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

Guests
- Smartours
- USA
- Florida
- Monroe County
- Villas
Find the Best Villas for Your Monroe County Trip
Smartours makes it easy to discover stays that match your style, budget, and location.
- Villas
- Luxury Villas
- FAMILY FRIENDLY Villas
- PET-FRIENDLY Villas
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Top Rated Activities & Tours in Monroe County
3273 Reviews
3277 Reviews
2709 Reviews
2711 Reviews
Why Book Your Trip to Monroe County with Smartours?
Here’s why smart travelers plan travel with Smartours
Smarter Stays
Villas selected for comfort, location and value – giving you the ideal base for your adventures.
Smarter Itineraries
AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
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 Villas 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
Search Stays
Use Smartours filters to find accommodations that match your style, location preferences, and budget.
View Details
Click on a listing to see photos, amenities, reviews, and pricing.
Book Securely
Follow the link to finalize your reservation directly with our verified booking partner.
Common Trip Amenities in Monroe County?
What amenities can you expect on your Smartours trip?
Our handpicked Villas in Monroe County are chosen for comfort, convenience, and style — often with thoughtful extras to make your trip even more memorable. Here’s what you might look forward to
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
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- View
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
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.
Sunday Jun 21
Monroe County, Florida







Frequently Asked Questions
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 Villa Rentals in Monroe County:
- Marlin House 52: Gated Luxury Villa w/Dockage, Sunset Views and Pool
- Absolutely Perfect! Reel Vacation Villa w/Pool, Dock, Close to Beach w/Extras!
- Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar
- Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
- Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
- 4 BR 4 BA, Private Pool, Paddleboards, Bikes, Lots of Great Amenities!
- Waterfront Island Escape with Private Plunge Pool
- Poolside Studio Villa Steps from Duval!
- Emerald Seas - Florida Keys Ocean Front Paradise!
- Islamorada house with best location. Lic # 24-0055
At Smartours, the average rental fee for standard villas in Monroe County is $817 per night. Smartours has a large database of quality villas near Monroe County that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Yes, here are the top villas rentals in Monroe County that are pet friendly:
- Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - WITH Boat Slip!
- Old Town Garden Villas
- Atlantic View Luxury Villa with Pool
- Keys Kottage & Bayside Villa W/free onsite boat ramp marina & trailer parking.
Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Monroe County to find what works for you.
Based on the 2026 data from our Smartours site, there are more than 432 private swimming pools or villas with indoor pools in or near Monroe County.
More Villas You May Like for Trips to Monroe County
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly