
Holiday houses in San Juan
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in San Juan
Guests agree: these stays are highly rated for location, cleanliness and more.

Jungle Oasis: Sea&City Views with Ruby Sunsets
Experience the ultimate escape at our luxurious villa. With breathtaking views of the Caribbean Sea, a serene environment, and fully-equipped amenities, this is the perfect getaway for couples, families, and business professionals. Let the cool windward breezes rejuvenate your soul while gazing upon the majestic boats sailing towards the horizon, painting the sky with a stunning array of ruby hues during the unforgettable sunsets. Book now and indulge in the tranquility of this tropical paradise

Paramin Sky Studio
A luxurious observatory for experiencing nature like never before. Wake up to clouds and birds soaring beneath your feet. Have a one-of-a-kind bath experience, 1524 ft above the Caribbean Sea, lathered with bubbles and surrounded by humming birds. See the mist roll over the forest canopy and submerse you completely. Explore Paramin community and 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.

Riverside Bed & Breakfast Poolside
* Fully air-conditioned bedroom situated on the ground floor * Private entrance * Queen-size bed, mini refrigerator, microwave, hot water kettle, mini coffee/tea station, iron and ironing board * Bathtub in spacious bathroom (requires stepping into high bathtub), bathtub pillow * Towels & toiletries * Wifi-ready desk with office chair, free high speed internet * 55" HD Smart TV, free Netflix, Standard Cable TV * Heated plunge pool available until 12am Essentially clean, cozy, homey....

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.

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 - birds chirping in the morning, fruit trees. as well as the comforts of modern day life. Only 30 minutes drive from the beautiful beaches of the north coast in general and Maracas Beach in particular, this modern property is also in walking distance of supermarkets, pharmacies and local food joints. It's a mere 20 from the Queen's Park Savannah

BRAND NEW Tropical Haven Island Getaway
A Welcoming light open concept two bedroom apartment, with a large fully equipped kitchen and well appointed living and dining spaces. There are both a front and rear balcony allowing for the enjoyment of the free flowing island breeze and the panoramic views of the island. You will find several tropical fruit trees from which you are welcome to part take and enjoy when in season. This brand new construction ticks all the boxes of meeting the needs of Tropical Island Getaway.

Private treehouse, cozy space, spectacular views
Enjoy the sounds of birds and the rustle of wind through the leaves of a 100-year-old nutmeg tree in this cozy treehouse. Surrounded by trees with stunning views of the surrounding forest, lush mountains and the Caribbean Sea this wood and glass treehouse is a great space to escape the hustle and bustle of city life. Access via a short hike but on arrival relax and enjoy the quiet, comfort and modern amenities while immersing yourself in the raw beauty of nature.
Popular amenities for San Juan holiday rentals
Other great holiday rentals in San Juan

Central spacious Studio Apartment S2

3 Story Villa | Maraval | Pool | Gated & Security

El Socorro Retreat

The Sapphire

Carnival safe 1BR, pool, kitchen, in St. Anns

Cozy, Modern One Bedroom Suite.

Noel’s Suite Apt #10

QPS George Brown Historic Gem - Cozy 1BR Apt
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $129 AUD | $155 AUD | $155 AUD | $128 AUD | $128 AUD | $128 AUD | $131 AUD | $128 AUD | $128 AUD | $128 AUD | $125 AUD | $132 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
Do house rentals in San Juan have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in San Juan. Enjoy a tailored experience with all the comforts you desire.
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!
Are there family-friendly vacation rentals in San Juan?
San Juan has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in San Juan have free parking?
Absolutely! We offer over 20 house rentals with free parking in San Juan. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in San Juan have wifi?
Absolutely! We offer over 80 apartment rentals with wifi in San Juan. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in San Juan?
Yes! Work meets play with ease at over 40 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in San Juan?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in San Juan have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in San Juan

Total holiday rentals
Explore 160 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $30 AUD per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

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

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
Destinations to explore
- Isla de Margarita Holiday rentals
- Tobago Holiday rentals
- Lecherías Holiday rentals
- Bridgetown Holiday rentals
- Fort-de-France Holiday rentals
- Les Trois-Îlets Holiday rentals
- Port of Spain Holiday rentals
- Bequia Island Holiday rentals
- Sainte-Anne Holiday rentals
- Sainte-Luce Holiday rentals
- Les Anses-d'Arlet Holiday rentals
- Le Diamant Holiday rentals
- Rentals with pools San Juan
- House rentals San Juan
- Rentals with a patio San Juan
- Apartment rentals San Juan
- Smoking-friendly rentals San Juan
- Rentals with a washing machine and dryer San Juan
- Fitness-friendly rentals San Juan
- Rentals with breakfast San Juan
- Rentals with outdoor seating San Juan
- Family-friendly rentals San Juan




