
Holiday houses in Enterprise
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Enterprise
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

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.

A Quiet Retreat- 3 mins from Brentwood
This property is located less than 5 minute drive from Brentwood mall, with several restaurant options for dining, Massy grocery store etc Whether you're in Trinidad for business or pleasure, this three bedroom flat ideally located in central Trinidad is the place to stay. The neighborhood and surrounding areas are the perfect balance of blissful quiet and buzzing activities. It is located within close proximity to a recreational ground with walking/running track for fitness enthusiasts.

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.

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.

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.

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.

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.

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.

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.

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.
Popular amenities for Enterprise holiday rentals
Other great holiday rentals in Enterprise

Couples Retreat in the Hills | Pool & Sunset Views

Chic 2BR Sunlit Retreat · Ideal for Small Families

The Loft

Cozy tiny house with easy access to shops and eats

Modern Ocean & City View Apartment with Balcony

Central Haven

Peaceful apartment

The Serene Villa Retreat: Your private oasis
Destinations to explore
- Oistins Holiday rentals
- Les Trois-Îlets Holiday rentals
- Holetown Holiday rentals
- Lecherías Holiday rentals
- Fort-de-France Holiday rentals
- Le Diamant Holiday rentals
- Port of Spain Holiday rentals
- Bridgetown Holiday rentals
- Sainte-Luce Holiday rentals
- Saint George's Holiday rentals
- Sainte-Anne Holiday rentals
- Tobago Holiday rentals





