Discover Your Perfect 99 Steps Vacation Homes

Best Vacation Homes in 99 Steps

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9.6 (4 Reviews)
Apartment
Aqua
  • Air Conditioner
  • Parking
  • TV
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9.4 (250 Reviews)
House
Island View Guesthouse
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability

Why Choose Rent By Owner for your 99 Steps Vacation Rental Homes?

What makes our Vacation Rentals 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 Vacation Rentals

Where are the best neighborhoods to stay in 99 Steps?

When exploring the charming neighborhoods of 99 Steps in St. Thomas, U.S. Virgin Islands, you'll discover a vibrant community steeped in history and natural beauty. This area offers convenient access to stunning beaches and local shops, making it an ideal choice for travelers seeking an authentic island experience. Choosing a vacation rental in this neighborhood ensures you stay close to the island's most captivating sights while enjoying the comfort and privacy you desire. With trusted accommodations available, your visit to 99 Steps can be both memorable and effortless, providing a seamless experience from booking to checkout.

Green Cay Plantation

Set within a lush natural landscape, Green Cay Plantation offers a tranquil retreat just a short drive from the sights and attractions here, making it an ideal choice for those seeking a peaceful stay in St. Thomas.

View 121+ Rentals in Green Cay Plantation

Contant Farms

Located close to scenic routes and outdoor activities, Contant Farms provides convenient access to the region's natural beauty, perfect for travelers looking to explore the outdoors during their visit.

View 31+ Rentals in Contant Farms

Havensight

Havensight is the bustling harbor area where you can enjoy easy access to cruise terminals and shopping, making it an excellent base for exploring the vibrant local scene.

View 1073+ Rentals in Havensight

Bellevue

Known for its picturesque views and relaxed atmosphere, Bellevue offers a serene environment that’s still close enough to the region’s key attractions for a convenient stay.

View 1030+ Rentals in Bellevue

Rosendal

Nestled in a quiet neighborhood, Rosendal provides a cozy setting that combines privacy with proximity to island amenities for a comfortable vacation experience.

View 165+ Rentals in Rosendal

Contant Hill

Perched on elevated terrain, Contant Hill grants stunning vistas of the surrounding area and is perfect for visitors who want to enjoy scenic views during their stay.

View 1260+ Rentals in Contant Hill

Rendezvous & Ditleff

This charming neighborhood features a blend of natural beauty and local charm, offering a peaceful ambiance for guests seeking a relaxed getaway.

View 1259+ Rentals in Rendezvous & Ditleff

Point Rendezvous

Positioned near coastal areas, Point Rendezvous provides quick access to beaches and outdoor pursuits, ideal for travelers eager to enjoy water-based activities here.

View 1268+ Rentals in Point Rendezvous

Best Times to Visit 99 Steps

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit ensures you enjoy the best weather and local experiences, making your stay here truly memorable while exploring all that this destination has to offer.

Peak Season Highlights

spring
December to April

During these months, you can enjoy the warm, dry weather that makes exploring the region ideal. This is the most popular time to stay in this destination for those seeking sunshine and calm seas.

Average Temperature Daytime: 85°F to 88°F - Nighttime: 75°F to 78°F
spring
June to August

The summer months attract visitors looking for lively beaches and vibrant local events. Expect higher demand for vacation rentals during this lively season in the area.

Average Temperature Daytime: 87°F to 90°F - Nighttime: 78°F to 80°F

Off-Season Highlights

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May and November

These shoulder months offer a quieter experience with fewer crowds and more availability for your stay here. It’s an excellent choice if you prefer a more relaxed visit.

Average Temperature Daytime: 83°F to 86°F - Nighttime: 74°F to 76°F
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September to October

This period experiences less tourist activity due to higher chances of tropical storms, making it ideal for travelers seeking tranquility and better deals on accommodations.

Average Temperature Daytime: 82°F to 84°F - Nighttime: 73°F to 75°F

Weekly Weather Forecast for 99 Steps

How to Book Your 99 Steps Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Vacation Rentals in 99 Steps Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 the scenic outdoor dining areas to savor meals with views of the region’s lush landscape.
  • Make the most of your stay with private terraces or patios that overlook the vibrant surroundings.
  • Take advantage of outdoor showers that let you rinse off after beach days in this tropical destination.
  • Relax by the poolside, which is common in many properties here, offering a perfect spot to unwind under the sun.
  • Utilize outdoor grilling equipment for outdoor barbecues and gatherings in the region's warm climate.
  • Explore the beautifully landscaped gardens or yard spaces that add privacy and charm to your stay.
  • Use the outdoor living spaces designed for socializing and enjoying the pleasant weather outside your vacation rental.

Top Attractions Around 99 Steps

What attractions are nearby?

During your stay in this destination, you'll find a variety of nearby activities to enjoy, from exploring scenic beaches to engaging in water sports right here in the region, making it easy to immerse yourself in the natural beauty and vibrant culture of the area.

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Family Activities

  • Snorkeling Adventures: Explore the vibrant marine life just off the coast, making it a perfect activity for families to enjoy together in this Caribbean destination.
  • Historical Tours: Discover the rich history of the area through guided tours that highlight the unique cultural heritage of this popular island spot.
  • Beaches and Picnics: Spend a relaxing day on the sandy shores, where family-friendly beaches invite you to unwind and indulge in a seaside picnic.
  • Nature Excursions: Embark on scenic hikes or eco-tours that showcase the lush landscapes and natural beauty surrounding your vacation rentals here.
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Adult Activities

  • Snorkeling Excursions: Discover the vibrant marine life just off the coast, making it a perfect activity for exploring the clear waters of this Caribbean destination.
  • Hiking Trails: Experience panoramic views and the lush landscapes by trekking along scenic routes that showcase the area's natural beauty.
  • Historical Tours: Immerse yourself in the rich history of the region with guided tours that highlight notable landmarks and cultural heritage sites.
  • Beach Relaxation: Unwind on pristine sandy beaches where you can soak up the sun and enjoy the tranquil atmosphere of this tropical paradise.

99 Steps Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region's vibrant culinary scene by dining at local eateries to experience authentic flavors unique to this destination.
  • Plan Water Activities Early: Secure spots for popular water adventures like snorkeling or boat tours in advance to maximize your time in the region's pristine waters.
  • Choose a Central Location: Select a vacation rental near key attractions and beaches to easily access the area's natural beauty and vibrant community activities.
  • Respect the Environment: Practice eco-friendly habits such as recycling and conserving water to help preserve the area's stunning landscape for future visitors.

Transportation Options

  • Rental Cars: Renting a car provides you with the flexibility to explore the area at your own pace and access remote beaches or scenic viewpoints around the destination.
  • Public Transportation: The local bus system offers an affordable and convenient way to travel between key points on the island, making it easy to reach popular spots from your vacation rental here.
  • Taxi Services: Taxis are readily available and provide direct, private transportation for quick trips or outings around the region.
  • Ferries and Water Taxis: Utilizing ferries or water taxis allows you to enjoy scenic crossings to nearby islands or waterfront locations, enhancing your stay in this tropical destination.

Local Customs Options

  • Respect for the Local Heritage: When visiting here, you’ll notice locals take pride in preserving their rich cultural traditions and history, which is reflected in respectful behavior and appreciation of local customs.
  • Greeting Etiquette: It’s customary to greet neighbors and shopkeepers with a friendly "Hello" or "Good morning," fostering warm interactions that embody the welcoming spirit of this destination.
  • Celebration of Festivals: Participating in or observing local festivals and events showcases the vibrant community spirit that is cherished throughout the region.
  • Environmental Respect: Visitors are encouraged to respect the natural beauty of the area by minimizing waste and adhering to eco-friendly practices during your stay here.

Frequently Asked Questions About 99 Steps?

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 1341 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 vacation rentals in 99 Steps, St. Thomas?

Cancellation policies vary depending on the individual listing. To understand the specific cancellation terms, please review the rental’s listing details or contact the property owner directly before booking.

4. How do I secure my reservation in this area?

Reservations are confirmed once you complete the booking process and fulfill any required payment. Be sure to read the listing's reservation instructions carefully, and reach out to the host if you have questions about securing your stay.

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

Additional fees such as cleaning fees, service charges, or local taxes are typically detailed in the listing. For a clear understanding of the total cost, review the fee breakdown in the listing or contact the owner directly.

6. What amenities are included in the rental property in this destination?

The amenities offered can differ from one property to another. Check the specific listing details to see what is included, and feel free to ask the owner for clarification or additional information.

7. Is there a minimum stay requirement for bookings at this location?

Minimum stay policies depend on the individual rental. Details about stay length requirements are generally provided in the listing description, so review that or contact the owner to confirm your booking criteria.

Best Vacation Homes in 99 Steps

10.0 (1 Review)
Apartment
Hidden Hilltop Treasure
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
10.0 (118 Reviews)
Villa
Your own private beach!
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability