
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.

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.

Treehouse at Prince Valley Guesthouse
Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

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.

Kingston's Most Stunning High Rise Condo Suite #1
Elevate your Kingston experience with a stay in this exceptional 1-bedroom apartment at the distinguished 20 South Ave. Featuring awe-inspiring views, this luxurious sanctuary accommodates up to 3 guests, offering the perfect setting for a romantic retreat, family vacation, or small group getaway. Plus, with dining and entertainment options just 10 minutes away, you’ll have the best of Kingston right at your fingertips. Book now and enjoy the finest in comfort and style.

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.
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

Hidden Gem by Shekinah Homes 2Bd 1Bath, Pool

Caribbean Dream II

Pon Di Sea Front *Pool*AC*Gated*
Condo rentals with a pool

Stunning smart apt with pool & amazing sunset view

A Pool, Beach, PS5 & other Games, Stunning Views!

Light &Bright 1-bedroom Apartment w pool

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

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

Urban Lifestyle @ Mont Charles - Liguanea Kingston

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

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

Modern 1BR Oasis: Pool & Gym

Luxury High-Rise | City, Pool & Beach Views

Oceanview Apt, Steps to the Beach, All Amenities

Kingston Luxury Condo with Skyline Views

Entire Oceanfront Villa in Gated Community

Classy Airbnb near the airport

Bayside Shores at Bay Front Apartments

Beachfront | Modern Amenities | Centrally Located
When is the best time to visit Portmore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $163 NZD | $162 NZD | $167 NZD | $170 NZD | $169 NZD | $165 NZD | $158 NZD | $162 NZD | $153 NZD | $153 NZD | $157 NZD | $167 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
- 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
- Rentals with breakfast Portmore
- Apartment rentals Portmore
- Condo rentals Portmore
- Rentals with a patio Portmore
- Townhouse rentals Portmore
- Waterfront rentals Portmore
- Pet-friendly rentals Portmore
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- Family-friendly rentals Portmore
- House rentals 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





