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

Sunny Studio in garden
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.

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

Tropical paradise Apartment
This apartment offers a contemporary experience that combines modern comforts with a stylish and sophisticated ambiance. From the moment you step inside, you'll be greeted by sleek and tastefully designed interiors that exude a sense of luxury and elegance. The apartment amenities are great. We are located in a gated community which is very convenient, only 10 minutes away from the Airport and 3 minutes away from major Supermarket, also close to the famous Hip Strip for major nightlife .

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.

Villa Ginger: Food paradise/Beach/Pool/keycode
Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ
Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

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.

Luxury Villa - King Bed /Pool/Near Airport & Beach
Everything Irie@ Les Chateaux Villa - Located within 10 minutes of the airport & beaches - Handicap Access/Backup Generator & Water Tank - Walking distance of Whitter's Village with a supermarket, shops & restaurants - 3 Full Bedrooms w/ en-suite bathrooms - Sleeps up to 8 (1 King, 2 Queens & Sofa bed) - Gated Community with Security - Nestled directly across from the pool & gym - Has Wi-fi internet & over 900 cable channels

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 rentals with outdoor seating near Doctor's Cave Beach
House rentals with outdoor seating

Cole’s Vacationing

Tropical Mountain view Water, light WiFi available

Millie's Home Away From Home

Luxury Montego Bay 2BR Villa | Ocean Views & Pool

Tropical Bliss 3bd TH, wlk Doctors Cave & Hipstrip

"Smallah" 4-br seaside villa own pool, resort area

Chatham Tropical Garden Hip Strip Hideaway

Skye's Nest
Apartment rentals with outdoor seating

Anna's Joye Seawind - Montego Bay

Apartment 3 @ Top Bay Apartments

Spacious Ocean View 2 BR Condo

Island Style Apt in Gated Cmnty

LionHideVilla RD salt water pool&ocean view roof

Islandviews PH/Security/Gated/Free Airport Pickup

Seawind On The Bay Studio

Gated 2BR | Pool + Gym | Wi-Fi | Washer/ Dryer
Apartment rentals with outdoor seating

Cozy Ocean Front Condo on Hip Strip Montego Bay

Luxury Garden 2 BDR, 2 BTH Condo w/ pool

Oceanfront Apt w/ Beach Access, Pool, & Gym

La Vue - King Bed Suite w/ Airport View

10 Min to Airport | King Bed, Pool & Self Check-In

Kusha Penthouse - Ultimate Luxury Experience

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

Casa Blanca suite
Other holiday rentals with outdoor seating

Berry on the Hill~2

❤️ Ocean Front Modern Studio Perfect Location WiFi

The Mango Walk Hideaway Bay View/ Very Private

Two Bedroom Suite-Beach Restaurants Shop Nightlife

Cheerful 3 Bedroom Townhouse

High View Villa Overlooking Montego Bay

Oceanfront Luxury 3BRPool+Beach

The Shelton: Tower 1
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