- Trinidad and Tobago
- San Juan-Laventille
- Port of Spain
- San Juan
- Rentals by Owner
Discover Your Perfect Vacation Home in San Juan, Port of Spain, and San Juan-Laventille, Trinidad and Tobago, with Easy Booking Options by Owner
Discover Your Perfect San Juan Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
San Juan Rentals by Owner
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Guest Services
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- View
Why Choose Rent By Owner for your San Juan vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit San Juan
When should you plan your Rentals by Owner stay?
To make the most of your stay in this Caribbean destination, consider planning your vacation during the region’s optimal weather months to enjoy ideal conditions and a more relaxed experience when booking your rental by owner through Rent By Owner.
Peak Season Highlights
December to April
During this period, the weather is typically warm and dry, making it ideal for outdoor activities and exploring the area. It is also a popular time for tourists, so booking early through Rent By Owner can help secure the best vacation rentals.
July to August
The region experiences its peak during these months with vibrant local events and a lively atmosphere. This season offers perfect weather conditions for enjoying the beaches and outdoor adventures, encouraging travelers to plan ahead for rental accommodations.
Off-Season Highlights
May to June
With fewer visitors, this shoulder season provides a quieter environment for relaxing in your rental property. The weather remains warm, and you can enjoy more personalized experiences while benefiting from better rates on vacation homes.
September to November
Post-peak months see less tourist activity, offering a peaceful stay with cost-effective rental options. The weather can be slightly more unpredictable, but it's still suitable for exploring the destination at your own pace.
Weekly Weather Forecast for San Juan
How to Book Your San Juan vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in San Juan
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor seating area ideal for relaxing and entertaining in the region's warm climate.
- Take advantage of a well-maintained garden space that enhances the natural beauty nearby.
- Benefit from access to an outdoor pool, perfect for cooling off under the Caribbean sun.
- Make use of a shaded patio or veranda for outdoor dining and social gatherings.
- Explore accessible outdoor grilling facilities to cook local cuisine in this tropical destination.
- Relax on a spacious balcony with views of the surrounding landscape characteristic of the area.
- Utilize secure parking options for convenience when exploring the region’s outdoor attractions.
Top Attractions Around San Juan
What attractions are nearby?
Within this vibrant area, you can easily explore a variety of cultural sites, outdoor activities, and local dining options that showcase the best of Trinidad and Tobago’s lively spirit and natural beauty.

Family Activities
- Golden Hands Caribbean Nature Park: Discover a family-friendly outdoor experience with lush greenery and interactive exhibits that showcase the region’s rich ecology.
- Queen's Park Savannah: Enjoy a sunny day at this expansive park, perfect for picnics, leisurely walks, and engaging children in outdoor activities within the heart of the city.
- The National Museum and Art Gallery: Introduce your family to Trinidad and Tobago’s vibrant history and diverse culture through engaging exhibits in a welcoming setting.
- Maracas Beach: Spend a relaxing day on this scenic beach, where the kids can build sandcastles while you indulge in local cuisine and refreshing waves.
Adult Activities
- Savour the local flavors at the lively markets and restaurants, offering an authentic culinary experience in the area.
- Explore the scenic trails and parks for hiking and outdoor adventures that showcase the region’s natural beauty.
- Visit cultural landmarks and museums to gain insight into the history and heritage of this vibrant destination.
- Enjoy a relaxing day at nearby beaches or waterfronts, perfect for unwinding amidst stunning coastal views.
San Juan Travel Tips
How Can You Make the Most of Your Stay?
- Explore local markets and eateries: Dive into authentic regional flavors by visiting nearby markets and dining at local establishments to fully experience the area's vibrant culture.
- Choose accommodations with convenient access: Select a rental close to major transportation hubs and attractions to maximize your time and reduce travel stress while exploring this destination.
- Engage with the community: Take opportunities to connect with residents or join local tours to gain deeper insights into the region’s history and traditions.
- Plan outdoor activities wisely: Prioritize outdoor excursions during early mornings or late afternoons to enjoy pleasant weather and avoid the busiest times when visiting popular spots here.
Transportation Options
- Taxis and Ride-Sharing Services: You can easily access taxis or ride-sharing options like Uber and Lyft to explore this vibrant region conveniently.
- Buses: Local buses provide an affordable and reliable way to navigate the area, connecting you to key destinations within San Juan and its surroundings.
- Car Rentals: Renting a vehicle offers the flexibility to discover more remote beaches and attractions at your own pace here in the region.
- Private Transfers: Private transfer services are available for a comfortable and personalized experience, ideal for traveling to and from the airport or between destinations.
Local Customs Options
- Respect for Local Festivals: Participating in or observing local festivals, such as Carnival celebrations, shows your appreciation for the vibrant culture here.
- Greetings and Social Etiquette: Greeting with a warm handshake or a friendly nod is customary when meeting residents in this region, reflecting the area's welcoming spirit.
- Environmental Respect: Proper disposal of waste and avoiding littering demonstrates respect for the natural beauty that this destination takes pride in preserving.
- Dress Modestly During Religious Events: Wearing modest clothing when attending religious sites or events helps you blend respectfully into the local customs of this area.
Frequently Asked Questions About San Juan Rentals by Owner
What are the top rated Vacation Rentals in San Juan?
There are a lot of options in San Juan. If you plan on staying in the San Juan area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in San Juan:
Which is the best family rental in San Juan?
Can we get self-catering vacation rentals in San Juan?
What are the best luxury vacation rentals near San Juan?
Can we bring our dog to our vacation rental in San Juan?
More Rentals You May Like Near San Juan
- Security/Safety
- Child Friendly
- Internet
- Air Conditioner
- Parking
- Child Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- View
- Security/Safety
- Bedding/Linens
- Child Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Pet Friendly
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- Pool
- Pet Friendly
- Child Friendly
- Laundry