
Vacation rentals in Portmore
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Top-rated vacation rentals in Portmore
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Home in Kingston
4.75 out of 5 average rating, 4 reviewsStylish 5BR Home In Halfway Tree @Kingston Manor
This is a 5-Star vacation rental and rare find in the heart of the city. It's on a quiet street yet only 3-5 minutes walk to the major uptown malls, restaurants, supermarkets, and nightlife. Families and groups are welcome! Rent 2-14 bedroom homes in this stylish, spacious, and gated complex with walk-in kitchens, bar nook, lounge, day beds, gateman, contract cook, and daily housekeeping. This staycation is a mix of style and convenience. Come experience luxury and be super close to everything!

Home in Portmore
5 out of 5 average rating, 11 reviewsThe Meraki - Lot 42 Phoenix Park
Cozy two-bedroom one-bathroom newly remodeled home with crisp contemporary design. Balances casually elegant style, comfort & serenity. Nestled in a guard-gated residential community in the island’s fastest rising city. Just outside the town’s bustle but only mins away from conveniences & the beloved Hellshire Beach. Perfect for family, small group, couple or lone leisure seeker. Relaxed retreat for returning locals. Home-base for visitors while exploring the island. 15-min from the highway.

Condo in Kingston
5 out of 5 average rating, 10 reviewsBoho Contemporary 1 b/r w/pool- The Shallai
Enjoy a stylish experience at The Shallai (Sha-Lay) . A centrally-located 1 bedroom (living room sofa also converts to a bed) , 1 1/2 bathroom apartment in the coveted community of Barbican (Kingston). This chic space in a 9-unit building exudes comfort and style. It’s perfect for professionals coming for meetings or a couple wanting to enjoy Kingston’s restaurants and hot spots from a convenient location. We are in close proximity to supermarkets, cafes and a wide selection of restaurants.

Bungalow in Portmore
4.88 out of 5 average rating, 146 reviewsLuxury 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.

Condo in Kingston
4.94 out of 5 average rating, 36 reviewsLuxury Condo with view @ Paddington
Welcome to your new favorite vacation rental. This unique and tranquil getaway boasts a luxury top floor 1 bedroom, 1.5 bathroom apartment with a breathtaking view of the Blue Mountains from every room. Enjoy peaceful nights on a private balcony from your master bedroom and listen to sounds of the cool mountain breeze. Central location with 24-hour security, a pool, a gym, secured parking, and is within walking distance to Liguanea, Devon house, and Bob Marley Museum.

Home in Portmore
4.97 out of 5 average rating, 29 reviewsRosay hide away
Experience luxury redefined at our 2-bedroom Airbnb retreat. Nestled in a gated community, this lavish sanctuary offers opulent living spaces, a gourmet kitchen, and designer furnishings. Relax in the master suite's king-sized bed and indulge in the ensuite bathroom. The second bedroom provides a tranquil escape. With premier amenities and attentive service, your stay promises unparalleled luxury and relaxation.

Home in Portmore
4.81 out of 5 average rating, 16 reviewsPortmore Paradise Gated Community in Portmore
Escape to paradise in a cozy 2-bedroom AirBnB in Portmore, Jamaica. Enjoy modern comforts with traditional Jamaican ambiance, fully equipped kitchen, comfortable bedrooms, and essential bathroom amenities. Conveniently located near beaches, local eateries, and cultural activities for an immersive island experience.

Apartment in Portmore
4.83 out of 5 average rating, 24 reviewsClassy Airbnb near the airport
Get away from the hustle! Sandwiched between a mountain and a beach, a lovely space created with you in mind. Here is your chance to unwind and relax, watch the ships come in and sometimes do nothing. Welcome to Unit 604. Enjoy your stay.

Condo in Kingston
4.94 out of 5 average rating, 17 reviewsAwesome Vacation Experience * Free Pickup*
Forget your worries in this spacious and serene space. We offer both vacation and travel options to suit your needs. *Free airport pickup for reservations for 7 days or more from Norman Manley Airport Kingston.

Home in Spanish Town
4.88 out of 5 average rating, 16 reviewsCouples Retreat in Jacar Homes
The perfect, peaceful place for a quick getaway. Located in the safe and secure gated Jacaranda Homes community, this home is ideal for couples or friends looking for a comfortable and cozy spot to stay...

Home in Kingston
4.83 out of 5 average rating, 18 reviewsThe Skyler: cozy 2BR/1BA townhouse
Be our guest at this cozy, modern, peaceful and centrally-located townhouse with friends, family and solo traveler. Whether staying for leisure or business, we can't wait to host you!

Townhouse in Kingston
4.82 out of 5 average rating, 153 reviews5 star comfort and environment at best cost
Excellent view from the hills, relaxed pool deck and view, main bedroom with skylight, comfortable living room, spacious and scenic kitchen and dining with a modern touch
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Portmore vacation rentals
Other great vacation rentals in Portmore

Apartment in Kingston
4.88 out of 5 average rating, 8 reviewsUltimate 2BR Penthouse Suite with Amazing Views

Home in Portmore
4.89 out of 5 average rating, 174 reviews🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

Home in St. Catherine Parish
4.88 out of 5 average rating, 51 reviewsIsland Treasure vacation suite

Home in Portmore
4.93 out of 5 average rating, 42 reviewsCozy Home Caribbean Estates

Vacation home in Portmore
4.74 out of 5 average rating, 47 reviewsRoyale Villa Escape- 2BD w/Ocean and Mountain View

Guest suite in Portmore
4.96 out of 5 average rating, 28 reviewsCoral Paradise 1

Home in Spanish Town
4.82 out of 5 average rating, 11 reviewsCheerful cottage w/private pool | gated community

Home in Innswood
4.92 out of 5 average rating, 36 reviewsSmith's Silversun Estate
Quick stats about vacation rentals in Portmore
Total rentals
530 properties
Total number of reviews
6.8K reviews
Family-friendly rentals
270 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Frequently Asked Questions
How is the weather in Portmore?
Portmore experiences a tropical climate. Average temperatures range from 75°F to 90°F (24°C to 32°C) year-round. Rainfall is most common between May and November, with the driest period being from December to April.
What are some of the best things to do in Portmore?
In Portmore, visitors frequently enjoy strolling along Hellshire Beach, exploring the Two Sisters Cave, or bird-watching at the nearby Great Salt Pond. Visit the local markets for a taste of the region's vibrant culture.
What is the best time of year to visit Portmore?
The most frequented time to visit Portmore is between December and April when the weather is at its driest. The Annual Portmore Seafood Festival, usually in April, is a popular local event showcasing seafood and live music.
What are the best places to stay in Portmore?
Visitors to Portmore often find Hellshire Hills, Edgewater, and Greater Portmore to be attractive places to stay. These areas provide a mix of residential quietness, local marketplaces, and access to beaches and nature trails.
What are the best places to visit in Portmore?
Visitors to Portmore often find delight in Hellshire Beach, known for its fish fry, Fort Clarence Beach for its calm waters, and the Two Sisters Cave, a historical site with rich cultural significance.
What are some hiking trails in Portmore?
Portmore itself is relatively flat, but within a few hours' drive, you can access popular hiking spots. The Blue Mountains, about 40 miles (64 km) away, are home to abundant trails like the Blue Mountain Peak Trail.
What are some family activities to do in Portmore?
Families visiting Portmore can enjoy a fun day at the Sugarman Beach, explore the fascinating Hellshire Hills, or learn about local history at the Two Sisters Cave. A visit to the nearby Hope Zoo in Kingston is also a fun family activity.
What are some of the best day trip ideas in Portmore?
For day trips from Portmore, consider exploring the capital city of Kingston, about 9 miles (15 km) away, or journey to the Blue Mountains for a day of hiking. The historic town of Spanish Town is also a short drive away.
Are there vacation rentals with a dedicated workspace in Portmore?
Yes! Work meets play with ease at over 200 vacation rentals in Portmore featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Portmore?
Four-legged friends are welcome in Portmore. Choose from more than 40 vacation rentals for guests traveling with pets.
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