Florida Keys holiday rentals

Search hundreds of travel sites at once for holiday home deals in Florida Keys

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Latest Florida Keys holiday rental deals

MOST POPULARKey West
Holiday homes from €324
Miami
Holiday homes from €82
Booking Insights

KAYAK’s insights for holiday rentals in Florida Keys

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Florida Keys with confidence.

What is the cheapest day of the week to book a vacation rental in Florida Keys?

Monday offers the lowest rates in Florida Keys, with an average nightly price of €131. The highest prices are found on Thursday, with average rates at €427.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
February
€212
€271
Cheapest month to stay with an average 14% drop in price.
Most expensive month to stay with an average 45% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Florida Keys holiday rental

FAQs when booking a holiday home in Florida Keys

  • How much is a holiday rental in Florida Keys for tonight?

    In the last 72 hours, users have found Florida Keys holiday rentals for tonight for as little as €103. Search here for similar prices

  • What types of holiday rentals are available in Florida Keys?

    There are loads of different property types that you can make your holiday home in Florida Keys. You’ll find condos, apartments, cabins, campgrounds, caravans, cottages, houses, lodges, houseboats, campsites, motorhomes, villas, towers, boats, hotels, agritourism, chalets, guest houses, homestays, luxury tents, bungalows and caravan parks.

  • What are some of the most-loved holiday rentals available in Florida Keys?

    There are many types of properties available for Florida Keys holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Sun Outdoors Key Largo and Tropical Cottages.

  • What are the most popular Florida Keys holiday rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated holiday home that can sleep 6 people or more by KAYAK users is Habitat Brickell by Sextant.

  • Are there any pet-friendly holiday rentals in Florida Keys?

    There are a number of dog and pet-friendly Florida Keys holiday rentals, with around 11% allowing you to bring your pet along with you.

Where to stay in Florida Keys?

Our map will help you find the perfect place to stay in Florida Keys by showing you the exact location of each holiday home.

Everything you need to know for your stay in Florida Keys

Complete your trip to Florida Keys

Flights to Florida Keys
Car hire in Florida Keys