Vacation Rentals in Monroe County

Stay in a Vacation Rentals in Monroe County – Plan Your Next Vacation to Monroe County Today!

Find the Best Vacation Rentals for Your Monroe County Trip

Smartours makes it easy to discover stays that match your style, budget, and location.

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  • Luxury Vacation Rentals
  • FAMILY FRIENDLY Vacation Rentals
  • PET-FRIENDLY Vacation Rentals
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8 (1 Review)
House
Dolphin Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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9.6 (14 Reviews)
House
Island Life at its best
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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Top Rated Activities & Tours in Monroe County

Key West Shark and Wildlife Catamaran Family-Friendly Tour
Key West Shark and Wildlife Catamaran Family-Friendly Tour
10
Excellent
3273 Reviews
5 star rating Recommendation
From
US $99 Per Person
Reserve
Shark and Wildlife Viewing Adventure in Key West
Shark and Wildlife Viewing Adventure in Key West
10
Excellent
3275 Reviews
5 star rating Recommendation
From
US $99 Per Person
Reserve
Old Town Key West Guided Bicycle Tour
Old Town Key West Guided Bicycle Tour
10
Excellent
2709 Reviews
5 star rating Recommendation
From
US $59 Per Person
Reserve
Guided Bike Tour of Old Town Key West
Guided Bike Tour of Old Town Key West
10
Excellent
2709 Reviews
5 star rating Recommendation
From
US $59 Per Person
Reserve

Why Book Your Trip to Monroe County with Smartours?

Here’s why smart travelers plan travel with Smartours

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Smarter Stays

Vacation Rentals selected for comfort, location and value – giving you the ideal base for your adventures.
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Smarter Itineraries

AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
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Smarter Exploration

Self-guided itineraries filled with local insights, hidden gems, and authentic experiences beyond the typical tourist trail.

How to Book Your Stay in Monroe County?

What’s the Smartours booking process?

Our platform connects you to a curated selection of Vacation Rentals in Monroe County. Once you’ve found your ideal property, you’ll be redirected to our trusted booking partner to complete your reservation securely and with confidence.

Booking Steps

01

Search Stays

Use Smartours filters to find accommodations that match your style, location preferences, and budget.
02

View Details

Click on a listing to see photos, amenities, reviews, and pricing.
03

Book Securely

Follow the link to finalize your reservation directly with our verified booking partner.
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Indoor Features

  • Fully equipped kitchens or kitchenettes
  • Comfortable living areas with smart TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-room coffee and tea facilities
  • Premium bedding for restful nights
  • Modern bathrooms with walk-in showers or soaking tubs

Outdoor Amenities

  • Balconies, terraces, or rooftop lounges with scenic views
  • Swimming pools, either private or shared
  • Outdoor dining spaces with BBQ or grill access
  • Gardens or courtyards for relaxing downtime
  • On-site parking or easy transport access
  • Proximity to key attractions, markets, or nature trails

Other Places to Stay in Monroe County

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Seasonal Weather in Monroe County

What’s the weather like in Monroe County throughout the year?

Monroe County’s climate varies by region, but most areas enjoy mild to warm weather year-round. Coastal cities benefit from ocean breezes, while inland areas and the desert see greater temperature swings between day and night.

Friday Jun 19

Monroe County, Florida

Fri
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30.0°C
Sat
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29.1°C
Sun
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28.8°C
Mon
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29.3°C
Tue
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29.4°C
Wed
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29.3°C
Thu
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29.3°C

Frequently Asked Questions

What are the top rated Vacation Rentals in Monroe County?
Which is the best family rental in Monroe County?
Can we get self-catering vacation rentals in Monroe County?

Yes, there are 11170 self-catering vacation homes in Monroe County that have hot tubs, swimming pools, & other amenities.

What are the best luxury vacation rentals near Monroe County?

There are more than 11170 luxury villas and vacation homes in or near Monroe County. Filter by price to compare find the most expensive places to stay on Smartours.

Can we bring our dog to our vacation rental in Monroe County?

Yes, there are 11170 pet friendly vacation homes and places to stays that are available in or near Monroe County that you may consider.

More Vacation Rentals You May Like for Trips to Monroe County

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