
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 $34 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
200 of Portmore holiday rentals include Wi-Fi 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.

Chillax Island Stay – Private Pool & Gazebo
🌴 Welcome to Chillax Island Stay, your fully solar-powered, comfortable getaway. Experience our modern solar and battery backup system, which ensures uninterrupted essential amenities even during power outages. Whether you’re visiting family, working remotely, or seeking a relaxing escape, you’ll appreciate a clean, secure environment where everything functions smoothly. Unwind in our spacious backyard, complete with a private pool, beautiful gazebo, and plenty of space to relax and chill.

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.

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

The Kingston Luxe Escape | 3BR Balcony Suite
Make yourself at home in our 3-bedroom, 3.5-bath property in a gated Cherry Garden community, just minutes from Hi-Lo and Fontana. The space sleeps six and offers a rooftop pool, scenic views, and modern design. Guests enjoy high-speed Wi-Fi, AC, a equipped kitchen, work area, laundry facilities, backup utilities, parking, and round-the-clock security. Perfect for a comfortable, worry-free stay in Kingston, reserve now!

Modern 1BR Oasis: Pool & Gym
Relax in this stylish one bedroom retreat featuring full access to a sparkling pool and modern gym. This sleek private space offers the prefer balance of fitness and leisure for your next getaway. Enjoy complete privacy during your stay! Your booking includes your own private bedroom, fully equipped kitchen, and private bathroom. The only shared areas on the property are the outdoor yard space and parking area.
Popular amenities for Portmore rentals with a pool
House rentals with a pool

The Caymanas Villa

Comfort Cottage: Private Oasis w/Pool & Security

Akwaaba Riverview Apt

Tropical Solitude

Hidden Gem by Shekinah Homes 2Bd 1Bath, Pool

OakEstate Escape to Elegance• Pools •Gym•24/7 Sec

Serene Vistas, Caymanas Country Club

3D's Comfort Villa w/ Pool
Condo rentals with a pool

Light &Bright 1-bedroom Apartment w pool

Stunning smart apt with pool & amazing sunset view

A Pool, Beach, PS5 Games, Stunning Views!

Elegant Echelon 1 Bedroom Apartment W/Pool & Gym

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

Urban Lifestyle @ Mont Charles - Liguanea Kingston

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

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location
Other holiday rentals with a pool

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

Renaissance At The View

Entire Oceanfront Villa in Gated Community

Oceanview Apt, Steps to the Beach, All Amenities

Luxury High-Rise | City, Pool & Beach Views

Bayside Shores at Bay Front Apartments

Beachfront | Modern Amenities | Centrally Located

Kingston Luxury Condo with Skyline Views
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $161 NZD | $160 NZD | $165 NZD | $168 NZD | $166 NZD | $163 NZD | $156 NZD | $160 NZD | $151 NZD | $151 NZD | $155 NZD | $165 NZD |
| 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
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Mandeville Holiday rentals
- Hellshire Holiday rentals
- Saint Ann's Bay Holiday rentals
- Santiago de Cuba Holiday rentals
- Spanish Town Holiday rentals
- May Pen Holiday rentals
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- Old Harbour Holiday rentals
- Villa rentals Portmore
- Rentals with breakfast Portmore
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- 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
- Phoenix Park Village
- Emancipation Park
- Hope Botanical Gardens
- University of the West Indies
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Strawberry Hill
- Rafjam Bed & Breakfast
- Somerset Falls
- Green Grotto Caves
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park
- Winnifred Beach





