Fitness-friendly holiday rentals near Doctor's Cave Beach

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.

View 99 Spring Gardens; 3 bed rms & amazing views

A spacious three bedroom apartment which features: kitchen, living, dining, three ensuite bathrooms, amazing pool (aboveground), gym, and a patio to dine from while enjoying breathtaking scenery. The outdoor area showcases amazing views of the sea and spectacular vistas of Montego Bay and Jamaica’s exotic flora and fauna. The apartment also has a private entrance and patio. It's attached to a home in a gated community close to beaches, shopping and town centre for a secure and relaxed stay. 

Casa G Stylish Montego Bay Escape with pool & gym

Welcome to Casa G, a modern 2BR/2BA apartment in Reading, Montego Bay. Set on the 4th floor of a secure gated community, it features a spacious private balcony with beautiful ocean and mountain views. This 1,364 sq ft home offers an open layout, full kitchen, and comfortable living spaces. Enjoy access to a pool and gym, and you’re less than 5 minutes from Fairview Plaza for shopping and dining. Perfect for a relaxing, convenient island stay. Ideal for couples, families, or business travelers.

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.

Luxury Condo in Montego Bay, Rooftop Pool access

Located in Montego Bay, DREAM36 is a centrally-located, private luxury condo quietly nested in the heart of the city. Placed between ocean views to the north & lush mountains to the south, this modern high-rise sits only 15 mins to major shopping, restaurants, nightlife & world-class beaches. Stylishly decorated to feel like a vacation home away from home, you'll experience luxury a sense of tranquility and comfort, combined with hotel-style features and fully secured with 24/7 security.

Luxury In Paradise: Pool, Gym, Gated, Rooftop Deck

Whether you’re in Jamaica for work or vacation, this condo will check all your boxes. Located in Ironshore, one of Montego Bay’s most prominent communities, sits Dream 36. A luxury condominium complex that’s close to entertainment, beaches, restaurants, and airport (12 mins). This one bedroom condo is extremely spacious at 900 sq ft. It boasts modern furnishings with a warm feel. You can truly relax with amazing amenities such as gated 24/7 security, pool, and rooftop views. Book now 😁

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.

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.

Modern & Serene Oceanfront MoBay Retreat

Experience refined coastal living at Soleil, located in the prestigious Sept Mers enclave of Freeport, Montego Bay. Just 20 minutes from the airport, this beautifully designed condo offers panoramic ocean views, a modern kitchen, and luxurious finishes throughout. Guests can enjoy a pool, gym, tennis court, playground, and outdoor dining area. The property also offers a private beach within walking distance, a tranquil spa room, and 24-hour gated security for your peace of mind.

Stylish 2BR Escape | Pool + Beach Access

Welcome to our recently renovated tropical retreat in Freeport Montego Bay. This home is a 2 minute walk to the pool and an 10 minute walk to a quiet rustic beach. A plush patio set is nestled in the back yard, creating the perfect space to unwind and relax. Guests also enjoy access to 24 hour security, a gym and a gazebo. Conveniently located just 10-15 minutes driving distance to the airport, restaurants, shopping and entertainment. You'll be close to the center of it all.

Jus' Beachy Deux Luxury Apt in B/Frnt Gated Comnty

Introducing Jus Beachy Deux - The 2nd beach theme apartment of our Jus Beachy units located on the upper floor in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground. Be sure to check out my other units in this community on my profile if your dates are not available here or if you would like to book both units for a party of up to 8 people.

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