
Holiday rentals with a pool in Montego Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Montego Bay
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Modern apartment with a pool & amazing views!
Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

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.

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 😁

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.

Hospitality Expert EL1: Private Pool, Beach, Chef
This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

Sunset Serenity - Stunning Ocean View 2 Bedroom
This exquisite 2-bedroom, 2-bathroom apartment with a pool & 24-hour security is ideally situated in Mo Bay. Providing breath taking ocean views close to the city's shopping and attractions. The fully equipped kitchen boasts all modern appliances. Rooms are luxuriously appointed & at your request the King bed in the 2nd bedroom can be converted into 2 twins. The washroom includes a washing machine and dryer. Stay connected with high-speed Wi-Fi throughout the apartment and smart televisions.

Luxe 1 Bdrm Apt in Montego Bay!
Beautiful, spacious well situated luxe condo in Montego Bay. You get : Roof top Infiniti pool & jacuzzi 24 hr Security Fitness Centre Movie & Games Rooms Parking Boardroom AC Ceiling fans Wifi Smart TVs with 100+channels Luxe Air Mattress BEDROOM King bed with gel top mattress for perfect comfort. Bed side tables and large closet Smart TV BATHROOM Double sinks well lit mirrors Glass shower with rainfall shower head KITCHEN LG refrigerator Microwave Stove Blender & magic bullet

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

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.

The Jewel at Dream 36
What you'll love about The Jewel at Dream 36: 10 to 15 minutes 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! 10% discount for one month's booking

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.

HideAway By the Sea - Your HOME away from Home
Welcome to HideAway by the Sea, where you will be able to relax and enjoy the island. This studio apartment offers all the comforts of home with AC, room fan, hot water on demand, a washer, Smart TV, WIFI, comfy Queen bed and a fully equipped cooking space to make meals. This space is great for working professionals, travelers, singles, or a couple. It is very safe with 24-hour security. Smoking is permitted on patios only.
Popular amenities for Montego Bay rentals with a pool
House rentals with a pool

PleasantView

Montego Bay air conditioned home with private pool

Free Floating Breakfasts in your private pool

Bamboo Villa

Royale Dream Vacation Entire 2 Bedroom Apartment

Luxury Montego Bay 2BR Villa | Ocean Views & Pool

Villa Ginger: Food paradise/Beach/Pool/keycode

"Smallah" 4-br seaside villa own pool, resort area
Condo rentals with a pool

New Peaceful Oasis 2 bedrooms centrally located !

Refurbished Ocean View One Bed Apt

Kusha Penthouse - Ultimate Luxury Experience

City View Luxury Home

Luxury Condo in Montego Bay, Rooftop Pool access

HomesByTufenke

The Great Escape Westport

Cozy Corner Retreat @ Surreal Montego Bay
Other holiday rentals with a pool

Heart of the Bay (Mobay Club)

Vivid Getaway Condo/Pool/Gym/Gated/Modern

Ocean Caribe Upper Deck: 1BR Apt

2BR Townhouse near Beach & Hip Strip • Pool Access

Modern Sunset Condo | 10 mins from MBJ airport

Apartment 5 @ Top Bay Apartments

Pollyanna Tropical Retreat Ocean front property.

Jasmine Palms at Miramar, gated 2bd/3bth with pool
When is the best time to visit Montego Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 AUD | $227 AUD | $239 AUD | $236 AUD | $230 AUD | $236 AUD | $239 AUD | $233 AUD | $222 AUD | $225 AUD | $224 AUD | $246 AUD |
| Avg. temp | 26°C | 26°C | 27°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 28°C | 28°C | 27°C |
Quick stats about holiday rentals with a pool in Montego Bay

Total holiday rentals
Explore 730 holiday rentals in Montego Bay

Nightly prices starting at
Montego Bay holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 23,720 verified reviews to help you choose

Family-friendly holiday rentals
380 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
720 of Montego Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Montego Bay rentals

4.7 Average rating
Montego Bay stays receive an average rating of 4.7 out of 5 from guests
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