House vacation rentals in San Juan

Find and book unique houses on Airbnb

Top-rated house rentals in San Juan

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

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Guest favorite

Home in Arouca

4.89 out of 5 average rating, 9 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

Superhost

Home in Port of Spain

4.81 out of 5 average rating, 36 reviews

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.

Superhost

Home in Arima

4.92 out of 5 average rating, 12 reviews

Beautiful spacious home in the heart of Arima

Mango Vert House is a beautiful, spacious home away from home where you can bring the whole family to relax. We can offer you: Large spacious house located in the heart of Arima Comfortably cater for large groups (Up to 14) Four double bedrooms with one en-suite 2 double beds, 1 queen bed, 1 bunk bed and 1 single bed Close to local amenities Free Wifi Living room with a sofa bed Safe area with external CCTV Video doorbell access and burglar proofing Baby travel cot and baby safety Kids toys

Superhost

Home in San Juan

4.82 out of 5 average rating, 22 reviews

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

Superhost

Home in Sâut D’Eau

5 out of 5 average rating, 3 reviews

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

Guest favorite

Home in Chaguanas Borough Corporation

4.96 out of 5 average rating, 82 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.

Guest favorite

Home in Trincity, Tacarigua

4.95 out of 5 average rating, 75 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.

Superhost

Home in Las Lomas #2

4.87 out of 5 average rating, 192 reviews

Nature Getaway Resort with private pool

Lovely 2 bedroom home plus loft with resort type amenities tucked away in the woods but just a 10 min drive from the airport. The house comes equipped with a full kitchen which includes - Gas burner stove/oven, double door refrigerator, dish washer, microwave and toaster oven. All utensils and cookware is included. There is a private pool (heated if required) with gazebo. There are four (4) hammocks for relaxing, kids play park with two slides and swings.

Guest favorite

Home in Arouca

5 out of 5 average rating, 5 reviews

Quaint and Cozy 3-bedroom house

This quaint and cozy house features three bedrooms and one bathroom with a tropical Caribbean feel. It's a home away from home with a fully equipped kitchen, dining area and lots of yard space. Relax with the whole family at this peaceful place to stay. Please note that the number of available bedrooms will depend on the number of guests booked for, so please provide the correct number of guests when booking. Thank you!

Guest favorite

Home in Arouca

4.75 out of 5 average rating, 16 reviews

Adelia's Guest House

At Adelia's House, you feel like you are home away from home to this beautiful Caribbean island. All rooms are decorated with love and comfort with you in mind. The bedrooms can be used as single occupancy or for a couple. Adelia's House can be easily converted to either a 2-bedroom or 3-bedroom house based on availability. All rooms are equipped with air-conditioning units. Ideal location for all your needs.

Guest favorite

Home in Chaguanas Borough Corporation

4.93 out of 5 average rating, 14 reviews

Central Life Dwellings

Central Life Dwellings is a centrally-located spacious home in Edinburgh South, Chaguanas. Its open concept living space offers guests luxurious comfort and relaxing experience. Guests have the entire house and fenced surroundings grounds for their private use. The residence is located less than five minutes away from restaurants, pharmacy, supermarket, gas station, gym and the Brentwood Shopping Mall.

Guest favorite

Home in Chaguanas

4.92 out of 5 average rating, 102 reviews

A Quiet Retreat - Entire House in Chaguanas

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.

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What guests are saying

Chrislou’s

5 out of 5 average rating, 3 reviews1 month ago

Christina and her husband’s place was one of my most memorable stays to date. She went above and beyond to ensure my friend and I were comfortable and had a fantastic experience. Her attentiveness, hospitality, responsiveness, and kindness made our stay truly special. I highly recommend this wonderful home and would definitely visit again! Thank you again🫶🏾

Home in Arima

What guests are saying

3 BR Home with Private Jacuzzi

4.91 out of 5 average rating, 11 reviews1 month ago

Our stay was absolutely amazing! The host was incredibly accommodating and made sure we had everything we needed. The Airbnb truly felt like a home away from home—clean, comfortable, and well-stocked with all the essentials. From start to finish, the experience was seamless. I would highly recommend this place to anyone looking for a stress-free and cozy stay. Will definitely book again!

Home in Chaguanas

What guests are saying

TriniBnB Cute 2BR/2BA. Pool, AC, Wi-Fi, Coffee+Tea

4.8 out of 5 average rating, 5 reviews20 months ago

Dawn is an exceptional host and this was apparent long before I traveled. Her response time to my questions before we met was always quick, sometimes within seconds or minutes..she was always polite, friendly, well spoken and pleasant both in her messages and in person. In fact, it was almost as if I was relating to a family member or friend during our interactions. Dawn thought of EVERYTHING! From a well equipped kitchen (and fridge) to a lovely assortment of local treats including mangoes picked from her garden to bug spray/ mosquito repellant and net to family games and smart TV for entertainment, Dawn ensured that my family and I felt like we were home away from home. Dawn always responded to our requests willingly and without hesitation. She went above and beyond to ensure that we were comfortable and that we had all that we needed. She offers valuable information to help navigate the island to ensure we maximize our stay. I would undoubtedly recommend staying at TriniBnB.

Home in Diego Martin

What guests are saying

Modern & Central, 3 bedroom home, St. James, POS

4.67 out of 5 average rating, 3 reviews1 month ago

My friends and I had a great stay during carnival! The house was perfect and the hosts were more than accommodating! There was plenty of space for the the 3 of us. We were able to walk to several major events during the week when getting a ride was tough. I would love to stay there again the next time I'm in Port of Spain!

Home in Port of Spain

What guests are saying

Pierre Point: Mountain-view Villa

4.93 out of 5 average rating, 14 reviews1 day ago

The place was absolutely pristine, spotlessly clean and beautifully maintained. Tucked away in a serene, peaceful setting, it’s still within striking distance of local stores and conveniences. The stunning city views made each morning and evening feel magical, truly beautiful and relaxing. Our host, Karen, felt like a beloved sister next door, always accessible, warm, and friendly. She went above and beyond to ensure our stay was perfect. Highly recommend this gem for anyone seeking comfort, convenience, and a personal touch!

Home in Port of Spain

What guests are saying

Niams Place: 2 Bdrm, 2 Bathroom House in Piarco

5 out of 5 average rating, 6 reviews2 months ago

Fantastic 5-star stay! The host was extremely accommodating, ensuring a smooth check-in and quick responses to any questions. The space was spotless, well-maintained, and stocked with all the essentials we needed. The location was convenient and safe, making it easy and comfortable to explore the area. It was perfect for our group, offering separate sleeping areas for privacy and comfort. Booking here made my trip a great experience. Would definitely recommend and stay here again!

Home in Piarco

What guests are saying

Black Beauty

4.8 out of 5 average rating, 5 reviews9 months ago

House just as described, very comfortable for a group of 6, restaurants and night life just minutes away. House located in a safe community, cold ac and all the amenities you would need for a week or two. Host communicated throughout our stay to make sure we were good. Will book again and refer to family and friends.

Home in Endeavour

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