Fitness-friendly holiday rentals near Doctor's Cave Beach

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Top-rated fitness-friendly rentals near Doctor's Cave Beach

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Guest favourite
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, 200 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.

Top guest favourite
A gated entrance to a secure community is framed by tall palm trees and lush greenery. The gate features a combination of wooden and metal design, creating a welcoming first impression. A smooth road leads into the community, shaded by the surrounding foliage.
Home in Montego Bay
4.98 out of 5 average rating, 40 reviews

Chatham Tropical Garden Hip Strip Hideaway

Well appointed brand new townhome in gated community with 24 hour security. The home is located just off the hip strip walking distance to beaches, restaurants, shopping and nightlife. The Townhouse has 3 large bedrooms with en-suite bathrooms and built in closets. Well equipped kitchen and laundry room and rear yard. Comfortable spaces to relax indoor and outdoor. As hosts we make every effort to ensure an enjoyable stay. This is a new listing but we believe in good old fashioned hospitality.

Guest favourite
An infinity-edge pool stretches into the serene Marina, surrounded by palm trees and sun loungers. Clear blue skies and fluffy white clouds reflect on the water's surface, creating a peaceful ambiance. The picturesque surroundings enhance the sense of relaxation and tranquility.
Apartment in Montego Bay
4.91 out of 5 average rating, 434 reviews

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.

Guest favourite
A tranquil outdoor swimming pool is set amidst lush tropical landscaping, featuring sun loungers with cushions positioned around the water. A wooden deck extends into the pool, offering direct access. Behind, large windows of the condominium reflect the serene bay views under a clear blue sky.
Apartment in Montego Bay
4.93 out of 5 average rating, 150 reviews

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

Guest favourite
A scenic outdoor area is visible, featuring a pool with clear water surrounded by stone tiling. Sun loungers with vibrant cushions are placed beside the pool. A dining set is included, with chairs and a table positioned for enjoying views of the Caribbean Sea and landscape beyond.
Cottage in Montego Bay
4.92 out of 5 average rating, 231 reviews

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.

Guest favourite
An infinity pool is illuminated with soft lighting, creating a serene ambiance at night. A waterfall feature flows gently, enhancing the tranquil environment. The surrounding deck is spacious, offering views of the landscape beyond, with distant lights dotting the horizon.
Apartment in St. James Parish
4.91 out of 5 average rating, 150 reviews

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 😁

Guest favourite
An outdoor dining area features a round table surrounded by rattan chairs, under a transparent roof that allows natural light. A barbecue grill is positioned nearby, while the space is bordered by greenery in the background, providing a relaxed setting for gatherings.
Home in Montego Bay
5 out of 5 average rating, 7 reviews

Tropical Bliss 2bd/2bth TH, wlk Beach & Eateries

Enjoy a stylish experience at this centrally-located place. This secure 2 Bed TH is in the quiet and sought after Chatham Palms community. It 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.

Guest favourite
A clear swimming pool is set within a wooden deck area, surrounded by lounge chairs. The pool is bordered by a white fence, while colorful buildings are seen in the background, partially obscured by lush greenery.
Flat in Montego Bay
4.92 out of 5 average rating, 138 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.

Guest favourite
An outdoor space features a sleek infinity pool with clear blue water, bordered by wooden decking. Large glass doors reflect the sunlight, while a shaded area with geometric patterns is visible overhead. The surrounding landscape includes greenery and a blue sky with scattered clouds.
Flat in St. James Parish
4.88 out of 5 average rating, 152 reviews

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!

Top guest favourite
An aerial view showcases a spacious pool bordered by lush greenery and palm trees, complemented by a serene waterfront. Comfortable lounge chairs are arranged around the pool, inviting relaxation. The azure water glistens under the sun, enhancing the tranquil atmosphere of the outdoor space.
Apartment in Montego Bay
4.96 out of 5 average rating, 54 reviews

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.

Guest favourite
A wooden deck surrounds a tranquil pool, with metal handrails leading into the water. Several lounge chairs are positioned neatly on the deck, under a clear blue sky dotted with clouds. Lush greenery and residential buildings are visible in the background.
Flat in Montego Bay
4.89 out of 5 average rating, 114 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

Superhost
An infinity edge pool stretches along the rooftop, with clear blue water reflecting the sky above. The pool is surrounded by wooden decking and features a pergola overhead, complemented by scenic views of rolling green hills and trees in the distance.
Flat in Montego Bay
4.94 out of 5 average rating, 113 reviews

The Jewel at Dream 36

What you'll love about The Jewel at Dream 36: Less than 10 minutes drive from MBJ airport is this breathtaking Jewel; a luxurious two storey penthouse suite in a gated community with 24/7 security. Enjoy sea views from every room. Smart TV in every bedroom and living room. Relax in the rooftop infinity edge pool, indoor and outdoor lounge areas. Perfect for families, friends or groups seeking exclusivity and luxury!

Popular amenities for fitness-friendly rentals near Doctor's Cave Beach