Vacation rentals in Enterprise

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Top-rated vacation rentals in Enterprise

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A serene balcony features a hammock and a small dining set with two chairs, all placed on lush green turf. A telescope is positioned for panoramic views of the ocean and surrounding landscape, complemented by bright sunlight streaming in.
Place to stay in Port of Spain
4.91 out of 5 average rating, 141 reviews

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed

Step into the enchanting embrace of our forest-themed villa nestled in the heart of Port of Spain. Elegance meets adventure in this central haven, where captivating ocean views and stunning sunsets, with boats dotting the horizon, await your arrival. This space promises an experience beyond the ordinary. With proximity to shopping malls, restaurants, nightlife and more. Our villa is the perfect blend of convenience and serenity, making it an ideal retreat for travelers seeking the extraordinary.

Top guest favorite
The exterior of the modern tiny home showcases a blue facade with cheerful yellow shutters framing the windows. A stylish wooden door is positioned at the front, alongside a gravel pathway lined with potted plants, offering a welcoming entrance.
Tiny home in Lange Park
5 out of 5 average rating, 18 reviews

Cozy tiny house with easy access to shops and eats

Always wanted to experience a tiny home? This is your opportunity. Nestled in a residential area, this modern tiny home has ease of access to eating places, movies and shopping. Enhance your stay with an in house massage, by request private chef dining or relax in a private garden nook with a soothing water feature. Travelling for business, a quiet retreat, visiting friends and family, a weekend getaway, cricket, staycation or home away from home, book TinyUrb today as your destination space.

Guest favorite
The kitchen features solid wood cabinetry with a large sink and a sea-green backsplash. A barstool dining arrangement is positioned at the kitchen island, complemented by two chairs. Modern lighting fixtures hang above, and the LG fridge stands prominently against the wall.
Apartment in Saint Helena
4.9 out of 5 average rating, 143 reviews

El Carmen Modern Apt, 6 mins from Airport. (Up#2)

The Apartment is about a 6 minute drive to the Airport The unit includes - Netflix Electric kettle Toaster Pots and Pans,Dishes and Utensils Sandwich maker 1 queen size bed Sofabed 1 bathroom Walk-in Closet Parking for one vehicle AC Electronic gate Security Cameras Wifi H/C water TV Stove Fridge Microwave Washer and dryer Situated in a quiet neighborhood,close to supermarkets, gas station, pharmacy, fast food outlets,restaurants, schools, pubs, malls, bird sanctuary, etc. *No smoking

Guest favorite
A modern living space features a dark couch adorned with a turquoise throw pillow, positioned beside a warm-toned wooden table and two matching stools. A round mirror hangs above the table, reflecting light from a nearby lamp, while striped window shades control the natural light.
Condo in Arouca
4.96 out of 5 average rating, 165 reviews

Gated Modern 1 Bdr Condo near Int Airport

Enjoy a stylish experience at this centrally-located condo. Just 6 mins from the airport, Trincity Mall and other shopping centres; and just 18 mins from the city of Port of Spain. Great for business trips and couple/friends retreat Relax in our Modern Master Bedroom with Spa Designed Bath, or have a choice drink in our Signature Concha Y Toro wine glasses while reading a book in our chic living space. Also contains 1 Sleeper Bed, Wi-Fi, High-End Appliances, Security Cameras. No-Smoking.

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 in Chaguanas Borough Corporation
4.93 out of 5 average rating, 119 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 cozy guest room is presented with a spacious bed dressed in white linens. A comfortable armchair sits in the corner, and a large window allows natural light to illuminate the neutral decor. The separate entrance is visible, enhancing privacy.
Guest suite in Jerningham Junction
4.94 out of 5 average rating, 31 reviews

Cozy Guest Suite in gated compound

Ten reasons to stay with us: 1. Gated compound with security cameras and gates 2. Separate entrance 3. Onsite parking 4. Separate ensuite bathroom 5. WFH space, TV and Wi-Fi access 6. Quiet neighbourhood 7. 20-30mins from the Airport 8. 10-15mins from Chaguanas, popular malls, nightlife spots and restaurants in Central Trinidad 9. Close proximity to national sporting facilities in Central and South Trinidad 10. Walking distance to main roads, close proximity to major highways

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
4.95 out of 5 average rating, 185 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.

Guest favorite
A well-appointed bedroom features a spacious bed adorned with a textured blanket. A bedside lamp adds illumination. Dark curtains frame a window, allowing natural light to filter in. A wardrobe stands in the corner, complementing the minimalist design of the room.
Apartment in D'Abadie
4.98 out of 5 average rating, 118 reviews

A Sweet Escape- 1BR Apt 6 Mins from the airport.

Kick back and relax in this modern, stylish space located on a private road off “Piarco Old Road” This cozy apartment is away from all the hustle and bustle but still in the vicinity of the Airport, Piarco Plaza, Trincity Mall, Several Grocery Stores and Pharmacies. This unit contains an additional sleeper bed, high-end finishes and furniture along with AC and Wi-Fi. Contains all the amenities needed for a couple spending quality time,an overnight layover or business trip.

Guest favorite
An open-concept living area features a spacious sofa with decorative cushions, a round coffee table, and a smart TV. The kitchen is equipped with modern stainless steel appliances, and a dining area is visible with seating for four. Light filters in through a large window.
Apartment in Endeavour
5 out of 5 average rating, 8 reviews

Endeavour 2BR 2nd Floor

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. The Space 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. Forget your worries in this spacious and serene space.

Guest favorite
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
5 out of 5 average rating, 5 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.

Guest favorite
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.
Apartment in Endeavour
5 out of 5 average rating, 44 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.

Guest favorite
Apartment in San Juan
4.9 out of 5 average rating, 10 reviews

Modern 2BR | Free Parking | Full AC | Ground Unit

Welcome to your perfect getaway! Nestled in the heart of San Juan, this cozy retreat offers the perfect blend of comfort and convenience. Relax in the thoughtfully designed space equipped with all modern amenities. Located just minutes from Port of Spain, it’s the ideal base for exploring the island or unwinding after a busy day. Whether you’re traveling for work or leisure, enjoy a serene and memorable stay with easy access to everything you need.

Popular amenities for Enterprise vacation rentals