Discover Your Perfect 99 Steps Rentals by Owner

99 Steps Rentals by Owner

10.0 (1 Review)
Apartment
Hidden Hilltop Treasure
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in 99 Steps Area

Why Choose Rent By Owner for your 99 Steps 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.

Popular Areas for 99 Steps Rentals by Owner

Where are the best neighborhoods to stay in 99 Steps?

When choosing a neighborhood to stay in 99 Steps, St. Thomas, U.S. Virgin Islands, you'll find a variety of options that cater to different preferences and experiences. Whether you prefer the tranquil atmosphere of residential areas or the vibrant surroundings near local amenities, each neighborhood offers its own unique charm. Staying in this region provides convenient access to beautiful scenery and authentic Caribbean culture, making it an ideal destination for your next getaway. With trustworthy vacation rentals by owner through Rent By Owner, you can enjoy a seamless booking experience in the perfect neighborhood to suit your needs in 99 Steps, St. Thomas.

Green Cay Plantation

This peaceful neighborhood offers a quiet retreat away from the hustle, with scenic surroundings and easy access to the island’s natural beauty. It's an ideal choice for travelers seeking tranquility while remaining close to key attractions in the region.

View 121+ Rentals in Green Cay Plantation

Contant Farms

Nestled within the lush landscapes of nearby St. John, this area provides a serene setting perfect for those wanting a relaxing stay surrounded by nature. Its convenient location makes exploring both islands a simple and enjoyable experience.

View 31+ Rentals in Contant Farms

Havensight

As a bustling portside neighborhood, Havensight is perfect for travelers looking for easy access to cruise ships and vibrant shopping options. Staying here puts you at the heart of the island’s lively atmosphere and convenient transportation routes.

View 1073+ Rentals in Havensight

Bellevue

Situated on higher ground, Bellevue offers breathtaking views and a peaceful ambiance. It’s an excellent base for enjoying scenic vistas while staying within easy reach of local amenities and attractions.

View 1030+ Rentals in Bellevue

Rosendal

This charming neighborhood combines a welcoming community atmosphere with proximity to key beaches and cultural sites. It’s a desirable area for travelers seeking both comfort and convenience during their stay.

View 165+ Rentals in Rosendal

Contant Hill

Offering elevated views and a tranquil environment, Contant Hill is ideal for visitors wanting a quiet retreat with easy access to the rest of the island. Its scenic setting enhances your stay with natural beauty and privacy.

View 1260+ Rentals in Contant Hill

Rendezvous & Ditleff

Known for its secluded charm, this area provides a peaceful escape surrounded by lush landscapes. It’s perfect for those seeking a private retreat while remaining close to the island’s outdoor activities and beaches.

View 1259+ Rentals in Rendezvous & Ditleff

Point Rendezvous

Perched along the coast, this neighborhood offers stunning ocean views and a tranquil atmosphere. It’s an excellent base for enjoying the natural beauty of the region while conveniently accessing nearby attractions.

View 1268+ Rentals in Point Rendezvous

Best Times to Visit 99 Steps

When should you plan your Rentals by Owner stay?

Timing your visit to this destination can greatly enhance your experience, so consider planning your vacation during the region's optimal months to enjoy ideal weather and avoid peak crowds when booking your rental by owner here.

Peak Season Highlights

spring
December to April

During the peak season, you will experience warm daytime temperatures and lively atmosphere, ideal for enjoying the region’s beaches and outdoor activities.

Average Temperature Daytime: 82°F - 86°F - Nighttime: 74°F - 78°F
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June to August

This period sees a surge of visitors seeking sunny days and vibrant local events, making it the most popular time to stay here.

Average Temperature Daytime: 85°F - 88°F - Nighttime: 77°F - 80°F

Off-Season Highlights

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May to June

Travelers often find more tranquility during these months, with fewer crowds and pleasant weather perfect for exploring the area’s natural beauty.

Average Temperature Daytime: 83°F - 86°F - Nighttime: 75°F - 78°F
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September to November

The region tends to be quieter during these months, offering a more relaxed experience while still enjoying warm weather and lower accommodation rates.

Average Temperature Daytime: 81°F - 85°F - Nighttime: 74°F - 77°F

Weekly Weather Forecast for 99 Steps

How to Book Your 99 Steps 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 99 Steps

More Top-Rated Rentals by Owner in 99 Steps 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 a private outdoor dining area perfect for alfresco meals amidst the scenic surroundings.
  • Take advantage of a refreshing swimming pool to relax after exploring the local beaches and attractions.
  • Relax in a sun-drenched patio or loungers, ideal for soaking up the Caribbean sunshine.
  • Benefit from lush landscaped gardens that create a serene outdoor environment.
  • Make use of a fully equipped outdoor grilling station for barbecues with family and friends.
  • Access outdoor showers to rinse off after a day at the nearby beaches or hiking trails.
  • Revel in spectacular sunset views from your private balcony or veranda, enhancing your stay here.

Top Attractions Around 99 Steps

What attractions are nearby?

Within this vibrant destination, you can enjoy a variety of activities such as exploring beautiful beaches, engaging in water sports, or discovering local shops and eateries just moments from your rental by owner here in the region.

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Family Activities

  • Coral World Ocean Park: Engage with marine life through interactive exhibits and encounters that make learning about the region’s oceanic ecosystem fun and educational for the whole family.
  • Blackbeard's Castle and Historical Tours: Explore the area's rich history and enjoy scenic views while walking through historic sites suitable for family adventures in this vibrant destination.
  • Lindbergh Bay Beach: Relax on the soft sands and swim in calm waters at this scenic beach, perfect for families seeking a tranquil spot in the region to unwind and play.
  • St. Thomas Skyride and Paradise Point: Take a scenic cable car ride offering panoramic vistas of the area, providing memorable photo opportunities and breathtaking views for all ages.
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Adult Activities

  • Snorkeling at Coki Point Beach: Explore vibrant marine life just a short ride from the area, offering an unforgettable underwater adventure in the clear Caribbean waters.
  • Hiking through nearby nature trails: Discover scenic routes that wind through lush landscapes, providing breathtaking views and a peaceful retreat for outdoor enthusiasts.
  • Paddleboarding along the shoreline: Enjoy the calm, warm waters with a relaxing paddle along the coast, ideal for both beginners and seasoned water sport lovers.
  • Dining at local eateries: Savor authentic Caribbean cuisine at nearby restaurants that showcase the region’s rich flavors and vibrant culinary scene.

99 Steps Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's diverse cuisine by trying local restaurants or even preparing meals in your rental's kitchen to experience authentic flavors.
  • Plan Outdoor Activities: Make the most of the region’s natural beauty by scheduling outdoor adventures such as beach visits or scenic walks right from your rental location.
  • Communicate with Your Host: Reach out to your rental owner for personalized tips on hidden gems and must-see spots within this destination, ensuring a tailored stay.
  • Book Early for Popular Times: Secure your rental well in advance during peak seasons to guarantee availability and enjoy a more relaxed vacation experience here.

Transportation Options

  • Rental Car Services: Renting a car gives you the flexibility to explore the scenic sights and hidden gems around 99 Steps at your own pace.
  • Taxis and Private Transfers: Convenient for quick, hassle-free transportation directly to your rental by owner accommodations on this charming island.
  • Public Buses: An affordable and authentic way to experience the local region's culture while moving between key points of interest.
  • Bike Rentals: Ideal for eco-friendly travelers looking to enjoy the fresh air and picturesque surroundings of this tropical destination.

Local Customs Options

  • Respect for local traditions: You should observe and honor the customs of the community, especially during cultural celebrations that are integral to life here.
  • Proper attire when visiting sacred sites: Modest clothing is appreciated when you explore religious or historical landmarks in this region, showing respect for local beliefs.
  • Greeting with warmth: A friendly handshake or a courteous greeting goes a long way in embracing the welcoming spirit of this destination's residents.
  • Environmental consciousness: Being mindful of waste disposal and conservation efforts demonstrates your respect for the natural beauty that makes this area so special.

Frequently Asked Questions About 99 Steps Rentals by Owner

1. What are the top vacation rentals in 99 Steps?

There are a lot of options in 99 Steps. If you plan on staying in the 99 Steps area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in 99 Steps:

2. How many Rentbyowner vacation rentals are available in 99 Steps?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 907 in the 99 Steps 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 99 Steps. 

3. What is the cancellation policy for rental by owner accommodations in this region?

Cancellation policies vary depending on the individual listing. You should review the specific cancellation terms provided in each rental's details or contact the owner directly to understand the options available for your reservation.

4. How can I confirm the availability of a rental property in the area?

Availability is typically shown in real-time on the booking platform. To ensure the dates you desire are open, check the listing directly or reach out to the property owner for confirmation before finalizing your reservation.

5. Are there any additional fees I should be aware of when booking a rental by owner here?

Additional fees such as cleaning charges, service fees, or local taxes may apply. These details are generally outlined in the listing or during the booking process, but it’s best to inquire directly with the owner if you have specific questions.

6. What amenities can I expect from rental properties in this destination?

Rental listings often include a variety of amenities to enhance your stay, such as kitchens, Wi-Fi, and air conditioning. To verify what is offered, review the listing details carefully or contact the owner for clarification.

7. How do I address issues or concerns during my stay in a rental by owner property?

In the event of any problems, you should contact the property owner or manager directly through the communication channels provided in your reservation. They are responsible for resolving issues promptly to ensure a comfortable stay.

More Rentals You May Like Near 99 Steps

10.0 (118 Reviews)
Villa
Your own private beach!
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in 99 Steps Area