Vacation 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 favorite

Villa in Montego Bay

4.93 out of 5 average rating, 166 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 favorite

Home in Portmore

4.88 out of 5 average rating, 165 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

Superhost

Villa in Westmoreland

4.86 out of 5 average rating, 103 reviews

Belfont Villa

Belfont Villa is a stunning, architecturally modern villa situated on Jamaica's South Coast in the idyllic fishing village of Whitehouse. Unwind in the private infinity pool, relax in the sauna, admire the villa's incredible art collection, or take a 5 minute drive to the local white sandy beach! Newly built in 2016, Belfont Villa's luxurious and contemporary surroundings provide a peaceful and tropical haven. The villa offers breathtaking views of a tropical rainforest and the Caribbean Sea.

Guest favorite

Bungalow in Port Antonio

4.89 out of 5 average rating, 185 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 favorite

Townhouse in Montego Bay

4.98 out of 5 average rating, 140 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 favorite

Home in Discovery Bay

4.94 out of 5 average rating, 145 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 favorite

Cottage in Montego Bay

4.93 out of 5 average rating, 191 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 favorite

Condo in Ocho Rios

4.95 out of 5 average rating, 104 reviews

Bayview Ocho-Rios Beach

Enjoy a stylish cozy experience at this centrally-located place. This recently renovated one bedroom ocean/beach view condo sits directly on Ocho Rios Bay Beach. Located in the heart of the town; shops, restaurants and bars are all within walking distance. Several major attractions including Dunn’s River Falls, Mystic Mountain and Dolphin Cove are in close proximity. The overall property has a swimming pool and bar that guests may relax and enjoy at their leisure.

Guest favorite

Rental unit in Port Antonio

4.94 out of 5 average rating, 140 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 favorite

Cottage in Cousins Cove

4.88 out of 5 average rating, 137 reviews

Ocean Cabin Private Sea Access Plunge Pool WIFI

2020 Travelers Choice Award Winner ❤️ 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 favorite

Serviced apartment in Treasure Beach

4.94 out of 5 average rating, 102 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.

Guest favorite

Home in Tower Isle

4.94 out of 5 average rating, 245 reviews

Tranquil Times Villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!! IG: Tranquil_times_jamaica