Florida Keys vacation rentals

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Best Florida Keys vacation rentals

Most recommended vacation rentals in Florida Keys

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Keys Paradise with Private Beach and Pool - Islamorada
Keys Paradise with Private Beach and Pool
Islamorada, FL, United States
₱32,948+
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Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Patio - Stock Island - Balcony
Coral Villa By Avantstay Close 2 Dt Key West Shared Pool Patio
Stock Island, FL, United States
9.3Wonderful(3)
Parking
Free Wi-Fi
Pool
₱42,493+
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Sugarloaf Lodge - Sugarloaf Shores - Pool
Sugarloaf Lodge
Sugarloaf Shores, FL, United States
7.4Good(1040)
Parking
Free Wi-Fi
Pool
Pet friendly
₱10,522+
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Villa of the Setting Sun - Summerland Key
Villa of the Setting Sun
Summerland Key, FL, United States
9.0Wonderful(25)
Pool
₱180,990+
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A slice of paradise - Cudjoe Key - Pool
A slice of paradise
Cudjoe Key, FL, United States
Pool
Spa
₱16,982+
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Ocean View with Pool, 4 bedroom Vila Near Key West - Cudjoe Key - Pool
Ocean View with Pool, 4 bedroom Vila Near Key West
Cudjoe Key, FL, United States
10Wonderful(3)
Parking
Free Wi-Fi
Pool
Pet friendly
₱51,848+
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Island Oasis ~ Your Paradise Awaits! - Cudjoe Key - Balcony
Island Oasis ~ Your Paradise Awaits!
Cudjoe Key, FL, United States
9.0Wonderful(9)
₱19,972+
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Coral Palm by AvantStay Key West Walkable Gated Community Shared Pool - Stock Island - Patio
Coral Palm by AvantStay Key West Walkable Gated Community Shared Pool
Stock Island, FL, United States
Parking
Free Wi-Fi
Pool
Pet friendly
₱46,800+
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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
₱29,168+
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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(76)
Parking
Free Wi-Fi
Pool
₱38,192+
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Old Wooden Bridge Resort & Marina - Big Pine Key - Living room
Old Wooden Bridge Resort & Marina
Big Pine Key, FL, United States
8.2Very good(116)
Parking
Free Wi-Fi
Pool
Pet friendly
₱14,040+
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Ocean View Gem Ocean Pointe 3406 - Tavernier - Balcony
Ocean View Gem Ocean Pointe 3406
Tavernier, FL, United States
9.3Wonderful(1)
Parking
Free Wi-Fi
Pool
₱21,777+
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Significantly Discounted!! 45' Sea Ray Yacht Located In 5 Star Resort! - Stock Island - Living room
Significantly Discounted!! 45' Sea Ray Yacht Located In 5 Star Resort!
Stock Island, FL, United States
Free Wi-Fi
₱22,396+
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Yellow Vacation home Free cancelation see details - Cudjoe Key - Patio
Yellow Vacation home Free cancelation see details
Cudjoe Key, FL, United States
9.9Wonderful(26)
₱43,498+
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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
₱17,783+
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Palms Resort Main House - Key West - Sugarloaf Shores - Bedroom
Palms Resort Main House - Key West
Sugarloaf Shores, FL, United States
Parking
Free Wi-Fi
Pet friendly
₱128,069+
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Good to know

Low season

September

High season

December

Average price (weeknight)

₱25,998

Average price (weekend night)

₱21,202
Cheapest month to stay with an average 23% drop in price.
Most expensive month to stay with an average 78% 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

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 ₱6,279. Search here for similar prices

  • 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, holiday parks, 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?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is 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 16% allowing you to bring your pet along with you.

See more FAQs

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
₱9,687+
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Hudson House Miami - Miami
Hudson House Miami
Miami, FL, United States
8.2Very good(685)
Free Wi-Fi
₱677+
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Four Ambassadors Apartments - Miami
Four Ambassadors Apartments
Brickell
7.7Good(159)
Free Wi-Fi
₱8,406+
Check availability

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