Discover Your Perfect Cinnamon Bay Vacation Homes

Best Vacation Homes in Cinnamon Bay

9.0 (13 Reviews)
Condo
Dolphin Suites
  • Air Conditioner
  • Parking
  • Bedding/Linens
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Why Choose Rent By Owner for your Cinnamon Bay 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 Cinnamon Bay Vacation Rentals

Where are the best neighborhoods to stay in Cinnamon Bay?

When choosing where to stay in Cinnamon Bay, St. John, U.S. Virgin Islands, you'll find a variety of neighborhoods that cater to different preferences and lifestyles. This area is known for its stunning natural beauty and tranquil atmosphere, making it an ideal spot for relaxing getaways. Whether you prefer being close to the pristine beaches or within easy reach of local amenities, each neighborhood offers a unique experience for your stay. Booking through trustworthy vacation rentals in this region ensures a seamless and dependable vacation planning process, allowing you to enjoy the serenity and charm that Cinnamon Bay has to offer.

Green Cay Plantation

This neighborhood offers a peaceful retreat with scenic views and easy access to natural beauty, making it an ideal choice for travelers seeking tranquility in the area. Staying here puts you close to the region's charming landscapes and local attractions.

View 121+ Rentals in Green Cay Plantation

Contant Farms

Set amidst lush surroundings, this area provides a serene setting for visitors looking to enjoy the authentic charm of the island. It’s a convenient base for exploring nearby beaches and outdoor adventures.

View 31+ Rentals in Contant Farms

Maho Bay Quarter

Renowned for its stunning bay views and vibrant marine life, this quarter is perfect for those wanting direct access to world-class beaches and water activities just moments from your accommodation.

View 35+ Rentals in Maho Bay Quarter

Skytop

Perched at higher elevations, Skytop offers breathtaking panoramic vistas and a secluded atmosphere, making it a desirable spot for travelers seeking privacy and spectacular scenery.

View 1345+ Rentals in Skytop

Point Rendezvous

This charming area features tranquil waterfront views and easy access to the coast, ideal for visitors eager to enjoy relaxed days by the sea in a picturesque setting.

View 1268+ Rentals in Point Rendezvous

Rendezvous & Ditleff

Known for its peaceful ambiance and lush surroundings, this neighborhood provides a quiet escape while remaining close to the island’s key attractions and outdoor pursuits.

View 1259+ Rentals in Rendezvous & Ditleff

Ditleff Point

Offering stunning waterfront vistas, Ditleff Point is perfect for travelers who want to indulge in scenic beauty and natural serenity steps from their vacation rentals.

View 1259+ Rentals in Ditleff Point

Contant Hill

With elevated views over the region, Contant Hill provides a peaceful environment and convenient access to trails and local sights, making it a popular choice among explorers.

View 1260+ Rentals in Contant Hill

Best Times to Visit Cinnamon Bay

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, so consider planning your stay during the region's ideal seasons when the weather is most favorable for exploring and relaxing.

Peak Season Highlights

spring
December to April

During these months, you can enjoy ideal weather with sunny days and warm evenings, making it perfect for relaxing on the beach or exploring the area’s natural beauty.

Average Temperature Daytime: around 80°F - Nighttime: 65°F
spring
June to August

This period marks the height of the summer season when the region experiences lively activity and vibrant island life, ideal for those seeking a bustling vacation experience.

Average Temperature Daytime: 85°F - Nighttime: 72°F

Off-Season Highlights

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May to June

In this shoulder season, you’ll find fewer visitors and more tranquil beaches, allowing you to enjoy the region’s natural serenity before the busy summer crowds arrive.

Average Temperature Daytime: 83°F - Nighttime: 70°F
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September to November

These months offer a quieter escape with less rainfall and moderate temperatures, providing an excellent opportunity to explore the region’s scenic charm away from peak times.

Average Temperature Daytime: 81°F - Nighttime: 67°F

Weekly Weather Forecast for Cinnamon Bay

How to Book Your Cinnamon Bay 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 Cinnamon Bay

More Top-Rated Vacation Rentals in Cinnamon Bay 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 private outdoor dining areas to make the most of the tropical weather.
  • Relax on shaded patios or verandas with scenic views of the surrounding nature.
  • Take advantage of direct access to the nearby beaches for swimming and sunbathing.
  • Utilize outdoor grills for casual barbecues under the clear Caribbean sky.
  • Benefit from landscaped gardens that add beauty and tranquility to your stay.
  • Explore outdoor shower facilities that keep you refreshed after beach outings.
  • Make the most of spacious decks for relaxing or entertaining amidst lush surroundings.

Top Attractions Around Cinnamon Bay

What attractions are nearby?

During your stay, you'll have the opportunity to enjoy a variety of outdoor activities nearby, including relaxing on pristine beaches and exploring scenic hiking trails in this beautiful destination.

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Family Activities

  • Snorkeling at Cinnamon Bay Beach: Discover vibrant marine life just offshore as you explore the clear, calm waters of this family-friendly beach.
  • Hiking and Nature Trails: Enjoy scenic walks along the well-maintained trails that showcase the natural beauty of this pristine area in St. John.
  • Picnicking by the Shore: Relax in designated picnic spots with your family while soaking up the island's laid-back atmosphere and stunning views.
  • Kayaking Adventures: Rent kayaks and paddle along the shoreline to experience the region’s tranquil waters and unique coastal scenery firsthand.
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Adult Activities

  • Snorkeling at Cinnamon Bay Beach: Discover vibrant marine life and colorful coral reefs just off the shore, making it a perfect spot for underwater exploration during your stay.
  • Hiking the Reef Bay Trail: Immerse yourself in the lush scenery of the region as you hike this scenic trail that leads to stunning waterfalls and ancient petroglyphs.
  • Kayaking along the coastline: Rent a kayak to glide over calm waters and enjoy panoramic views of the area’s pristine beaches and rugged shoreline.
  • Relaxing on Cinnamon Bay Beach: Unwind on soft sands while taking in spectacular ocean vistas, an ideal way to enjoy the natural beauty of this destination.

Other Places to Stay in Cinnamon Bay

Cinnamon Bay Beach
Cinnamon Bay Beach Vacation Rentals
Estate Great Cinnamon Bay
Estate Great Cinnamon Bay Vacation Rentals
More Places to Stay Near Cinnamon Bay

Cinnamon Bay Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the Shorelines: Take advantage of the pristine beaches by visiting early in the morning or late in the afternoon to enjoy quieter moments along the coast.
  • Plan Outdoor Activities: Engage in water-based pursuits like snorkeling or kayaking to fully experience the natural beauty that surrounds this destination.
  • Utilize Local Resources: Visit nearby shops and eateries to get insider tips on the best spots and authentic experiences here, enhancing your stay.
  • Pack Smartly: Bring essentials such as sun protection, lightweight clothing, and snorkeling gear to make the most of your time in the region's outdoor settings.

Transportation Options

  • Rental Cars: Renting a car offers you the freedom to explore the scenic landscapes and remote beaches of this destination at your own pace.
  • Public Transportation: Local buses provide an affordable and eco-friendly way to navigate the area without the hassle of parking or driving.
  • Taxis and Shuttle Services: Convenient taxi and shuttle options are readily available for quick, direct transportation around the region.
  • Biking and Pedestrian Paths: Biking or walking along designated trails allows you to enjoy the natural beauty of here while traveling sustainably.

Local Customs Options

  • Respect for Natural Environment: Locals take pride in preserving their pristine beaches and natural landscapes, so being mindful of littering and environmental impact is essential when visiting here.
  • Celebration of Cultural Heritage: You’ll find that local customs emphasize honoring the region’s rich history through traditional music, dance, and festivals that you can participate in respectfully.
  • Community-Centered Interactions: Engaging with residents politely and with genuine interest fosters positive relationships, reflecting the welcoming spirit of this destination.
  • Respect for Property and Privacy: When enjoying your stay at this sought-after area, it’s important to respect private properties and maintain a considerate demeanor toward neighbors and fellow visitors.

Frequently Asked Questions About Cinnamon Bay?

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 1472 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. What is the cancellation policy for booking a vacation rental here?

The cancellation policy varies depending on the property owner, so it’s important to review the specific terms listed in your reservation details or contact the host directly for clarification.

4. How do I secure my reservation at a vacation rental in this destination?

Reservations are secured through a secure booking process provided by the platform. Be sure to complete all required information and verify payment details to confirm your stay at the chosen property.

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

Additional fees such as cleaning fees, service charges, or local taxes may apply. These will be detailed during the booking process prior to confirming your reservation.

6. Is there a minimum stay requirement for vacation rentals in the area?

Many properties have minimum stay requirements, which can vary. Check the specific listing for details about minimum nights needed for booking your preferred dates.

7. What amenities are typically included in vacation rentals in this region?

Most rentals offer essential amenities such as Wi-Fi, kitchen facilities, and air conditioning. For additional features like private pools or beachfront access, refer to the specific listing details or contact the owner directly.

Best Vacation Homes in Cinnamon Bay