Vacation rentals in Enterprise

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Top-rated vacation rentals in Enterprise

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Top guest favorite
An open floor plan reveals a spacious bedroom with a large bed and a cozy armchair, surrounded by expansive windows that provide views of the lush rainforest. A modern dining table is situated nearby, while natural light filters through the space, highlighting the wooden floors.
Place to stay in Paramin
5 out of 5 average rating, 214 reviews

Paramin Sky Studio

A luxurious observatory for experiencing nature like never before. Wake up to clouds and birds soaring beneath your feet. Have a one-of-a-kind bath experience, 1524 ft above the Caribbean Sea, lathered with bubbles and surrounded by humming birds. See the mist roll over the forest canopy and submerse you completely. Explore Paramin community and fall in love with its people & culture. Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

Guest favorite
A dining table is set with elegant blue and white plates, accompanied by glassware featuring a delicate design. A tall, artistic vase holds a bouquet of yellow and white roses, adding a touch of color and freshness to the table setting.
Apartment in Piarco
5 out of 5 average rating, 16 reviews

Gorgeous 2BR Condo w/king-bed, full-kitchen, pool.

Here’s what it’s like to stay at Belle Maison! Conveniently located 10 minutes from the airport, and various shopping and dining options. Discover a beautifully inviting two-bedroom accommodation. Savour restful sleep on a King-Sized bed in the Master bedroom. Take pleasure in Netflix and high-speed Wi-Fi access or relax by the pool to rejuvenate. A fully equipped kitchen and laundry facilities are available, along with free parking. Perfect for your vacation, staycation, or business travel.

Guest favorite
A spacious deck extends from the house, showcasing breathtaking views of lush green mountains meeting the ocean. The azure sky is filled with soft white clouds, creating a serene backdrop for the surrounding natural landscape.
Home in Sâut D’Eau
5 out of 5 average rating, 9 reviews

Toucan Cottage - Off-grid 2 bed 2.5 bath house

Escape to your perfect off-grid mountain getaway! This 2-bedroom, 2.5-bath house offers stunning ocean views and a perfect blend of luxury and sustainability. Enjoy bird watching from the deck area, and access to a beautiful beach via 4x4 vehicle or a scenic hike. Ideal for nature lovers and adventurers alike or families looking for a peaceful haven 4x4 or AWD vehicle is needed to access house OR vehicle can park by entrance gate and someone can be hired to take you down to house and back up

Guest favorite
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.
Apartment in Lange Park
4.94 out of 5 average rating, 16 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.

Top guest favorite
Apartment in Edinburgh 500
5 out of 5 average rating, 20 reviews

The Corner Nook - Brentwood/Edinburgh 500

Our centrally located 2-bedroom apartment offers the perfect get away. Fully air-conditioned for your comfort, the space offers a cozy retreat with modern amenities. Unwind in the intimate corner nook - perfect for morning coffee or a quiet evening. After a long day, indulge in our outdoor deep soaking tub, ideal for melting away stress and enjoying a spa-like experience complete privacy. Conveniently located near shops, dining, and attractions, ideal for exploring the best of the area.

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, 120 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
The kitchen features solid wood cabinetry in light grey, complemented by a sea-green backsplash. A large sink with a Moen faucet is present, alongside a five-burner gas stove and a large LG refrigerator. A barstool dining area is situated at the kitchen island.
Apartment in Saint Helena
4.88 out of 5 average rating, 279 reviews

El Carmen Modern Apt, 6 mins from Airport. (Up#4)

The Apartment is about a 6 minute drive to the Airport The unit includes - 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 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

Top 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, 187 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
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.

Popular amenities for Enterprise vacation rentals