Florida Keys Holiday Rentals
![Paradise Bay - 4 Bedrooms [with 2 Master Suites] & 4 Bathrooms - sleeps 10](https://imgservice.casai.nz/640x287/paradise-bay-4-bedroom-us-marathon-ha-3211404444-0.jpg)
About Casai's Private Villas and Holiday Rentals in Florida Keys
Discover more than 14711 vacation rentals available in Florida Keys. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Florida Keys.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Florida Keys, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Florida Keys. On average, places to stay near Florida Keys offer 817.05 ft², with nightly prices averaging US $609.
With Casai, finding and comparing holiday rentals in Florida Keys is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Florida Keys
| Type | Count |
|---|---|
| Vacation Homes | 8826 |
| Holiday Apartments | 1337 |
| Villas | 385 |
| Cottages | 280 |
Use these Quick Filters to Find a Holiday Rental in Florida Keys
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Florida Keys.
Weather in Florida Keys, FL
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
Casai 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 in Florida Keys, FL
Frequently Asked Questions About Florida Keys?
What are the top holiday rentals in Florida Keys?
With numerous options available in Florida Keys, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Florida Keys:
- 🌴 Coco Plum Paradise 🌴 Private Bayfront Home Pool Hot Tub Dock View
- Key Lime Kottage- Waterfront Home on Gulf of Mexico w/Private Pool, Dock & More
- "Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage
- Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
- Spacious Home, Directly on Gulf , Beautiful Sunsets, 2 Master Suites, 2 Kayaks
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- Paradise Bay - 4 Bedrooms [with 2 Master Suites] & 4 Bathrooms - sleeps 10
- Classic Waterfront estate in beautiful Sombrero Beach - over 200' of dock space
- Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
- Luxurious Oceanfront Home on Beach, Pool, Dock, Kayaks, Bikes, Amazing Views!
How many holiday rentals have private pools in Florida Keys?
Discover a selection of holiday rentals with private pools near Florida Keys with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Pool, large dock,walk to restaurants, Pennekamp and relax in Key Largo
- Reel Key Largo Escape Ocean Pointe 5209
- Parking, Heated Pool, Pet Friendly - Seagate House
- Charming 2-bedroom house in Marathon with pool
Which holiday homes in Florida Keys are best for families?
If you're searching for a family-friendly holiday home in Florida Keys, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Florida Keys:
- Pool, large dock,walk to restaurants, Pennekamp and relax in Key Largo
- THE SANDCASTLE SUITE! Brand New 2Bedroom in Oceanfront Complex! BE THE FIRST to Visit our Condo Townhome with FREE Parking & Private Garage at Ocean Isles 38 Marathon FL KEYS! SPECIAL PRICING!
- Mangrove Marina and Resort Aqualodge Houseboats
How many Casai.nz holiday rentals are available in Florida Keys?
As of 2026, Casai boasts over 14711 properties listed in the Florida Keys area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Florida Keys.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Vacation Rentals in Florida | 2290 |
| Old Town Vacation Rentals in Florida | 2222 |
| Downtown Vacation Rentals in Florida | 920 |
| Uptown - Upper Duval Vacation Rentals in Florida | 750 |
| Historic Seaport Vacation Rentals in Florida | 368 |
| Truman Annex Vacation Rentals in Florida | 300 |
| Bahama Village Vacation Rentals in Florida | 74 |
| New Town Vacation Rentals in Florida | 62 |
| Little Venice Vacation Rentals in Florida | 50 |
| Venetian Shores Vacation Rentals in Florida | 41 |
| Key Largo Village Vacation Rentals in Florida | 29 |
| Indigo Reef Marina Homes Vacation Rentals in Florida | 1919 |
| Lower Matecumbe Beach Vacation Rentals in Florida | 340 |
| Pirates Cove Vacation Rentals in Florida | 1464 |
| Coral Lagoon Vacation Rentals in Florida | 1894 |
| Sunset Cove Vacation Rentals in Florida | 1528 |
