Charters By Owner - Vacation Rentals in Florida Keys
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![Paradise Bay - 4 Bedrooms [with 2 Master Suites] & 4 Bathrooms - sleeps 10](https://imgservice.chartersbyowner.com/640x370/paradise-bay-4-bedroom-us-marathon-ha-3211404444-0.jpg)
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Luxury Places to Stay in Florida Keys
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Top-Rated Vacation Rentals with a Pool in Florida Keys
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Pet-Friendly Vacation Rentals in Florida Keys
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Large Vacation Homes & Villas in Florida Keys
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Wheelchair Accessible Vacation Homes in Florida Keys
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Florida Keys Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Florida Keys
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About Florida Keys Vacation Rentals
With more than 14611 Florida Keys vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chartersbyowner and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Florida Keys.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chartersbyowner Florida Keys, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Florida Keys. Places to stay near Florida Keys are 830.96 ft² on average, with prices averaging $639 a night.
Chartersbyowner makes it easy and safe to find and compare vacation rentals in Florida Keys with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Florida Keys
| Type | Count |
|---|---|
| Vacation Homes | 8875 |
| Holiday Apartments | 1285 |
| Hotels with Suites | 850 |
| Resorts | 515 |
| Villas | 381 |
| Cottages | 288 |
| B&B | 53 |
| Others | 33 |
| Cabin Rentals | 25 |
| Hostels | 3 |
| Ski Chalet Rentals | 2 |
Use these Quick Filters to Find a Vacation Rental in Florida Keys
★ Pro Tip: Chartersbyowner makes it easy to compare the best listings on Chartersbyowner homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chartersbyowner homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Florida Keys.
Weather in Florida Keys
View the weather forecast for Florida Keys before booking your Florida Keys Vacation Rentals to confirm your best time to go.
Top Attractions Around Florida Keys, FL
Chartersbyowner offers a large selection of top attractions around Florida Keys. Research things to do on your vacation before you visit Florida Keys.
Other Places to Stay Near Florida Keys, FL
Complexes around Florida Keys, FL
Florida Keys Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Florida Keys?
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 Vacation Rentals in Florida Keys:
- Almond Tree Inn Hotel - Adults Only
- Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
- Oceanfront Key Largo Paradise~Private Beach~Pool~Tennis~Marina~Cafe/Bar
- Summer Fun Awaits! Clean and Cozy w TOP FLOOR VIEWS.Your Home Away From Home!
- Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
- Heated Pool, Views, Vaca Cut , Gulf & Atlantic Access. Availability Nov + Dec
- Key Lime Kottage- Waterfront Home on Gulf of Mexico w/Private Pool, Dock & More
- 🌴 Coco Plum Paradise 🌴 Private Bayfront Home Pool Hot Tub Dock View
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- "Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
How many vacation rentals have private pools in Florida Keys?
There are 3004 vacation rentals with private pools near Florida Keys. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Florida Keys are best for families?
If you are looking for a family-friendly vacation home in Florida Keys, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Florida Keys:
How many vacation rentals are available in Florida Keys?
Currently, the total number of properties listed in 2026 is over 14611 in the Florida Keys area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Florida Keys.
