Holiday rentals in Port Henderson

Oceanview Apt, Steps to the Beach, All Amenities

Kick back and relax in this calm, stylish space. All rooms offer ocean views and a refreshing ocean breeze. You will feel at peace, get lost in the serenity, and you will never stop wanting more of the fantastic view of the ocean. This is great for a short stay, but awesome for long stays, as you will want to stay longer. You may never want to leave! You have all the amenities needed for a comfortable living experience, and you have the pool and beach for fun activities outdoors. Book It Now

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.

Entire Oceanview Villa in Gated Community

The Tropical Luxury & Escape, best for couples, anniversaries, and small groups seeking a high end retreat. a beautifully appointed 3-bedroom villa nestled within a safe and exclusive gated community in Portmore. Wake up to the breathtaking sight of the Caribbean Sea and fall asleep to the soothing sound of the waves. This is more than just a place to stay; it's a sanctuary designed for relaxation and connection. Step inside and be greeted by an atmosphere of understated elegance.

Beachfront | Modern Amenities | Centrally Located

Discover the perfect blend of seaside serenity and modern luxury at this beachfront escape. Just steps from the sand, you’ll enjoy breathtaking ocean views and a fully equipped home featuring a gourmet kitchen, in-unit laundry, and spa-ready toiletries. With two spacious bedrooms (each boasting a king and queen bed) and a seamless self-check-in process, it’s an ideal getaway for families or groups. Plus, you’re minutes away from the airport, local shops, and vibrant entertainment.

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.

Eco Cabin in Portland Private Waterfall & Pool

Our Eco Cabin is nestled in the Blue Mountains side of Portland. Our 20 acres are bordered by the crystal-clear waters of a river fed by multiple springs. Just 10min walk away is our private Waterfall, so mesmerizing we named it Beauty-Fall. Reconnect with nature, from the moment you rise, you will feel as if you are among the trees and the birds, our floor-to-ceiling glass windows bring the outdoors in while in complete privacy and comfort.

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

Gated, Central 1BR Apt Near the BEACH in Portmore

Enjoy your stay in this secure, comfortable, modern 1 bedroom apartment. This Tranquil hide away has all the amenities that you would need for a comfortable and relaxing vacation. This is a renovated unit in a gated community, centrally located in Bayside Portmore, minutes away from restaurants, movie theater, shopping centers, supermarkets and the beach. This is a no smoking listing. If you smoke please do not book this apartment.

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.

Windsong Cottage, Blue Mountains

Windsong Cottage is your mountain getaway from the hustle and bustle of the busy city. Take in the cool fresh air and peaceful serenity that comes from being 3600 ft above sea level in Jamaica’s Blue mountain region. Get lost in the natural beauty of the lush landscape and breathtaking views of the Blue mountains!

Cozy Haven- Gated Community- 24hr security

This beautiful designed chic townhouse nestled in a secure gated community offers a luxurious escape with bold interiors, warm lighting, and boutique hotel vibes. Whether you’re visiting for business, romantic getaway, or weekend retreat, Cozy Haven delivers the perfect mix of comfort and style.