Vacation rentals in Endeavour

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Top-rated vacation rentals in Endeavour

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

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Top guest favorite
Home in Kelly Village
4.95 out of 5 average rating, 56 reviews

Free Airport Transfers Divine Source 1: Entire Apt

MORE THAN ACCOMMODATION, WE OFFER A GENUINE TRINIDAD EXPERIENCE from a local family, with FREE AIRPORT TRANSFERS, local food, island tours, and personal guidance. Hosts up to 10 guests 5 mins from Piarco Airport. Features 3 bedrooms 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.

Top guest favorite
Condo in Piarco
4.98 out of 5 average rating, 47 reviews

SuiteDreams- Modern 2BR Condo Piarco | Pool & Gym

Welcome to SuiteDreams; a stylish 2-bedroom, 2-bathroom condo safely nestled within a gated community in the prime area of Piarco, Trinidad. It's just 5 minutes from the Piarco International Airport. Perfect for travelers or staycations, it features modern décor, a fully equipped kitchen, and access to a shared pool and gym. Conveniently located near to malls, groceries, gas stations, banks, restaurants and nightlife. SuiteDreams offers comfort, charm, and convenience for short or long stays.

Top guest favorite
Condo in Edingburgh 500
5.0 out of 5 average rating, 23 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.

Guest favorite
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, 128 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.

Guest favorite
A modern living area features a plush sectional sofa with decorative pillows, oriented towards a sleek glass coffee table. A large flat-screen TV is mounted on a stylish accent wall, with calming blue lighting enhancing the contemporary design. An open layout is visible, leading to a well-appointed kitchen.
Condo in Piarco
4.94 out of 5 average rating, 211 reviews

The Pad Luxury, Piarco Trinidad (With Pool)

The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.

Superhost
Apartment in Endeavour
5.0 out of 5 average rating, 13 reviews

WoW! Classy & Affordable Flat in Central Trinidad

Blyden's Apartments is a centre-city two bedroom bottom level 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 2 fully stocked groceries 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 place.

Guest favorite
A fully equipped kitchen features dark cabinetry, stainless steel appliances, and a modern design. A dining table is set with minimalist décor, surrounded by chairs. A backsplash with chevron patterns adds a contemporary touch, while ample natural light enters through the window.
Apartment in Endeavour
4.87 out of 5 average rating, 15 reviews

Endeavour 2BR First Floor

Modern 2BR/2BA Apartment in Prime Location– Comfort & Style Combined Welcome to your home away from home! This stylish and spacious 2-bedroom, 2-bathroom apartment offers the perfect blend of comfort and convenience, ideal for families, couples, or business travelers. Relax in the open-concept living area featuring a cozy sofa, smart TV, and high-speed Wi-Fi. The fully equipped kitchen includes stainless steel appliances, cookware, and a coffee maker—perfect for dining in.

Superhost
A serene bedroom features a wooden bed frame with a light green bedspread. Flanking the bed are two nightstands with lamps. A fan hangs from the ceiling, and a white rug is placed on tiled flooring. Soft light emanates from a bedside lamp, enhancing the calming atmosphere.
Home in Enterprise
4.85 out of 5 average rating, 13 reviews

Villas @ Crown Park

1,700 sq ft spread across 3 airy bedrooms & 2.5 stylish bathrooms, so everyone has their own space to unwind. Step onto the rich mahogany deck—ideal for sunset reading, morning yoga, or lime-and-dine evenings under the stars. Sink into the Master bedroom jetted hot tub, stocked with bath salts, essential oils and candles. A quick 5-minute drive to Price Plaza. Hop on the highway and you’re equally close to Port-of-Spain up north or San Fernando down south.

Superhost
Apartment in Cunupia
4.79 out of 5 average rating, 14 reviews

The Escape Villa

✨ 🌴🏝️Discover your dream stay at The Escape Villa Trinidad — a modern, stylish 3-bedroom, 2-bath getaway designed for relaxation and convenience. Enjoy bright open living spaces, a fully equipped kitchen, Smart TV & WiFi, and plush bedrooms for ultimate comfort. Step out onto your private balcony, unwind with sunset views, and take advantage of free on-site parking. Perfect for families, business trips, or quick island getaways. Minimum 2 nights stay.

Top guest favorite
Condo in Piarco
5.0 out of 5 average rating, 15 reviews

The Nest Haven - Pool & Gym - Piarco, Trinidad

Welcome to your home away from home in the Caribbean — a space thoughtfully designed for comfort, relaxation, and ease. Whether you're working remotely or simply unwinding, you'll enjoy a bright, airy condo with modern finishes, a fully equipped kitchen, and inviting indoor and outdoor spaces with a shared pool and gym. Whether you're here for a short escape or a longer retreat, our space is curated to help you feel at ease from the moment you arrive.

Guest favorite
Apartment in Saint Augustine
4.94 out of 5 average rating, 17 reviews

The Loft

Settle into this chic and cozy loft in St. Augustine, ideal for Carnival adventures, UWI visits or work trips with a little style. Sitting right across from The UWI St. Augustine Main Campus and just off the highway, getting around is a breeze. You’re 12–15 minutes from Piarco International Airport, 15 minutes from Port of Spain, and just minutes from supermarkets, pharmacies, restaurants, and all the everyday conveniences.

Superhost
The interior of the Jungle Loft features a spacious seating area with a gray sofa and a wicker chair. A hammock hangs from the ceiling, and wooden floors are complemented by rustic wooden walls. Soft lighting creates a warm ambiance throughout the space.
Guesthouse
4.89 out of 5 average rating, 158 reviews

Jungle loft in the heights of Aripo

Deep into Trinidad's northern range on our little agricultural set up is the Jungle Loft. Exactly on the trailhead for the three main oilbird caves in Aripo - and the island's largest cave system, there are easy walks along the road into the rainforest. Due to the length and varying conditions of the road we’re best suited to guests looking to explore the area or looking for a retreat or if you just really love the place!

Popular amenities for Endeavour vacation rentals