
Holiday houses in San Juan
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in San Juan

Total holiday rentals
Explore 180 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 1,730 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
180 of San Juan holiday rentals include Wi-Fi access

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

4.7 Average rating
San Juan stays receive an average rating of 4.7 out of 5 from guests
Top-rated holiday rentals in San Juan
Guests agree: these stays 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.

Stylish Urban Oasis, Woodbrook (Corner House)
Newly renovated and modern, this centrally located ground floor space is the perfect base for anyone who wants to work or play in Port of Spain — it's steps away from the oldest bar in town, a block away from nightlife on Ariapita Avenue, and a short walk away from cricket, coffee shops, pharmacies, food, and a grocery. There's lots of greenery, and secure parking for two cars. This is an owner-occupied property, but you'll be in a private unit with a separate entrance and outdoor space.

Le Chalet
Located 25 minutes from the airport and nestled in the hills of Maracas valley, this cabin is just a 7 minute drive from the trail head of the highest waterfall in Trinidad at 300 feet and 3 minute drive from the hummingbird sanctuary. Also located nearby is the Ortinola estate where you can make your own chocolate. Please feel free to ask about airport transfers and additional tours of the island that we offer. Our home is very family oriented, we do not allow events or large gatherings.

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.

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.

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.

The Loft
Settle into this chic and cozy loft in St. Augustine, ideal for Carnival adventures, UWI visits or work trips with a little style. Sitting right across from The UWI St. Augustine Main Campus and just off the highway, getting around is a breeze. You’re 12–15 minutes from Piarco International Airport, 15 minutes from Port of Spain, and just minutes from supermarkets, pharmacies, restaurants, and all the everyday conveniences.
Popular amenities for San Juan holiday rentals
Other great holiday rentals in San Juan

Modern luxury, 1 king bed, 1 bath with a view!

Luxurious Oasis 3Br. Villa with Private Pool

Paramin View- Ocean and Mountain Views Retreat

Modern 2BR Condo - Gated with pool - Aranguez

Cozy, Modern One Bedroom Suite.

Ramona's place - Serenity in your eyes.

Cosy Secluded Studio, Nature Views,Outside Seating

BRAND NEW Tropical Haven Island Getaway
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 AUD | $165 AUD | $124 AUD | $122 AUD | $122 AUD | $122 AUD | $125 AUD | $122 AUD | $122 AUD | $127 AUD | $127 AUD | $122 AUD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in San Juan?
San Juan has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in condo rentals in San Juan?
Experience the best of San Juan with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in San Juan?
Yes! Work meets play with ease at over 50 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there San Juan vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in San Juan, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in San Juan have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in San Juan. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in San Juan have a kitchen?
Absolutely! We offer over 90 apartment rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in San Juan have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in San Juan. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in San Juan have free parking?
Absolutely! We offer over 80 apartment rentals with free parking in San Juan. Enjoy a tailored experience with all the comforts you desire.
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- Smoking-friendly rentals San Juan
- Rentals with pools San Juan
- Rentals with a washing machine and dryer San Juan
- Fitness-friendly rentals San Juan
- Rentals with outdoor seating San Juan
- Apartment rentals San Juan
- Rentals with breakfast San Juan
- House rentals San Juan
- Rentals with a patio San Juan
- Family-friendly rentals San Juan





