Vacation rentals with outdoor seating near Doctor's Cave Beach

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Top-rated outdoor seating rentals near Doctor's Cave Beach

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Guest favorite

A spacious two-story house is surrounded by tropical landscaping and palm trees. The exterior features a warm beige color with a red-tiled roof and white columns framing the entrance. A decorative wrought-iron gate adds an element of elegance to the property's facade.

Guest suite in Tryall Gardens, Montego Bay

4.91 out of 5 average rating, 208 reviews

Sunflower Escape Parking/Beach/AC/WiFi

Located 20 minutes outside of Montego Bay en route to Negril, Sunflower Escape with all the basic modern amenities and the privacy of your space, you can truly have a pleasant escape to relaxation. 5mins walk to the beach and local seafood spot, Chukka Adventures and Dolphin Cove are just minutes away. Walk to nearby town Sandy Bay or drive to Hopewell. Enjoy dining on your private patio or chill at a spot in the yard. We also offer airport transfers and a nice car for rent at affordable rates.

Guest favorite

The bedroom features a dark wooden bed frame with a plush white mattress adorned with decorative pillows. Beside the bed, two mirrored nightstands hold stylish lamps, providing soft illumination. Light-colored walls enhance the calming ambiance of the room.

Apartment in Montego Bay

4.95 out of 5 average rating, 44 reviews

Where Mermaids wish! 1Bed, wlk to Hipstrip & Beach

Where Starfish kiss & Mermaid wish! is located 5 min from the intl airport; in the 24 hour gated community of Chatham Palms. Furnished tastefully & decorated with great care and detail this 1 bdrm/2 bathrm boosts a sophisticated and comfortable beach feel. An oasis just right off the hustling & bustling Hipstrip Fully air-conditioned, 24 hour security; in walking distance to the Hipstrip, Dead End, Doctors Cave, Sand Bar, Margaritaville, Coral Cliff, The Pelican, Mobay Proper, Pork Pit & Shops.

Guest favorite

A pair of lounge chairs is positioned on a wooden deck, overlooking a lush green landscape. The infinity pool can be seen at the edge of the deck, with a backdrop of rolling hills under a cloudy sky.

Condo in St. James Parish

4.89 out of 5 average rating, 123 reviews

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr

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, lounge, pool, and rooftop views. Book now 😁

Top guest favorite

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, 164 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.

Superhost

The vibrant exterior of the studio is highlighted by a bright orange wall and a sunshade that provides protection from sunlight. A small, covered patio features potted plants and outdoor furniture, inviting relaxation in the serene surroundings.

Loft in Montego Bay

4.88 out of 5 average rating, 129 reviews

Sunny Studio on Leaders Ave

This cozy and typically Jamaican studio is fully equipped and is located in the back of the main house with a view on the beautiful backyard, including a new Yoga platform, workshop tables to make souvenirs, fruit trees, swings and hammocks. At night, we can hear the crickets and stare at the moon, while lazing in a long chairs. The studio has a complete kitchen with a mini fridge, gas stove, toaster oven, ; a new double bed and a cute bathroom (Shower), and it has its own Internet access.

Guest favorite

A spacious living area features elegant bamboo furniture, including a two-seat sofa and comfortable chairs. Natural light floods in through large windows, highlighting decorative elements like a starburst mirror and potted greenery. A textured rug anchors the space, with a coffee table positioned centrally.

Apartment in Montego Bay

4.93 out of 5 average rating, 123 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 favorite

A modern sleeping area features a spacious bed with a minimalist design. A flat-screen TV is mounted above a wooden dresser, while a bathroom door is visible in the background. Natural light enters through a nearby window, illuminating the neutral-toned walls.

Guest suite in Montego Bay

4.87 out of 5 average rating, 106 reviews

Quiet, safe & modern apartment with great views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. The windows are equipped with insect screens so can leave ajar and awake to the sounds of local birds or the smell of the fresh Jamaican air. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation. Average journey from the airport to the apartment is 20 to 25 minutes depending on traffic conditions and time of day.

Guest favorite

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.

Condo in Montego Bay

4.95 out of 5 average rating, 129 reviews

1br Lux Oceanfront 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. Enjoy exclusive access to a private residence beach, swimming pool, fitness center, tennis/pickleball court, library, kiddies playground, concierge service, all within a secure and secluded waterfront oasis.

Top guest favorite

A charming two-story pink house is surrounded by lush green grass and tropical plants. Tall palm trees provide shade, and a walkway leads to the front entrance. A water tank is visible on the roof, enhancing the functional aspect of the property.

Guesthouse in Montego Bay

4.97 out of 5 average rating, 100 reviews

Always Home

This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

Guest favorite

A bright and airy studio space features a spacious bed with patterned pillows, complemented by a cozy seating area adorned with decorative cushions. Natural light filters through a large window, showcasing lush greenery outside. A stylish light fixture adds a modern touch to the ambiance.

Apartment in Montego

4.94 out of 5 average rating, 133 reviews

SERENITY ON THE BAY

Serenity On The Bay is located on the exclusive Freeport Peninsula, nestled between The Secrets and Sunscape Resorts. This is a safe community. The Montego Bay Yacht Club offers fine dining and an excellent bar, property borders the club. Along the Peninsula, there is a jogging trail, for your early morning or sunset run. At Serenity On The Bay one can take opportunity to visit the attractions/adventures as well as relaxation at every turn.

Guest favorite

A well-furnished sleeping area features a spacious bed adorned with a white quilt and accent pillows in hues of blue. Two dark wooden nightstands with lamps are positioned on either side. Colorful artwork hangs above the headboard against a vibrant teal accent wall.

Apartment in Montego Bay

4.95 out of 5 average rating, 103 reviews

Anna's Joye Seawind - Montego Bay

This well appointed, air-conditioned studio is located in the Seawind On The Bay complex in the upscale Montego Freeport area with full access to the beach at The Hard Rock Cafe. The complex is surrounded by two major hotels, Secrets Resorts and Sunscape Resorts and is next door to the Montego Bay Yacht Club. It is about 15 mins from the Sangster Int'l Airport with easy access to restaurants, supermarket and entertainment.

Guest favorite

The pool area showcases a serene saltwater pool surrounded by lounge chairs and umbrellas. Lush palm trees and vibrant greenery frame the space, creating a tropical atmosphere ideal for relaxation.

Apartment in Montego Bay

4.85 out of 5 average rating, 109 reviews

LionHideVilla GD: salt water pool&ocean view roof

The Green Door apartment is a modern space with lots of amenities: A/C, hot water, Wi-Fi, ceiling fans, flat screen smart TV/cable, plug in speaker, linens/towels, full kitchen with granite countertops. It has its own patio with seating & is fully grilled with screened windows. The property is fully gated. The lot is well fruited with mango, ackee, june plum, orange, lime, cherry, breadfruit & avocado trees.