Holiday rentals in San Juan

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Top-rated holiday rentals in San Juan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Holiday home in Port of Spain

4.88 out of 5 average rating, 128 reviews

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

Superhost

Flat in Diego Martin Regional Corporation

4.82 out of 5 average rating, 33 reviews

petit trou | Bayshore | Seaview 2bdr apt

Fully equipped and A/C'd first floor apt on gated compound with 2 bedrooms (4pers max) and full bath. Relax on a breezy patio hammock with a view of the sea. 2 min walk to Massy supermarket, pharmacy, restaurants, bakery/coffee shop, taxis. Easy access to all the marinas, mall, 40 mins from the airport and a mere 10 mins ride away from the heart of Port of Spain. A dedicated parking spot for your car. WiFi and 2 smart TVs full of content. Internal washer/dryer - perfect for long stays.

Guest favourite

Flat in Port of Spain

4.94 out of 5 average rating, 18 reviews

Prime location - River Sand Apt

You can't beat this location! If you love food, this apartment has over 30 food places within its vicinity. If you like to walk, then take a 20 mins stroll to the Savannah. If not a 7 min drive will do the trick. You can relax on our spacious pool deck or go for a swim! The Sands of Time compound is absolutely stunning. The building has charm with its steps and layered levels. Plus it is unique as it was designed by an Interior Designer who has done projects across the Caribbean.

Guest favourite

Guest house in Saint Joseph

4.84 out of 5 average rating, 97 reviews

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.

Guest favourite

Flat in Port of Spain

4.91 out of 5 average rating, 22 reviews

Cozy Cottages at Riversdale, St Ann's

Cozy Cottages is located within 5 minutes walking distance to the famous Queens Park Savannah, Carnival Activities, Magnificent Seven Houses, Zoo, Botanical Gardens, Napa, Queens Hall and Street Food . Minutes away to Downtown, the Nightlife on the Avenue , Malls/Stores, Groceries, Restaurants, Pharmacies, Banks. We’ve added a shared laundry area and also outdoor kitchen for your convenience to make your stay more comfortable. Easy access to transportation.

Superhost

Home in Las Lomas #2

4.87 out of 5 average rating, 192 reviews

Nature Getaway Resort with private pool

Lovely 2 bedroom home plus loft with resort type amenities tucked away in the woods but just a 10 min drive from the airport. The house comes equipped with a full kitchen which includes - Gas burner stove/oven, double door refrigerator, dish washer, microwave and toaster oven. All utensils and cookware is included. There is a private pool (heated if required) with gazebo. There are four (4) hammocks for relaxing, kids play park with two slides and swings.

Superhost

Apartment in Saint Helena

4.55 out of 5 average rating, 11 reviews

El Carmen Apt, 6 mins from Airport (downstairs #4)

We are noted for our comfortable accommodations, providing both short-term and long-term rental options. Our apartments feature a blend of modern amenities and local charm, catering to both tourists and locals. Common features our units include: Kitchens equipped with basic appliances Wi-Fi Laundry facilities Close proximity to local attractions, restaurants, and shopping areas Sofa bed Hot/cold Secure gated compound Free parking Netflix AC

Superhost

Guest suite in Trincity

5 out of 5 average rating, 9 reviews

#1 Modern Executive Spacious 2 Bedroom Unit.

This unique place has a style all its own, is perfect for your short term visit to Trinidad or a staycation or even hosting you birthday party, baby shower, christening, girls night over, final soccer games, special events etc. (PLEASE STATE CLEARY PRIOR TO BOOKING IF YOU’RE PLANNING ON HOSTING ANY KIND OF EVENT!) Equipped for your entertainment dream, come enjoy yourself with your family, significant other, colleagues and friends.

Superhost

Flat in Port of Spain

4.79 out of 5 average rating, 28 reviews

Maraval 2BD With Pool and Mountain View | Gated

Experience the perfect home away from home in Maraval, Trinidad! Nestled on Valleton Avenue, this charming 2-bedroom, 1-bathroom, fully equipped apartment offers a serene retreat with modern amenities and convenient proximity to nearby attractions. It is located within a minutes walk or drive away from restaurants, pharmacies, grocery stores, and shopping plazas and the Savannah.

Top guest favourite

Apartment in Port of Spain

5 out of 5 average rating, 22 reviews

City Scape Vacation property! (OWP)

Enjoy a stylish experience at this centrally located in-demand, secure property! Experience T&T in the liveliest place on the island, with beautiful mountain views, access to the nicest beaches (Maracas, Las Quevas & more), pool, on site restaurants & bars, and easy access to the hottest entertainment and dining experience on the island Even home to some popular local celebs!”

Guest favourite

Flat in San Juan

4.86 out of 5 average rating, 36 reviews

COZY Hide-Away

This newly completed one bedroom cozy getaway is ideal for a couple or single who just needs that time away from the world to kick back and relax. Complete with all the amenities you will need including a complete kitchen that is fully equipped, Smart TV, WiFi and Free hide away Parking so that you can just leave the hustle and bustle behind for a few day and rejuvenate.