Discover Your Perfect Sunset Key Vacation Homes

Sunset Key Pet Friendly Vacation Rentals

10.0 (3 Reviews)
House
Yellowfin Ledge
  • Pet Friendly
  • Security/Safety
  • Child Friendly
View Availability
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10.0 (2 Reviews)
House
Duval Hideaway
  • Parking
  • Pet Friendly
  • Security/Safety
View Availability
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Why Choose Rent By Owner for your Sunset Key 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.

Best Times to Visit Sunset Key

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation in Sunset Key ensures you enjoy the region’s beautiful climate and vibrant atmosphere at its best, making your stay truly memorable.

Peak Season Highlights

spring
February to April

During these months, you'll experience the warm, inviting weather ideal for enjoying the stunning surroundings of this destination. Expect lively activities and a vibrant atmosphere, making it perfect for a memorable vacation.

Average Temperature Daytime: around 75-85°F - Nighttime: about 65-75°F
spring
December to January

This time of year attracts visitors seeking escape from colder climates, bringing pleasant temperatures and festive holiday events to the area. It's an excellent season for relaxing in your preferred accommodation while soaking up the sun.

Average Temperature Daytime: approximately 70-80°F - Nighttime: roughly 60-70°F

Off-Season Highlights

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May to June

As the region transitions into summer, the early months offer slightly cooler conditions and fewer crowds, providing a more peaceful atmosphere for your stay.

Average Temperature Daytime: around 80-88°F - Nighttime: about 70-77°F
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September to November

Following the busy summer months, the shoulder season presents more relaxed travel plans with comfortable weather, making it an ideal period for exploring the area without the peak season crowds.

Average Temperature Daytime: approximately 78-85°F - Nighttime: roughly 68-75°F

Weekly Weather Forecast for Sunset Key

How to Book Your Sunset Key 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 Sunset Key

More Top-Rated Vacation Rentals in Sunset Key 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 access to private outdoor pools or swimming areas to relax in the sun.
  • Take advantage of spacious outdoor patios or decks for dining and entertaining.
  • Benefit from well-maintained BBQ grills for outdoor cooking experiences.
  • Relax on beautifully landscaped gardens or lush lawns surrounding your rental.
  • Make use of shaded pergolas or gazebos ideal for lounging outdoors.
  • Explore nearby sandy beaches and water activities available to guests.
  • Utilize outdoor showers or rinse stations for easy clean-up after beach days.

Top Attractions Around Sunset Key

What attractions are nearby?

While staying in this scenic area, you can enjoy a variety of nearby activities such as relaxing on pristine beaches, exploring vibrant local marine life through snorkeling and kayaking, or taking leisurely strolls along charming waterfront pathways that showcase the region's natural beauty.

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Family Activities

  • Snorkeling Adventures: Explore the vibrant marine life just off the coast, making it a perfect family activity while staying in this island destination.
  • Beach Relaxation and Picnics: Spend quality time on the soft sands with water views, enjoying a family picnic in the tranquil surroundings of this island haven.
  • Sunset Watching: Experience breathtaking sunsets together from the shores or your rental’s balcony, creating unforgettable family memories.
  • Kayaking and Paddleboarding: Rent gear to paddle along the calm waters, ideal for young children and beginners seeking outdoor fun in this key region.
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Adult Activities

  • Sunset Cruises: Embark on an evening cruise to witness breathtaking sunsets over the tranquil waters surrounding this island paradise.
  • Snorkeling Adventures: Explore vibrant coral reefs and marine life just off the coast, offering a memorable underwater experience in the area.
  • Relaxing Beach Days: Spend your days lounging on pristine beaches, soaking up the sun while enjoying the serene atmosphere of this destination.
  • Dining Experiences: Savor fresh seafood and regional delicacies at waterfront restaurants that highlight the region's culinary charm.

Sunset Key Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Beach Days Early: Take advantage of the tranquil beaches by arriving early to secure your spot and enjoy peaceful mornings along the coastline.
  • Explore Local Dining Options: Savor the region’s fresh seafood and local flavors by trying out nearby eateries that showcase authentic culinary delights.
  • Make Use of Water Activities: Engage in water-based adventures like kayaking or paddleboarding to fully immerse yourself in the vibrant marine environment here.
  • Choose a Prime Location: Select a vacation rental positioned close to key attractions and calm beaches for maximum relaxation and convenience during your stay.

Transportation Options

  • Ferry Service: You can enjoy a scenic boat ride from Key West to this island sanctuary, offering a convenient and picturesque transportation option for your stay.
  • Private Boat Charters: For a personalized experience, charter a boat to reach the area directly, providing flexibility and a luxurious way to explore the region.
  • Bike Rentals: Exploring by bike allows you to traverse the island comfortably while taking in the serene surroundings of this destination.
  • Walking Access: The compact size of the area makes walking a practical and enjoyable way to navigate between your vacation rental and nearby spots.

Local Customs Options

  • Respect for the Local Fishing Traditions: When visiting here, it’s customary to honor the region’s rich fishing heritage by practicing sustainable practices and respecting local fishing regulations.
  • Greeting with Courteous Hospitality: Warm welcomes and friendly gestures are a valued part of the customs on this destination, reflecting the area's laid-back and welcoming atmosphere.
  • Celebrating Island Festivals: Participation in community celebrations and festivals showcases the region's vibrant culture, inviting visitors to engage respectfully and observe local traditions.
  • Environmental Respect and Preservation: It is important to follow guidelines that help preserve the pristine beauty of the area, including proper waste disposal and mindful use of natural resources.

Frequently Asked Questions About Sunset Key?

1. What are the top vacation rentals in Sunset Key?

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

2. How many vacation rentals have private pools in Sunset Key?

There are 701 vacation rentals with private pools near Sunset Key. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Sunset Key are best for families?

If you are looking for a family-friendly vacation home in Sunset Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sunset Key:

4. How many Rentbyowner vacation rentals are available in Sunset Key?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 3466 in the Sunset Key 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 Sunset Key. 

5. What is the cancellation policy for vacation rentals in Sunset Key, Key West?

Cancellation policies vary depending on the property owner or manager. To ensure you understand the specific rules and any applicable fees, please review the listing details carefully or contact the host directly before confirming your reservation.

6. 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 taxes may apply and are detailed in each listing. It’s recommended to read the full rental description or reach out to the owner to clarify any extra costs before booking.

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

Most properties offer amenities like Wi-Fi, fully equipped kitchens, and outdoor spaces. For specific features such as pools or boat docks, be sure to check each listing directly or contact the owner for complete details.

8. How do I confirm the availability of a vacation rental on my preferred dates?

Availability updates are maintained in real-time on the booking platform. To secure your stay, simply select your dates and proceed with the reservation process or contact the property owner to confirm availability.

9. What steps should I take if I encounter issues during my stay?

In case of problems, it is best to contact the property owner or the local support team listed on your booking confirmation. They can assist with resolving issues promptly and ensuring a smooth experience during your time here.

Sunset Key Top Rated Vacation Rentals

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