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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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Apartment in Montego Bay

4.84 out of 5 average rating, 349 reviews

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.

Guest favourite

Townhouse in Ocho Rios

4.92 out of 5 average rating, 142 reviews

Beautiful vacation home in the heart of Ocho Rios

24/7 gated security country mist community. Ideally situated 5 min away from the City Centre in hills of Ocho Rios nestled amidst lush tropical greenery and stone throw away from famous attractions such as Dunn's River Falls, Dolphin Cove, Margaritaville, Mystic Mountain Rainforest, Konoko Falls and Park and many fine restaurants. We offer a well-appointed luxury retreat including fast WIFI, swimming pool, fully air conditioned rooms, large screen TVs in all room for your comfort and convenience

Guest favourite

Townhouse in Ocho Rios

4.97 out of 5 average rating, 106 reviews

My Palm Retreat, POOL, Gated, Fully A/C, King Bed

Luxe Modern Centrally-Located Open concept newly designed with modern comfy furniture.This 7 beds , 4 bedroom/ 2.5 bath is located in Private Gated community with Sparkling Pool.Stainless steel appliances, tile floors, chef’s Kitchen with/pots and pans. Large Master bedroomw/King bed, sitting area, Full Bath, Private Patio.5 Minutes to Dunn’s River, MysticMountain,Dolphin Cove, Starbucks, Beaches.Fenced back yard. Free parking, fast WiFi, two 58inch Smart Tv, Disney Plus,Netflix.Pool Table/Games

Guest favourite

Apartment in Richmond

4.96 out of 5 average rating, 108 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

Guest favourite

Apartment in Kingston

5 out of 5 average rating, 9 reviews

Boho Contemporary 1 b/r w/pool- The Shallai

Enjoy a stylish experience at The Shallai (Sha-Lay) . A centrally-located 1 bedroom (living room sofa also converts to a bed) , 1 1/2 bathroom apartment in the coveted community of Barbican (Kingston). This chic space in a 9-unit building exudes comfort and style. It’s perfect for professionals coming for meetings or a couple wanting to enjoy Kingston’s restaurants and hot spots from a convenient location. We are in close proximity to supermarkets, cafes and a wide selection of restaurants.

Guest favourite

Villa in Ocho Rios

4.81 out of 5 average rating, 134 reviews

Dream Villa Private Pool Ocho Rios

Your dream of a relaxing surreal home away from home is located in the newly constructed, quiet gated community of Drax Hall Country Club, St. Ann. A true oasis, with its own private swimming pool, security cameras , air condition units, celing fans and smart TV's in all rooms and free Wi Fi. The villa is withen 10 minutes of all major tourist attractions , Dunns river, Dolphen cove,Chukka Cove ,Mystic Mountain. The villa has 3 beadrooms, 2 bathrooms and sleep a maximum of 6 guest.

Guest favourite

Home in Discovery Bay

4.82 out of 5 average rating, 11 reviews

Private Pool~Private Chef~DiscoveryBay~24hr Secure

Enjoy our fully air conditioned OCEAN VIEW VILLA, with PRIVATE BACKYARD POOL located in the 24 hour GATED community of Camelot Village Discovery Bay, St Ann. Let our private chef prepare for you the most authentic Jamaican Cuisines during your stay. ✔ Private Chef (excluded from the price) ✔ 2 Comfortable Queen Bedrooms ✔ Full Kitchen ✔ Backyard Pool ✔ Smart TV with Netflix & Cable ✔ High-Speed Wi-Fi ✔ Workspace ✔ Laundry ✔ Community Kids Playground

Home in Spanish Town

4.82 out of 5 average rating, 11 reviews

Cheerful cottage w/private pool | gated community

Relax with the whole family at this peaceful place to stay. Everything you need to feel right at home is here! Relax indoors and curl up with a good book or Netflix and chill. Love the outdoors? No problem! The gazebo is a great place to recline, unwind and enjoy the pool.

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Popular amenities for Jamaica rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Montego Bay

4.7 out of 5 average rating, 27 reviews

Villa w/pool/jacuzzi, gated community

Home in Ocho Rios

4.65 out of 5 average rating, 26 reviews

Great Escape Villa - Ocho Rios

Guest favourite

Home in Ocho Rios

4.89 out of 5 average rating, 27 reviews

Sunshine Oasis w/ Infinity Pool @ Pyramid Point

Guest favourite

Home in Ocho Rios

4.94 out of 5 average rating, 86 reviews

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios

Guest favourite

Home in Caymanas Country Club Phase I

4.83 out of 5 average rating, 12 reviews

Irie Luxury Home, Caymanas w/pool

Guest favourite

Home in Old Harbour

4.89 out of 5 average rating, 46 reviews

Evertonbnb 22 - With Private Pool and Spa

Guest favourite

Home in Negril

4.79 out of 5 average rating, 42 reviews

Brand New Luxurious Townhouse

Guest favourite

Home in Tower Isle

4.94 out of 5 average rating, 254 reviews

Tranquil Times Villa

Apartment rentals with a pool

Guest favourite

Apartment in St. James Parish

4.9 out of 5 average rating, 110 reviews

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr

Apartment in Ocho Rios

4.8 out of 5 average rating, 49 reviews

Indulge in this beautiful & luxurious 2BR Condo.

Apartment in Salem

4.8 out of 5 average rating, 131 reviews

SalemSuites1 Walk to beach &Sharkies Restaurant

Apartment in Kingston

4.72 out of 5 average rating, 53 reviews

The Sunset Villa - 2BD APT w/ Pool & Lovely Views

Guest favourite

Apartment in Ocho Rios

4.95 out of 5 average rating, 20 reviews

Penthouse Apartment | Skyview & Pool access

Guest favourite

Apartment in St. James Parish

4.96 out of 5 average rating, 23 reviews

Lovely 2 bedroom Condo in Paradise

Guest favourite

Apartment in Portmore

4.83 out of 5 average rating, 59 reviews

City/Ocean views, Pool, Beach:Resort like Vacation

Apartment in Montego Bay City

4.86 out of 5 average rating, 118 reviews

Stella's Condo

Destinations to explore