Discover Your Perfect Cinnamon Bay Rentals by Owner

Cinnamon Bay Rentals by Owner

More Top-Rated Rentals by Owner in Cinnamon Bay Area

Why Choose Rent By Owner for your Cinnamon Bay 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 Cinnamon Bay Rentals by Owner

Where are the best neighborhoods to stay in Cinnamon Bay?

When choosing a neighborhood to stay in within Cinnamon Bay on St. John, U.S. Virgin Islands, you'll find a tranquil and scenic environment perfect for relaxing getaways. The area offers a serene atmosphere close to beautiful beaches, making it ideal for those seeking natural beauty and outdoor activities. With Rent By Owner, you can discover a variety of rental by owner options that provide comfort and convenience, ensuring your stay in Cinnamon Bay is both enjoyable and memorable. Whether you prefer a cozy cottage or a spacious villa, the neighborhoods here are well-suited to meet your vacation needs, all while immersing you in the stunning Caribbean surroundings.

Green Cay Plantation

Located nearby, this area offers a peaceful retreat with easy access to the natural beauty and local amenities, making it an ideal choice for those seeking tranquility during their stay in the Virgin Islands.

View 121+ Rentals in Green Cay Plantation

Contant Farms

This region provides a charming setting close to the vibrant scenery of St. John, perfect for travelers looking to immerse themselves in authentic island life while enjoying convenient rental options.

View 31+ Rentals in Contant Farms

Maho Bay Quarter

Nestled near one of the most scenic beaches, here you can enjoy stunning ocean views and easy access to outdoor activities, making it a popular choice among visitors seeking a quintessential Virgin Islands experience.

View 35+ Rentals in Maho Bay Quarter

Skytop

Perched on elevated ground, this neighborhood offers breathtaking vistas and a serene atmosphere, ideal for guests desiring privacy and spectacular sunset views during their stay in the region.

View 1345+ Rentals in Skytop

Point Rendezvous

Situated along the coast, this area features stunning waterfront scenery and direct access to popular beaches, making it a prime location for unforgettable sunsets and oceanfront living.

View 1268+ Rentals in Point Rendezvous

Rendezvous & Ditleff

This tranquil neighborhood offers a peaceful escape within proximity to natural parks and hiking trails, appealing to travelers who want a quiet base with easy access to outdoor adventures.

View 1259+ Rentals in Rendezvous & Ditleff

Ditleff Point

Known for its dramatic coastline and secluded coves, this area is perfect for those seeking privacy and picturesque views, providing a serene setting for memorable island getaways.

View 1259+ Rentals in Ditleff Point

Contant Hill

Offering elevated perspectives of the region, this neighborhood combines scenic overlooks with convenient access to local attractions, making it suitable for travelers wanting both views and accessibility.

View 1260+ Rentals in Contant Hill

Best Times to Visit Cinnamon Bay

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here can enhance your experience, as the region offers optimal weather and fewer crowds during certain months, making it perfect for planning your stay in Cinnamon Bay's rental by owner accommodations.

Peak Season Highlights

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Winter (December to April)

During this period, you can expect warm, inviting weather ideal for enjoying the region’s beaches and outdoor activities. The area experiences its busiest season, making it perfect for vibrant local events and lively atmospheres.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 70°F to 75°F
summer
Summer (June to August)

This time of year attracts visitors seeking sunny days and excellent conditions for water-based adventures. The region sees a high influx of travelers, creating a bustling vibe across this destination’s accommodations and beaches.

Average Temperature Daytime: 85°F to 88°F - Nighttime: 76°F to 80°F

Off-Season Highlights

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Spring (April to June)

As the busy season winds down, you’ll find fewer crowds and more tranquil surroundings here. It’s an ideal time for those looking to enjoy the natural beauty with more privacy and relaxed amenities.

Average Temperature Daytime: 77°F to 83°F - Nighttime: 68°F to 73°F
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Fall (September to November)

Post-hurricane season, the region becomes quieter, offering a peaceful retreat for travelers who prefer a less crowded experience. This is a great time to explore at your own pace while enjoying pleasant weather.

Average Temperature Daytime: 81°F to 84°F - Nighttime: 72°F to 75°F

Weekly Weather Forecast for Cinnamon Bay

How to Book Your Cinnamon Bay 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 Cinnamon Bay

More Top-Rated Rentals by Owner in Cinnamon Bay 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 access to private or shared outdoor dining areas, perfect for meals with a view of the surrounding natural beauty.
  • Relax in well-maintained outdoor lounges or patio spaces that offer scenic views and a comfortable setting for unwinding.
  • Take advantage of outdoor grills or barbecue facilities to prepare delicious local cuisine amidst the region’s tropical ambiance.
  • Experience direct access to nearby beaches or outdoor swimming pools that make it easy to enjoy the area's pristine waters.
  • Benefit from spacious yards or gardens where you can soak up the sun or enjoy outdoor activities surrounded by lush greenery.
  • Utilize outdoor showers designed to rinse off after a day at the beach or exploring the region’s natural attractions.
  • Make the most of covered verandas or decks that provide shaded outdoor space, ideal for relaxing while taking in the area's scenic views.

Top Attractions Around Cinnamon Bay

What attractions are nearby?

Nearby, you can enjoy a variety of water activities, scenic hiking trails, and relaxing beach experiences that highlight the natural beauty of this destination, making it an ideal spot for your next getaway through Rent By Owner.

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Family Activities

  • Snorkeling at Cinnamon Bay Beach: Discover vibrant marine life just offshore while enjoying the calm, clear waters perfect for all ages.
  • Hiking the Reef Bay Trail: Explore scenic trails that lead to breathtaking views and historic petroglyphs, making it an engaging outdoor adventure for your family.
  • Picnicking by the Shore: Relax with a family picnic on the white sandy beaches, soaking in the natural beauty and tranquil surroundings of this island destination.
  • Visiting Historic Cinnamon Bay Plantation: Learn about the region’s history through guided tours and interpretive exhibits, enriching your family’s cultural experience here.
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Adult Activities

  • Snorkeling Adventures: Discover vibrant marine life and colorful coral reefs just off the coast, making it an ideal spot to explore underwater attractions during your stay.
  • Hiking Trails: Enjoy scenic hikes through lush landscapes and scenic viewpoints that showcase the natural beauty of the region surrounding this popular destination.
  • Beachside Relaxation: Unwind on pristine sandy shores while soaking up the sun, with plenty of space for leisure and peaceful retreat in this tranquil setting.
  • Kayaking Experiences: Paddle along calm waters to explore hidden coves and enjoy a unique perspective of the area's picturesque coastline.

Other Places to Stay in Cinnamon Bay

Cinnamon Bay Beach
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Estate Great Cinnamon Bay
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Cinnamon Bay Travel Tips

How Can You Make the Most of Your Stay?

  • Plan ahead for outdoor activities: Take advantage of the region's beautiful beaches and nature trails by scheduling your excursions early to enjoy the best weather and less crowded spots.
  • Choose a rental close to local amenities: Selecting a property near essentials and attractions ensures convenience, making your stay here more comfortable and enjoyable.
  • Pack appropriately for island living: Bring lightweight clothing, sun protection, and snorkeling gear to fully experience the natural beauty and outdoor adventures available in this destination.
  • Engage with the local environment responsibly: Respect the area's ecosystems and follow sustainable practices to help preserve its pristine condition for future visitors.

Transportation Options

  • Rental Cars: Renting a car provides the flexibility to explore the area at your own pace, making it easy to access remote beaches and scenic viewpoints around this destination.
  • Taxi Services: Taxis are readily available for convenient transportation to and from the region’s popular spots, offering a reliable way to navigate during your stay.
  • Public Transportation: The local bus system offers an economical and eco-friendly option for traveling between key locations in the area.
  • Private Shuttles and Guided Tours: Private shuttle services and guided tours can be arranged for personalized excursions, enabling you to discover the best of the region with ease.

Local Customs Options

  • Respect for the Environment: Locals in this region value environmental conservation, so you should follow guidelines for protecting the natural beauty of the area.
  • Local Cuisine Etiquette: When sampling regional dishes, it’s customary to show appreciation by engaging with local vendors and enjoying the authentic flavors of the region.
  • Community Hospitality: Embracing the friendly spirit here means greeting neighbors warmly and participating respectfully in community events or gatherings.
  • Celebrating Cultural Traditions: Participate in traditional festivities with an open mind, recognizing the significance of customs that are cherished by residents in this destination.

Frequently Asked Questions About Cinnamon Bay Rentals by Owner

1. What are the top vacation rentals in Cinnamon Bay?

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

2. How many Rentbyowner vacation rentals are available in Cinnamon Bay?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1162 in the Cinnamon Bay 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 Cinnamon Bay. 

3. How do I find the cancellation policy for a rental by owner in Cinnamon Bay?

The cancellation policy is outlined within each individual listing. To ensure you understand the terms, please review the specific policy on the property’s page or contact the owner directly before booking.

4. What should I know about payment methods and security when booking here?

Payments are processed securely through the Rent By Owner platform, and details regarding accepted payment methods are provided within the listing. It’s recommended to use the platform’s secure payment options and review any owner-specific instructions.

5. Are there any specific check-in or check-out procedures I need to follow?

Check-in and check-out procedures vary by property. Details including access instructions and timing are available in the listing or will be provided by the owner upon confirmation of your reservation.

6. Can I modify or cancel my reservation easily if my plans change?

Modification and cancellation options depend on the owner’s policies listed with each property. For specific guidelines and to avoid any issues, review these conditions or contact the owner directly prior to booking.

7. What amenities are typically included in a rental by owner in this destination?

Amenities differ between properties but commonly include essentials such as Wi-Fi, kitchen facilities, and air conditioning. The exact amenities are detailed on each listing, so you can select a rental that meets your needs.

More Rentals You May Like Near Cinnamon Bay

More Top-Rated Rentals by Owner in Cinnamon Bay Area