
Family-friendly holiday rentals in San Juan
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in San Juan

Total holiday rentals
Explore 60 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 660 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Juan rentals

4.8 Average rating
San Juan stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in San Juan
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Gated San Juan 2BR Ground Unit with AC & Parking
Welcome to your modern 2-bedroom ground-unit apartment in San Juan, designed for a clean, comfortable, and convenient stay in Trinidad. This gated apartment offers full air conditioning, free on-site parking, a fully equipped kitchen, in-unit laundry, comfortable bedrooms, and a welcoming check-in experience with someone available to personally greet and guide guests on arrival. The apartment is a great fit for couples, families, business travellers, guests visiting relatives, and longer stays.

Paramin Sky Suite
A luxurious observatory for experiencing nature like never before Unwind in a lush, king sized bed overlooking the Caribbean Sea & forest canopy. Have a glass of wine at sunset on a private, panoramic rooftop. Live fully in a unique space where a Japanese couch faces a freestanding tub with the backdrop of a tree & endless ocean.Explore Paramin & fall in love with its people & culture Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

"Young's Resting Haven North"
Dear guests have meticulously, wonderfully, memorably, uniquely, universal stays here in San Juan Trinidad & Tobago in this amazingly auspicious room Young's Resting Haven North. There is 1 DOUBLE & 1 SINGLE BED, free parking, an attached restroom a 32"inch smart SAMSUNG HDTV, HuB internet premium cable with, HBO, Max, Paramount and other amenities. You'll love to stay here, reason being, we are very enthusiastic in offering you a most best-fit experience for your goals, Airbnb and otherwise.

Gated Modern 1 Bdr Condo near Int Airport
Enjoy a stylish experience at this centrally-located condo. Just 6 mins from the airport, Trincity Mall and other shopping centres; and just 18 mins from the city of Port of Spain. Great for business trips and couple/friends retreat Relax in our Modern Master Bedroom with Spa Designed Bath, or have a choice drink in our Signature Concha Y Toro wine glasses while reading a book in our chic living space. Also contains 1 Sleeper Bed, Wi-Fi, High-End Appliances, Security Cameras. No-Smoking.

Warm 1-Bedroom Annexe Woodbrook
Hamilton House has a warm and cosy annexe attached to the back of the main house with limited natural light. Sufficiently decorated 1-bedroom in Woodbrook ideally suited for the lone traveller or up to 2 persons. Comes with all the amenities close to significant conveniences (walking distances) such as parks, pharmacies, restaurants, supermarkets, bars, cinemas, public/private health institutions, embassies & more. It is located on a short, quiet street but can get noisy on the weekends.

Peaceful 1BR apt in San Juan
Enjoy spectacular views at this Fully Equipped 1 bedroom natural oasis nested in the beautiful and secluded hills of Petit Bourg, San Juan. You'll have a complete apartment outfitted with a full kitchen (dishwasher too), a laundry with a stacked washer-dryer and a King-sized bed that can be separated into 2 single beds. Enjoy the best of worlds with a peaceful retreat that's conveniently 15 minutes away from the city and only 8-10 minutes away from supermarkets, parks and restaurants.

Carnival safe 1BR, pool, kitchen, in St. Anns
Located in an attractive and safe neighborhood our 1 bed self contained apartment features 1 queen bed, ample closet space along with a spacious living, dining and kitchen area for your comfort. Fast wifi, SmarTV with Netflix signed in, BBC, YouTube apps. The kitchen is fully equipped with utensils, small appliances, washer & dryer so everything you need is in one place. Outdoor garden and pool area to enjoy. Easy access to Port Of Spain, the Savannah, restaurants, grocery and shops.

Stylish Woodbrook 2 Bedroom Apartment(2)
Beautiful 2 bedroom apartment on a quiet street in the Woodbrook area, close to Oval and just off Ariapita Avenue. The apartment building was recently built and this downstairs apartment opens unto a lovely garden area which can be used for sunbathing or dining outside. The apartment is also close to all the entertainment areas and provides ease of access to the business district. The two bedrooms, living and dining areas are fully air conditioned and the kitchen is well equipped.

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.

Oasis, Your home away from home.
Nestled at the foothills of the Northern Range in the lush, peaceful valley of Santa Cruz, this property offers the beauty of nature - the call and response of at least 10 species of birds, shady fruit trees, as well as the comforts of modern day life. Only 30 minutes drive from the beautiful Maracas Beach, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 minutes from the Queen's Park Savannah.

The "Dous" Modern Apartment
Forget your worries in this spacious and serene space. Discover “Dous” apartment. Dous means calm/quiet/ gently in French patois. This perfectly describes our private and secluded newly renovated haven. The apartment is in a peaceful, safe residential area. It is a 10-minute walk from a bustling main road where you can find supermarkets, fast food and convenience stores. It is 20 to 25 minutes from the capital and 25 mins by car from Maracas Bay.

-20% Convenient Studio Queens Park Savannah Getway
Location, Location, Location – mins from everything in a super safe and convenient area. Newly remodeled, very clean, studio apartment with a private bathroom, kitchenette, and private workspace. Superfast WIFI and Netflix included This studio is centrally located steps off the Queens Park Savannah and just up the road from the heart of the city We are happy to share our well-proved insider tips with our guests to enjoy Trinidad at its best!
Popular amenities for San Juan family-friendly rentals
Family-friendly home rentals with a hot tub

Francis Nook - Belle Garden Room

MJS Hideaways Pixie Suite

Spacious Villa in Prestigious Valsayn North

3 BR Home with Private Jacuzzi

One Great Place to Stay

Steph’ Inn Comfort Apt2

The Oasis- luxury in prime location, hot tub & gym

Enchanted Forest:Projector/Pool/Jacuzzi/King Bed
Family- and pet-friendly home rentals

Fabulous 1 bedroom flat in the Heart of Port Spain

Stylish Urban Oasis, Woodbrook (Corner House)

D Plunge Relief - Brentwood/Edinburgh 500

Hidden Gem in the Heart of St James

Free Airport Transfers Divine Source 1: Entire Apt

The Prestige

Cascade South

Cozy, Modern One Bedroom Suite.
Family-friendly home rentals with a pool

Luxurious Oasis 3Br. Villa with Private Pool

The Nest Haven - Pool & Gym - Piarco, Trinidad

Le Chalet

Caspian Villa: Poolside Paradise

Vallée Cachée - Poui 3br with Roof Terrace & Pool

SuiteDreams- Modern Condo Piarco | Pool & Gym

Modern 3 BR, 3 bath, Pool, 5 mins to downtown POS

Cozy 1-Bedroom Studio at One Woodbrook Place
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $110 SGD | $213 SGD | $116 SGD | $110 SGD | $106 SGD | $111 SGD | $112 SGD | $116 SGD | $116 SGD | $116 SGD | $116 SGD | $110 SGD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 28°C | 28°C | 28°C | 29°C | 28°C | 28°C | 27°C |
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- Family-friendly rentals Trinidad and Tobago





