Why Choose Rent By Owner for your Monroe County Villa?
What makes our Villa special?
Best Times to Visit Monroe County
When should you plan your Villa stay?
Choosing the optimal time to vacation in Monroe County allows you to enjoy this destination's best weather and local events, making your stay in the region’s villas a truly memorable experience whenever you decide to visit.
Peak Season Highlights
Winter (December to February)
During the winter months, the area experiences its peak season when travelers flock here to enjoy the warm climate and sunny skies. This is an ideal time for booking villas to soak up the sunshine and relax in comfort.
Spring Break (March to April)
Spring break brings a surge of visitors seeking outdoor activities and scenic views. Securing your villa here early ensures you have a place to unwind during this lively season.
Off-Season Highlights
Summer (June to August)
In the summer, the region sees fewer visitors as temperatures soar. It offers a peaceful atmosphere, making it perfect for those looking for a quiet getaway in a private villa.
Fall (September to November)
Autumn is less crowded, providing a more relaxed environment for your stay. Booking a villa during this time allows you to enjoy pleasant weather and fewer tourists.
Weekly Weather Forecast for Monroe County
How to Book Your Monroe County Villa
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Monroe County
Common Villa 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 relaxing poolside amenities such as outdoor swimming pools or hot tubs to unwind in the warm Florida sun.
- Take advantage of spacious outdoor patios or verandas perfect for alfresco dining and entertaining.
- Make the most of lush, private gardens or landscaped yards that enhance your outdoor experience.
- Benefit from fully equipped barbecue grills for hosting cookouts amid scenic surroundings.
- Relax on comfortable loungers or hammocks set up in shaded areas for ultimate comfort outdoors.
- Use dedicated outdoor showers or rinsing stations, ideal for rinsing off after beach outings here.
- Explore nearby nature trails or outdoor recreational spaces that are easily accessible from your villa.
Top Attractions Around Monroe County
What attractions are nearby?
In this destination, you'll find a variety of outdoor activities and water-based adventures just moments from your villa, including world-class snorkeling, boating, and fishing opportunities that showcase the region’s stunning natural beauty.
Family Activities
- Coral Castle Museum: Discover the fascinating history and unique sculptures at this intriguing local landmark, perfect for family exploration in the area.
- Key West Butterfly & Nature Conservatory: Experience a magical walk through lush gardens filled with vibrant butterflies, offering an educational adventure for children and adults alike.
- Fort Zachary Taylor Historic State Park: Enjoy a day of outdoor fun with swimming, picnicking, and exploring historic fortifications nestled along the scenic coast.
- Shipwreck Historeum Museum: Dive into the region’s maritime past with engaging exhibits and interactive displays that captivate history enthusiasts of all ages.
Adult Activities
- Snorkeling and Diving Tours: Explore the vibrant marine life and colorful coral reefs just off the coast, making it a perfect activity for those staying in villas in the area seeking aquatic adventures.
- Deep-Sea Fishing Excursions: Experience the thrill of deep-sea fishing with guided trips designed for adults wanting to test their skills and enjoy the region’s rich marine environment.
- Eco-Tours and Wildlife Watching: Discover the local ecosystems through guided eco-tours that include wildlife viewing in natural habitats around this destination.
- Museum and Cultural Experiences: Immerse yourself in the area's history and culture by visiting renowned museums and historical sites in Monroe County, Florida.
Other Places to Stay in Monroe County, FL
Monroe County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the calendar of upcoming events in the area to align your stay with festivals or activities that showcase the region's unique charm.
- Explore Natural Beauty: Take advantage of the stunning natural surroundings by visiting nearby parks and beaches, ensuring you experience the best outdoor adventures here.
- Choose a Convenient Location: Select a villa centrally located to easy access to popular attractions and waterfronts, enhancing your overall experience in this destination.
- Respect Local Environment and Culture: Be mindful of local conservation efforts and cultural norms to help preserve the area's natural beauty and community spirit during your visit.
Transportation Options
- Florida Keys Shuttle Service: This reliable transportation option offers convenient shuttle services around the region, making it easy to explore your surroundings without hassle.
- Rental Cars: Renting a car provides the flexibility to visit remote beaches and attractions at your own pace, ideal for those staying in private villas here.
- Public Transit - Monroe County Transit: The local bus system connects key areas within the region, offering an affordable way to get around during your stay.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft are available for quick, on-demand transportation to and from your villa or nearby destinations.
Local Customs Options
- Respect for Marine Life: In this coastal region, it is customary to observe responsible interactions with marine environments, including avoiding disturbing wildlife and adhering to local conservation guidelines.
- Fisherman’s Traditions: Engaging in or respecting the local fishing customs, such as participating in or observing sustainable fishing practices, reflects the area's deep-rooted maritime heritage.
- Celebration of Local Festivals: Participating in community events or festivals often showcases the vibrant cultural identity and traditions unique to this destination.
- Environmental Stewardship: Visitors are encouraged to practice eco-friendly habits, like proper waste disposal and conserving natural resources, to preserve the region's pristine beauty.
Frequently Asked Questions About Monroe County Rental Villas
1. What are the top Villas 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 Villas in Monroe County:
- Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
- Secret Villa I @ Old Town with Private Pool, close to Duval!
- Secret Villa II @ Old Town: with Private Pool, close to Duval!
- iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!
- Sombrero Beach Villa with Private Pool and Dock
- 5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!
- Beautiful Oceanside Mariner`s 3 Bedroom Townhome
- Oceanview Marinaview Free Golf Cart Pool Pickleball
- Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar
- Marlin House 52: Gated Luxury Villa w/Dockage, Sunset Views and Pool
2. How many Villas are available in Monroe County?
Currently, the total number of properties listed by RBO in 2026 is over 417 in the Monroe County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Monroe County.


























