Places to stay near Dead End Beach

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Top-rated vacation rentals near Dead End Beach

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Guest favorite
A gated entry leads into a charming property featuring a multi-level building surrounded by lush greenery. The building showcases a light-colored exterior with balconies, while palm trees add to the tropical setting. A parking area is visible in the foreground.
Apartment in Montego Bay
4.92 out of 5 average rating, 25 reviews

Sunset 22 by the Airport Apt#2

Sunset 22 is our answer to one of the most asked questions from our guests. "Do you have an apartment near the airport and beach?" Now the answer is YES! This quaint escape is literally 8 minutes' walk from the airport and 15 minutes' walk from The Doctor's cave beach and local hip stip. This listing is ideal for guests who want to be closer to the hustle and bustle of the town, spending their days at the beach while drinking margaritas. Need a discount? Reach out, let's see what we can do!

Superhost
The exterior of the building features a well-maintained garden with lush greenery and vibrant flowers. A pathway of stone pavers leads to the entrance, bordered by a white picket fence. The inviting facade is complemented by two large windows and a covered carport.
Apartment in Montego Bay
4.9 out of 5 average rating, 113 reviews

Pacific 50 (free airport pickup)

At this peaceful and centrally-located place, Pacific 50 is the ideal place to stay when you are in Montego Bay. It's clean and cozy vibe welcomes you to just relax and bask in its tranquility. We are 10 mins from Sangsters airport, Montego Bay town , Doctors Cave beach on the Hip Strip, Pier 1 restaurant, Coral Cliff, movie theatre, clubs and other places of entertainment. Complimentary airport pick up is available. Tours & excursions can be arranged at additional cost as well as car rental.

Top guest favorite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 207 reviews

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Guest favorite
A spacious living area features a light-colored sectional sofa adorned with colorful cushions, complementing a vibrant yellow armchair. A round coffee table sits in front, with two glasses and a bottle, while ceiling fans provide a fresh airflow. An adjacent dining area is visible, showcasing a bright setup.
Home in Montego Bay
4.94 out of 5 average rating, 34 reviews

Tropical Bliss 3bd TH, wlk Doctors Cave & Hipstrip

Relax at this stylish and calm 3 Bedroom / 3 Bathroom Townhouse in the sought after gated community of Chatham Palms. This secure and quiet community is only steps from the hustle and bustle of the Hipstrip. Walk to Doctors Cave Beach or enjoy a Sunset at Dead End Beach to name a few enjoyments you will have in walking distance. Return to a peaceful and comfortable home after sun and fun filled days; with all conveniences to prepare sumptuous meals and enjoy gatherings with family and friends.

Top guest favorite
A spacious studio apartment features a cozy bed with white bedding and a contemporary sofa in gray. Bright accents of yellow and green decor create a lively atmosphere. Large glass doors lead to a balcony, allowing natural light to fill the space and offering views of the surrounding area.
Condo in Montego Bay
5 out of 5 average rating, 154 reviews

The Palm - Studio Apartment

Enjoy stylish experience at our centrally-located studio apartment. The apartment is freshly renovated and has everything you need to feel like home. We are located within walking distance to Harmony Beach Park, Hip Strip (Gloucester Ave./Jimmy Cliff Blvd.,), Doctor’s Cave Beach Club, KFC, local crafts market and much more! Airport pick up & drop off can be arranged at additional cost. Tours and excursions, provided by our reliable partners, are available and can be booked upon request.

Top guest favorite
Condo in Montego Freeport
4.95 out of 5 average rating, 106 reviews

Oceanfront Paradise Views 2Br Penthouse beach Pool

Escape to luxury at Westport, Jamaica's premier gated waterfront residence. Indulge in the ultimate Caribbean experience in this stunning 2-bedroom, 2-bathroom penthouse boasting a spacious balcony with breathtaking views of the Bay and Caribbean Sea. Features: Open-concept living and dining area, well-equipped kitchen, separate laundry room, Relax and unwind in the Oceanfront pool, Gym, kids play area, Chef on request, Spa Services, Concierge services, Full time driver on request.

Guest favorite
A spacious living area features elegant bamboo furniture, including a two-seat sofa and comfortable chairs. Natural light floods in through large windows, highlighting decorative elements like a starburst mirror and potted greenery. A textured rug anchors the space, with a coffee table positioned centrally.
Apartment in Montego Bay
4.92 out of 5 average rating, 143 reviews

2BR Getaway w/Pool, Near Beach in Montego Bay

This gorgeous apartment has been furnished to feel like a true getaway. It’s the ideal retreat for an adventurous & up-scale stay, located in a gated community that is close to the absolute heart of Montego Bay. We believe it’s the ultimate location to experience this part of the island. At only 10 minutes walking distance from Doctor's Cave Beach and the main Hip Strip, you will be very close to all the action. Settle in by zoning out with family or friends and enjoy your getaway.

Top guest favorite
A modern living area features a dark sofa adorned with decorative pillows, positioned beside a small table. Large windows provide natural light, framed by blue curtains. A potted plant adds a touch of greenery, while wooden accents contribute to the overall decor.
Apartment in Montego Bay
4.97 out of 5 average rating, 160 reviews

Luxury studio apartment on the Hip strip

Ultra modern and gated complex located 2 minutes drive from the Sangsters Intl. airport and walking distance from Montego Bay's world renowned Hip Strip and beaches. This unit also retains excellent privacy and quietness despite the hip strip basically being at your doorstep. Who says you can't have it all?! The unit has a fully stocked kitchen and wardrobe amenities and a free parking spot. What are you waiting on? Your dream destination awaits you at this lovely and cozy unit.

Guest favorite
A refreshing swimming pool occupies the foreground, with clear blue water reflecting the sky. In the background, the Caribbean Sea stretches out under a bright blue sky, punctuated by wispy clouds. A wooden deck surrounds the pool, providing panoramic ocean views.
Apartment in Montego Bay
4.92 out of 5 average rating, 119 reviews

Comfortable 1bedroom, 1 bath, rooftop pool

Listing description PLEASE READ LISTING DESCRIPTION BEFORE BOOKING! Wake up and pull away your curtains to a breathtaking view of the Caribbean Sea whilst you relax and unwind in your spacious and modern home away from home. The apartment is palatial, cool and central to all major locations. The property is 5mins by car from the airport and 20mins walk or 5mins by car to the Hip Strip. Enjoy the roof top pool overlooking the ocean and watch as the planes land at the airport.

Top guest favorite
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home in St. James Parish
4.99 out of 5 average rating, 131 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

Guest favorite
A modern dining area features a dark wooden table with seating for six. Bright yellow and blue cushions adorn the nearby sofa, while large windows allow natural light to fill the room. A decorative vase sits on the table, adding a pop of color.
Apartment in Montego Bay
4.9 out of 5 average rating, 120 reviews

The Hyacinth, 2 Bd/pool & walk to Hipstrip & Beach

For an authentic Jamaican Experience while vacationing or on business in Montego Bay, this two Bedroom / 2 Bathroom unit is located at the 24 hour gated community Chatham Palms, nestled amid tropical foliage and is also in walking distance to: • Margaritaville (8 min walk) • Coral Cliff Gaming/Entertainment Lounge (8 min walk) • Restaurants (Usain Bolt’s Tracks and Records, Burger King, Pot Pit etc.) • Doctors Office and Pharmacy

Top guest favorite
A cozy studio apartment features a separation screen defining the sleeping area with a spacious bed. One corner showcases a light-colored couch and a wooden coffee table. Natural light streams through the windows, highlighting the warm tones of the decor.
Condo in Montego Bay
4.88 out of 5 average rating, 109 reviews

La Calma -Lovely studio a min from the Hip Strip!

Located at Chatham Grove, Unit 2! Uncork & unwind at this peaceful and centrally-located studio apartment. Whether you are visiting for entertainment, food or the beach, you are a minute away from the heartbeat of Montego Bay - the Hip Strip ! La Calma is centrally-located to Harmony Beach Park, Usain Bolt's Tracks & Records, Margaritaville, The Pelican Grill, Coral Cliff, Doctor's Cave Beach, Pork Pit and many more.

Popular amenities for vacation rentals near Dead End Beach

  1. Airbnb
  2. Jamaica
  3. Saint James
  4. Montego Bay
  5. Dead End Beach