Discover Your Perfect Monroe County Vacation Homes

Best Vacation Homes in Monroe County

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Monroe County Luxury Rentals

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Find More Monroe County Villas, Resorts, & Rentals on BedroomVillas

Monroe County Pet Friendly Vacation Rentals

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10.0 (5 Reviews)
House
Blue Ocean Bungalow
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your Monroe County 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 Monroe County

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can greatly enhance your experience, as seasonal variations in this destination influence not only the weather but also the availability of charming vacation rentals that suit your travel plans.

Peak Season Highlights

spring
December to April

During these months, you can enjoy warm weather and generally clear skies, making it ideal for outdoor activities and exploring the area’s natural beauty.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 65°F to 75°F
spring
June to August

The summer months bring hot and humid conditions, perfect for beach days and water-based adventures in this popular travel destination.

Average Temperature Daytime: 88°F to 92°F - Nighttime: 78°F to 82°F

Off-Season Highlights

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May and November

These shoulder months offer fewer crowds and more affordable rates while still providing pleasant weather for outdoor pursuits.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 68°F to 75°F
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September and October

Early fall presents a quieter atmosphere with less tourist traffic, though occasional rain showers are common, making it a peaceful time to visit here.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 72°F to 77°F

Weekly Weather Forecast for Monroe County

How to Book Your Monroe County 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 Monroe County

More Top-Rated Vacation Rentals in Monroe County 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 a private swimming pool to cool off after a day exploring the region's outdoor attractions.
  • Relax in a furnished patio or balcony, perfect for soaking up the sun and taking in scenic views.
  • Make use of outdoor grilling facilities to host a memorable cookout with friends or family.
  • Take advantage of spacious yards or gardens ideal for outdoor games or simply unwinding in nature.
  • Access to designated boat docks or ramps for exploring nearby waterways and marine activities.
  • Benefit from outdoor seating areas designed for dining al fresco amidst the area's natural beauty.
  • Utilize shaded tiki huts or cabanas, providing comfort during outdoor gatherings under the sun.

Top Attractions Around Monroe County

What attractions are nearby?

In this vibrant area, you can enjoy a variety of outdoor activities, water-based adventures, and cultural experiences just moments from your vacation rental, making it the perfect destination for exploring everything the region has to offer.

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Family Activities

  • Everglades National Park Airboat Tour: Experience the thrill of gliding across the unique ecosystem, where you can observe local wildlife and learn about conservation efforts firsthand.
  • Key West Day Trip: Enjoy a scenic excursion to this vibrant island destination, filled with historic sites, charming streets, and beautiful beaches perfect for family outings.
  • Sombrero Beach: Relax on soft sands and swim in clear waters at this popular beach spot, ideal for families seeking a laid-back day by the ocean.
  • The Florida Keys Eco-Discovery Center: Discover the region's marine life through interactive exhibits and educational displays designed to engage visitors of all ages.
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Adult Activities

  • Snorkeling and Diving: Explore the vibrant coral reefs and diverse marine life just off the coast, making it a must-do activity during your stay.
  • Fishing Expeditions: Join a local fishing charter to experience world-class deep-sea fishing opportunities in this destination's rich waters.
  • Eco Tours and Wildlife Viewing: Discover the region’s unique ecosystems through guided eco tours that showcase this area's natural beauty and wildlife.
  • Kayaking and Paddleboarding: Enjoy the calm waters by paddling around scenic waterways, perfect for relaxing yet active adventures here.

Other Places to Stay in Monroe County, FL

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Key West
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Pretty Joe Rock
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Key Largo
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Downtown
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Islamorada
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Monroe County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Water Activities: Take advantage of the region’s renowned waters to enjoy snorkeling, kayaking, or boating right from your Monroe County base.
  • Visit Nearby Natural Wonders: Make time for the area's protected parks and wildlife refuges to experience the unique ecosystems that define this destination.
  • Sample Fresh Regional Cuisine: Indulge in local seafood and authentic dining experiences that showcase the flavors endemic to Monroe County's culinary scene.
  • Plan Excursions During Off-Peak Hours: To enjoy quieter attractions and more personalized service, consider scheduling activities early in the morning or later in the afternoon.

Transportation Options

  • Key West International Airport: Serving as the primary gateway, it offers convenient flights if you're arriving from afar and looking to explore this scenic region.
  • Ferry Services to the Keys: You can easily reach the islands via ferries that provide scenic and reliable transportation connecting mainland Florida to this coastal destination.
  • Rental Car Services: Numerous rental agencies operate here, giving you flexible mobility to explore the area's attractions and stunning beaches at your own pace.
  • Local Taxis and Shuttle Services: These options offer straightforward ways to get around within the area without the need for personal vehicle ownership, ensuring effortless travel during your stay.

Local Customs Options

  • Respect for Marine Life: You’ll find that protecting the vibrant marine ecosystem is a cherished custom here, with locals emphasizing responsible boating and snorkeling practices to preserve the region’s natural beauty.
  • Seafood Appreciation: A deep appreciation for fresh, locally caught seafood defines this destination, and sharing meals featuring it is a common way residents celebrate their maritime heritage.
  • Environmental Conservation: Visitors are encouraged to participate in or observe initiatives aimed at conserving the area's unique landscape and water quality, reflecting the community’s commitment to sustainability.
  • Celebration of Local Art and Traditions: Engaging with local art displays and participating in community events showcase the area's rich cultural customs rooted in its history and close ties to the sea.

Frequently Asked Questions About Monroe County?

1. What are the top vacation 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 Vacation Rentals in Monroe County:

2. How many vacation rentals have private pools in Monroe County?

There are 2969 vacation rentals with private pools near Monroe County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Monroe County are best for families?

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

4. How many Rentbyowner vacation rentals are available in Monroe County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 14046 in the Monroe County 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 Monroe County. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the listing you choose. You should review the specific cancellation and refund terms outlined in the rental agreement or contact the property owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental in this region?

Additional fees such as cleaning fees, service charges, or security deposits may apply to your booking. It’s best to check the listing details carefully or reach out to the owner to understand all costs involved.

7. How do I confirm the availability of a vacation home during my travel dates?

Availability is updated in real-time on the listing platform. If the dates you want are unavailable, consider contacting the owner for potential flexibility or exploring alternative properties in the area.

8. What amenities can I expect in vacation rentals here?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, parking, and air conditioning. For specifics, review the property listing or ask the owner directly to ensure it meets your needs.

9. Is there a recommended check-in and check-out process for rentals in this destination?

Check-in and check-out procedures are specified in each listing and may be contactless or involve meeting the host. Confirm these details with the owner before your arrival to ensure a smooth stay.

Monroe County Top Rated Vacation Rentals

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