Discover Your Perfect Florida Keys Resorts

Florida Keys Resorts

10.0 (7 Reviews)
Resort
Keys Villa
  • Air Conditioner
  • Parking
  • Pool
View Availability
More Top-Rated Resorts in Florida Keys Area

Why Choose Rent By Owner for your Florida Keys Resorts?

What makes our Resorts 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 Florida Keys Resorts

Where are the best neighborhoods to stay in Florida Keys?

When choosing a place to stay in the Florida Keys, consider neighborhoods like Key Largo for its vibrant marine life or Islamorada for a peaceful, laid-back atmosphere. Each area offers unique charm and access to beautiful beaches, making it ideal for a memorable vacation experience. Whether you prefer bustling nightlife or tranquil waterfront views, these neighborhoods provide a dependable foundation for your getaway.

Key West Historic District

Immerse yourself in the charm of this area, renowned for its rich history and vibrant culture, making it an ideal location to find unique resorts that capture the essence of Key West.

View 2409+ Rentals in Key West Historic District

Old Town

Stay in the heart of the region's historic charm, where the narrow streets and colorful architecture offer a quaint backdrop perfect for exploring nearby resorts and enjoying local attractions.

View 2371+ Rentals in Old Town

Sunset Key

This secluded island provides luxurious resorts with stunning views, offering a serene retreat to relax and experience some of the region’s most breathtaking sunsets.

View 3595+ Rentals in Sunset Key

Downtown

Enjoy the lively atmosphere of this bustling area, lined with shops, eateries, and entertainment, while staying at resorts that provide convenient access to all the excitement.

View 992+ Rentals in Downtown

Uptown - Upper Duval

This neighborhood offers a more relaxed vibe with upscale resorts, ideal for those seeking comfort and ease while being close to the lively Duval Street scene.

View 761+ Rentals in Uptown - Upper Duval

Key Largo Village

Located in the region's northern part, visitors can choose from a variety of resorts that serve as perfect bases for exploring the scenic beauty and aquatic adventures nearby.

View 34+ Rentals in Key Largo Village

Bahama Village

Experience the vibrant Caribbean influence of this area, where resorts offer an authentic and colorful setting for your Florida Keys getaway.

View 92+ Rentals in Bahama Village

New Town

This residential neighborhood features comfortable resorts and easy access to the region's natural surroundings, making it an excellent choice for a relaxing stay.

View 107+ Rentals in New Town

Best Times to Visit Florida Keys

When should you plan your Resorts stay?

Choosing the ideal time to visit here can enhance your experience, as the region offers different qualities and attractions depending on the season, so understanding your preferred weather and crowd levels will help you find the perfect period to book your stay at a resort through RentByOwner.com.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences a surge of visitors seeking warm weather and sunny skies, making it an ideal time to enjoy your stay in the region's resorts.

Average Temperature Daytime: 75°F - Nighttime: 65°F
spring
Spring Break (March to April)

Spring break attracts travelers looking for a lively atmosphere and excellent weather, so you can enjoy outdoor activities and scenic views at the area's resorts during these months.

Average Temperature Daytime: 78°F - Nighttime: 68°F

Off-Season Highlights

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Summer (June to August)

Although summer is hot and humid, it often sees fewer visitors, offering more tranquility and potentially better deals at the resorts here.

Average Temperature Daytime: 88°F - Nighttime: 77°F
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Fall (September to November)

The fall season tends to be less crowded, and the region offers pleasant weather, making it a good choice for quieter resort stays before the winter rush begins.

Average Temperature Daytime: 82°F - Nighttime: 73°F

Weekly Weather Forecast for Florida Keys

How to Book Your Florida Keys Resorts

What's our booking process?

Our platform allows you to browse a curated selection of resorts. 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 Florida Keys

More Top-Rated Resorts in Florida Keys Area

Common Resorts Amenities

What amenities can you expect?

Our Resorts 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 outdoor swimming pools with scenic views of the ocean or lush landscaping.
  • Relax in private balconies or patios overlooking the water or tropical gardens.
  • Take advantage of well-maintained barbecue grills for outdoor dining experiences.
  • Find easy access to sandy beaches and shoreline for sunbathing or casual strolls.
  • Make the most of outdoor showers to rinse off after a day at the beach.
  • Utilize dedicated outdoor seating areas for unwinding with stunning sunset views.
  • Participate in water sports equipment rentals like kayaks or paddleboards directly from the property.

Top Attractions Around Florida Keys

What attractions are nearby?

Within this vibrant region, you can enjoy a variety of water-based activities, scenic nature excursions, and local cultural experiences that make your stay truly memorable, all conveniently located near exceptional Florida Keys accommodations where you can relax and unwind after an adventurous day.

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Family Activities

  • Snorkeling and Diving at John Pennekamp Coral Reef State Park: Discover vibrant marine life and colorful coral formations right in the waters near this renowned state park, perfect for family adventures in this coastal region.
  • Visit to the Dolphin Research Center: Get up close with friendly dolphins and learn about marine conservation efforts in an educational setting suitable for all ages.
  • Exploring the Florida Keys Eco-Discovery Center: Engage your family with interactive exhibits and learn about the unique ecosystems that thrive here, offering an enriching experience for kids and adults alike.
  • Enjoying Beach Activities at Smathers Beach or Sombrero Beach: Relax on soft sands, build sandcastles, and swim in calm waters along these family-friendly beaches, ideal for a day of carefree fun near your resort.
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Adult Activities

  • Snorkeling and Diving Tours: Experience vibrant coral reefs and marine life just offshore, offering an unforgettable aquatic adventure in this tropical paradise.
  • Deep-Sea Fishing Excursions: Embark on a guided fishing trip where you can try your luck at catching species native to the region’s abundant waters.
  • Sunset Cruises: Enjoy breathtaking views of the horizon on a relaxing cruise that captures the region’s renowned sunset scenery.
  • Water Sports Activities: Engage in kayaking, paddleboarding, or jet skiing across calm, crystal-clear waters for a thrilling day on the water here.

Other Places to Stay in Florida Keys, FL

Lower Florida Keys
Explore 3,909 Properties
Key West
Explore 3,093 Properties
Key West Historic District
Explore 2,409 Properties
Old Town
Explore 2,371 Properties
Duval Street
Explore 1,753 Properties
Marathon
Explore 1,603 Properties
Pretty Joe Rock
Explore 1,485 Properties
Key Largo
Explore 1,370 Properties
Downtown
Explore 992 Properties
Islamorada
Explore 896 Properties
Lower Keys
Explore 867 Properties
Upper Matecumbe Key
Explore 793 Properties
More Places to Stay Near Florida Keys

Florida Keys Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: To maximize your time here, consider booking excursions and water activities ahead of your stay to ensure availability during peak seasons.
  • Choose the Right Accommodation: Select a resort that offers easy access to popular beaches and attractions, enhancing your overall experience in this vibrant destination.
  • Explore Local Cuisine: Take the opportunity to enjoy fresh seafood and regional specialties at local eateries, which adds to the authentic flavor of your visit.
  • Respect the Environment: Preserve the natural beauty of the area by following eco-friendly practices and adhering to park regulations when enjoying outdoor activities.

Transportation Options

  • Car Rental Services: Renting a car allows you to explore the area's beautiful islands and scenic drives at your own pace, making it an ideal transportation choice in the Florida Keys.
  • Public Transportation: The local bus system offers an affordable and convenient way to navigate between popular destinations without the hassle of parking or traffic concerns.
  • Taxi and Rideshare Options: Taxis and rideshare services provide quick access for short trips around the region, ensuring you arrive comfortably at your resort or nearby attractions.
  • Boat Charters and Water Taxis: Exploring by boat is a unique way to enjoy the waters surrounding this destination, giving you direct access to remote islands and scenic waterways.

Local Customs Options

  • Hemingway’s Literary Legacy: Embrace the region's deep connection to literary history by respecting local storytelling traditions when exploring here.
  • Cuban Influence and Cuisine: Experience the vibrant Cuban culture that has shaped the area's culinary scene, reflected in authentic cuisine and lively festivities.
  • Conch Shell Blowing Tradition: Participate in or observe the local custom of blowing conch shells, a practice rooted in maritime heritage and cultural celebrations.
  • Respect for Marine Life: Follow established guidelines to protect the abundant marine ecosystem, which is central to the area's identity and outdoor activities.

Frequently Asked Questions About Florida Keys Resorts

1. What are the top Resorts in Florida Keys?

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

2. How many Resorts are available in Florida Keys?

Currently, the total number of properties listed by RBO in 2026 is over 576 in the Florida Keys area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Florida Keys. 

3. What is the cancellation policy for resorts in this region?

Cancellation policies vary by property, so it's important to review the specific terms outlined in the listing before booking. You can find detailed cancellation options and potential fees on the resort's page or contact the host directly for clarification.

4. Are there any special requirements or restrictions when booking a resort here?

Some resorts may have specific requirements such as age restrictions, minimum stay durations, or additional fees. Be sure to read the property details carefully and reach out to the owner if you have any questions about eligibility or restrictions.

5. What amenities and services are typically included at resorts in this area?

Most resorts offer amenities like pools, fitness centers, on-site dining, and complimentary Wi-Fi. However, availability varies, so check each listing for a comprehensive list of included services and facilities to ensure it meets your needs.

6. How do I confirm availability and secure my reservation at a resort here?

Availability can be checked directly through the listing. Once you find a suitable option, follow the booking process outlined on the site, which usually involves submitting a reservation request or instant booking, and wait for confirmation from the host.

7. Is there any guidance on checking in and checking out procedures at these resorts?

Check-in and check-out procedures are specified on each listing, often including details about key exchanges, access codes, or on-site reception hours. For a smooth experience, review these instructions upon booking and contact the property manager if you need further assistance.

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More Top-Rated Resorts in Florida Keys Area