
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.

Luxury Villa with Amazing Ocean Views
A Luxurious 5 bedroom Villa, including large Pool with expansive Deck & Gazebo, giving you a truly exclusive resort experience. We are in a fantastic location, in the upscale, safe neighbourhood of Ironshore, Montego Bay. The Villa overlooks the pristine blue Caribbean Sea and we are 5 minutes from Airport, Beaches, Restaurants and Nightlife. Minibus (15 seater) & Car Available for Hire. Airport transfers available at an additional cost. All montetary transactions done at the villa will be CASH

VIBES COVE enjoy your stay while getting pampered
FREE Arrival meal, the first day you arrive to Vibes Cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes Coves Villa is super Spacious and Private. Enjoy your vacation while getting pampered. This property comes with a personal chef, Butler, and Housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

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.

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.

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 😁

Ocean Caribe Upper Deck: 1BR Apt
Welcome to Ocean Caribe spacious 1 BR Apt that recently renovated, which boast a breathtaking view that is centrally located at Upper Deck gated Apt complex with just 3 mins drive from the Sangster's Intl Airport, mins walk to harmony beach park and the famous hip strip. The Apt is perfect base for exploring the rich culture,stunning Landscapes . you'll have access to a fully equipped kitchen & utensils. this vintage apt complex have pool access, bar, restaurant & laundry services.

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.

Villa Maria Montego Bay, Beach front with Pool
Villa Maria: A True Jamaican Experience (one of few Beach front villas in Mobay Fully staff Fully A/C Chef service available Up to 2 free airport pick-up from MBJ. Property : We are located in a seaside fishing village. Even though not needed, we are monitored by security and outside video 24-hour OPTIONAL FEE The following fee is paid in addition to and after the reservation is paid for $180 / per day for pool heater. This is only if you want the pool heated.

Jus' Beachy Deux Luxury Apt in B/Frnt Gated Comnty
Introducing Jus Beachy Deux - The 2nd beach theme apartment of our Jus Beachy units located on the upper floor 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. Be sure to check out my other units in this community on my profile if your dates are not available here or if you would like to book both units for a party of up to 8 people.
Popular amenities for Montego Bay rentals with a pool
House rentals with a pool

Escape to Exhale Villa

PleasantView

Free Floating Breakfasts in your private pool

DeJa Vu Villa

Bamboo Villa

Luxury Montego Bay 2BR Villa | Ocean Views & Pool

Luxury town house W/airport pick up & beach access

Stunning Ocean View Villa
Condo rentals with a pool

Serenity HS| Montego Bay 2BR Condo near the Beach

Palmyra Resort - Blue Sky Hideaway

Premium Luxury Oceanfront Apartment

Modern Luxury Coastal Condo

Celebrity Lifestyle 1 Bedroom Suite @Dream 36

BettyBeach Retreat

Panoramic Studio with Ocean & Mountain Views

Oceanfront Apt w/ Beach Access, Pool, & Gym
Other holiday rentals with a pool

Seabreeze at Spring Garden

Shallhome Masterful Luxury 5 Bedroom Home

Island Style Apt in Gated Cmnty

Montego Bay Townhouse•Pool w/Ocean View|Near Beach

Dream Sunset Suite

Oceanview Villa w/ Private Pool in Gated Community

Modern Sunset Condo | 10 mins from MBJ airport!

Luxury Villa in Montego Bay/ Near Airport & Beach
When is the best time to visit Montego Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $226 AUD | $215 AUD | $226 AUD | $223 AUD | $218 AUD | $223 AUD | $226 AUD | $220 AUD | $210 AUD | $212 AUD | $205 AUD | $222 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 $42 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, Wifi 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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