Fitness-friendly vacation rentals in Montego Bay

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. 

Tropical 1BR, Rooftop Pool, 24hr Security

Experience the ultimate Caribbean getaway and enjoy the best of Montego Bay with this luxurious and modern vacation rental. Bask in the beauty of sunsets and sunrises with breathtaking views, stay productive in the conference room, keep in shape at the on-site gym, practice yoga in a peaceful rooftop setting, enjoy movie nights in the comfort of your own private theater room, and start your day with a freshly brewed blue mountain coffee from the gourmet coffee machine. More @comelookjamaica

Jus' Beachy A Luxury Apt in a B/front Gated Cmnty.

This new beach theme apartment is located 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; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

Glory @ Montego Bay

Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

Vivid Getaway Condo/Pool/Gym/Gated/Modern

Dream up your ideal stay and there you will find Vivid Getaway. Nestled in the secure gated Ocean Springs Apartments, Reading, Montego Bay is this peaceful 1 bed 2 bath ground floor unit with all the comforts to suit your vacation and business needs. Well situated, just minutes away from Chukka Tours, Fairview Mall with shopping, restaurants and entertainment, Elevate Lounge and Pineapple Beach, 11km from Sangster International Airport. Free high speed WiFi, Gym, Pool, 24 hour 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 😁

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.

Dream 36 One Bedroom Apartment

This stylish and spacious one bedroom apartment is located in Rose Hall Montego Bay. The name of the complex is DREAM 36, situated directly beside the entrance to the Ironshore Golf Course on a private road, currently home to several gated communities. Just 10 minutes drive from Sangster’s International Airport, DREAM 36 is located near the Hotel Zone and surrounded by many options for food and entertainment. The floor in the complex is slippery - please watch your step!

Cozy Modern 1BR Oceanfront

Luxury Condo in an upscale, gated community with 24-hour security, located in Freeport, Montego Bay. Located only 15min from Sangster International Airport. Stunning views. Features beach park, pool, gym, spa, tennis court, and an outdoor dining pavilion. Centrally located and close to some of the best attractions from world-class golf to deep-sea fishing. Enjoy an upscale experience with a laid back, relaxed vibe — Jamaican style.

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