Holiday rentals with a pool in Kingston Parish

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kingston Parish

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

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Guest favourite

Guest suite in Kingston

4.81 out of 5 average rating, 205 reviews

Comfortable, modern studio with access to pool

This special place is close to everything, making it easy to plan your visit. It is modern, private and sits atop with beautiful accessible views of the beautiful city of kingston. 10m drive away from Starbucks Liguanea, fast food like KFC, Popeyes, Soverign North and many other places to eat or just chill out. (space not designed for cooking) we provide airport pick ups and drop-offs depending on availability kindly indicate your interest at check in. NB the pool is a community pool 7min walk

Superhost

Home in Hellshire

5 out of 5 average rating, 3 reviews

Luxurious 6 Bed Villa w/own Private Plunge Pool

Your whole group will be comfortable in this spacious, tastefully furnished and unique villa. Chill at the private plunge pool or stroll to the pristine waters of healthshire for sand, sun and sea. Gather as a family or a as a group to make memories in this hidden paradise. Equipped with fast free WiFi, smart TVs, large kitchens, many seating areas and a gym, you will have everything you need for a weekend, family reunion, and small events. Don't hesitate to book early for the best prices.

Guest favourite

Bungalow in Portmore

4.88 out of 5 average rating, 147 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

Flat in Kingston

4.91 out of 5 average rating, 117 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

Superhost

Apartment in Portmore

4.83 out of 5 average rating, 71 reviews

City/Ocean View, 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!

Superhost

Apartment in Kingston

4.9 out of 5 average rating, 151 reviews

Ultimate 1BR Condo with Rooftop Pool

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!

Superhost

Flat in Portmore

4.77 out of 5 average rating, 35 reviews

Apartment With Amazing View

Discover the most unforgettable stay at this luxurious studio apartment with a resort like feel filled with amenities. Enjoy our outdoor pool or a walk on the beach, relax while enjoying the Caribbean most amazing sunsets. From this 10th floor apartment, you will enjoy views of the city, mountains and the Caribbean Sea.

Guest favourite

Flat in Kingston

4.82 out of 5 average rating, 28 reviews

Apartment in New Kingston

This central and comfortable property is a true gem, offering a home away from home experience. With its inviting pool, amazing rooftop view, and delightful patio, it provides the perfect blend of relaxation, entertainment, and tranquility. Don't miss the opportunity to experience a stay at this extraordinary property.