Vacation Rentals By Owner In Port Of Spain, Trinidad

A 2 bedroom apartment minutes away from the famed Savanna where Carnival events culminate. Close to the CBD of Port of spain and surrounded by restaurants, banks, embassy, churches, movie theater and the Oval. The botanical gardens is a leisurely walk away and enroute you see the famed Magnificent 7 buildings

2BR Carnival space near Savanna

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$250.0

Come together, relax, unwind, and reset in your comfy garden and mountain-view getaway — In the heart of the city.brbrIdeal for business travellers, executives, consultants, Tourist and those much needed Team/ family / friend vacations. This 3 bedroom, 2 bath condo combines luxury, security, comfort and unbeatable location.brbrEnjoy stunning relaxing views, Wi-Fi, modern amenities, and 24/7 secure parking — all steps away from dining, nightlife, and cultural events.

Comfy Three-Bedroom Condo • Family • Getaway • Cozy • Secure

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

3

Bed

Bath

6

Sleeps

$200.0

This 2-bedroom townhome is perfect for your escape to Port of Spain. Inside, guests find two king beds that promise a restful night’s sleep. The quaint bathroom includes a hair dryer for added convenience. Cool air flows throughout the space, making every moment pleasant. Whether you’re relaxing indoors or planning your next adventure, this brilliant townhome offers a comfortable base. Feel free to reach out to us during your stay – we’re happy to suggest local spots to check out.

Private Vacation Home

Trini Casa: Home away from home

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$156.67

Welcome to our uniquely curated 3-bedroom, 2.5-bathroom apartment nestled in the vibrant heart of Pembroke Street, Port of Spain, Trinidad! This is not just a place to stay; it's an immersive experience filled with the artistic spirit of Trinidad. Our spacious and fully air-conditioned apartment is a canvas of comfort, thoughtfully adorned with personally painted art pieces by the renowned Trinidadian artist and interior designer, Kevin Allister Garcia.

Condo in the heart of Port of Spain, close proximity to local iconic landmarks!

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

3

Bed

Bath

8

Sleeps

$128.86

brWelcome to your private escape at One Woodbrook Place — a sleek, 1 bedroom, 1 bath apartment crafted for travellers who appreciate comfort, modern amenities and convenience.brbrStep into a bright, thoughtfully designed space featuring an open-concept layout and amazing city views by day and dazzling lights by night.brbrWhether you're a business traveler, consultant, digital nomad, or simply escaping for a relaxing getaway, this apartment is exactly what you need.

Exquisite One-bedroom Condo • City View • Port of Spain • Modern • Vibrant •

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$104.83

Enjoy a peaceful stay at this fabulous 2-bedroom apartment in Port of Spain. This charming property features 2 queen beds, a fully equipped kitchen, and a cozy living area. You'll have everything you need for a comfortable stay, including a washing machine, WiFi, AC, and a hair dryer. The bathroom offers a refreshing shower and another hair dryer. Our place will help you feel at home while you're traveling in Port of Spain. So come and experience the perfect blend of comfort and convenience at our lovely apartment.

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$149.43

Beautiful, huge apartment within the Flower Of Joy Wellness Sanctuary. 5 bedrooms and 3.5 bathrooms. Wonderful views, especially at sunset. Serenity surrounded by Nature. Access to a plunge pool area with spectacular views down the Cascade Valley.brbrOur garden is a tropical paradise with more species than almost anywhere in Trinidad - 90 bird species, more than 40 types of fruit trees. Safe, quiet, beautiful and upscale gated-community close to downtown.brbrExtra - healthy meals, yoga, massagebrbrThe Flower Of Joy Wellness Sanctuary is a special place where you can enjoy peace and rejuvenation. It is very quiet and surrounded by lush greenery, 90 species of birds and 40 types of fruit trees, etc.. If you give us some notice we can arrange super-healthy meals, yoga, massage, therapies and even classes.brbrOn the ground floor there are 5 private bedrooms, some with en suite bathrooms. On the upper floor there are 2 luxurious apartments - a 2 bed 2.5 bathroom and a 2 bed 1 bathroom. The whole place, Flower Of Joy Wellness Sanctuary, is ideal for company retreats or any kind of retreat.brbrThe Flower Of Joy Wellness Sanctuary is blessed with the best of both worlds - the quietness and bucolic views of country-side - and all urban conveniences within 10 minutes. We are not on a through road so there is very little automobile and urban noise. But we are 4.5 minutes from the Grand Savannah. Other distances:brbr3 minutes - Massy Grocery Storebr4 minutes - Royal Botanical Gardens, Queen`s Hall Shows, Brix 5-star by Mariottbr5 minutes - Hilton Hotelbr6 minutes - NAPA for best performing arts in Trinidadbr8 minutes - North downtown POSbr10 to 20 minutes - the best Shopping Malls and entertainment in Trinidad

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Port Of Spain, San Juan-Laventille Regional Corporation, Trinidad and Tobago

5

Bed

Bath

14

Sleeps

$84.29

This wonderful unit is one of 3 that comprise the Flower Of Joy Wellness Villa. It's exceptionally charming, attractive and luxurious. Both bedrooms have en suite baths and great views. brbrMany amenities including a 60 Smart TV, great cable package, high speed internet (350 Mb/s). The plunge pool area is exceptional. Kitchen fully outfitted, air fryer. You are surrounded by a tropical paradise garden which has more than 90 bird species and 40 types of fruit trees. Convenience and Nature.brbrWelcome to the Flower of Joy Wellness Villa, a tranquil, architect-designed retreat nestled in the lush hills of Cascade, just minutes from the heart of Port of Spain. Our villa offers three distinctive self-contained apartments—each thoughtfully curated to promote rest, rejuvenation, and a deeper connection to nature.brbrWhether you're planning a quiet solo escape, a romantic getaway, or a wellness-focused stay with loved ones, this is your sanctuary in the city.brbr Your Wellness-Centered Stay Includes:brPlunge pool with sunset and valley viewsbrbrSurrounded by tropical gardens and birdlifebrbrFully equipped kitchens and outdoor dining spacesbrbrComplimentary wellness tea blends, including fresh turmeric, ginger, lemongrass and bush tea blendsbrbrSecure onsite parking and fast Wi-FibrbrConvenient access to Queen’s Park Savannah, downtown POS, and nature trailsbrbr ‍♂️ Inspired by Architecture, Rooted in WellnessbrCreated by a seasoned architect with decades of experience, the villa embodies sustainable design and serene flow. From natural materials to passive cooling and open-air lounging nooks, every detail supports your comfort.brbr ️ Why Guests Love Flower of Joybr“Peaceful, private, and beautifully designed—every detail felt intentional.”brbr“Loved the garden vibes, the plunge pool, and being surrounded by birdsong.”brbr“It truly felt like a mini retreat. I left feeling recharged.”brbrThe Flower Of Joy Wellness Villa is set in a large tropical garden. We have documented more than 90 species of birds on our property, and we have 40 types of fruit trees, and most of the local herbs and ground provisions,brbrThe Buena Vista unit is 2 bedroom 2.5 baths with lovely views and a plunge pool area. The kitchen is well appointed with dish washer, microwave, oven, air fryer, Osterizer, Ninja blender etc.brbrThe whole place is yours. There is a huge back porch that may be shared with other guests, mainly when they're on their way up to the plunge pool.brbrPlease contact our co-host if you need anything. Her name is Launa and her number is 318-8490. That's a Trinidad number. If you can't get through to her please phone me, David, and my Trinidad number is 730-9669. And both of us check the Airbnb site frequently.brbrCascade is an up-scale immediate suburb to POS. Wellsprings is an even more up-scale gated-community that is very safe, quiet, and very attractive. All the amenities and opportunities of POS are within 5 to 10 minutes away, yet the setting is rural and idyllic.brbrThere is a 2-story atrium that multiplies the sunlight and ventilation, making it sunny and breezy. There's a hammock on the back porch and large comfy chair on the front porch for relaxing all day and night.

BUENA VISTA | Views•Pool•Location•Wellness•Nature

Port Of Spain, San Juan-Laventille Regional Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$131.43

Kick off your Port of Spain stay in this comfortable 1-bedroom apartment. The bedroom features a cozy queen bed, while the loft includes a twin bed—ideal for a restful night. In the living room, a futon provides additional space to relax or sleep.brThe apartment also includes a clean, well-appointed bathroom with a refreshing shower, along with a full living and dining area to make you feel at home. Whether you're visiting for business or a getaway, this space offers a warm, convenient, and inviting place to stay. We look forward to hosting you.

Modern Cascade 1-bedroom apartment in Port of Spain with AC

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$161.77

Summary:brbrThis is a private 1 bedroom with ensuite bedroom in a shared space- kitchen, living room and patio are shared. Perfect for business travellers looking for a cozy, executive space 5 minutes drive from Downtown Port-of-Spain and many amenities including groceries, food, recreation and nightlife. There is a shared plunge pool available for your relaxation and a lovely outdoor patio to watch the sunset.

Executive 1 BR | Ensuite bathroom | Outdoor patio

Port Of Spain, San Juan-Laventille Regional Corporation, Trinidad and Tobago

Bath

Sleeps

$119.86

brWelcome to your private escape at One Woodbrook Place — a sleek, 1 bedroom, 1 bath apartment crafted for travellers who appreciate comfort, modern amenities and convenience.brbrStep into a bright, thoughtfully designed space featuring an open-concept layout and amazing city views by day and dazzling lights by night.brbrWhether you're a business traveler, consultant, digital nomad, or simply escaping for a relaxing getaway, this apartment is exactly what you need.

Graceful One-bedroom Condo • One Woodbrook Place •Wifi • Cozy • Secure •

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$92.0

Welcome to our charming short-term vacation rental apartment nestled in the picturesque Valley of Maraval in Trinidad and Tobago. This idyllic property is ideally located near the prestigious St. Andrews Golf Course, making it a perfect retreat for golf enthusiasts and nature lovers alike.brbrAs you step into our meticulously designed apartment, you'll be greeted by a cozy and inviting atmosphere. The spacious living area is tastefully furnished with comfortable seating, allowing you to relax after a day of exploration. Large windows fill the space with natural light and offer breathtaking views of the lush greenery surrounding the valley.brbrThe apartment features a fully equipped kitchen, complete with modern appliances and utensils, providing you with the convenience of preparing your meals. Whether you choose to savor your culinary creations indoors or on the private balcony, you'll be treated to the soothing sounds of nature and the cool breeze from the valley.brbrbrOne of the highlights of our property is the communal pool within the compound. Take a refreshing dip in the sparkling waters, surrounded by tropical landscaping, as you bask in the warmth of the Caribbean sun. Whether you're seeking relaxation or a bit of exercise, the pool provides the perfect retreat.brbrFor those looking to explore the local attractions, the St. Andrews Golf Course is just a stone's throw away. Spend your days honing your golf skills or enjoying a leisurely round with friends. The Valley of Maraval also offers hiking trails, allowing you to immerse yourself in the natural beauty of the surroundings.brbrConveniently located near shops, restaurants, and cultural hotspots, our vacation rental apartment is the ideal starting point for your Trinidad and Tobago adventure. Whether you're a golf enthusiast, a nature lover, or someone seeking a peaceful getaway, our property in the Valley of Maraval has everything you need for a memorable and rejuvenating vacation. Book your stay with us and experience the beauty and tranquility of this Caribbean paradise.

2 bedroom Tranquil Retreat

Port Of Spain, Diego Martin Regional Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$137.29

Stay steps from Queen’s Park Savannah — the heart of Carnival in Port of Spain.brDuring Carnival, location is everything. Road closures and heavy traffic make driving difficult, but here you can simply walk to the Parade of the Bands, major fetes, and events — then return home comfortably within minutes.brThis fully furnished boutique 2-bedroom apartment offers: • Air-conditioned bedroomsbr• Fully equipped kitchenbr• Secure, private accessbr• Reliable Wi-Fibr• Walking distance to restaurants, grocery stores and nightlifebr• USA Embassy within close proximitybrEnjoy the energy of Carnival without sacrificing rest, privacy or convenience.brWhether you’re here to masquerade, fete, or experience Trinidad properly, this is a strategic base for Carnival 2026.

CARNIVAL 2026 | Steps from Queen’s Park Savannah

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

6

Sleeps

$75.0

This Port of Spain villa boasts 14 inviting bedrooms and two beautiful patios. Each of the 14 bathrooms features a refreshing shower, ensuring comfort and convenience for all guests. The villa offers a welcoming atmosphere where friends and family can gather and relax. Whether you’re enjoying quiet moments or lively conversations, this delightful space adapts to your needs. brEnjoy your time in Port of Spain at our comfortable villa.

Villa

Caribbean Tourist Villa, your home away from home!

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

14

Bed

13

Bath

18

Sleeps

$170.0

Welcome to a vibrant and Calypso-inspired island getaway! This charming basement apartment blends historic tropical bliss with bold island vibes, creating a unique and exotic retreat in the heart of Belmont Port-of-Spain. brbr- Walking distance from the Queens Park Savannah.br- Minutes away from the festive activities during Carnival seasonbr- Modern appliancesbr- Free Wi-Fibr- Flat screen TVsbr- Fully air-conditionedbrbrEnjoy the perfect blend of Caribbean comfort, and tranquil in this island paradise!

1-bedroom Calypso-inspired apartment island getaway! Queens Park Savannah: 6mins

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$219.43

Consider this condo your home away from home while you visit Port of Spain. This nice and quaint property features 2 bedrooms with a king bed, queen bed, and even a crib for your little one. The bathroom is equipped with a shower and hair dryer for your convenience. In addition, there is a cozy living room room an extra queen bed (upon request)for added sleeping space. We think our place will help you experience everything Port of Spain has to offer.

Anayah's Place - 2bed condo Port of Spain- spectacular ocean view, WiFi, AC

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$107.06

The first self contained apartment built at Stacy's Place and its charm always surprises guests. It comprises of 2 bedrooms, and is tucked quietly away ensuring the feeling of safety and being right at home in an active neighbourhood rich in culture, and minutes away from Port Of Spain and Woodbrook. It's the ideal location for a truly authentic island experience.brbrStacy will be available to assist with meeting your needs throughout the duration of your stay. brbrOur Guest Reservations Team oversees bookings ensuring our guests needs are met throughout the booking process. Together with Stacy who will be your point of contact delivering the best experience for our guests throughout their stay.brbrIMPORTANT COMMUNICATION: Three days prior to your arrival date, you will receive your Check In/Arrival information details from us via Email, Text/WhatsApp. brbrPRE-ARRIVAL: In preparation for your arrival we ask for your anticipated arrival time and/or flight information or complete our pre-arrival form. Stacy is scheduled to meet and greet you for Check In accordance with the information you provide. brbrCHECK-IN: Starts at 3:00pm. Should you be arriving later than 3 pm, or should your arrival time or date change please inform us and/or Stacy accordingly. brbrSaint James is a district of Port of Spain, Trinidad and Tobago. The main road is the Western Main Road. It runs from Woodbrook to Cocorite. Western Main Road, the area's major thoroughfare, has long been the city's main nightlife district, sometimes nicknamed the city that never sleeps.brbrGuests will have access to entire apartment. The pool is a shared space and amenity for REGISTERED GUESTS ONLY! brIf you are interested in reserving the pool area for private use, please send us a message.brbrPlease read and carefully review the following:brbrPOOL USAGEbr* The shared pool is open from 10 am to 6 pm for registered guests only. There is an applicable $20 USD fee per person per day for guests that are visitors of registered guests.br* The staff reserves the right to request verification of the identity and unit affiliation of all persons using the pool facilities.brbrbrThis unit is both warm and cozy, and draws guests into feeling right at home. The living room space is maximized for relaxation, entertainment or work if required. brThe kitchen is spacious and comes fully equipped with pot, pans, cooking utensils, and dinnerware. Bedroom one hosts a queen size bed, and bedroom two has 2 single beds both complete with linens. Private and self contained with a flat screen TV, AC, WiFi, washer/dryer, and hot & cold water.brbrOur preferred team of drivers are available upon request for your convenience. This service is at an additional cost. We do recommend contacting the driver directly to receive a quotation based on your flight arrival time, and destination.brbrAll guests are required to sign our rental agreement and show an original and valid form of identification upon arrival as part of the Check-In process.

Stacys Place #1: 2 Bedroom Apartment

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$88.09

This studio apartment is ideal for any single traveler or couple seeking convenience of location. brSurprisingly spacious with multiple living spaces and optimal functionality. brGuests most certainly are delightfully surprised that this space lacks nothing. brIt is private and checks all the boxes of a home. A hotel room allure with an at home vibe.brPerfect for work from home or traveling for business.brbrStacy will be available to assist with meeting your needs throughout the duration of your stay. brbrOur Guest Reservations Team oversees bookings ensuring our guests needs are met throughout the booking process. Together with Stacy who will be your point of contact delivering the best experience for our guests throughout their stay.brbrIMPORTANT COMMUNICATION: Three days prior to your arrival date, you will receive your Check In/Arrival information details from us via Email, Text/WhatsApp. brbrPRE-ARRIVAL: In preparation for your arrival we ask for your anticipated arrival time and/or flight information or complete our pre-arrival form. Stacy is scheduled to meet and greet you for Check In accordance with the information you provide. brbrCHECK-IN: Starts at 3:00pm. Should you be arriving later than 3 pm, or should your arrival time or date change please inform us and/or Stacy accordingly. brbrSt. James is a district of Port of Spain, Trinidad and Tobago. The main road is the Western Main Road. It runs from Woodbrook to Cocorite. Western Main Road, the area's major thoroughfare, has long been the city's main nightlife district, sometimes nicknamed the city that never sleeps.brbrGuests will have access to entire apartment. The pool is a shared space and amenity for REGISTERED GUESTS ONLY! brIf you are interested in reserving the pool area for private use, please send us a message.brbrPlease read and carefully review the following:brbrPOOL USAGEbr* The shared pool is open from 10 am to 6 pm for registered guests only. There is an applicable $20 USD fee per person per day for guests that are visitors of registered guests.br* The staff reserves the right to request verification of the identity and unit affiliation of all persons using the pool facilities.brbrbrAn open concept space with a fully equipped kitchen complete with pots, pans, cooking utensils and dinnerware with a four top dining table greets you upon entry. The space is large enough where the bedroom feels apart from and not apart of the rest of the apartment. brThere is a queen size bed with linens, a dedicated workspace, closet space and a washer and dryer for laundry.brbrOur preferred team of drivers are available upon request for your convenience. This service is at an additional cost. We do recommend contacting the driver directly to receive a quotation based on your flight arrival time, and destination.brbrAll guests are required to sign our rental agreement and show an original and valid form of identification upon arrival as part of the Check-In process.

Stacys Place #3: Studio Apartment

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath

Sleeps

$101.54

This perfectly located spacious 2 bedroom apartment transports you to a home like sanctuary nestled calmly within the surroundings of an area diverse in it's offerings. You will be close enough to the hustle and bustle of the city but yet feel apart from it due to the level of privacy and tranquility within this self contained unit. brA wonderful space close to many sites, attractions, entertainment, and shopping all within walking distance.brbrStacy will be available to assist with meeting your needs throughout the duration of your stay.brbrOur Guest Reservations Team oversees bookings ensuring our guests needs are met throughout the booking process. Together with Stacy who will be your point of contact delivering the best experience for our guests throughout their stay.brbrIMPORTANT COMMUNICATION: Three days prior to your arrival date, you will receive your Check In/Arrival information details from us via Email, Text/WhatsApp. brbrPRE-ARRIVAL: In preparation for your arrival we ask for your anticipated arrival time and/or flight information or complete our pre-arrival form. Stacy is scheduled to meet and greet you for Check In accordance with the information you provide. brbrCHECK-IN: Starts at 3:00pm. Should you be arriving later than 3 pm, or should your arrival time or date change please inform us and/or Stacy accordingly. brbrSt. James is a district of Port of Spain, Trinidad and Tobago. The main road is the Western Main Road. It runs from Woodbrook to Cocorite. Western Main Road, the area's major thoroughfare, has long been the city's main nightlife district, sometimes nicknamed the city that never sleeps.brbrGuests will have access to entire apartment. The pool is a shared space and amenity for REGISTERED GUESTS ONLY! brIf you are interested in reserving the pool area for private use, please send us a message.brbrPlease read and carefully review the following:brbrPOOL USAGEbr* The shared pool is open from 10 am to 6 pm for registered guests only. There is an applicable $20 USD fee per person per day for guests that are visitors of registered guests.br* The staff reserves the right to request verification of the identity and unit affiliation of all persons using the pool facilities.brbrbrA short walk up a flight of stairs opens up to a beautifully appointed space. The feeling of home is immediately felt with the thoughtfulness that accentuates this apartment. It has been carefully curated with the ideal comforts of a home away from home. brThe living room space is cozy but yet boasts ample space with a large comfortable sofa and direct access to a small balcony inviting pure relaxation. The apartment has two spacious bedrooms both with queen size beds, sufficient closet space, and comes equipped with a flat screen TV, AC, WiFi, a dedicated workspace, washer/dryer and hot & cold water. brThe kitchen is complete with pot, pans, cooking utensils and dinnerware.brbrOur preferred team of drivers are available upon request for your convenience. This service is at an additional cost. We do recommend contacting the driver directly to receive a quotation based on your flight arrival time, and destination.brbrAll guests are required to sign our rental agreement and show an original and valid form of identification upon arrival as part of the Check-In process.

Stacys Place #2: 2 Bedroom Apartment

Port Of Spain, Port of Spain Corporation, Trinidad and Tobago

Bed

Bath