Holiday rentals in Freeport

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Top-rated holiday rentals in Freeport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

A modern dining area features a wooden table set with a textured placemat and a stylish bottle. In the background, a refrigerator and decorative wall pieces are visible, along with soft lighting enhancing the contemporary decor.

Flat in Couva

4.86 out of 5 average rating, 35 reviews

Mama Wiseman's Suites.

This special place was renovated and dedicated in memory of my great grand mother "Ma Wiseman".It is located in a beautiful & secure area . It is conveniently close to everything. Being conveniently centralized on the island creates the opportunity for you to also explore the island's central and southern gems while still remaining close to the airport and nation's capital. Popular coffee shops (Starbucks),restaurants,tasty local Street food and fine dining restaurants are just 5 minutes away .

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Top guest favourite

Home in Edinburgh 500

5.0 out of 5 average rating, 12 reviews

Steph’Inn Comfort

Celebrate Family Friends Anniversary or a Quiet Weekend at this Great Space with Amenities. Pet Friendly Explore Trinidad and Tobago’s local culture cuisine entertainment arts & sporting events. Summer-Winter Holidays Island Cruises Carnival TRINI LIME” FETE Nature Reserves Wild Fowl-Bird Sanctuary Beaches Borough Day Cricket Soccer Tournaments Temple by the Sea XXXL Hanuman Mirtif Kite Flying Parang Harvest Independence Celebration Tours Chef Available on request Transportation

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Apartment in Edingburgh 500

5.0 out of 5 average rating, 20 reviews

D Plunge Relief - Brentwood/Edinburgh 500

A modern, peaceful retreat in the upscale Brentwood community of Chaguanas. Perfect for couples, solo travelers, business guests, and small groups seeking comfort, convenience, and relaxation. Enjoy a walkable neighborhood close to parks, gyms, shopping, and dining. Airport transfers are available (additional fee). Looking for adventure? Ask us about guided eco-tours with 868 Eco Hikers Adventure, including the stunning Double River Waterfall and other unforgettable rainforest experiences.

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Top guest favourite

A light blue futon is positioned against a gray wall, complemented by two decorative cushions. Above, three framed artworks with tranquil blue and gray tones are hung. Floor-length dark curtains frame a window, providing contrast to the soft color palette.

Flat in Lange Park

4.95 out of 5 average rating, 22 reviews

Modern one bedroom apartment

Whether you’re here for a weekend getaway or an extended stay, Asara’s Apartments offers everything you need. Located in Edinburgh 500, Chaguanas, with easy access to all amenities, Asara’s will charm you with its sleek, modern and elegant space. This private retreat is your perfect home away from home. Relax in comfort with a hot shower, high-speed Wi-Fi and smart TV to access your favorite shows— all within a fully secured compound. We’re sure you’ll fall in love with this hidden gem.

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Top guest favourite

Home in San Fernando

5.0 out of 5 average rating, 20 reviews

Private Residential Home in San Fernando

Experience privacy, luxury and convenience in our hotel-inspired home located in a quiet residential neighbourhood in South Trinidad. With a cozy atmosphere for singles, couples, a family or a group of friends, this three-bedroom home is fully furnished with everything to meet your daily needs. Within easy access to malls, movie theaters, gyms, restaurants, tourist sites, and commercial centers less than 30 minutes away; dine at home or order delivery service, the choice is yours to enjoy.

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Guest favourite

A private backyard pool is showcased, illuminated in calming blue tones under the night sky. Surrounding the pool, there is a stone wall and soft lighting that creates a serene ambiance. An outdoor seating area is visible nearby, enhancing the outdoor space.

Home

4.94 out of 5 average rating, 127 reviews

Cheerful 2-bedroom home with a private pool.

This exclusive location is conveniently situated near all amenities, simplifying your trip planning. Situated in a secure gated community in Chaguanas, Trinidad, it features a private backyard pool. Just a one-minute drive from the highway and a mere two-minute drive from the primary shopping districts of Heartland Plaza and Price Plaza and downtown Chaguanas. Moreover, it is just a 30-minute drive from the capital, Port of Spain, and only 20 minutes from the Piarco International Airport.

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Top guest favourite

Home in Kelly Village

4.94 out of 5 average rating, 54 reviews

Free Airport Transfers Divine Source 1: Entire Apt

More than a stay—enjoy an authentic Trinidad experience with Free airport transfers, local food, island tours, and personal guidance. Hosts up to 10 guests 5 mins from Piarco Airport. Features 3 bedrooms (2 with AC) with queen, double, bunk beds, and a futon. Includes 24/7 self-check-in & fast Wi-Fi. Tours from $65 USD (1–2 guests), optional taxi, and meals. Walk to transit and eateries; easy access to Port of Spain. Perfect for layovers, families, large groups, and business.

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Guest favourite

A compact kitchen space is shown, featuring light-coloured cabinetry and a blend of open shelving and closed storage. A sleek countertop houses a stovetop and a sink. Appliances include a microwave and a mini refrigerator, with a rug laid on the tiled floor.

Flat in Freeport

5.0 out of 5 average rating, 9 reviews

Ashoka Cottage Suite

Dear Guests, Welcome to Ashoka Gardens! We are thrilled to have you here and hope that your stay with us will be nothing short of delightful. As your hosts, our top priority is to ensure that you have a memorable and comfortable experience during your time with us. Whether you're here for business, leisure, or a special occasion, we want you to feel relaxed and at ease in our cozy abode. Thank you for choosing to stay with us at Ashoka Cottage Suite. Warm regards, Mandy

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Guest favourite

A well-lit sleeping area features a spacious bed dressed in crisp white linens, complemented by yellow accent pillows. A stylish lamp provides soft illumination next to a wooden nightstand. Natural light filters through partially sheer curtains covering the window.

Flat in Endeavour

5.0 out of 5 average rating, 53 reviews

Wow! Classy & Affordable Apt in Central T'dad

Blyden's Apartments is a centre-city two bedroom apartment ideally located close to most of the major attractions in Chaguanas, Trinidad. It is 3 mins away (w/out traffic) from Price Plaza & in walking distance to a fully stocked grocery and other conveniences. The apartment's location provides a mixture of city life and the peaceful ambience of country living. Guests can have a comfortable stay as the apartment is cozy and classy with all modern amenities.

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Superhost

Flat in Couva

4.76 out of 5 average rating, 33 reviews

Beautiful two bedroom rental unit, parking , free.

"Indulge in Comfort and Luxury at Our Centrally Located Retreat! Nestled just two minutes from the flyover, our property offers unparalleled convenience for your group's getaway. From exotic bake and shark delights to nearby groceries, pharmacies, and parks, every amenity is at your fingertips. Relax in luxurious comfort in our immaculately kept accommodations, ensuring your stay is both convenient and blissful. Welcome to your perfect escape!"

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Superhost

Large windows frame expansive views of the lush countryside and distant hills. A cozy sofa with decorative pillows sits in front, inviting relaxation. Light curtains allow natural light to fill the living space, enhancing the connection to the stunning outdoor scenery.

Villa in Preysal

4.92 out of 5 average rating, 13 reviews

Couples Retreat in the Hills | Pool & Sunset Views

🌿 Experience the Charm of SALLAS Getaway – Romance, Nature & Memorable Moments Perched in the peaceful hills of Gran Couva, SALLAS Getaway is more than just a place to stay—it’s an escape into nature, romance, and togetherness. Whether you’re searching for a quiet retreat for two, a unique venue for life’s milestones, or an inspiring space for a corporate recharge, SALLAS offers the perfect blend of rustic charm and modern comfort. ✨

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Guest favourite

Home in Freeport

5.0 out of 5 average rating, 12 reviews

Eden Escape by A&A

Spacious 3BR, 2BA Eden Gardens home with huge covered garage, outdoor cooking area, office, WiFi, cable, full air conditioning, washer and dryer, and water heater. Fully fenced and family-friendly, perfect for relaxation or work. Just 7 mins to shops, eateries, banks, 10 mins to Pt. Lisas Industrial Estate and 5 minutes from the Couva flyover, Cycling Velodrome, National Aquatic Centre, and National Cricket Centre.

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