Florida Keys holiday rentals

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Best Florida Keys holiday rentals

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€58 - €871€871 - €1,684€1,684 - €2,498€2,498 - €3,311€3,311+ per night

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Most recommended holiday rentals in Florida Keys

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Fiesta Key Rv Resort Premium Room 3 - Long Key
Fiesta Key Rv Resort Premium Room 3
Long Key, FL, United States
8.7Very Good(28)
Parking
Air conditioning
€242+
Check availability
Fiesta Key Rv Resort Standard Room 8 - Long Key
Fiesta Key Rv Resort Standard Room 8
Long Key, FL, United States
8.7Very Good(85)
Parking
Air conditioning
€286+
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Eddie Griffiths Overnight Charters and Vacation Rentals!!!!! - Stock Island - Kitchen
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island, FL, United States
9.5Wonderful(28)
Free Wi-Fi
Air conditioning
€290+
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Aqua Lodges at Key Colony - Key Colony Beach - Patio
Aqua Lodges at Key Colony
Key Colony Beach, FL, United States
€290+
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Big View Hideaway - Key Largo - Balcony
Big View Hideaway
Key Largo, FL, United States
9.3Wonderful(3)
Pet friendly
Air conditioning
€307+
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Viking Yacht Getaway In The Keys !!new Location!! !!tons Of Amenities!! - Stock Island - Building
Viking Yacht Getaway In The Keys !!new Location!! !!tons Of Amenities!!
Stock Island, FL, United States
7.4Good(15)
Free Wi-Fi
Air conditioning
€331+
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Fiesta Key RV Resort Waterfront Cottage 33 - Long Key
Fiesta Key RV Resort Waterfront Cottage 33
Long Key, FL, United States
8.5Very Good(62)
Parking
Air conditioning
€348+
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Key Colony Beach Paradise - Key Colony Beach - Living room
Key Colony Beach Paradise
Key Colony Beach, FL, United States
8.8Very Good(30)
Free Wi-Fi
Air conditioning
€351+
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Kelly's Kabin - Adorable Private Summerland Key Cottage - Summerland Key - Patio
Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key, FL, United States
9.7Wonderful(80)
Free Wi-Fi
Air conditioning
€386+
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Oct. & Nov. 50% Off! Oceanfront, 4 Bikes & 2-2 Person Kayaks. King & Queen Beds! - Summerland Key - Building
Oct. & Nov. 50% Off! Oceanfront, 4 Bikes & 2-2 Person Kayaks. King & Queen Beds!
Summerland Key, FL, United States
9.6Wonderful(49)
Air conditioning
€410+
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Oct. & Nov. 50% Off! Waterfront, 4 Bikes & 2-2 Person Kayaks. King & Queen Beds! - Summerland Key - Beach
Oct. & Nov. 50% Off! Waterfront, 4 Bikes & 2-2 Person Kayaks. King & Queen Beds!
Summerland Key, FL, United States
9.6Wonderful(59)
Free Wi-Fi
Air conditioning
€430+
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Grand Marina Suite -Waterfront Condo - Stock Island - Pool
Grand Marina Suite -Waterfront Condo
Stock Island, FL, United States
8.8Very Good(88)
Parking
Free Wi-Fi
Pool
Air conditioning
€597+
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Waterlane House -Pool & Boat Dock - Stock Island - Living room
Waterlane House -Pool & Boat Dock
Stock Island, FL, United States
9.7Wonderful(16)
Parking
Free Wi-Fi
Pool
Pet friendly
€1,631+
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Travel The Keys Or Just Relax At The Dock - Stock Island - Balcony
Travel The Keys Or Just Relax At The Dock
Stock Island, FL, United States
9.3Wonderful(3)
Air conditioning
€1,705+
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Great Family Home With Pool And Golf Course And Lake Views - Key Largo - Living room
Great Family Home With Pool And Golf Course And Lake Views
Key Largo, FL, United States
10Wonderful(17)
Air conditioning
€1,845+
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Villa of the Setting Sun - Summerland Key - Living room
Villa of the Setting Sun
Summerland Key, FL, United States
9.1Wonderful(30)
Pool
Air conditioning
€2,043+
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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 €130. The highest prices are found on Thursday, with average rates at €438.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
July
€232
€182
Cheapest month to stay with an average 40% drop in price.
Most expensive month to stay with an average 43% 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 €56. Search here for similar prices

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

    In the last 72 hours, users have found Florida Keys holiday rentals for this weekend for as little as €116 per night. 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, homestays, hotels, agritourism, bungalows, chalets, guest houses, luxury tents 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.

  • 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 10% 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.

What Florida Keys holiday rental guests are talking about

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Popular topics

Holiday rentals by topic

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Habitat Brickell by Sextant - Miami
Habitat Brickell by Sextant
Brickell
8.1Very Good(1417)
Free Wi-Fi
Air conditioning
€95+
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Hudson House - Miami
Hudson House
Miami, FL, United States
8.2Very Good(685)
Free Wi-Fi
€10+
Check availability
Four Ambassadors Apartments - Miami
Four Ambassadors Apartments
Brickell
7.8Good(144)
Free Wi-Fi
Air conditioning
€130+
Check availability

Everything you need to know for your stay in Florida Keys

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