
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.

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.

The Sunrise Terrace.
A spacious residential apartment which comprise two bedrooms suitable for 2 persons each. Each bedroom consists of en-suite toilet/shower/large closets. Convenient full indoor laundry facility. A balcony overlooks a small breezy playground where one can view the sunrise. Sit in my front garden and pick mangoes. Easy access for public transportation if you don’t have a rental car. Moreover, there are various fast-food outlets, restaurants, groceries and shopping malls within close proximity.

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.

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.

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.

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.

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 Retreat - Modern 1Bdr • Gated • 4 min Airport
Enjoy a luxurious experience at this centrally-located condo. Just 4 mins from the airport, Trincity Mall and other shopping centres; and just 20 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 1 Sleeper Bed, Wi-Fi, High-End Appliances, Security Cameras. No-Smoking.

My Budget Trini Homestay
Ideal 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.

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.

Tropical Hideaway in St Augustine
Discover the charm of our stunning 2-bedroom apartment in the heart of St. Augustine, Trinidad and Tobago. Perfect for smaller groups, this cozy yet stylish retreat offers comfort and convenience in a safe, gated compound. Highlights: Beautifully designed interiors ideal for both business and leisure travellers. Located in a prime area with easy access to local attractions. Experience a true home away from home in this tropical haven.
Popular amenities for San Juan family-friendly rentals
Family-friendly home rentals with a hot tub

MJS Hideaways Pixie Suite

Lovely and peaceful Studio Apartment

Private Oasis in Prestigious Valsayn North

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

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

Fabulous 1 bedroom flat in the Heart of Port Spain

Stylish Urban Oasis, Woodbrook (Corner House)

El Dorado Deluxe Apartment 12 Free parking &WiFi

D Plunge Relief - Brentwood/Edinburgh 500

Hidden Gem in the Heart of St James

Free Airport Transfers Divine Source 1: Entire Apt

The Prestige

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

Vallée Cachée-Hibiscus 2bdr with Pool & Roof Terrace

Contemporary Port of Spain Condo

Caspian Villa: Poolside Paradise

SuiteDreams- Modern Condo Piarco | Pool & Gym

Modern 3 BR, 3 bath, Pool, 5 mins to downtown POS
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 SGD | $212 SGD | $115 SGD | $128 SGD | $115 SGD | $117 SGD | $112 SGD | $115 SGD | $115 SGD | $115 SGD | $115 SGD | $109 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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