Florida Keys vacation rentals

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Latest Florida Keys vacation rental deals

MOST POPULARMiami
Vacation homes from C$ 85

Best Florida Keys vacation rentals

Most recommended vacation rentals in Florida Keys

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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
9.7Wonderful(38)
Free Wi-Fi
Pool
Spa
C$ 778+
Check availability
Gold Starfish - Marathon - Living room
Gold Starfish
Marathon, FL, United States
9.2Wonderful(4)
Pool
C$ 448+
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Waterfront luxury Villa 14 with spectacular sunset views and boat slip townhouse - Marathon - Pool
Waterfront luxury Villa 14 with spectacular sunset views and boat slip townhouse
Marathon, FL, United States
Free Wi-Fi
Pool
Pet friendly
C$ 898+
Check availability
Key Colony Beach Paradise - Key Colony Beach - Beach
Key Colony Beach Paradise
Key Colony Beach, FL, United States
Free Wi-Fi
Pool
Spa
C$ 571+
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Atlantisocean Front Cottage Retreat - Summerland Key - Living room
Atlantisocean Front Cottage Retreat
Summerland Key, FL, United States
Free Wi-Fi
Pool
Spa
C$ 1,740+
Check availability
Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views - Marathon - Living room
Luna Light ~ Waterfront ~ Pool ~ Dock ~ Views
Marathon, FL, United States
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 1,729+
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Waterfront luxury Villa 19 with sunset views and boat slip townhouse - Marathon - Patio
Waterfront luxury Villa 19 with sunset views and boat slip townhouse
Marathon, FL, United States
Pool
Pet friendly
C$ 987+
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Beachside Unit 19 - Key Colony - Key Colony Beach - Beach
Beachside Unit 19 - Key Colony
Key Colony Beach, FL, United States
Pool
C$ 401+
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One of the very few beach houses with a daily, rental license in the Keys. - Summerland Key
One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key, FL, United States
Free Wi-Fi
Pool
Pet friendly
C$ 1,854+
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Beachside Unit 33 - Key Colony - Key Colony Beach - Beach
Beachside Unit 33 - Key Colony
Key Colony Beach, FL, United States
Pool
C$ 498+
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Waterfront luxury Villa 54 with sunset views and boat slip townhouse - Marathon - Pool
Waterfront luxury Villa 54 with sunset views and boat slip townhouse
Marathon, FL, United States
Free Wi-Fi
Pool
C$ 955+
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Emerald Oasis Deluxe Waterfront Gem, Heated Pool with Dock - Marathon - Bedroom
Emerald Oasis Deluxe Waterfront Gem, Heated Pool with Dock
Marathon, FL, United States
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 1,230+
Check availability
New Listing! Waterfront Villa 35 With Boat Slip Townhouse - Marathon
New Listing! Waterfront Villa 35 With Boat Slip Townhouse
Marathon, FL, United States
Pool
C$ 963+
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Marlin Bay Resort & Marina Managed by Elite Alliance Hospitality - Marathon
Marlin Bay Resort & Marina Managed by Elite Alliance Hospitality
Marathon, FL, United States
9.5Wonderful(21)
Parking
Free Wi-Fi
Pool
Spa
C$ 720+
Check availability
Bohemian Haven - Marathon
Bohemian Haven
Marathon, FL, United States
8.0Very good(1)
C$ 228+
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Waterfront luxury Villa 29 with sunset views and boat slip townhouse - Marathon
Waterfront luxury Villa 29 with sunset views and boat slip townhouse
Marathon, FL, United States
Pool
C$ 955+
Check availability
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C$ 46 - C$ 1,378C$ 1,378 - C$ 2,710C$ 2,710 - C$ 4,042C$ 4,042 - C$ 5,373C$ 5,373+ per night

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Free cancellationFree breakfastFree parkingFree internet
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Good to know

Low season

November

High season

December

Average price (weeknight)

C$ 579

Average price (weekend night)

C$ 643
Cheapest month to stay with an average 17% drop in price.
Most expensive month to stay with an average 64% 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 5 days.
  • The cheapest Florida Keys vacation rental found on KAYAK in the last 2 weeks was C$ 234, while the most expensive was C$ 262.
  • Vacation rentals in Florida Keys are around 12% 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 5,458 properties and an average price of C$ 255. The most popular vacation rentals in Florida Keys among KAYAK users are Global Luxury Suites Miami Worldcenter, Habitat Brickell by Sextant, and Roami at Grove 27.

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$ 122. 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$ 108 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$ 1,922.

  • 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$ 8,237.

  • 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 boats, campgrounds, condos, houses, vacation villages, apartments, bungalows, cabins, caravans, cottages, lodges, recreational vehicles, houseboats, villas, towers, homestays, agritourism, chalets, 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 Mangrove Marina Resort Llc and Historic Miami River Hotel.

  • 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 16% 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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Vacation rentals by topic

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Habitat Brickell by Sextant - Miami
Habitat Brickell by Sextant
Brickell
8.1Very good(1436)
Free Wi-Fi
Pool
C$ 173+
Check availability
Hudson House - Miami
Hudson House
Miami, FL, United States
8.2Very good(685)
Free Wi-Fi
C$ 17+
Check availability
Four Ambassadors Apartments - Miami
Four Ambassadors Apartments
Brickell
7.8Good(157)
Free Wi-Fi
C$ 208+
Check availability

Popular topics

Everything you need to know for your stay in Florida Keys

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