Holiday rentals with beach access in Caribbean Estates, Greater Portmore

Caribbean Comfort Gated: Cozy Elegance, 3 bedrooms

Welcome to Estate Comfort, nestled in a secure gated community. This luxurious 3-bedroom Airbnb has spaciousness and style with 4 cozy beds; each room offers comfort and elegance. Perfect getaway for family, friends or business travelers. Revel in peace of a private neighborhood and enjoy the convenience of nearby attractions. Vacation is more than just a stay; it's an experience of relaxation and convenience. Book now. FYI: The inside Stairs does not access upstairs, access is from outside.

Walkability · Amenities · Hospitality

Premium Automated Eco-Comfort & Private Gazebo.

OFFICIAL AIRBNB GUEST FAVORITE & WORDWIDE AMBASSADOR SELECTION Our property proudly ranks in the top tier of properties word wide, vetted by platform algorithms for pristine cleanliness and 5-star communication. Officially endorsed by our corporate Worldwide Ambassador at Large (34-verified global stays) as the premier high-speed digital sanctuary GLOBAL TRAVELERS RANKING: "I travel extensively and consider this property in top 10 best vacation rental I have ever stayed " Guest Review.

Beach · Indoor spaces · Outdoor spaces

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.

Value · Accuracy · Pool

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.

View · Beach · Value

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

Unforgettable experience! Enjoy the convenience of staying in a location where everything is within reach, ideal for both relaxation and exploring. Step into a beautifully designed, high-end space with elegant décor and modern finishes for a true luxury experience. Nestled in a desirable gated community with 24-hour security and patrols for peace of mind. Guests enjoy access to a pool, gym, badminton court and clubhouse, with beaches, shopping and dining just minutes away.

Walkability · Checkout · Family

★ Suite Comfort ★ Classic and Modern City Haven ☀

Welcome to Phoenix Park Village.This house is located in the beautiful city of Portmore. Whether you are here on business or pleasure, you will find that this home will suit all your needs. This flat is tastefully decorated and equipped with modern furniture and appliances, Free Wifi, Smart TVs with fire stick for home entertainment streaming, Internal Washer, hot water pipes, AC Units and Ceiling Fans. Nothing but elegance and comfort for the ultimate JAMAICAN VACATION!

View · Beach · Decor

Phoenix Tranquility 2

Immerse yourself in the inviting ambiance of our cozy 1-bedroom, 1-bathroom Airbnb, the perfect sanctuary for your upcoming escape. Situated in the lively Phoenix Park Village in Portmore, this thoughtfully curated and elegantly furnished space provides all the essentials for a delightful and unforgettable stay. Ideally positioned, it’s a quick 10-minute drive to the popular Sovereign Village Portmore and just 15 minutes from the renowned Hellshire Beach.

Decor · Indoor spaces · Air conditioning

"Exquisite, holiday home in Portmore".

Set in the beautiful sunshine community of Portmore, Phoenix Park is a beautiful, tranquil gated community in Portmore. This community is newly built and boast amenities such as gazebo, kiddies park, football field, and 24hrs security. The house has 1 bedroom and 1 bathroom, dining room, living room and kitchen. The house has an open concept with wireless internet, HD smart television with cable and air conditioning units in the bedroom.

Walkability · Accuracy · Outdoor spaces

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

View · Walkability · Air conditioning

Casa 28 | Luxury 2BR 2.5BA | 24HR Gated Security

Welcome to Casa 28 – Your Private Jamaican Escape! Wake up to warm Caribbean sunshine in a peaceful, secure gated community in Portmore Country Club II, designed for comfort, relaxation, and convenience. Whether you’re visiting Jamaica for a getaway, business, or to reconnect with family, Casa 28 offers the perfect blend of modern living and island charm.

Walkability · Laundry · Accuracy

Cozy 1BR Retreat - Portmore Country Club

Stay comfortable in Country Club, Portmore. Perfectly located near Hellshire Beach and Portmore Sovereign Centre. A safe, gated community with WiFi, AC, and everything you need for a relaxing visit.

View · Cleanliness · Quiet

Caribbean Escape

Take it easy at this unique and tranquil getaway. Perfect for the business traveler but we’ll suited for the vacationer who is looking for the local experience.

Walkability · Beach · Check-in