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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, 199 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
Home in Montego Bay
4.97 out of 5 average rating, 39 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
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, 149 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
Flat in Montego Bay
4.93 out of 5 average rating, 41 reviews

Falcon Shoreline-Gated/Security/Free AirportPickup

Enjoy your next vacation to Montego Bay in this charming studio apartment. The apartment is located in the heart of the city with the beach, restaurants and airport less than 5 minutes away. The complex is gated with 24/7 security. You’ll have spectacular panoramic ocean views from the pool deck. You will also have access to great resort amenities such as a pool and fitness facility. If you want a peaceful, secluded but central location, then look no further and book today!

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
4.87 out of 5 average rating, 151 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
A vibrant pool area is framed by palm trees, offering a view of the Caribbean Sea. Comfortable lounge chairs are positioned near the water's edge, creating a serene environment for relaxation. The sky is bright with scattered clouds, enhancing the overall beauty of the setting.
Apartment in Montego Bay
4.95 out of 5 average rating, 96 reviews

Oceanfront Apt w/ Beach Access, Pool, & Gym

This luxury apartment is newly built and situated within The Soleil Residences. Soleil is located in the enclave of Freeport Montego Bay and is notably the first residence of its kind in Jamaica. Guest will have access to a beach park, pool, kids playground, spa, gym and tennis court. It is walking distance to a rustic beach, restaurants, entertainment and 16 mins drive from the Sangster's International airport. Welcome to paradise!

Top guest favourite
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

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

KitchenWifiPoolFree parking on premisesAir conditioning

Fitness-friendly apartment rentals

Guest favourite
A tranquil pool area is presented, featuring a rectangular swimming pool surrounded by sun loungers. Lush greenery lines the edge, while a stone wall adds texture to the landscape. The clear blue sky complements the serene atmosphere of the setting.
Flat in Montego Bay
4.95 out of 5 average rating, 43 reviews

Bordeaux Suites #13 Deluxe, Pool/Ocean View

Top guest favourite
A spacious bedroom features a large, plush bed with an orange throw, complemented by a sleek dresser and accent chair. Natural light filters through expansive windows, while soft curtains create a serene atmosphere. A minimalist rug adds texture to the elegant flooring.
Flat in Montego Bay
5 out of 5 average rating, 21 reviews

Lux 2 Bed Pool and Beach Access

Superhost
A modern living area is visible, featuring a comfortable seating arrangement with a dark couch and colorful cushions. Two pieces of wall art are displayed, and a dining table with grey chairs is centered, complemented by a decorative vase. Natural light enters through the window, enhancing the space.
Flat in Montego Bay
4.84 out of 5 average rating, 100 reviews

Serenity at Chatham

Superhost
A modern living area features a sleek black sofa adorned with decorative cushions. A round coffee table sits atop a textured rug, complemented by gold accents. A large wall-mounted television and artistic decor contribute to a contemporary atmosphere, with natural light filtering through the balcony doors.
Flat in St. James Parish
4.86 out of 5 average rating, 81 reviews

Gorgeous Ocean View 2BR Condo | Pool | WIFI

Superhost
An open living and dining area features a wooden table set for six, adorned with white dishes and glassware. A cozy blue sofa complements rattan chairs nearby. A large TV is mounted on the wall, while colorful artwork and greenery enhance the space.
Flat in Montego Bay
4.62 out of 5 average rating, 108 reviews

Hospitality Expert CPA3: Pool/Beach/Hip-Strip

Guest favourite
A spacious living area features a modern design with a large flat-screen television mounted on the wall. A mirrored console table adds elegance, while natural light floods the room through glass doors. A cozy yellow throw is laid over a soft couch, enhancing the inviting atmosphere.
Flat in Montego Bay
4.95 out of 5 average rating, 19 reviews

Opulent 2BR •Freeport•Pool•Gym•Nearby Pool.

Guest favourite
A panoramic view showcases the turquoise waters of the Caribbean Sea, framed by lush greenery. In the distance, a modern coastal building is visible against a clear blue sky with soft clouds, enhancing the serene coastal landscape.
Flat in Montego Bay
5 out of 5 average rating, 8 reviews

2 Bed/Bath Irie Paradise

Top guest favourite
A dining area presents a dark table set with dishes and a glass. A potted plant with yellow flowers adds a vibrant touch. In the background, a comfortable sofa is adorned with bright cushions, while a modern kitchen with dark cabinetry is visible.
Flat in Montego Bay
4.97 out of 5 average rating, 32 reviews

Chill spot

Fitness-friendly apartment rentals

Guest favourite
The pool area features clear blue water under a covered pavilion, framed by surrounding greenery. A gentle slope of the rooftops creates an inviting ambiance. The pool is complemented by gates and railings, providing a secure and tranquil space for relaxation.
Apartment in Reading
4.94 out of 5 average rating, 106 reviews

Serenity HS| Montego Bay 2BR Condo near the Beach

Guest favourite
A spacious pool area offers a large blue swimming pool surrounded by lounge chairs and umbrellas. Lush palm trees are visible, and colorful yellow umbrellas provide shade, enhancing the outdoor space. The setting overlooks the water, providing scenic views.
Apartment in Montego Bay
4.92 out of 5 average rating, 60 reviews

Ocean View Retreat

Guest favourite
A serene ocean view features a gazebo situated on a rocky outcrop surrounded by clear turquoise waters. Gentle waves lap against the shore, and a sandy beach is visible in the foreground, framed by swaying palm trees.
Apartment in Montego Bay
4.94 out of 5 average rating, 151 reviews

Palmyra Resort - Blue Sky Hideaway

Guest favourite
An inviting pool area is framed by a covered patio, featuring a crystal clear swimming pool surrounded by stone tiles. Sun loungers are situated nearby, offering a space for relaxation. Lush greenery can be seen in the background, enhancing the serene atmosphere.
Apartment in Montego Bay
4.85 out of 5 average rating, 91 reviews

Modern Luxury Coastal Condo

Guest favourite
A modern kitchen with sleek cabinetry includes a white island topped with seating for four. Stainless steel appliances and a window allow natural light to enhance the space. The neutral tile flooring complements the light colour scheme throughout.
Apartment in Reading
4.93 out of 5 average rating, 71 reviews

New Peaceful Oasis 2 bedrooms centrally located !

Guest favourite
A modern balcony lounge area features comfortable seating with decorative cushions. A potted palm adds a touch of greenery, while the ocean is visible beyond the glass railing. A coffee table with a unique design is centered among the seating, enhancing the relaxing atmosphere.
Apartment in Montego Bay
4.93 out of 5 average rating, 15 reviews

Oceanfront Luxury 3BRPool+Beach

Superhost
An infinity pool is seen with a tiled edge, complemented by plush white towels stacked beside it. Two glasses of sparkling wine rest on the tiled surface, overlooking a serene ocean view framed by palm trees and vibrant greenery.
Apartment in Montego Bay
4.87 out of 5 average rating, 69 reviews

Kusha Penthouse - Ultimate Luxury Experience

Top guest favourite
Apartment in Reading
4.98 out of 5 average rating, 53 reviews

Ocean Grande-Netflix & Chill -Coffee and Fast Wifi

Fitness-friendly house rentals

A bright bedroom features a spacious bed covered with a yellow bedspread. Natural light floods the room through large windows framed by sheer yellow curtains. A small table adorned with a flower arrangement sits in front of a cozy chair, adding warmth to the inviting space.
Home in Montego Bay

Mega Power Cozy/Relaxing/Private for Work or Chill

The exterior of a two-story turquoise building features decorative wrought iron detailing on the windows. A rounded tower with a domed roof is visible. Lush greenery surrounds the property, and a car is parked in the driveway, accessible through a white metal gate.
Home in Montego Bay
4.6 out of 5 average rating, 5 reviews

Topaz Dream Palace Wi-Fi, Hot Water, AC $1 hr

A spacious bed with a decorative headboard is positioned against the wall, featuring white bedding arranged neatly. A bedside lamp and a stack of books are visible on a nightstand. Sheer red curtains frame the window, allowing soft natural light to enter.
Private room in Montego Bay

Top Notch Villa

Guest favourite
A spacious living area features large glass doors opening to a private pool, providing views of the vibrant greenery and shimmering waters. Comfortable seating arrangements include a beige couch and colorful accent chairs, complemented by a coffee table. Natural light floods the space, creating an inviting atmosphere.
Home in Montego Bay
4.98 out of 5 average rating, 95 reviews

Free Floating Breakfasts in your private pool

A charming two-story home is framed by a wraparound porch adorned with white railings. The staircase leads up to the entrance, flanked by lush greenery. The exterior showcases a combination of yellow and white tones, reflecting a welcoming and serene atmosphere.
Home in Salt Marsh

Jamaican Villa with Driver

Superhost
A modern bedroom is featured with a sleek white bedframe and neutral bedding. An eclectic piece of wall art adds color above the bed. A soft area rug in vibrant tones is positioned on the floor, complementing a bedside lamp and an industrial-style coffee table.
Home in Montego Bay
4.78 out of 5 average rating, 18 reviews

Luxury town house & free beach access

Superhost
An infinity edge pool is visible, blending seamlessly with the horizon and surrounded by lush palm trees. Comfortable lounge chairs line the pool area, providing a serene space for relaxation. The tranquil water reflects the clear blue sky, enhancing the overall ambiance.
Home in Montego Bay
4.5 out of 5 average rating, 14 reviews

Sophisticated Spacious Home: Pool, Gym& Near Beach

The exterior of a two-story villa is showcased, featuring a red facade with decorative white railings. A covered porch area offers seating, while a driveway leads to a car parked in front. The landscaping includes patches of grass and palm trees.
Private room in Reading

Jamaican Styles.

Other fitness-friendly holiday rentals

Superhost
An outdoor swimming pool surrounded by palm trees is visible, with a sunbathing deck featuring lounge chairs. The clear blue water reflects the sky, while the pool is framed by a tiled patio and grass. Scenic waterfront views can be observed in the background.
Serviced apartment in Montego Bay
4.9 out of 5 average rating, 30 reviews

Zon - 3 BDR/3.5 BATH/POOL/GYM

Guest favourite
Flat in Montego Bay
4.8 out of 5 average rating, 5 reviews

Hip Strip Condo/WiFi/AC/TV/Pool/ Gym/ Beach Access

Top guest favourite
A private pool is surrounded by lush greenery and palm trees, with comfortable lounge chairs positioned on the pool deck. A tranquil area features a shaded gazebo in the background, adding to the serene atmosphere of the outdoor space.
Villa in Montego Bay
5 out of 5 average rating, 53 reviews

Foxtail Villa - Pool, Chef included

Guest favourite
A swimming pool is centrally located in a vibrant outdoor area, surrounded by a spacious deck. The building features multiple levels with a staircase leading to an upper terrace, while lush greenery and potted plants enhance the inviting setting.
Guest suite in St. James Parish
4.95 out of 5 average rating, 57 reviews

Sunshine Suite 2 -Air C King Suite & kitchenette

Superhost
Two dark mugs sit on a light stone countertop beside a soft, wrinkled cloth and a small golden spoon. In the background, gentle waves reflect sunlight, creating a shimmering effect on the water's surface, accented by lush greenery and flowers.
Townhouse in Montego Bay
4.85 out of 5 average rating, 89 reviews

2 BR townhouse, 24 hour security, gym, pool, ocean

Villa in Montego Bay
4.93 out of 5 average rating, 45 reviews

Windfall Villas. FREE Airport pickup.

Superhost
A covered outdoor area features a natural wood dining table adorned with decorative flowers. Nearby, comfortable seating is arranged against a backdrop of lush greenery and a waterfront view, complemented by a ceiling fan and large windows allowing for ample light.
Townhouse in Montego Bay
4.84 out of 5 average rating, 25 reviews

Woosah (Achieve a state of calm and relaxation)

Guest favourite
Serviced apartment in Montego Bay
4.95 out of 5 average rating, 38 reviews

Penthouse By The Sea

Destinations to explore