Discover Your Perfect Southside Rentals by Owner

Southside Rentals by Owner

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9.6 (4 Reviews)
Apartment
Aqua
  • Air Conditioner
  • Parking
  • TV
View Availability
More Top-Rated Rentals by Owner in Southside Area

Why Choose Rent By Owner for your Southside vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Southside

When should you plan your Rentals by Owner stay?

Finding the optimal time to vacation here can enhance your experience, as the region offers ideal conditions for relaxation and exploration throughout the year, making it essential to consider seasonal factors when booking your rental by owner in Southside, St. Thomas.

Peak Season Highlights

spring
December to April

During these months, you can expect the region to be bustling with visitors seeking its warm climate and beautiful beaches. This is considered the high season for vacation rentals, so booking early ensures the best selection.

Average Temperature Daytime: 80°F - 85°F - Nighttime: 70°F - 75°F
spring
June to August

Summer months attract travelers looking to enjoy the warm weather and vibrant local events. Expect higher demand for rentals, especially around holidays and festivals.

Average Temperature Daytime: 85°F - 88°F - Nighttime: 75°F - 78°F

Off-Season Highlights

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May and November

These shoulder months offer a quieter experience with fewer tourists, making it ideal for those seeking more relaxed accommodations on the island.

Average Temperature Daytime: 80°F - 86°F - Nighttime: 70°F - 76°F
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September to October

As the region enters its off-peak period, you'll find more availability and potentially better rates for your rental by owner in this destination.

Average Temperature Daytime: 82°F - 88°F - Nighttime: 73°F - 77°F

Weekly Weather Forecast for Southside

How to Book Your Southside vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Southside

More Top-Rated Rentals by Owner in Southside Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 outdoor dining areas perfect for sunset meals with scenic views of the region.
  • Relax by a private swimming pool that provides a refreshing escape in the tropical climate.
  • Take advantage of lush garden spaces that offer a peaceful setting for outdoor relaxation.
  • Make use of spacious patios or decks ideal for entertaining or unwinding under the sun.
  • Experience direct access to nearby beaches for convenient seaside activities.
  • Benefit from outdoor showers that enhance your beachside stay in this destination.
  • Utilize barbecue grills for casual cookouts in the open air, enjoying the warm island breezes.

Top Attractions Around Southside

What attractions are nearby?

Within this vibrant area, you'll find a variety of activities to enjoy, from tranquil beaches to lively water sports, making it an ideal destination for exploring the natural beauty and local culture right outside your Rent By Owner rental in Southside, St. Thomas.

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Family Activities

  • Magens Bay Beach: Spend a relaxing day swimming and sunbathing on the pristine sands of this popular family-friendly destination.
  • Coral World Ocean Park: Discover marine life through interactive exhibits and educational encounters that captivate children and adults alike.
  • Bluebeard’s Castle Rum Distillery Tour: Enjoy an engaging tour designed for families, offering insights into local rum-making traditions in a scenic setting.
  • St. Thomas Skyride: Take a scenic ride to breathtaking panoramic views of the area, perfect for creating memorable family photos and experiences.
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Adult Activities

  • Sailing and Water Sports: You can indulge in sailing, jet skiing, or paddleboarding along the scenic waters surrounding the area for an adventurous day on the water.
  • Scenic Nature Trails: Exploring local trails offers a peaceful way to enjoy the region’s lush landscapes and stunning coastal views.
  • Relaxing at Beachfront Bars: Unwind at stylish beachfront bars where you can savor refreshing drinks while soaking in the picturesque ocean backdrop.
  • Historical Tours: Discover the area's rich history through guided tours that highlight notable landmarks and cultural sites nearby.

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Southside Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Beaches: Take advantage of the pristine beaches nearby by scheduling early visits to enjoy tranquility and stunning views right outside your rental.
  • Plan Excursions in Advance: Book any water activities or guided tours beforehand to secure availability and make the most of your time here.
  • Utilize Your Rental’s Amenities: Make full use of the amenities provided at your vacation rental to relax and unwind after exploring the region.
  • Engage with the Community: Connect with local vendors and neighbors to discover hidden gems and authentic experiences in this vibrant area.

Transportation Options

  • Rental Car Services: Renting a car here offers the flexibility to explore the region at your own pace, with many rental agencies conveniently located nearby.
  • Taxis and Shuttle Services: Taxis and shuttle options provide reliable transportation for getting around the area without the hassle of driving yourself.
  • Public Transportation: Public buses serve the region efficiently, making it an economical choice for connecting to popular attractions and amenities.
  • Private Chauffeur Services: For a more personalized experience, private chauffeur services are available to ensure comfortable and stress-free travel throughout this destination.

Local Customs Options

  • Respect for Local Traditions: In this area, you’ll find that embracing cultural customs such as traditional music and dance enhances your experience while showing appreciation for the local community.
  • Greetings and Social Etiquette: Friendly and warm greetings are customary here, so a simple "hello" or a handshake helps you connect with residents and fellow visitors alike.
  • Celebration of Festivals: Participating in local festivals and events offers an authentic glimpse into the region's vibrant culture and is appreciated by the community during your stay.
  • Environmental Respect: Visitors are encouraged to follow eco-friendly practices, such as proper waste disposal and conserving natural resources, to help preserve this picturesque destination.

Frequently Asked Questions About Southside Rentals by Owner

1. What are the top vacation rentals in Southside?

There are a lot of options in Southside. If you plan on staying in the Southside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southside:

2. How many Rentbyowner vacation rentals are available in Southside?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 249 in the Southside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Southside. 

3. What is the cancellation policy for rental by owner properties in Southside, St. Thomas?

Cancellation policies vary by individual listing, so it’s important to review the specific terms outlined in the rental agreement or contact the property owner directly before booking.

4. How do I confirm my reservation at a rental property in this region?

Reservation confirmation typically requires completing the booking process through the platform and receiving a confirmation email from the owner. Be sure to check all details and reach out if you need any clarification.

5. Are there any specific house rules I should be aware of when staying here?

Each rental listing will specify house rules set by the owner. These can include policies on pets, smoking, noise, and other accommodations. Read the listing carefully or ask the owner for additional information.

6. What amenities are usually included in vacation rentals by owner in the area?

Many rentals offer amenities such as Wi-Fi, kitchens, air conditioning, and laundry facilities. To ensure your needs are met, review the listing details or contact the owner directly for a comprehensive list of amenities.

7. How do I inquire about availability and pricing for a rental property in the region?

Availability and rates are listed on each property’s page. If you have specific questions or need assistance, contacting the owner through the platform can provide personalized answers and help secure your stay.

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More Top-Rated Rentals by Owner in Southside Area