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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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Top guest favorite
The exterior of the villa is showcased at night, illuminated by red lighting from the windows. A well-paved driveway leads to the entrance, framed by decorative plants. The two-story structure features a modern design with balcony railings and a welcoming ambiance.
Home in Ocho Rios
4.91 out of 5 average rating, 103 reviews

3BR 2-Story Villa in Ocho Rios with Private Pool

Indulge in pure luxury at our captivating 3-bedroom villa tucked away in a gated community with 24-hour security. This haven is a mere 5-minute drive from the bustling heart of Ocho Rios. Revel in the convenience of proximity to supermarkets, restaurants, nightlife & adventures. Immerse yourself in exhilarating attractions like Dunn's River Falls, Margaritaville, Mystic Mountain & Dolphin Cove. Your Jamaican dream escape begins here – a symphony of comfort, luxury, and unforgettable experiences!

Top guest favorite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 195 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.

Top guest favorite
A vibrant round stone house is nestled among lush greenery, featuring a small circular pool. Comfortable outdoor seating is visible on a wooden deck, surrounded by tropical plants and palm trees. The colorful exterior complements the natural landscape, creating a serene and inviting environment.
Bungalow in Port Antonio
4.9 out of 5 average rating, 243 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 mit allen Utensilien die du benötigst. Kochen mit Blick auf die Berge. *Und wieder einen anderen Blick hast du vom überdachten Gasebo. Inmitten Mutter Natur kannst du die Seele baumeln lassen und Vögel, Sterne und Wolken beobachten. *Feel free

Guest favorite
An infinity-edge pool is framed by modern lounge chairs and plush seating. Lush greenery and an expansive lawn create a serene environment, while the Caribbean Sea is visible in the distance under a clear blue sky.
Villa in Montego Bay
4.86 out of 5 average rating, 140 reviews

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.

Top guest favorite
An ocean-view rooftop deck features a private dipping pool with clear blue waters. Two brightly colored chairs are positioned nearby, facing the expansive sea and blue skies, creating a serene outdoor relaxation area.
Apartment in Treasure Beach
4.96 out of 5 average rating, 142 reviews

May special 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, 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. For the 2 and 3 bed Full House click the link below https://www.airbnb.co.uk/rooms/639955496332045263?viralityEntryPoint=1&s=76 Message me re airport and transport options

Guest favorite
A bright bedroom is featured, showcasing a spacious bed adorned with soft pillows. Large windows provide panoramic views of the bay, allowing natural light to illuminate the area. A ceiling fan enhances airflow, while modern furnishings add to the inviting atmosphere.
Condo in Montego Bay
4.93 out of 5 average rating, 149 reviews

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

Guest favorite
A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.
Treehouse in St. Andrew Parish
4.84 out of 5 average rating, 134 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Guest favorite
The outdoor area features a spacious pool surrounded by a patio, with comfortable seating arrangements nearby. The villa's elegant design is highlighted by arched windows and a two-story structure. Sunshades provide respite from the sun, while lush greenery frames the backdrop.
Villa in Montego Bay
4.95 out of 5 average rating, 228 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 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.

Top guest favorite
A clear view of a spacious swimming pool, surrounded by decorative fencing and tropical vegetation. Colorful flags flutter above the pool, under the bright blue sky, complemented by tall palm trees. A pathway leads to the pool area, enhancing the outdoor relaxation space.
Apartment in Port Antonio
4.95 out of 5 average rating, 158 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
A two-story villa showcases a modern Caribbean design, framed by lush greenery and tropical plants. The porch features comfortable seating under shaded beams, and a stone pathway leads to a manicured garden. Large windows invite natural light, enhancing the open and airy feel of the property.
Villa in Ocho Rios
4.93 out of 5 average rating, 116 reviews

Ocean front luxury Villa in Jamaica

Welcome to Tikal, an ocean front luxury villa, exquisitely remodeled in May 2021, with an airy modern Caribbean style. We are adjacent to Chukka Cove Horse & Adventure Farms, noted as Jamaica's premier tourist attraction provider. We are conveniently nestled between Montego Bay and Ocho Rios, only 50 minutes from Montego Bay International Airport. We are within 30 minutes of most major tourist attractions, and the cruise ship port in Ocho Rios.

Top guest favorite
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home in St. James Parish
4.99 out of 5 average rating, 126 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

Top guest favorite
A spacious sleeping area features a large bed draped in a light-colored coverlet. Floor-to-ceiling windows showcase lush greenery and the distant landscape, complemented by wooden furniture including a table and chairs for enjoying the view.
Guest suite in Port Antonio
4.96 out of 5 average rating, 219 reviews

Starfish Cottage

Experience tranquility and beauty at our cottage, perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Delight in the frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer.

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