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Guesthouse vacation rentals in Port of Spain

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Port of Spain

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

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Superhost
A studio bedroom area features two simple wooden beds with white bedding positioned next to nightstands. A wall clock and framed photos adorn the pastel pink walls. Sheer curtains filter natural light, while an air conditioning unit is mounted above.
Guesthouse in Woodbrook
4.89 out of 5 average rating, 9 reviews

Secret Haven Trinbago Suite

HUGE ground-floor studio apt with private entrance in the front of the main house. Self-catering EIK with fridge, full stove, microwave, kettle, coffee-maker. LR/bedroom with AC, TV, cable, fast WiFi. Dressing room features ceiling fan, wardrobe, chest of drawers. Ideal for business or pleasure travellers, digital nomads and remote workers welcome. Prime location for Carnival celebrations. Easy access to downtown, shopping, beaches, tourist sites. **No discounts during Carnival season.**

Guest favorite
A compact kitchen area features navy blue cabinetry and a modern refrigerator. Two upholstered chairs in blue are positioned at a small table, while a patterned bedspread is visible in the foreground. A stylish chandelier illuminates the space, enhancing the contemporary design.
Guesthouse in Westmoorings
4.93 out of 5 average rating, 15 reviews

Cozy Studio apt Westmoorings

Enjoy a cozy experience at this conveniently located listing in Westmoorings , one of the countries premier suburban communities on the North Western coast. Its compact, chic design is ideal for the solo business traveller or couples on vacation. It is situated in close proximity to a variety of amenities; mall, supermarket, pharmacy ,hospital as well moments away from the beach Come experience the perfect blend of convenience and suburban tranquillity, at our stylish yet affordable space.

A cozy seating area is presented with a textured sofa adorned with plush cushions. The back wall is framed by vibrant curtains in shades of pink and orange, complemented by botanical artwork on either side. A small lamp and side table add a functional touch.
Guesthouse in Carapo
4.75 out of 5 average rating, 4 reviews

La Kele's Apartment- Charming and cosy apt space

A self contained 1-bedroom apartment with its own private entrance and driveway. Located on a main access road on the outskirts of Arima with easy access to public transportation as well as taxis and maxis. It is approximately 15 mins from Piarco International Airport and 20 mins from the city centre of Arima. The apartment is fully furnished, air-conditioned bedroom, hot & cold water, wireless internet, cable television, iron and ironing board, secured parking, security camera facility.

Guest favorite
A simple sleeping area is presented with a single metal framed bed, dressed in a light grey coverlet. Two pillows rest on the bed. A wooden door leads to the outside, while a small striped rug is positioned beside the bed on the tiled floor.
Guesthouse in Kelly Village
5 out of 5 average rating, 7 reviews

St Helena Guesthouse Property!

Bring the whole family to this great place with lots of room for fun. St Helena guest house property is located eight mins form Piarco International Airport! ( Trinidad West Indies) This well established area is equipped with food outlet, grocery stores, Health care providers, public transportation is easily accessible. We also have private staff for transportation per request of guest. The staff members strive to provide a welcoming atmosphere to make our guests to feel right at home.

A small seating area features two chairs in contrasting colors, with a green accent wall providing a vibrant backdrop. A coat rack stands nearby, and a round decorative rug is positioned on the tiled floor, enhancing the inviting atmosphere.
Guesthouse in Woodbrook

Tropical Tranquility

A perfect escape in Trinidad! Nestled in a peaceful setting yet just minutes from shopping, dining, and the island’s beaches, our cozy getaway offers the perfect balance of convenience and relaxation. Whether you're exploring the vibrant city, soaking up the sun, or simply unwinding, this tranquil retreat is the ideal place to lay your head after a day of adventure. Enjoy the refreshing island breeze, modern comforts, and a serene atmosphere—all within easy reach of everything you need.

Guest favorite
Guesthouse in Arouca
4.84 out of 5 average rating, 25 reviews

Island Oasis - 2BR Priv. Entry - by Airport & Mall

Relax in this modern 2-bedroom apartment with a private entrance and secure parking. Perfect for families, friends, or business travellers. Walk to Republic Bank and East Gates Mall (for dining, casino, and bowling activities) or connect to Trincity Mall (within 2 minutes) and the airport (within 10 minutes) by car. Reliable public transport nearby. We offer: -2 Queen beds -Full Bathroom -Hot Water -Wi-Fi -A/C in each bedroom & living room -Smart TV -Full size Fridge - Washer/Dryer

Guest favorite
A modern cottage with a distinctive architectural design features a sloped roof and a mix of soft colors on its façade. Natural stone accents are visible in the landscaping, complemented by a well-kept lawn and outdoor seating areas, creating a relaxing exterior.
Guesthouse in Saint Joseph
4.84 out of 5 average rating, 103 reviews

Vista Stays ... The Cottage

Looking for a quiet and peaceful setting away from the hustle and bustle of everyday living, look no further. Our modern cottage is set in a rainforest environment with mountain views and tropical garden for relaxation. Rejuvenate in the refreshing salt water pool and jacuzzi. Leave the cooking to our Chef, as we serve up breakfast, lunch and fine dining dinner experiences. It gets even better as our massage therapist pamper you with massage and spa treatments tailored for you.

The outdoor area features a sparkling pool surrounded by a stone deck. A gazebo is visible in the background, set among lush palm trees. The property offers a glimpse of the sky and an inviting atmosphere for relaxation and leisure.
Guesthouse in Port of Spain

Villa Buena Vida

Welcome to your dream getaway! This spacious, modern 5-bedroom guesthouse offers the perfect blend of luxury, relaxation, and adventure. •⁠ ⁠Private Beach & Jetty •⁠ ⁠Sparkling Pool •⁠ ⁠5 Spacious Bedrooms •⁠ ⁠Central Location •⁠ ⁠Modern Open-Concept Design •⁠ ⁠Outdoor Lounge & Dining Whether you're here for Carnival, a romantic retreat, or a family vacation, this is your ultimate home away from home. Book now and experience Trinidad’s best-kept secret!

A serene beach scene is captured, featuring soft white sand and clear turquoise waters. Palm trees sway gently above the shoreline, creating a peaceful atmosphere. The sky is bright and clear, with a few fluffy clouds dotting the horizon.
Guesthouse in Trincity
4.78 out of 5 average rating, 9 reviews

Private Studio w/ AC + Internet near UWI/Airport

Welcome to the NEXXUS!! Located in a quiet residential neighbourhood 30 minutes from Port of Spain, guests can enjoy the convenience of being 10 minutes from the Piarco International Airport, 15 mins from UWI, within walking distance to Trincity Shopping Mall, golf courses, supermarkets, banks, cinemas and great local restaurants. Your private lodging includes WiFi, a fully equipped kitchen with coffee and tea, cable TV, air conditioning and secure parking.

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 in Tunapuna/Piarco Regional Corporation
4.88 out of 5 average rating, 136 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!

The kitchen features black cabinetry and open shelving, complemented by modern appliances such as a microwave and stovetop. A small dining table is set with blue dishware, while warm pendant lights create a cozy atmosphere above the table.
Guesthouse in Woodbrook
4.83 out of 5 average rating, 75 reviews

Stylish 3 bed studio near the Ave. work or explore

This centrally located space keeps you within fair proximity to the entertainment and business center of POS while within very fair reach of green spaces (Queen's Park, botanical gardens and national zoo, Hasely Crawford stadium and more). Access to private medical services can be a five minute walk to St. Clair Medical/ Alexandria Medical or a swift 15 minute drive to Westshore Medical. We look forward to welcoming you.

A living area features a glass dining table surrounded by six chairs. Two rattan sofas, adorned with decorative cushions, face the television mounted on the wall. Bright natural light enters through large windows with sheer curtains, and decorative wall art complements the soft color palette.
Guesthouse in Arouca
4.87 out of 5 average rating, 15 reviews

Adelia's House (Arouca)

Adelia's house is ideal for short-term travelers. Prices may vary during peak times. It has all the conveniences for a comfortable stay. 10-minute drive or 4.7km to the Intl airport, Piarco. 5 - 15 minutes drive to the closest mall, Universities, schools, and other shopping areas. 25 minutes drive or 20.7km to the capital city, Port of Spain. A wide variety of eating places to entice your taste buds.

Popular amenities for Port of Spain guesthouse rentals

Quick stats about guesthouse rentals in Port of Spain

  • Total vacation rentals

    Explore 30 vacation rentals in Port of Spain

  • Nightly prices starting at

    Port of Spain vacation rentals start at G$6,266 GYD per night before taxes and fees

  • Verified guest reviews

    Over 280 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Port of Spain vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Port of Spain rentals

  • 4.9 Average rating

    Port of Spain stays are highly rated by guests—averaging 4.9 out of 5!