Monroe County Oceanfront Vacation Rentals
Why Choose Rent By Owner for your Monroe County Oceanfront Vacation Rentals?
What makes our Oceanfront Vacation Rentals special?
Best Times to Visit Monroe County
When should you plan your Oceanfront Vacation Rentals stay?
Timing your vacation to align with the most favorable seasons ensures you can enjoy the pristine beaches and vibrant coastal atmosphere here in Monroe County, making it the ideal destination for your oceanfront rentals when the weather and local events are at their best.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences its peak season as visitors seek warm coastal escapes, making it an ideal time to book oceanfront rentals in the area.
Spring (March to May)
Spring marks another busy period when travelers flock here for pleasant weather and vibrant beaches, ensuring your oceanfront stay is both enjoyable and memorable.
Off-Season Highlights
Summer (June to August)
While summer is popular, early or late in the season tends to be quieter, offering a more relaxed experience with fewer crowds at your preferred oceanfront rentals.
Fall (September to November)
Autumn sees a dip in visitors, providing a peaceful atmosphere and great opportunities to enjoy the region’s scenic beauty from your oceanfront rental.
Weekly Weather Forecast for Monroe County
How to Book Your Monroe County Oceanfront Vacation Rentals
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Monroe County
Common Oceanfront Vacation Rentals 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 direct access to sandy beaches with outdoor seating areas to relax and soak up the sun.
- Benefit from private or shared pools, perfect for cooling off after a day exploring the area’s shoreline.
- Take advantage of outdoor grilling stations for seaside cookouts with stunning ocean views.
- Stroll through beautifully landscaped gardens or courtyards that enhance your outdoor experience.
- Make use of fishing docks or piers available at some properties for engaging in local fishing activities.
- Utilize shaded verandas or lanais ideal for enjoying the fresh ocean breeze at any time of the day.
- Participate in water sports equipment rentals like kayaks or paddleboards to explore the coastal waters nearby.
Top Attractions Around Monroe County
What attractions are nearby?
On your visit to Monroe County, Florida, you can enjoy a variety of nearby activities such as snorkeling, boating, and fishing, all just steps from your oceanfront rental, while exploring the region's vibrant marine life and scenic coastal views that make this destination truly unique for a memorable getaway.
Family Activities
- John Pennekamp Coral Reef State Park Explore the vibrant marine life through family-friendly snorkeling and glass-bottom boat tours at this renowned state park.
- The Florida Keys Aquarium Encounters Enjoy interactive exhibits and animal encounters that provide educational fun for children and parents alike in this popular attraction.
- Monkey Jungle Discover the unique wildlife experience where families can observe primates in lush, naturalistic habitats close to your oceanfront rental stay.
- Crane Point Hammock & Nature Trail Walk along scenic trails, visit the museum, and learn about local ecosystems in a tranquil setting ideal for family outings here.
Adult Activities
- Snorkeling and Scuba Diving: Explore the vibrant coral reefs and marine life, making it an ideal activity for those staying in oceanfront rentals along the coast.
- Eco Tours and Nature Expeditions: Discover the unique ecosystems and wildlife of the region through guided eco tours that highlight the area's natural beauty.
- Fishing Charters: Embark on deep-sea fishing adventures to enjoy a rewarding day on the water, perfect for anglers seeking local fish species.
- Kayaking and Paddleboarding: Experience the tranquil waters of the area by paddle sports, offering both relaxation and a chance to view the coastline from a different perspective.
Other Places to Stay in Monroe County, FL
Monroe County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During the Off-Peak Seasons: Visiting during less busy times allows you to enjoy a more relaxed experience and better deals on oceanfront rentals in Monroe County.
- Explore Local Water Activities: Take advantage of the region’s calm waters by engaging in activities like kayaking or paddleboarding, perfect for the scenic surroundings.
- Discover Hidden Beaches: Venture beyond the most popular spots to find quieter, pristine beaches that offer a more private and serene environment for your stay.
- Utilize Local Resources for Dining and Entertainment: Seek out nearby dining options and entertainment venues to enhance your visit without straying far from your oceanfront accommodation.
Transportation Options
- Florida Keys Shuttle Service This reliable transportation option offers convenient, scheduled rides across Monroe County, making it easy to explore oceanfront rentals and the scenic area.
- Marathon Airport (MTH) Located nearby, this regional airport provides quick access for travelers arriving by air and looking to enjoy beachfront rentals in the region.
- Rental Car Services Several providers operate in the area, giving you flexible transportation options to explore oceanfront properties at your own pace.
- Taxi and Rideshare Services Available throughout Monroe County, these services offer on-demand transportation to reach your preferred oceanfront rental quickly and comfortably.
Local Customs Options
- Respect for Marine Life: Visitors are encouraged to observe local marine ecosystems responsibly, ensuring that interactions with wildlife like sea turtles and coral reefs are non-intrusive and sustainable.
- Beach Etiquette: It is customary to keep the beaches clean by disposing of trash properly and respecting designated swimming and relaxation zones here in this coastal region.
- Local Artisans and Craftsmanship: Supporting local artisans by purchasing handmade crafts and souvenirs is a valued tradition that helps preserve the area's cultural heritage.
- Conservation Practices: Engaging in environmentally friendly activities, such as beach clean-ups and conservation programs, reflects the community’s commitment to protecting the area's natural beauty.
Frequently Asked Questions About Monroe County Oceanfront Rentals
1. What are the top Oceanfront Rentals in Monroe County?
There are a lot of options in Monroe County. If you plan on staying in the Monroe County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Oceanfront Rentals in Monroe County:
- Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
- Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
- Oceanfront Key Largo Paradise~Private Beach~Pool~Tennis~Marina~Restaurant
- Summer Fun Awaits! Clean and Cozy w TOP FLOOR VIEWS.Your Home Away From Home!
- 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
2. How many Oceanfront Rentals are available in Monroe County?
Currently, the total number of properties listed by RBO in 2026 is over 7189 in the Monroe County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Oceanfront Rentals in Monroe County.


























