Florida Keys vacation rentals

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Latest Florida Keys vacation rental deals

MOST POPULARMiami
Vacation homes from C$ 58

Best Florida Keys vacation rentals

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C$ 31 - C$ 1,355C$ 1,355 - C$ 2,678C$ 2,678 - C$ 4,002C$ 4,002 - C$ 5,325C$ 5,325+ per night

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Most recommended vacation rentals in Florida Keys

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Cabins at Bonefish Bay - Marathon - Pool
Cabins at Bonefish Bay
Marathon, FL, United States
9.5Wonderful(196)
C$ 293+
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Beachside Unit 23 - Key Colony - Key Colony Beach - Beach
Beachside Unit 23 - Key Colony
Key Colony Beach, FL, United States
9.8Wonderful(10)
C$ 426+
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Beachside Unit 36 - Key Colony - Key Colony Beach - Beach
Beachside Unit 36 - Key Colony
Key Colony Beach, FL, United States
9.5Wonderful(14)
C$ 430+
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Beachside Unit 29 - Key Colony - Key Colony Beach - Beach
Beachside Unit 29 - Key Colony
Key Colony Beach, FL, United States
9.8Wonderful(14)
C$ 431+
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Beachside Unit 14 - Key Colony - Key Colony Beach - Beach
Beachside Unit 14 - Key Colony
Key Colony Beach, FL, United States
9.6Wonderful(17)
C$ 432+
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Big View Hideaway - Key Largo - Balcony
Big View Hideaway
Key Largo, FL, United States
9.3Wonderful(3)
Pet friendly
C$ 524+
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Waterfront Paradise At Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds - Summerland Key - Beach
Waterfront Paradise At Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds
Summerland Key, FL, United States
9.6Wonderful(59)
Free Wi-Fi
C$ 694+
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Sea Magic on Marlin - Panoramic Open Water Views & Spacious 5-bedroom House - Summerland Key - Living room
Sea Magic on Marlin - Panoramic Open Water Views & Spacious 5-bedroom House
Summerland Key, FL, United States
C$ 757+
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Waterfront Haven House with Boat Basin & Ramp - Summerland Key - Building
Waterfront Haven House with Boat Basin & Ramp
Summerland Key, FL, United States
9.5Wonderful(15)
Parking
Free Wi-Fi
Pet friendly
C$ 873+
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Condo in Angelfish Cay in Ocean Reef Club - Key Largo
Condo in Angelfish Cay in Ocean Reef Club
Key Largo, FL, United States
10Wonderful(5)
Free Wi-Fi
C$ 1,177+
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2 Bedroom Condo, Newly Renovated in Exclusive Ocean Reef Club - Members Only - Key Largo - Living room
2 Bedroom Condo, Newly Renovated in Exclusive Ocean Reef Club - Members Only
Key Largo, FL, United States
10Wonderful(14)
C$ 1,551+
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Two Bedroom Condo with Bonus Room, Water Views and Private Dock - Key Largo - Dining room
Two Bedroom Condo with Bonus Room, Water Views and Private Dock
Key Largo, FL, United States
10Wonderful(1)
C$ 1,685+
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Oceanfront Home-Pool, Dock-Available Daily, Weekly or Monthly. - Summerland Key - Dining room
Oceanfront Home-Pool, Dock-Available Daily, Weekly or Monthly.
Summerland Key, FL, United States
10Wonderful(9)
C$ 1,849+
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The Villa of Pelico Palms - Summerland Key - Dining room
The Villa of Pelico Palms
Summerland Key, FL, United States
10Wonderful(3)
C$ 1,890+
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Great Family Home With Pool And Golf Course And Lake Views - Key Largo
Great Family Home With Pool And Golf Course And Lake Views
Key Largo, FL, United States
10Wonderful(17)
C$ 2,918+
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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
C$ 3,339+
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Booking Insights

KAYAK’s insights for vacation 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 C$ 208. The highest prices are found on Thursday, with average rates at C$ 592.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
July
C$ 444
C$ 555
Cheapest month to stay with an average 33% drop in price.
Most expensive month to stay with an average 50% 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 vacation rental

  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Florida Keys for 6 days.
  • Vacation rentals in Florida Keys are around 21% more expensive than hotels on average. Search here to compare prices for all accommodation types in Florida Keys.
  • The city in Florida Keys with the most affordable vacation homes is Miami, with around 4,056 properties and an average price of C$ 548. The most popular vacation rentals in Florida Keys among KAYAK users are Brickell 29th Floor AKA by Palermo Home Miami, Habitat Brickell by Sextant, and Global Luxury Suites Miami Worldcenter.

FAQs when booking a vacation home in Florida Keys

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

    In the last 72 hours, users have found Florida Keys vacation rentals for tonight for as low as C$ 88. Search here for similar prices

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

    In the last 72 hours, users have found Florida Keys vacation rentals for this weekend for as low as C$ 185 per night. Search here for similar prices

  • How much is a vacation rental for a week in Florida Keys?

    The average price for a weekly Florida Keys vacation rental found by KAYAK users in the last 2 weeks is C$ 2,930.

  • How much is a vacation rental for a month in Florida Keys?

    The average price for a monthly Florida Keys vacation rental found by KAYAK users in the last 2 weeks is C$ 12,557.

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

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

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

    There are many types of properties available for Florida Keys vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Tropical Cottages and Habitat Brickell by Sextant.

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

    There are a number of dog and pet-friendly Florida Keys vacation 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 vacation home.

What Florida Keys vacation rental guests are talking about

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Popular topics

Vacation rentals by topic

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Habitat Brickell by Sextant - Miami
Habitat Brickell by Sextant
Brickell
8.1Very good(1418)
Free Wi-Fi
C$ 152+
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Hudson House - Miami
Hudson House
Miami, FL, United States
8.2Very good(685)
Free Wi-Fi
C$ 17+
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Four Ambassadors Apartments - Miami
Four Ambassadors Apartments
Brickell
7.8Good(144)
Free Wi-Fi
C$ 208+
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Everything you need to know for your stay in Florida Keys

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