Vacation rentals with outdoor seating in Montego Bay

Seawind On The Bay Studio

Seawind On The Bay is a safe gated community. A semi-private beach is across the street a short distance beside Secrets Hotel. The property has a pool and shared bar and grill with a covered community centre or cabana. A spectacular view of Montego Bay Harbor with cruise ships in the back yard view. Montego Bay Yacht Club is next door with great food and bar. Also, within walking distance is Secrets Wild Orchid, Breathless Resorts and Spa. Montego Bay Cruise Ship terminal less than 2 miles away.

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.

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 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.

Irie Style Suite

This attractive space is in Anchovy town, nestled in the hills 5km above Montego Bay. You can enjoy the Real Jamaica among the locals, where everything is IRIE ;) Your PRIVATE space has all the amenities and free Wifi. Steps away you’ll find: Restaurants/Bars, Grocery, ATM, Pharmacy, Post Office, etc. ADVENTURE seekers will love the Ziplining, River Rafting/Tubing, Animal Farm, Bird Sanctuary & Hiking tours nearby. CHEAP Taxi/Buses are available 24/7 just outside my gate.

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.

Skye's Nest

Charming 2-bedroom, 1-bathroom house available on Airbnb. This cozy retreat features a tastefully decorated living space, fully equipped kitchen, and a tranquil outdoor area. Ideal for a small family or two couples, the bedrooms offer comfort and privacy. Conveniently located 8.5km from Donald Sangster International Airport (MBJ), near local attractions, this home provides a delightful blend of modern amenities and a homely atmosphere for your perfect getaway.

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.

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.

Udacha

This is a fully renovated studio within centrally located gated community. Minutes away from Sangster International Airport, public transport, downtown, beaches and nightlife. Apartment comes fully furnished with a smartTV, WI-FI, orthopaedic mattress, induction cooktop, full size fridge and spacious balcony with a nice city and harbour view. Condo is located on a steep hill.

1 Bdrm. Ocean view Condo, Sea Castles, Montego Bay

Light, airy condo caressed by the cool breeze from the Caribbean Sea. The Condo boast as breathtaking view of the Caribbean Sea the area is quiet and peaceful and allows for relaxation for the busy traveller. The condo is fully contained with all the amenities needed to keep you comfortable throughout your stay.