Fitness-friendly holiday rentals in Saint James

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.

Brand New Luxe 2 BR Condo Near Beach | WIFI | Pool

Grey Boho(G4) Our Spacious and Modern 2 BR apartment adds luxury to your stay. Enjoy Beautiful ocean breeze from your private balcony. Indulge in paradise with free high speed WIFI, Smart TVs in a fully equipped apartment. Located minutes from Montego Bay's Airport, inside an exclusive gated community with 24 HR security, pool, gym, tennis court, secure key card building entry, elevator access and complimentary parking. Very close to beaches, restaurants, golf courses. **Free Airport Pick-up**

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

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 😁

Timeless Villa/Pool/Gym/Gated

Timeless, because here in this deluxe cottage, time just slips away. Come enjoy and escape in our one bedroom, one and half bath unit, outfitted with all the essentials to suit your needs. Situated in the luxury Paradise Bay complex, right on the main in Reading, Montego Bay, our modern yet cozy apartment is close to all the amenities (restaurants, supermarkets, banks, pharmacies, movie theatre, clothing and souvenir stores) and offers a serene space for your quick trip or longer stays.

Luxury Montego Bay Villa | Pool, Gym & Jacuzzi

Villa Jamaica is a five-bedroom paradise on a private, one-acre fruited estate in Montego Bay’s quiet Coral Gardens. This secluded retreat near Rose Hall blends modern luxury with a vibrant Caribbean soul. Relax in complete comfort or elevate your stay with our bespoke chargeable services; professional chef for local delicacies, a private mixologist for sunset cocktails, and dedicated maid and chauffeur services. Experience total tranquility in a lush, unforgettable island sanctuary.

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.