
Quaint Beachfront Bungalow
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful home with direct beach access, available tubing tour, kayaking and other activities. Great for both adults and ...
From $405 per night (USD)VRBO
- From $72 per night (USD)
Expedia
BEACHFRONT ONE-BEDROOM APARTMENT
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This one-bedroom suite is located in Bengal Discovery Bay, Jamaica, close to the Caribbean Sea. You will have access to ...
From $72 per night (USD)Expedia
- From $998 per night (USD)
VRBO
Simmer Down, Silver Sands, Jamaica
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and Escape at Simmer Down - a stunning modern-contemporary villa with 4 bedrooms and 4 bathrooms located in Silver ...
From $998 per night (USD)VRBO
- From $1086 per night (USD)
VRBO
Sleepy Shallows - Fabulous Beachfront Villa
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Located on the beach, Sleepy Shallows is a spacious and playful 5 bedroom, 6 bathroom family vacation home. The large op ...
From $1086 per night (USD)VRBO
- Click For Pricing
VRBO
Ocean Spring Jamaica - Privilege Master Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious and exclusive Master Suite with bedroom, separate living room with sofa bed, terrace and bathroom with whirlpoo ...
Click For PricingVRBO
- Click For Pricing
VRBO
Ocean Spring Jamaica - Privilege Junior Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Privilege Junior SuiteFrom $412 NightExclusive Junior Suite with bedroom, living room with sofa bed, terrace and bathroo ...
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VRBO
Ocean Spring Jamaica - Privilege Swim Up Master Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spacious and exclusive Master Suite with terrace and direct access to the pool. It has a bedroom, a separate living room ...
Click For PricingVRBO
- Click For Pricing
VRBO
Ocean Spring Jamaica - Privilege RoofTop Junior Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Privilege RoofTop Junior SuiteFrom $550 NightOnly 1 room left!Spacious two-level suite offering spectacular views from a ...
Click For PricingVRBO
- Click For Pricing
VRBO
Ocean Spring Jamaica - Privilege Swim Up Junior Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Exclusive Junior Suite with terrace and direct access to the pool. It has a bedroom, a living room with sofa bed and a b ...
Click For PricingVRBO
- Click For Pricing
Expedia
Poinciana House- (5) Bed Rooms
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the beautiful Poinciana House. This humble dwelling is located in the community of Greenwood and it is approx ...
Click For PricingExpedia