Holiday rentals with a pool in Jamaica

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Jamaica

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Villa in Montego Bay

4.93 out of 5 average rating, 162 reviews

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 by 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

Guest favourite

Home in Portmore

4.89 out of 5 average rating, 158 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Guest favourite

Apartment in Richmond

4.96 out of 5 average rating, 103 reviews

Richmond Luxury Oasis w/ King Bed + Ocean View

Unwind at this stunning, peaceful and relaxing two bedroom, two bathroom fully A/C ground floor unit. Relax with Netflix in all bedrooms. Enjoy Disney+, Netflix and cable TV in the cozy living room on the smart 55" TV. Walk to the country store then cook up your favorite meal in the fully equipped kitchen and enjoy around the dining table or on the patio overlooking the sea. Work out at the gym, play tennis then cool off in the pool while playing a game of pool by the bar. Beach access included

Bungalow in Port Antonio

4.89 out of 5 average rating, 183 reviews

Mother Nature

Mother Nature ist ein freistehendes rundes Steinhaus mit begrünter Dachterrasse. Das Haus verfügt über ein Kingsize-Bett, einem eigenem Badezimmer, Holz- und Steinterrasse, sowie großem Garten. Außerdem steht eine überdachte Außenküche zur Verfügung. Und "Brand new".... mother nature has a Pool now.... Inmitten Mutter Natur kannst du die Seele baumeln lassen und deinem flow folgen. Den Vögeln und dem Wind lauschen, die Sterne beobachten, ein Sonnenbad nehmen oder im Schatten chillen. Feel free

Guest favourite

Apartment in Ocho Rios

4.94 out of 5 average rating, 227 reviews

Central Ochi Studio!Alexa Smarthome+SeaView+2Pools

Modern,poolside studio,city+ocean views. Alexa Smarthome & keyless entry. Central in Ocho Rios, gated 24-hr security, Sky Castles, 5 min. drive to attractions (Dunn’s River Falls, Mystic Mountain) & stores. Porcelain tiles gives a luxurious feel. Well equip kitchen, smart TV, Safe, shower, 1 queen bed for 2 and a sofa bed for 1. Covered patio, free parking & access to 2 pools make this a must stay. I have a camera above the front door of my apartment bldg., this is for guest safety and security.

Guest favourite

Townhouse in Montego Bay

4.98 out of 5 average rating, 133 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.

Guest favourite

Cottage in Cousins Cove

4.89 out of 5 average rating, 132 reviews

Ocean Cabin Private Sea Access Plunge Pool WIFI

2020 Travelers Choice Award Winner ❤️ COVID-19 Protocol Compliant Approved Listing. Charming rustic wooden cabin situated on the coral rocks just steps from the crystal clear Caribbean waters edge. Located in pristine Cousins Cove, a beautiful quiet fishing village away from the tourist traps. You can spend your days snorkeling, swimming, fishing, lazing in a hammock, chillin out in the "Cool Pool", sipping a rum (or two) playing dominoes yet all within 15 minutes of Negril's 7 mile beach.

Guest favourite

Home in Discovery Bay

4.94 out of 5 average rating, 140 reviews

Courtyard by the Bay*pvt pool*Puerto Seco bc*Solar

Escape to paradise to this beautiful built, luxurious, two-bedroom bungalow home in Discovery Bay. Discover a tropical haven with a private pool, modern comforts like FILTERED WATER(yes it's a big deal) and A1 amenities. Immerse yourself in island living, just minutes away enjoy the 5 star resort style private beach of Puerto Seco, restaurants and major attractions. Suitable for all types of travelers seeking an unforgettable vacation. Look no further BOOK NOW at Courtyard by the Bay.

Guest favourite

Cottage in Montego Bay

4.94 out of 5 average rating, 184 reviews

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.

Guest favourite

Villa in Montego Bay

4.96 out of 5 average rating, 201 reviews

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 and drop-off 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.

Guest favourite

Rental unit in Port Antonio

4.94 out of 5 average rating, 138 reviews

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.

Guest favourite

Serviced apartment in Treasure Beach

4.94 out of 5 average rating, 101 reviews

Treasure Beach Sanguine Suite

Kick back and relax in this calm, stylish seaside suite. If you need a change from your very own private pool, kitchen and rooftop deck, you can just head down the steps to the beach for a long walk or seaside swim. Spacious, light bright and airy ! There really is no description or photographs that could describe the experience. We also have a 2 and 3 bedroom Full House option. just send a message if you are interested in the full house.