Waterfront vacation rentals in Trelawny Parish

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Trelawny Parish

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Superhost

Condo in Montego Bay

4.8 out of 5 average rating, 125 reviews

Sabal at One Palmyra your own personal retreat

Located on the Jewel Grande Spa & resort with all amenities on the 3rd floor of the owner building. Options for all-inclusive food and beverage offered by the hotel at check-in. IT IS NOT MANDATORY. All inclusive is $180 per person per day. Must book for entire stay or only for last day. Infants are free. Children 5-7 $75 per person. Day Pass (11:00am-5:00pm includes (Lunch) and Night pass (6:00pm to 11:00pm) and includes Room Service for $125 per person per day. Ask at time of Check-in.

Mar 20 – 27

G$71,852 GYD per night

Guest favorite

Home in Florence Hall Village

4.86 out of 5 average rating, 44 reviews

Luxurious 3 bed 3 bath Villa in Stonebrook Manor

Keep it simple at this peaceful and centrally-located place. Located 30 min from montego Bay Airport and 45 minutes from Ocho Rios, this warm and luxurious lifestyle living is just right for you. With 24-hour security plus security cameras on premises, you will be overwhelmed with the amenities thats close by. Glistening waters restaurant and lagoon, Mystic restaurant and lagoon, a 24-h mart, swimming pool on premises and gym are just a few highlights. The private beach is 5 minutes away (876).

Jan 5 – 12

G$29,491 GYD per night

Guest favorite

Apartment in Montego Bay

4.95 out of 5 average rating, 85 reviews

Paradise by the Sea

Fully furnished studio apartment, located directly on a white sand beach at Sea Castles Condo along Montego Bay’s elegant corridor. Located on the North Coast highway the complex is 10 minutes from MBJ Airport, 15 minutes from the town center, with access to everywhere on the island. The complex has 24 hours security, swimming pool, beach, bar & local restaurant with a relaxed atmosphere catering to both working professionals & vacationers wanting to enjoy themselves after a long day.

Dec 3 – 10

G$24,973 GYD per night

Superhost

Bungalow in Laughlands District

4.87 out of 5 average rating, 164 reviews

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

Dec 24 – 31

G$31,396 GYD per night

Superhost

Condo in Montego Bay

4.82 out of 5 average rating, 107 reviews

'Moscow' in MoBay, Artsy Apt in Beach Resort Area

This eclectic, Big City themed apartment will tantalize your senses and take you far away from your comfort zone. Creatively integrating images from cities around the world, prepare to be transported across seas and time zones. This 1 bedroom apartment is called “Moscow” and it is located in 22 Freeport, Montego Bay, on the most sought after upscale Freeport peninsula. This gated complex features beach front views, exercise classes, 24-hour security, infinity pool and playground.

Nov 9 – 16

G$30,749 GYD per night

Superhost

Apartment in Montego Bay

4.78 out of 5 average rating, 151 reviews

Seawind On The Bay Freeport Montego Bay

Seawind On The Bay is a safe gated community. The property has a pool and shared bar and grill with a covered community centre. The beach is a short distance away beside Secrets Hotel. A spectacular view of Montego Bay Harbor with cruise ships awaits you. Montego Bay Yacht Club is next door with great food and bar. Also, within walking distance is Secrets Wild Orchid, Breathless, and Sunscape Montego Bay Resorts and Spa. Montego Bay Cruise Ship terminal less than 2 miles away.

Aug 24 – 31

G$22,368 GYD per night

Guest favorite

Apartment in Montego Bay

4.95 out of 5 average rating, 126 reviews

Idle Time On The Bay Relaxing beautiful serene

IDLE TIME ON THE BAY - Welcome to your vacation home at Seawind On The Bay and enjoy our warm and friendly Jamaican hospitality. The apartment is located in a secured gated community on the Freeport Peninsula in a lush garden setting. The drive from Sangster International Airport is approximately 15 minutes. This is a gated property and you are sure to meet new acquaintances. Seawind hosts a number of Airbnb guests and long lasting friendships are always guaranteed..

Sep 10 – 17

G$31,282 GYD per night

Guest favorite

Townhouse in Montego Bay

4.84 out of 5 average rating, 102 reviews

SeeSea Waterfront Villa

SeeSea Waterfront Villa is an unique, recently renovated, beachfront townhouse located in Montego Bay's most prestigious gated community Lagoons. This exquisite villa offers it's own sandy beach overseeing Montego Bay. Spacious patio coupled with tropical garden creates private relaxing atmosphere. Large public swimming pool is right outside of the house. In addition, guests have access to kids playground, 3 more pools, tennis courts, 24 hour security.

Jan 9 – 16

G$110,353 GYD per night

Superhost

Apartment in Montego Bay

4.81 out of 5 average rating, 129 reviews

Brise De Mer, Montego Bay

A spacious 2 bedroom apartment, located in a gated apartment complex in Freeport, Montego Bay. It is on the second floor with a view of the garden, the two pools on the property and the sea. About 15 minutes from the airport. The Freeport residents private beach is in walking distance and several other beaches, restaurants and supermarkets are nearby.

Oct 27 – Nov 3

G$28,792 GYD per night

Superhost

Apartment in Montego Bay

4.88 out of 5 average rating, 146 reviews

Marlin On The Bay, Montego Bay (In Resort Area)

Are you seeking relaxation in paradise? An elegant, cozy and intimate space? A view so spectacular it will take your breath away? How about a pool next to your back patio, lush tropical gardens and walking distance to the beach? Look no further, go ahead and reserve your dream vacation now! **Please read 'Other Notes' before making your booking**

Oct 6 – 13

G$28,535 GYD per night

Guest favorite

Home in Martha Brae

5.0 out of 5 average rating, 5 reviews

The Retreat at Martha Brae (4)

Forget your worries in this spacious and serene space. The Retreat at Martha Brae, is a secluded Home perched on the top of a ridge, overlooking the serene Martha Brae River as well as the Hills and valley's of the World famous Cockpit Country.

Jan 16 – 23

G$147,456 GYD per night

Guest favorite

Condo in Montego Bay

4.93 out of 5 average rating, 131 reviews

Palmyra Resort - Blue Sky Hideaway

A beautiful resort & spa located 15 minutes from Montego Bay Airport. Live in luxury in a fully furnished ocean view 1 bedroom suite. Sunbathe on your own private beach, relax at the pool, let the sea breeze rock you to sleep. Life is good!

Aug 26 – Sep 2

G$40,699 GYD per night