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.

Jan 11 – 18

R6,464 ZAR 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).

Apr 17 – 24

R2,653 ZAR 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.

Oct 29 – Nov 5

R2,825 ZAR 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

R2,766 ZAR per night

Superhost

Apartment in Montego Bay

4.79 out of 5 average rating, 150 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.

Nov 7 – 14

R2,012 ZAR 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..

Apr 9 – 16

R2,600 ZAR per night

Guest favorite

Home in Montego Bay

4.89 out of 5 average rating, 113 reviews

The Sacred Space

The Sacred Space is discreet and set apart, which is surrounded by healing nature of plants, singing birds, and fresh air full of joy. There is an awesome view over looking the mountains and valleys, where you will feel peace and tranquility that would cause you to want to come again. it's a Space where you are free to be while being the freebeings you are in everyway. the atmosphere is so cool moat of the time with the soothing wind you don't even need AC

Jan 15 – 22

R1,446 ZAR per night

Superhost

Villa in Discovery Bay

4.94 out of 5 average rating, 80 reviews

Se-Villa. Villa with private beach and chef

Modern new villa, ocean front and private beach. Located minutes from Discover Bay. 45 minutes drive from Montego Bay Airport (MBJ) . The villa features a private beach, an infinity pool, bar and grill and your private chef. With multiple entertainment areas, including a small movie theater with an 82” Tv, Pool, bar, shaded garden, varandah and the private beach. Includes an on site housekeeper and full time private chef. Your own private piece of paradise.

Sep 13 – 20

R21,244 ZAR per night

Guest favorite

Townhouse in Montego Bay

4.84 out of 5 average rating, 101 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.

Apr 9 – 16

R9,928 ZAR 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 4 – 11

R2,590 ZAR 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**

Jul 6 – 13

R2,654 ZAR 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.

Sep 14 – 21

R13,265 ZAR per night