Vacation rentals with a pool in St. Catherine Parish

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. Catherine Parish

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

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Guest favorite

Home in Portmore

4.91 out of 5 average rating, 137 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

Oct 30 – Nov 6

ﺩ.ﺇ560 per night

Guest favorite

Home in Saint Catherine Parish

4.99 out of 5 average rating, 83 reviews

Sleep Easy, Relax in Comfort

Welcome to my home! A new two bedroom house located near the border of St. Catherine and Kingston, in a quiet and relaxing country style gated community. This location provides 12 minutes access to Kingston, 8 minutes to Portmore, 10 minutes to Spanish Town, and in about 3 minutes you’ll be able to access the highway leading to Ocho Rios. This means you could be climbing Dunn's River Falls in 45 minutes. The space is fully equipped to make your stay as comfortable as possible. Come and enjoy!

Oct 2 – 9

ﺩ.ﺇ422 per night

Guest favorite

Home in Caymanas Estates

5.0 out of 5 average rating, 5 reviews

The Vistas Caymanas

Escape to tranquility in this tastefully decorated single family home (4 persons limit). Nestled amidst rolling hills and serene landscape, this idyllic retreat offers a haven of peace and comfort. Surrounded by nature's beauty, this gated community boasts a beautiful communal space with facilities such as a pool, jogging/ walking track, football field, basketball court, tennis court and multiple gazebos for relaxation. Just minutes away, there is an inviting golf/ country club and a polo club.

Sep 9 – 16

ﺩ.ﺇ387 per night

Guest favorite

Bungalow in Portmore

4.88 out of 5 average rating, 138 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.

May 21 – 28

ﺩ.ﺇ513 per night

Guest favorite

Home in Saint Catherine Parish

4.88 out of 5 average rating, 113 reviews

The Caymanas Villa

My place is a modern country side home that is close to golf resorts, polo clubs, beaches, the city center, with mountain side views. My place is good for couples, solo adventurers, business travelers, and families. This is a secure facility that is centrally located in Jamaica with within 1km from both north-south and east-west high way 2hrs drive to Montego bay and 20 min to Kingston. This facility has recreational spaces, such as jogging trail, swing pool, basket ball and tennis court.

Sep 17 – 24

ﺩ.ﺇ383 per night

Guest favorite

Home in St. Catherine Parish

4.85 out of 5 average rating, 33 reviews

Leachman's Vacation Connection

You are the heart of our home. Connecting you with family, friends and loved ones, our spacious, cozy, fully air conditioned 3 bedroom home is ideal for your vacation. It is centrally located 15-45 minutes to Kingston, restaurants, Dunns River Falls, white sand beaches and other amenities. With 24 hrs security, you can safely explore the recreational area, kids playground, pools, walking trails, basketball and netball courts, soccer field and more. A comfortable stay is guaranteed!

Sep 23 – 30

ﺩ.ﺇ646 per night

Superhost

Home in St. Catherine Parish

4.78 out of 5 average rating, 18 reviews

Elevated Experience at Caymanas

The Elevated Experience at Caymanas is located approximately 10-15 outside of Kingston. The home is a one bedroom one bathroom, open concept living/ dining room, and fully functioning kitchen. It has hot & Cold water, Air conditioning, Cable TV, Free WiFi, and all kitchen appliances. This house is suitable for business travelers and vacationers alike. It Boosts all the amenities needed for short-term or extended stays. Property is well secured with 24 hours security.

Oct 2 – 9

ﺩ.ﺇ348 per night

Guest favorite

Home in Saint Catherine Parish

4.95 out of 5 average rating, 73 reviews

The Oasis II, Caymanas Country Club

The villa is located in the peaceful and quiet Caymanas Country Club community, which is centrally located next to the north-south and east-west bound of high way 2000 allowing 5 mins drive to Portmore, 20 mins drive to Kingston, 1hr drive to Ocho Rios, and 2hrs drive to Montego Bay. The house is located inside a secure gated community and has recreational spaces, such as jogging trail, swimming pool, basket ball and tennis court.

Dec 5 – 12

ﺩ.ﺇ348 per night

Guest favorite

Home in Spanish Town

4.7 out of 5 average rating, 111 reviews

Comfort Cottage | private pool | 24hr security

Our place is close to major thoroughfares, town centre, hospital and transportation. Restaurants, supermarkets and shopping are just minutes away. The community has a kids park, adults park with jogging trail, club house, playfield, tennis court, and basketball court. The home is fully furnished and air-conditioned for your comfort. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Dec 10 – 17

ﺩ.ﺇ344 per night

Guest favorite

Condo in Portmore

5.0 out of 5 average rating, 29 reviews

Stylish 1br Condo w/ Beach Access | King Sized Bed

Welcome to our centrally-located Airbnb listing! Our modern apartment boasts one bedroom, living area with sofa bed, two bathrooms, a fully-equipped kitchen, and on-site amenities including a basketball court, pool, and washer/dryer. Stay connected with free Wi-Fi throughout your stay. Relax in the comfortable bedroom and enjoy the convenience of two bathrooms. Book now and experience the best our city has to offer!

Aug 15 – 22

ﺩ.ﺇ426 per night

Guest favorite

Condo in Portmore

4.94 out of 5 average rating, 17 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!

Nov 26 – Dec 3

ﺩ.ﺇ341 per night

Guest favorite

Condo in Portmore

4.94 out of 5 average rating, 33 reviews

Condo at Bayfront in Portmore

Stay with us in the city of Kingston. This Studio Apartment is newly constructed with all your desired amenities to bring your trip to life. This space is located is a secured gated complex with 24/7 surveillance. Only few minutes away there are entertainment zones, resturants and supermarkets. So, book now for great vibes, new memories and positivity.

Feb 7 – 14

ﺩ.ﺇ215 per night