Vacation rentals with a pool in Portmore

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Portmore

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

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Guest favourite

Bungalow in Portmore

4.88 out of 5 average rating, 144 reviews

Luxury 2 bedroom beach villa in gated community

53 Bay Front is a stunningly furnished 2 bed 2 bath villa beside Forum beach. The secure gated community features 24/7/365 manned entrance gates & is centrally located in Port Henderson, Portmore. The villa has high-speed wireless internet, cable and Smart TVs. Air-conditioning in both bedrooms, a fully-equipped kitchen, spacious living room, breakfast bar, open plan dining area and a utility room with washer & dryer. You will also enjoy the outside areas: back patio, front garden & lawn.

Guest favourite

Home in Kingston

5 out of 5 average rating, 8 reviews

Private Upscale Bedrooms w Pool

This stylish home is perfect for single persons, family/group trips. Secluded and tranquil with attractive amenities. Private pool, dining and living rooms, study/work area, cable TV, Wi-fi, Netflix, well-equipped kitchen, washer/dryer, king size beds, air conditioned bedrooms, patio with koi fish pond, waterfall, outdoor terrace, generator, water tanks. Shopping areas and gym within 7 minutes driving radius. Starbucks, Wendy’s, Pharmacy (Fontana). Housekeeper/cook available upon request.

Guest favourite

Rental unit in Kingston

4.9 out of 5 average rating, 108 reviews

CityFive Kgn 1 or 2 BDRMS Blue Mtn & City Views

***IMPORTANT*** READ ALL SECTIONS This contemporary listing is located right off the Liguanea Plain and affords you a view of the beautiful Blue Mountain. It offers you the absolute peacefulness of a residential neighborhood with quick access to the city. For the business traveller, wi-fi connection, a comfortable work area and easy accessibility to the CBD. For families, cozy living area. For the vacationer, 10 mins to Bob Marley Museum, Devon House or 35 mins to Port Royal

Guest favourite

Condo in Kingston

4.8 out of 5 average rating, 108 reviews

Luxury Condo with Rooftop Pool & Private Balcony

This is a beautiful, brand new & luxurious condo with a perfect blend of city and tranquil living. This space is thoughtfully furnished and have all the amenities for a relaxing & comfortable stay. Amenities include rooftop swimming pool, 24 hours security, spectacular panoramic views, underground parking, space for gym, private balcony to witness breathtaking sunrises etc. Ideally located in close proximity to shopping, dining, nightlife, work and other convenient options.

Guest favourite

Condo in Portmore

4.86 out of 5 average rating, 49 reviews

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

Step into your dream getaway! This luxurious apartment blends coastal charm with city vibes, offering killer views of both skyline, beach and mountains. Splash in the pool, hit the beach, or chill in the lobby—whatever floats your boat! Elevator? Check. Meeting room? Got it. Plus, an epic mix of city buzz and mountain zen. Ready for an unforgettable escape? Let's do this!

Guest favourite

Condo in Kingston

4.89 out of 5 average rating, 133 reviews

Ultimate 1BR Condo with Rooftop Pool (GC V102)

Explore the sophistication of this stylish condo located on the second floor, positioned within one of Kingston's most prestigious short-term lodging choices. Immerse yourself in the mesmerizing rooftop entertainment, perfectly paired with the exceptional care provided by our devoted team. We're eagerly awaiting the chance to host you!

Guest favourite

Home in Spanish Town

4.89 out of 5 average rating, 9 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.