
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 $51 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.

Free Airport Transfers Divine Source 1: Entire Apt
MORE THAN ACCOMMODATION, WE OFFER A GENUINE TRINIDAD EXPERIENCE from a local family, with FREE AIRPORT TRANSFERS, local food, island tours, and personal guidance. Hosts up to 10 guests 5 mins from Piarco Airport. Features 3 bedrooms with queen, double, bunk beds, and a futon. Includes 24/7 self-check-in & fast Wi-Fi. Tours from $65 USD (1–2 guests), optional taxi, and meals. Walk to transit and eateries; easy access to Port of Spain. Perfect for layovers, families, large groups, and business.
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Gated San Juan 2BR Upper Unit with AC & Parking
Welcome to your modern 2-bedroom upper-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.
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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!
FamilyKitchenSolo travel

"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.
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RAP's Cozy Getaway Your home away from home.
One bedroom self contained flat with en suite bathroom. Brightly decorated, with essential amenities. It is conveniently located with easy access to gyms, savannahs, and for the more religious guests there are many places of worship.. It is accessible to the city, the north coast beaches, Mount St Benedict , the Caroni Bird Sanctuary and the south of Trinidad by public transportation. The space can accommodate 2 persons. Fans are provided . No pets. No smoking . Yes to Hot and cold water.
Indoor spacesFamilyGetting around

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.
Indoor spacesKitchenSolo travel

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.
Indoor spacesFamilyBack garden

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.
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The Pad Luxury, Piarco Trinidad (With Pool)
The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.
FamilyIndoor spacesPool

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.
Indoor spacesKitchenBack garden

ABudget Trini Homestay - Room A
deal for your BASIC ACCOMMODATION, The apartment is simply decorated and conveniently located ten minutes from the Capital and twenty minutes to the Airport. Busy with morning traffic, the neighborhood is generally quiet with the faint sounds of traffic going by and children from a nearby school on a school day. Most days, I usually come out with my coffee and watch the hustle and bustle and tend my herb garden, various other plants, and my dog.
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-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!
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Popular amenities for San Juan family-friendly rentals
Family-friendly home rentals with a hot tub

Cottage
FamilyKitchenOutdoor spaces

Get Away Home
Indoor spacesFamilyGetting around

The Oasis near POS/Airport/UWI with Hot Tub | Gym
FamilyIndoor spacesSleep quality

Steph’ Inn Comfort Apt2
Indoor spacesKitchenNearby

Goodwood Skyline Manor
Indoor spacesFamilyLocation

One Great Place to Stay
Indoor spacesKitchenCondition

Enchanted Garden Oasis - OWP
Indoor spacesKitchenParking

Villas @ Crown Park
FamilyKitchenHospitality
Family- and pet-friendly home rentals

Cascade South Views
QuietAmenitiesOutdoor spaces

Cozy, Modern One Bedroom Suite.
KitchenFamilyTV

The Prestige
Indoor spacesFamilyCleanliness

D Plunge Relief - Brentwood/Edinburgh 500
Indoor spacesKitchenSolo travel

Le Lux
FamilyIndoor spacesTV

Fabulous 1 bedroom flat in the Heart of Port Spain
FamilyIndoor spacesAccess

Hidden Gem in the Heart of St James
KitchenIndoor spacesSleep quality

Maria's Haven
WalkabilityCleanlinessHospitality
Family-friendly home rentals with a pool

Contemporary Port of Spain Condo
FamilyIndoor spacesTV

Secure Stylish Condo: Pool, King Bed, Near Airport
Indoor spacesKitchenTV

Luxurious Oasis 3Br. Villa with Private Pool
FamilyIndoor spacesPool

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

Le Chalet
FamilyKitchenPool

SuiteDreams- Modern 2BR Condo Piarco | Pool & Gym
KitchenIndoor spacesCleanliness

Modern 1BR Apartment with Pool + Prime Location
KitchenIndoor spacesWalkability

Vallée Cachée- Bougainvillea 2bdr Twnhouse w Pool
KitchenIndoor spacesGetting around
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $108 SGD | $209 SGD | $114 SGD | $127 SGD | $114 SGD | $115 SGD | $110 SGD | $114 SGD | $114 SGD | $114 SGD | $114 SGD | $108 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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