House holiday rentals in San Juan

A modern living area features a comfortable arrangement of gray upholstered seating with cup holders. A sleek coffee table is positioned at the center, accompanied by a colorful area rug. Natural light filters through the window adorned with curtains, while a flat-screen TV is mounted on the wall.

4.94 out of 5 average rating, 16 reviews

Modern BonAir Oasis, Trinidad

Welcome to our beautifully renovated 2bd, 1ba Caribbean Retreat! This modern oasis offers a perfect blend of comfort & convenience. You’ll find a sleek, fully equipped kitchen, making meal prep a breeze. The Unit 1 of 2 Apt plan is a welcoming space for relaxation & togetherness. Conveniently located 10min or less from the Airport, Millennium Golf Course, Trincity Mall, East Gate Mall, Restaurants & within 30 min of Beaches, Stadiums and the City of Port of Spain. 1 week min stay during carnival

4.79 out of 5 average rating, 38 reviews

A spacious living area features a teal sofa adorned with colorful cushions, paired with two antique-style chairs. A wooden dining table with six chairs is positioned nearby, well-lit by ceiling fixtures. The warm wood flooring adds a cozy touch to the environment.

Home in Woodbrook

Pleasant 3BR, 1BTH House, Woodbrook

Hamilton House is a simple 3-Bed, 1-Bath house located on a short quiet street in the bustling neighbourhood of Woodbrook, Port of Spain, mixed with residential, businesses, cafes and restaurants *Noise Alert. Has everything Carnival, but is also situated near One Woodbrook Place, "De Avenue", St James, Queen's Park Oval and Queen's Park Savannah, within walking distance to all amenities (such as embassies, hospitals, pharmacies, supermarkets, and pubs). There is an annexe attached to the back.

4.93 out of 5 average rating, 27 reviews

The living area features a dark sofa, a flat-screen TV mounted on the wall, and a small wooden table. A fan is positioned nearby for ventilation. A piece of wall art depicting palm trees adds a touch of character to the space.

Home in Kelly Village

The Divine Source 1 Free Ap Transfers 5 min to BnB

, AVOID AIRPORT TRANSPORTATION STRESS ! Our Airbnb is only 5 mins from PIARCO INTERNATIONAL AIRPORT and includes FREE PICK-UP and DROP-OFF SERVICE for ALL GUESTS WHO BOOK WITH US. Available on request: LOCAL TOURS, TAXI & MEALS SERVICE. Enjoy a secure neighborhood with everything you need just a minute's walk away. Our location provides easy access to public transport, local eateries, and is just a short drive from major shopping malls only 15 mins away and Port of Spain is only 25 mins away

4.82 out of 5 average rating, 22 reviews

A comfortable living area features a green sofa adorned with cushions, surrounded by small decorative plants and contemporary seating. A stylish coffee table sits at the center, while a wall-mounted television ensures entertainment options. Decorative elements include wall art and a small bar cart.

Home in San Juan

Angelene's place - Oui Papa!

A sister home to Ramona's place - Serenity in your eyes, we offer you: Angelene's place - Oui papa! It offers a bit of this and that in our spacious , warm and inviting rooms with the charm, elegance and style for your staycation, vacation and holiday getaway - the ideal home away from home in this Tropical island of Trinidad and Tobago. Welcome and see you soon..Ooh la la! Bienvenuto, Willkommen, Yokoso, Welkom, Bienvenido, Svaagat he, Velkommen, Vallkommen, Bienvenue, Bem-vinda, Ahlaanbik

5 out of 5 average rating, 9 reviews

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

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

5 out of 5 average rating, 12 reviews

A cozy sleeping area is featured, highlighting a spacious bed covered with a patterned blue quilt. A dark sofa and small coffee table complement the space, which is illuminated by ambient lighting. A striking blue accent wall is decorated with wooden slats and a wall clock.

Home in Piarco

Niams Place: 2 Bdrm, 2 Bathroom House in Piarco

Enjoy this entire home with 2 bedrooms, 2 bathrooms and 2 private entrances in each room. Niams Place is just minutes from Piarco Int Airport, various restaurants, Trincity Mall, local grocery stores and more. This newly renovated space is perfect for families or a group of friends looking to unwind in a home away from home while indulging in the privacy of their own space. Niams Place offers 1 playpen for small children and a laundry facility on the property. FLEXIBLE CHECK IN/CHECK OUT

Home in Chaguanas Borough Corporation

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.

4.92 out of 5 average rating, 104 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.

Home in Trincity, Tacarigua

The exterior of the house showcases a newly renovated design with a light blue facade and white accents. A gated entrance provides security, while several windows allow natural light to illuminate the interior. A clear sky adorned with clouds completes the scene.

4.94 out of 5 average rating, 82 reviews

Modern Convenient Newly Renovated Cozy Getaway.

This well appointed newly renovated house is your home away from home. Featuring a complete Kitchen, 2 Bathrooms, Convertible Sofa, Complete Washroom, AC, WiFi, Smart Televisions. Located in a very quiet and safe residential neighborhood in the Trincity area less than 5 minutes away from Piarco international Airport and literal walking distance from everything else you could possible need. Including Trincity Mall, Starbucks, Fridays, Linda's Bakery, Superpharm Pharmacy and many more.

A comfortable living area features two sofas, accent pillows, and a small table. Large glass doors provide a view of the balcony with two chairs and the surrounding hillside. Natural light flows through the soft curtains, creating a welcoming space for relaxation.

4.94 out of 5 average rating, 16 reviews

Pierre Point: Hilltop retreat, breathtaking views!

Perched on a peaceful hilltop, this charming getaway offers panoramic valley views. Whether you're planning a romantic retreat, a relaxing family vacation, or a productive work-from-anywhere stay, this home caters to all. Wake up to the gentle sounds of birds and enjoy your morning coffee on the wrap-around balcony which is often visited by hummingbirds. The neighborhood is tranquil yet conveniently located—just a short walk to banks, pharmacies, grocery stores, and shopping malls.

A modern kitchen features dark cabinets and a light countertop. A display easel on the counter holds a sign for 'the southinns inn'. Kitchen appliances, including a refrigerator and stove, are neatly arranged. Natural light filters in through a window, enhancing the workspace.

4.9 out of 5 average rating, 20 reviews

The Outskirts Inn

Welcome to our cozy nook, centrally-located just 5 minutes away from the Queen's Park Savannah and 10 minutes from Downtown Port of Spain. You'll be close enough to all amenities including supermarkets, restaurants and bars. If you're outdoorsy you won't be disappointed, as there are ample green spaces in the vicinity which can be explored on foot. The convenience of this location is complemented by the peacefulness. Transport is also readily available.

The exterior of the house is visible, featuring a sloped green roof and a decorative fence with iron details. Colorful plants are showcased within a landscaped yard, accentuated by yellow and stone walls. The sky is cloudy, adding a soft natural light.

4.91 out of 5 average rating, 23 reviews

Vista Stays ...Alluring Ambrosia near to Airport

Alluring Ambrosia Adobe... is a three bedroom three bath private home nestled in a gated community. That is 10 min drive from Piarco International Airport and within 10 min walk to major Entertainment and Shopping facility as well as transportation hub. There are also lots of dining options. For those who are into sports there is a golf course nearby and a sports arena in the vicinity. This property offers security, accessibility and relaxation.

Top guest favourite

A spacious master bedroom features a large bed with decorative pillows, accompanied by a comfortable dark sofa. A wooden coffee table sits in front of the sofa, while an abstract piece of art adds color to the wall. The window showcases layered blinds and natural light.

4.96 out of 5 average rating, 71 reviews

The Haven - Studio near Airport

Enjoy a comfortable experience at this centrally-located condo. Just 8 mins from the airport, Trincity Mall and other shopping centres; and just 25 mins from the city of Port of Spain. Great for business trips and couple/friends retreat Relax in our Luxury Master Bedroom with Spa Designed Bath, or have your favourite drink while reading a book in our chic living space. Also contains Wi-Fi, High-End Appliances, Security Cameras. No-Smoking.

Popular amenities for house rentals in San Juan

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A decorative sign featuring the name 'THE CROSSINGS' is set against a peach-colored background. The sign is surrounded by lush green plants and colorful flowers, enhancing the welcoming environment of the community.

Home in Tunapuna/Piarco Regional Corporation

4.71 out of 5 average rating, 7 reviews

Home Away from Home

A comfortable living area features two plush sofas and an armchair arranged around a textured area rug. Natural light enters through two large windows dressed with sheer curtains. A television is positioned on an elegant stand, complemented by a bookshelf and a side table.

4.94 out of 5 average rating, 17 reviews

Your Caribbean Home away from Home.

A serene outdoor area features a clear swimming pool surrounded by stone flooring. A tranquil statue is positioned next to the pool, while comfortable lounge chairs sit nearby. The background includes a two-story building with a shaded patio area for relaxation.

Home in San Juan

5 out of 5 average rating, 3 reviews

El Socorro Retreat

New place to stay

Celebré House | Your Event & Stay Escape

A comfortable living area features a combination of brown and grey seating, complemented by colorful throw pillows. Natural light filters through sheer curtains, enhancing the space. A round glass table sits on a patterned rug, while two area mats define the seating arrangement.

4.84 out of 5 average rating, 50 reviews

The Relaxant

A serene pool scene is surrounded by lush tropical plants, creating a private oasis. The sun casts a gentle glow over the water, while a textured stone patio borders the pool, enhancing the tranquil atmosphere.

4.88 out of 5 average rating, 8 reviews

Ankara Hill

A private pool is visible, surrounded by tropical plants and trees. White lounge chairs are positioned near the water, and a small outdoor dining table with four chairs occupies one corner of the pool area. The surrounding colorful walls enhance the serene atmosphere.

4.69 out of 5 average rating, 35 reviews

Four bedroom oasis in town with private pool

A serene view captures a vibrant sunset over the water, with hues of orange, pink, and purple illuminating the sky. The silhouette of palm trees frames the scene, and the pool's edge reflects the colorful sky, creating a tranquil atmosphere.

Home in Diego Martin Regional Corporation

4.87 out of 5 average rating, 15 reviews

Breathtaking views

Weekly house rentals

A vibrant exterior showcases a charming space surrounded by lush greenery. The building features blue walls and wooden accents, with comfortable seating visible. Potted plants adorn the entryway steps, creating a welcoming atmosphere in this serene outdoor setting.

Home in Diego Martin

4.81 out of 5 average rating, 16 reviews

Colorful and Peaceful Residential Home

A serene coastal view captures a tranquil beach scene with gentle waves lapping at the shore. Small fishing boats rest on the water, while distant hills provide a lush backdrop under a bright blue sky. Colorful structures are visible along the beach, enhancing the picturesque environment.

Home in Maracas Bay Village

4.5 out of 5 average rating, 26 reviews

Maracas Luxury Suite # 1.

A welcoming living space features a comfortable sectional sofa adorned with red and black cushions. The kitchen area is equipped with modern appliances and cabinetry, complemented by decorative plants. Natural light brightens the room, highlighting the stylish flooring and a television on a sleek stand.

Home in Trincity

5 out of 5 average rating, 4 reviews

Island Oasis

5 out of 5 average rating, 6 reviews

A modern living area features a grey sectional sofa adorned with colorful pillows, complemented by a decorative area rug. A wooden dining table with chairs is situated beside the sofa, while vibrant curtains frame the windows, enhancing the overall light and airy atmosphere.

Home in Tacarigua

Beautiful, spacious family home

A spacious living area features a comfortable dark gray sectional sofa adorned with patterned cushions. Large windows, dressed in sheer and dark curtains, allow for natural light. A dining space with a circular table and gray chairs is visible in the background, connecting to a modern kitchen.

Home in Saint James

4.67 out of 5 average rating, 3 reviews

Stylish 3BR Retreat Centrally Located in St. James

An inviting entrance features a vibrant yellow wall with a decorative door. Alongside, two lush plants flank the door, while a wooden bench sits on a paved courtyard. Multiple windows provide natural light, complementing the outdoor space's accessibility and charm.

4.91 out of 5 average rating, 11 reviews

The Courtyard

A spacious wooden deck is adorned with outdoor seating, surrounded by lush greenery and tropical plants. The nearby house features large windows, allowing natural light to flood the area, with a bright sky visible above.

Home in San Juan-Laventille Regional Corporation

4.6 out of 5 average rating, 5 reviews

Relax in Santa Cruz

A lush outdoor space is depicted, featuring a grassy area bordered by wooden fencing. Greenery is visible with various plants and trees, while a distant view of hills is framed by a bright blue sky filled with clouds. Sunlight enhances the vibrant landscape.

4.78 out of 5 average rating, 9 reviews

Tropical oasis 5mins from the city

Private house rentals

Home in Chaguanas Borough Corporation

A two-story guest house features arched windows and a balcony on the upper level. In the foreground, a decorative fountain is surrounded by a tiled area and a shimmering pool, with various outdoor seating options visible under the covered patio.

4.92 out of 5 average rating, 13 reviews

Point Manor

A single-story house is featured with a covered porch and a paved driveway leading up to it. Lush greenery surrounds the home, and the sky is clear, showcasing a bright atmosphere. Sunlight highlights the architecture and landscaping.

Home in Trincity

4.69 out of 5 average rating, 13 reviews

Gated community, 12mi to PoS

An open and inviting living area features comfortable seating with a variety of textures. A mixture of art pieces decorates the walls, and a fan is positioned for airflow. Natural light filters through, enhancing the spacious feel of the room.

Home in San Juan-Laventille Regional Corporation

4.67 out of 5 average rating, 3 reviews

Santa Cruz Chilling Vibes

A purple house with decorative white accents is enclosed by a wrought iron gate. The front yard features a small garden with lush greenery. Clear skies and bright sunlight illuminate the exterior, highlighting the architectural details, including arched windows and a welcoming entrance.

5 out of 5 average rating, 4 reviews

Gated 3BR in Buena Vista Gardens 35-45m from POS

A comfortable outdoor seating area is presented, featuring a dark wicker loveseat with plush cushions. A glass-top coffee table complements the seating, set against a vibrant turquoise wall. Large arched windows, adorned with white frames, add an elegant touch to the space.

5 out of 5 average rating, 3 reviews

Tranquility

The exterior of the home is shown, featuring a light yellow facade and a welcoming entrance. A rainbow stretches across the sky, adding a colorful element to the tranquil surroundings. Lush greenery and palm trees frame the property, contributing to a relaxed atmosphere.

5 out of 5 average rating, 4 reviews

Your home away from home....

A cozy living area is featured with a black sofa bed positioned against a light grey wall. A flat-screen television is mounted above a small shelf, while a potted plant adds a touch of greenery. Light enters through partially covered windows, creating a bright atmosphere.

Home in Maracas Bay Village

4.75 out of 5 average rating, 12 reviews

Charvilla on Maracas Bay

A dining area is presented, featuring a glass-topped table surrounded by six metal chairs with patterned cushions. Natural light filters through sheer curtains, while a vase of flowers sits center stage. A cozy seating area is visible, accompanied by a cabinet and shelves.