Vacation rentals in San Juan

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Top-rated vacation rentals in San Juan

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Guest favorite

Apartment in San Juan

4.86 out of 5 average rating, 28 reviews

Comfy Champs Fleurs near to USMLE test center

Welcome to our Charming Champs Fleurs apartment. Conveniently located close to Mount Hope Hospital, in a quiet residential area at the crossroads to the four corners of the island. AC, WiFi, a 3min walk to public transport routes, SBCS, USMLE test Centre & Bus Route. Easy access to Port of Spain,Curepe, St.Joseph, Medical Associates Hospital,UWI, Valpark Shopping Plaza, Grand Bazaar Mall, Nestlé. Perfect for Medical visits, Students, Carnival or Business Travel. Make us your home in Trinidad!

May 21 – 28

R1,474 ZAR per night

Guest favorite

Place to stay in Paramin

5.0 out of 5 average rating, 38 reviews

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!

Mar 17 – 24

R3,716 ZAR per night

Guest favorite

Apartment in Port of Spain

4.98 out of 5 average rating, 45 reviews

Savannah Retreat

Contemporary designer-decorated, 1 bedroom apartment in the heart of Port of Spain; across from Queens Park Savannah. Offers all amenities to make your stay feel like home away from home. Located in securely gated building with night-time security and daytime janitor. 6th floor rooftop terrace with panoramic views of the Savannah, city, sea and mountain range. Steps away from major Embassies or High Commissions; walking distance to restaurants and close proximity to major entertainment venues.

Aug 16 – 23

R2,250 ZAR per night

Guest favorite

Guest suite in San Juan

4.98 out of 5 average rating, 49 reviews

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.

May 31 – Jun 7

R730 ZAR per night

Guest favorite

Condo in Arouca

4.97 out of 5 average rating, 102 reviews

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.

Aug 26 – Sep 2

R1,840 ZAR per night

Superhost

Apartment in San Juan

4.93 out of 5 average rating, 43 reviews

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.

Jun 14 – 21

R1,271 ZAR per night

Guest favorite

Apartment in San Juan

5.0 out of 5 average rating, 52 reviews

Riverside Bed & Breakfast Aparthotel

Fully airconditioned room situated on the ground floor, has its own private entrance and is equipped with one queen-size bed, mini refrigerator, microwave, hot water kettle, mini coffee/tea station, iron and ironing board, Wifi-ready desk with office chair, free high speed internet, 50 inch HD Smart TV, free wifi, free Netflix, standard cable tv, bathtub in spacious bathroom (requires stepping into high bathtub), bathtub pillow, towels & toiletries. Clean, cozy, modern, homey....

May 18 – 25

R1,298 ZAR per night

Guest favorite

Guest suite in San Juan

4.92 out of 5 average rating, 111 reviews

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.

Jul 2 – 9

R1,890 ZAR per night

Guest favorite

Apartment in San Juan

5.0 out of 5 average rating, 38 reviews

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.

Jun 6 – 13

R1,675 ZAR per night

Guest favorite

Guest suite in San Juan

4.89 out of 5 average rating, 72 reviews

Soca and Samba in San Juan/Barataria

Come stay at our place just 10 minutes from the capital Port of Spain and only a 2 minute walk to the bus route for public transport. Our apartment is spacious and ideal for families and groups of friends alike. There are two large air conditioned bedrooms and two bathrooms. We also have a storage room that guests do not have access to and remains locked during your stay. There is space for 1 car on the compound. We look forward to having you here with us.

Aug 19 – 26

R1,310 ZAR per night

Guest favorite

Condo in Port of Spain

4.91 out of 5 average rating, 11 reviews

Modern Condo in Port of Spain

The Pad: Modern Condo Near The Queens Park Savannah, Port of Spain. Dive into a realm of elegance and ease at "The Pad at Queens Park" – our contemporary 1-bedroom condo nestled within a secure gated community. Situated 1 minute walk away from Queens Park Savannah and the city. This refined haven is crafted for those with an eye for luxury. The Pad at Queens Park is located at the most convenient location close to all the fun and action downtown.

Aug 9 – 16

R2,372 ZAR per night

Guest favorite

Apartment in San Juan

4.88 out of 5 average rating, 16 reviews

Budget Trini Homestay - Room B

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.

Dec 29 – Jan 5

R771 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for San Juan vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near San Juan's top sights

The City of Grand Bazaar14 locals recommend

Grand Bazaar Food Court5 locals recommend

Valpark Shopping Plaza10 locals recommend

Xtra Foods5 locals recommend

Tru Valu3 locals recommend

Toppers Restaurant & Bar4 locals recommend

Other great vacation rentals in San Juan

Guest favorite

Vacation home in Port of Spain

5.0 out of 5 average rating, 28 reviews

Le Chalet

Jul 31 – Aug 7

R4,840 ZAR per night

Guest favorite

Apartment in Port of Spain

5.0 out of 5 average rating, 25 reviews

the owlet 4 | modern upper level Ave view (4 of 4)

Jun 13 – 20

R2,158 ZAR per night

Guest favorite

Condo in Saint Augustine

4.89 out of 5 average rating, 55 reviews

What a feeling!!!

Nov 9 – 16

R2,132 ZAR per night

Guest favorite

Bungalow in Tunapuna/Piarco Regional Corporation

5.0 out of 5 average rating, 22 reviews

San José Retreat, Rincon, Las Cuevas

Dec 31 – Jan 7

R3,404 ZAR per night

Guest favorite

Home in Chaguanas Borough Corporation

4.98 out of 5 average rating, 49 reviews

Cheerful 2-bedroom home with a private pool.

Sep 30 – Oct 7

R2,089 ZAR per night

Guest favorite

Townhouse in Port of Spain

4.94 out of 5 average rating, 69 reviews

Port of Spain Townhouse

Aug 19 – 26

R2,531 ZAR per night

Guest favorite

Apartment in Port of Spain

4.94 out of 5 average rating, 50 reviews

#4 Stylish Centrally Located Apartment

Jun 3 – 10

R1,194 ZAR per night

Superhost

Guesthouse in St Joseph

4.82 out of 5 average rating, 85 reviews

Vista Stays ... The Cottage

Nov 27 – Dec 4

R2,178 ZAR per night

Show all

Quick stats about vacation rentals in San Juan

Total rentals
150 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
960 reviews
Nightly prices starting at
R384 ZAR before taxes and fees

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 70 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 air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in San Juan have a kitchen?
Absolutely! We offer over 70 apartment rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in San Juan

Top-rated vacation rentals in San Juan

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for San Juan vacation rentals

Stay near San Juan's top sights

Other great vacation rentals in San Juan

Vacation home in Port of Spain

Apartment in Port of Spain

Condo in Saint Augustine

Bungalow in Tunapuna/Piarco Regional Corporation

Home in Chaguanas Borough Corporation

Townhouse in Port of Spain

Apartment in Port of Spain

Guesthouse in St Joseph

Quick stats about vacation rentals in San Juan

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in San Juan have air conditioning?

Are there San Juan vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in San Juan?

Do house rentals in San Juan have free parking?

Do apartment rentals in San Juan have wifi?

Are there vacation rentals with a dedicated workspace in San Juan?

What are the most popular amenities for House Rentals in San Juan?

Do apartment rentals in San Juan have a kitchen?

Destinations to explore