Short Term Stays in Florida Keys
Stay in a Short Term Stays in Florida Keys – Plan Your Next Vacation to Florida Keys Today!

Guests
- Smartours
- USA
- Florida
- Florida Keys
- Short Term Stays
Find the Best Short Term Stays for Your Florida Keys Trip
Smartours makes it easy to discover stays that match your style, budget, and location.
- Short Term Stays
- Luxury Short Term Stays
- FAMILY FRIENDLY Short Term Stays
- PET-FRIENDLY Short Term Stays
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Why Book Your Trip to Florida Keys with Smartours?
Here’s why smart travelers plan travel with Smartours
Smarter Stays
Short Term Stays 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 Florida Keys?
What’s the Smartours booking process?
Our platform connects you to a curated selection of Short Term Stays in Florida Keys. 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 Florida Keys?
What amenities can you expect on your Smartours trip?
Our handpicked Short Term Stays in Florida Keys 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 Florida Keys
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Seasonal Weather in Florida Keys
What’s the weather like in Florida Keys throughout the year?
Florida Keys’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.
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Florida Keys, Florida







Frequently Asked Questions
There are a lot of options in Florida Keys. If you plan on staying in the Florida Keys area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short Term Stays in Florida Keys:
- Stay where the Water is your Backyard. Cabana Club, Key Colony Beach, Priv Dock
- TrulyOceanFRONT-BestPanoramicOceanViews-VLgDecks-QuietestLocation-SlipAvail
- Front Row, DIRECT Ocean/Pool Views, Anglers Reef, Islamorada. Boat Dock, Beach
- Anglers Reef Islamorada Ocean Views DOCK Beach Pool Boat Slip NO ROAD NOISE!
- 2 bedroom & 25' Boat Dock ~ Waterfront Atlantic Side Tiki to fish/swim/paddle.
- Rare private tropical island beach, watch "Sea Isle #8" on YouTube - link below
- Oceanfront Home-Pool, Dock-Available Daily, Weekly or Monthly.
- PARADISE ON PORTER in the Truman Annex
- Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
- Pool Front Home with Ocean Views at Anglers Reef in Islamorada and Slip.
At Smartours short-term furnished accommodation in or near Florida Keys ranges from $132 to $5,040 per night.
We have 399 places to stay near Florida Keys. Check out the complete list of holiday rentals in Florida Keys to find what works for your next trip.
Yes, there are 399 self-catering short-term rental homes in Florida Keys that have hot tubs & other amenities The most popular self-catering top-rated rental homes are:
There are more than 399 luxury temporary places to stay near Florida Keys, with other amenities available according to 2026 data from Smartours.
More Short Term Stays You May Like for Trips to Florida Keys
- Air Conditioner
- Parking
- Pool
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- Pool
- Balcony/Terrace
- Air Conditioner
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- Air Conditioner
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- Air Conditioner
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- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pool
- Air Conditioner
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- Pool
- Air Conditioner
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- TV