
Holiday rentals with a pool in Portmore
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Portmore

Total holiday rentals
Explore 200 holiday rentals in Portmore

Nightly prices starting at
Portmore holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 4,320 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
200 of Portmore holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portmore rentals

4.6 Average rating
Portmore stays receive an average rating of 4.6 out of 5 from guests
Top-rated rentals with a pool in Portmore
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

🏝🏝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

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!

Oak Château: Rest, Renew, Restore.
Welcome to Oak Château! Rooted in peace and restoration, the chateau is a serene retreat tucked away in Oak Estate. It is more than a stay, it’s a sanctuary. Every detail is designed to refresh the spirit, offer comfort, and remind you of God’s covering presence. Oak Château blends comfort, style & tranquility. Here you relax, have fun and recharge. This Airbnb is designed for memorable stays: quiet getaways, refreshing vacations or a nights of fun or inspiring times of renewal. See you soon!

Poolhouse@Countryclub | Private Pool | Gated
Enjoy a peaceful stay within a secure, gated community. This centrally located oasis places you close to Portmore’s entertainment and shopping areas. Just a 3-minute walk brings you to the community’s private convenience store, restaurant, and deli, while Starbucks and other dining options are only a 7-minute walk away. The famous Hellshire Beach is a 15-minute drive, perfect for enjoying fresh seafood . The Norman Manley Intl Airport is just 45 minutes away, making travel easy and stress-free.

Phil's Hideaway*Spacious, 2 BR Apt*Gated + Pool*
Phil's Hideaway is a fully furnished apartment with air conditioned rooms. Located in the recently constructed Cedar Manor Palms community, this is a quiet, gated complex that has a very spacious courtyard with swimming pool, ample green spaces and parking amenities. Situated just 20 minutes from Kingston the apartment has easy access to restaurants, shops and public transportation. The hideaway provides a relaxed environment that is well suited for couples, families and business travelers

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.

Renaissance At The View
You will be close to everything when you stay at this centrally-located place. This modern apt is your home away from home. It houses up to 3 persons as it comes with a sofa bed. It’s very cozy & relaxing. If you are a morning person, watching the sun rise is amazing! Sit at the poolside and enjoy the sea view and sea breeze. Apt. has beach chairs. At Renaissance, you can relax…refresh….renew. Ask about our Car Rental& Juta / Taxi Services for Airport pickups & out of town excursions.

Oak's Elegant Gated Family Escape |3bed|3 bath|
Relax with the whole family at this peaceful and luxurious retreat in the heart of Portmore. This spacious 3-bedroom, 3-bathroom home perfectly balances comfort, style, and tranquility. Enjoy meals in the modern kitchen, unwind in the airy living space, or relax on the patio. Guests also have access to the clubhouse and leisure amenities, including a pool, gym, tennis court, and children’s play area, making it the ideal place for families and groups to create lasting memories.

The Oasis, Caymanas Country Club btw Portmore/Kgn
The property is located in the quiet and peaceful Caymanas Country Club gated community with 24x7 security. The community is centrally located and is 15 minutes away from Kingston, 5 minutes away from Portmore and 45 minutes drive to Ocho Rios via the nearby entrance of the North-South Highway. Some of the amenities in the community includes jogging trail, adult and kids size swimming pool, basketball and tennis court. I welcome you to be part of The Oasis family.

Beachfront|Luxury Condo|2 Pools|Centrally Located
Enjoy a stylish experience at this centrally-located place. We have carefully designed this unit to be your escape from reality. This condo sits on a Sea view property with large windows that showcase breathtaking views of the Kingston Harbor and Port Royal. Guests have access to a large pool deck facing the sea. This complex is gated community and provides 24hrs security. The unit is equipped with everything you need for a memorable stay.

City/Ocean View, Pool, Beach: Resort Like Vacation
Step into your dream getaway! This luxurious studio 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! Nb. The wine on the picture is not included with your stay

Luxury High-Rise | City, Pool & Beach Views
⸻ Wake up to beautiful views of the city, pool, and beach, and enjoy coffee or tea in the room’s comfortable seating area. Spend your day relaxing by the pool or beach, then return in the evening to enjoy dinner at the bar-height dining table while the city lights come alive. This stylish high-rise apartment is bright and thoughtfully designed with a sleek black-and-white aesthetic for a truly memorable island stay.
Popular amenities for Portmore rentals with a pool
House rentals with a pool

The Royal Villa - Caymanas

Akwaaba Penthouse Luxury Suite

Comfort Cottage: Private Oasis w/Pool & Security

The Caymanas Villa

Chillax Island Stay – Private Pool & Gazebo

Pon Di Sea Front *Pool*AC*Gated*

Caribbean Dream II

Tropical Solitude
Apartment rentals with a pool

Stunning smart apt with pool & amazing sunset view

Light &Bright 1-bedroom Apartment w pool

The Ultimate 1BR Condo w/Rooftop Pool

Modern New Kingston Condo, pool, 24h security, gym

Modern 6th Floor 2-BR apt w/ pool & King bed

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location

Urban Lifestyle @ Mont Charles - Liguanea Kingston

Airy Modern 2BR Condo Rooftop Pool
Other holiday rentals with a pool

Modern 1BR Oasis: Pool & Gym

Bayside Shores at Bay Front Apartments

Oceanview Apt, Steps to the Beach, All Amenities

Kingston Luxury Condo with Skyline Views

Entire Oceanview Villa in Gated Community

Nelson's luxury Penthouse Oceanview

The Mahoe | 2BR · Rooftop Pool · Gym · City Views

Classy Airbnb near the airport
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $124 SGD | $123 SGD | $127 SGD | $120 SGD | $119 SGD | $118 SGD | $120 SGD | $123 SGD | $116 SGD | $116 SGD | $119 SGD | $127 SGD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 29°C | 30°C | 30°C | 29°C | 29°C | 28°C | 27°C |
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Negril Holiday rentals
- Ocho Rios Holiday rentals
- Mandeville Holiday rentals
- Hellshire Holiday rentals
- Santiago de Cuba Holiday rentals
- Saint Ann's Bay Holiday rentals
- Spanish Town Holiday rentals
- May Pen Holiday rentals
- Holguín Holiday rentals
- Port Antonio Holiday rentals
- Villa rentals Portmore
- Smoking-friendly rentals Portmore
- Flat rentals Portmore
- Apartment rentals Portmore
- Rentals with breakfast Portmore
- Rentals with a patio Portmore
- Townhouse rentals Portmore
- Waterfront rentals Portmore
- Rentals with outdoor seating Portmore
- Pet-friendly rentals Portmore
- Rentals with a hot tub Portmore
- Family-friendly rentals Portmore
- Fitness-friendly rentals Portmore
- House rentals Portmore
- Rentals with a washing machine and dryer Portmore
- Rentals with beach access Portmore
- Beachfront rentals Portmore
- Rentals with pools Saint Catherine
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- Phoenix Park Village
- University of the West Indies
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Green Grotto Caves
- Rafjam Bed & Breakfast
- Strawberry Hill
- Somerset Falls
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park





