Guesthouse vacation rentals in Port of Spain

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Top-rated guesthouse rentals in Port of Spain

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An entrance area features a small porch with decorative railings. A wide driveway leads up to the house, bordered by a clean, white wall. Natural light illuminates the exterior, showcasing the warm tones of the building and the simplicity of the surrounding space.
Guesthouse in San Juan

Carnival Accommodation Available

Brand New One Bedroom Villa on a shared compound. Sleeps 2 (* Sofa-bed sleeps 1 extra guest if agreed in advance at extra cost). Security gated. (Remote controled). WiFi ready. Fully furnished. New appliances. Great location with easy access to Port of Spain. 2 minutes to Eastern Main Road. 7 minutes to the Priority Bus Route. 7 minutes to Mount Hope Hospital. 10 minutes from Grand Bazzar Mall. Very close to Arranguez Savannah and the best Doubles and Roti! Continental Breakfast on first day.

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
4.89 out of 5 average rating, 19 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.

Superhost
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
4.86 out of 5 average rating, 14 reviews

St Helena Guesthouse Property / Triple K Complex!

St Helena Guest House Property/Triple K Complex, is conveniently situated just eight minutes from Piarco Airport in Trinidad, West Indies. This well-established area boasts a range of amenities, including food outlets, grocery stores, and easily accessible public transportation. Each room is equipped with a toilet and bath, TV, mini refrigerator, and complimentary Wi-Fi. Our staff members strive to provide a warm and welcoming atmosphere, ensuring that our guests feel right at home! 🏡

Guest favorite
Guesthouse in Arouca
4.86 out of 5 average rating, 28 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.

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.

Guesthouse in Woodbrook
4.76 out of 5 average rating, 92 reviews

Enchanting 3 bed studio for a perfect getaway

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.

Guesthouse in Port of Spain
New place to stay

Located in Woodbrook, Port of Spain

You will be close to everything when you stay at this centrally-located place. The annex is a two room space, with one small wash room and a spare room. We have a room to store your luggage and pack your clothes. We have an outdoor space with a table and char to relax and take in the sunset! We are walking distance to Ariapita Avenue the night life in the heat of Port- of Spain... enjoy bar hopping?

Guesthouse in Port of Spain
New place to stay

Carnival Accommodation

Our modern 2-bedroom, 2-bathroom suite is perfectly located just 10 minutes from the heart of Carnival and only a 2-minute walk to restaurants, a shopping centre, supermarket, and pharmacy. Enjoy comfort, convenience, and easy access to vibrant nightlife—making it the ideal spot to relax, recharge, and fully experience the Carnival excitement.

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$6,248 GYD per night before taxes and fees

  • Verified guest reviews

    Over 320 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • 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

  • 4.7 Average rating

    Port of Spain stays receive an average rating of 4.7 out of 5 from guests