Why Choose Rent By Owner for your Florida Keys Accommodations?
What makes our Accommodations special?
Popular Areas for Florida Keys Accommodations
Where are the best neighborhoods to stay in Florida Keys?
When visiting the Florida Keys, choosing your neighborhood wisely can enhance your experience. The vibrant areas around Key West offer lively nightlife and colorful historic sites, ideal for those seeking an energetic atmosphere. Alternatively, quiet neighborhoods near Islamorada provide a peaceful retreat with beautiful waterfront views, perfect for relaxing getaways. No matter your preference, there are trustworthy accommodations available in these sought-after locations to suit every traveler’s needs.
Key West Historic District
In this historic district, you can enjoy charming architecture and vibrant cultural scenes, making it an ideal place to stay while exploring the area's rich history. The region offers a variety of accommodations that place you at the heart of Key West's unique heritage.
View 2409+ Rentals in Key West Historic DistrictOld Town
Staying in Old Town provides convenient access to local attractions and lively streets filled with shops and dining options. Here, your choice of accommodations lets you experience the authentic charm of this quintessential Florida Keys neighborhood.
View 2371+ Rentals in Old TownSunset Key
This tranquil island destination features luxurious accommodations perfect for those seeking relaxation with stunning sunset views. It’s an exclusive retreat where you can unwind amidst pristine surroundings within reach of the vibrant local scene.
View 3595+ Rentals in Sunset KeyDowntown
Choosing accommodations downtown puts you close to the region’s bustling nightlife, galleries, and entertainment venues. It’s an excellent base for exploring all the dynamic offerings of the area’s central district.
View 992+ Rentals in DowntownUptown - Upper Duval
Uptown is known for its relaxed atmosphere and boutique shopping experiences, with accommodations that offer quick access to local cafes and art galleries. It’s an inviting neighborhood to enjoy the laid-back Florida Keys lifestyle.
View 761+ Rentals in Uptown - Upper DuvalKey Largo Village
Situated in the largest of the Florida Keys, this area offers accommodations with easy access to water activities and natural attractions. It's perfect for visitors looking to immerse themselves in the region’s marine beauty.
View 34+ Rentals in Key Largo VillageBahama Village
This vibrant neighborhood boasts colorful streets and cultural richness, with accommodations that put you near lively local events and eclectic eateries. It’s an energetic spot to experience the diverse spirit of the Keys.
View 92+ Rentals in Bahama VillageNew Town
Offering a more residential feel, staying here allows for peaceful accommodations while still being close to key amenities and scenic spots. It’s an ideal choice for travelers seeking comfort off the main tourist areas.
View 107+ Rentals in New TownBest Times to Visit Florida Keys
When should you plan your Accommodations stay?
To make the most of your stay here, consider planning your vacation during the region's optimal seasons when the weather is ideal and crowds are manageable, ensuring you enjoy this destination's unique charm to its fullest.
Peak Season Highlights
February to April
This period marks the peak travel season when visitors flock here for warm weather and sunny skies, making it ideal for exploring the region’s marine activities and outdoor adventures.
December to January
During these months, many travelers seek escape from colder climates, resulting in a bustling atmosphere perfect for enjoying the area's vibrant local events and holiday festivities.
Off-Season Highlights
May to August
In the summer months, the area experiences a slight slowdown as temperatures rise and the humidity increases, offering more tranquility and less crowded attractions during your stay.
September to November
Later in the year, the region sees fewer visitors, providing a peaceful environment ideal for relaxing and enjoying scenic views without the high-season crowds.
Weekly Weather Forecast for Florida Keys
How to Book Your Florida Keys Accommodations
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Florida Keys
Common Accommodations Amenities
What amenities can you expect?
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 grilling areas to prepare meals with fresh local seafood.
- Relax in a screened-in porch or lanai to savor the pleasant coastal breezes.
- Take advantage of outdoor swimming pools to cool off while enjoying sunshine.
- Discover scenic waterfront views from your property’s deck or patio.
- Make use of well-maintained outdoor dining setups for alfresco meals under the stars.
- Utilize community or private docks for boating, fishing, or water sports exploration.
- Unwind in outdoor lounge areas designed for relaxing and socializing amidst tropical surroundings.
Top Attractions Around Florida Keys
What attractions are nearby?
Here in the Florida Keys, you can explore a variety of outdoor activities such as snorkeling, diving, and fishing just moments from your stay, allowing you to fully enjoy the natural beauty and vibrant marine life that make this region a premier destination for adventure seekers and relaxation enthusiasts alike.
Family Activities
- Visit John Pennekamp Coral Reef State Park: Discover the vibrant marine life through snorkeling or glass-bottom boat tours in this renowned national park.
- Explore Dolphin Research Center: Enjoy interactive experiences and learn about marine mammals with your family at this engaging attraction.
- Enjoy the beaches at Sombrero Beach: Relax and build sandcastles on soft, scenic shores perfect for a family day out.
- Discover the Florida Keys Eco-Discovery Center: Engage with interactive exhibits that highlight the region’s unique ecosystems and native wildlife.
Adult Activities
- Deep-Sea Fishing Tours: Experience the thrill of deep-sea fishing in this coastal region, renowned for its abundant marine life and expert guides.
- Snorkeling and Diving Adventures: Explore vibrant coral reefs and diverse aquatic ecosystems through guided snorkeling and diving excursions tailored for adults.
- Luxury Sunset Cruises: Enjoy breathtaking sunset cruises that offer stunning views of the horizon, perfect for a relaxing evening on the water.
- Wilderness Eco-Tours: Discover the area's unique natural landscapes with eco-tours that showcase the region’s rich wildlife and pristine environments.
Other Places to Stay in Florida Keys, FL
Florida Keys Travel Tips
How Can You Make the Most of Your Stay?
- Plan outdoor activities early in the day: To enjoy the warm climate and scenic views, schedule your outdoor adventures during the morning hours when the weather is most comfortable.
- Explore local dining options: Savor fresh seafood and regional specialties at eateries that showcase the unique flavors of this vibrant destination.
- Make the most of water-based activities: Take advantage of the area's crystal-clear waters by booking snorkeling, kayaking, or sailing excursions available nearby.
- Choose accommodations with convenient access: Select properties that are centrally located to maximize your time exploring and reduce transit times throughout the region.
Transportation Options
- Rental Car Services: Renting a car is a flexible way to explore the area at your own pace, with numerous providers offering convenient pick-up and drop-off locations throughout.
- Public Transit: Local bus systems provide an affordable and eco-friendly transportation option to reach popular destinations within this region.
- Taxi and Ride-Sharing: Taxis and ride-sharing services like Uber and Lyft offer on-demand transportation for quick and comfortable travel around here.
- Boat Charters and Water Taxis: Given the area's proximity to water, boat charters and water taxis are ideal for scenic travel between islands and exploring coastal sights.
Local Customs Options
- Conch Fritters Tradition: Enjoy the local custom of savoring conch fritters, a beloved dish that reflects the area's maritime heritage and local seafood culture.
- Fishing Etiquette: Participate in the regional fishing customs by respecting catch limits and practicing sustainable fishing to preserve the vibrant marine ecosystem.
- Shell Collecting Practices: Engage with the respectful approach to shell collecting, ensuring shells are taken responsibly to protect the natural beauty of the area’s beaches.
- Sunset Celebrations: Join in the popular practice of gathering at scenic spots for sunset celebrations, a cherished way to unwind and appreciate the stunning views here.
Frequently Asked Questions about Florida Keys Accommodations
1. What are the top Accommodations 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 Accommodations in Florida Keys:
- Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
- Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
- Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec
- Key Lime Kottage- Waterfront Home on Gulf of Mexico w/Private Pool, Dock & More
- 🌴 Coco Plum Paradise 🌴 Private Bayfront Home Pool Hot Tub Dock View
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- "Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
- Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
- Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
2. How many Accommodations are available in Florida Keys?
Currently, the total number of properties listed by RBO in 2026 is over 11144 in the Florida Keys area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Florida Keys.


























