Florida Keys Vacation Rentals

The Florida Keys - Islamorada, Cudjoe Key, Key West, Marathon and more

waterfront condo

2 Bed 2 Bath 1-5 Sleeps

Futura Yacht Club Property Id: JS021

Rental Info:

From $ 800 p/week
Minimum Stay: 7 Nights

Water Front

Futura Yacht Club 2 bedrooms - 2 baths - sleeps 5 Islamorada - Florida Keys

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Waterfront Estate

3 Bed 2 Bath 8-Jan Sleeps

Breezeswept Villa Property Id: RS604

Rental Info:

From $ 1250 p/week
From $ 3950 p/month
Minimum Stay: 28 Nights

Breezeswept Villa Wonderful Florida Keys - 3 Bedroom Estate Ocean front community with Waterfront Homes

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Gulf Front

2 Bed 2.5 Bath 6-Jan Sleeps

Islamorada Gulfront Townhome Property Id: FKT

Rental Info:

From $ 2995 p/month
Minimum Stay: 30 Nights

Water Front

Florida Keys Townhome Islamorada, Florida Keys 2 bed - 2 1/2 bath - sleeps 6

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Beautifuly Updated Spacious Condo - Expansive Ocean View!

Condo

2 Bed 2 Bath Sleeps 4

Beautifuly Updated Spacious Condo - Expansive Ocean View! Key Largo

Snowbirds look not further! This beautifully, fully furnished, ground level condo is located at the

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Cozy Key Largo Getaway

Mobile_home

2 Bed 1 Bath Sleeps 8

Cozy Key Largo Getaway Key Largo

You will truly enjoy this Key Largo Trailer home! It is conveniently located at MM 106. This home is

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Cabana Retreat - Beautiful Brand New Home w/ Pool In Perfect Location

Townhome

3 Bed 3 Bath Sleeps 6

Cabana Retreat - Beautiful Brand New Home w/ Pool In Perfect Location Key West

Welcome to Cabana Retreat, a newly constructed monthly rental located in the brand new Southernmost

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Charming Craftsman Home in Key West

House

2 Bed 2 Bath Sleeps 6

Charming Craftsman Home in Key West Key West

Enjoy one of the most vibrant locations that Key West has to offer. The tropics meet historic crafts

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Rooster Haven: 2 BR / 1 BA condo in Key West, Sleeps 4

Condo

2 Bed 1 Bath Sleeps 4

Rooster Haven: 2 BR / 1 BA condo in Key West, Sleeps 4 Key West

Rooster Haven is a light, airy end unit with soaring ceilings and extra French doors and windows for

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Green Spot in the Truman Annex

Condo

2 Bed 1 Bath Sleeps 4

Green Spot in the Truman Annex Key West

Welcome to our comfortable and delightful 2nd floor condo in the Shipyard section of Truman Annex. U

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Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

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Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

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Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

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Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

More Detail »

Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

More Detail »

Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

More Detail »

Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

More Detail »

Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

More Detail »

Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

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Hemingway's Hammock in the Truman Annex

Condo

1 Bed 1 Bath Sleeps 2

Hemingway's Hammock in the Truman Annex Key West

This is a ground floor unit with beautiful landscaped courtyard located next to pool. Original 2 bed

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Bed & Breakfast: The Conch House Heritage Inn

Bed_and_breakfast

1 Bed 1 Bath Sleeps 2

Bed & Breakfast: The Conch House Heritage Inn Key West

Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 block

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Tamarind Bay Club Condo - Renovated in 2017

Condo

2 Bed 2 Bath Sleeps 4

Tamarind Bay Club Condo - Renovated in 2017 Key Largo

Tamarind Bay Club is a quiet, secure complex with meticulous landscaping. Fish from the gazebo, play

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KEY LARGO WATERFRONT HOME w DOCK from ONLY $279 per NIGHT!!

House

3 Bed 2 Bath Sleeps 6

KEY LARGO WATERFRONT HOME w DOCK from ONLY $279 per NIGHT!! Key Largo

UNWIND AND ENJOY THE OCEAN IN THE FLORIDA KEYS!! THIS BEAUTIFULLY DECORATED TWO STORY HOME IS THE G

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Crown Jewel in the Truman Annex

House

2 Bed 2 Bath Sleeps 4

Crown Jewel in the Truman Annex Key West

The Foundry are Bostonian style, 3 level townhouses that have been refurbished with tropical flair.

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More Florida Keys Vacation Rentals



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The Florida Keys offers up more fishing than one can possibly take in on just one trip. The harbor and surrounding areas are home to a plethora of fishing, tour and attraction boats. Whether you are looking for deep sea fishing, dolphin cruises or a fine dinner at sea, the Florida Keys and its fleet of pleasure boats will have what you need.

Also available throughout the florida Keys is an assortment of crafts, antiquing, site seeing, historical forts and settlements. The hardest part of any Florida Keys Vacation is figuring out what you will have time for, but have no fear, the Florida Keys will be here for your next trip so plan accordingly.