Florida Keys Vacation Rentals

Florida Keys Vacation Rentals - Key West Florida, Islamorada, Key Largo, Cudjoe Key and Florida Keys Vacation Rentals by owner. Discover the Florida Keys for your next Vacation in florida..

Key West Condo

2 Bed 1 Bath 6-Jan Sleeps

Key West Roof Top Condo Property Id: 293087

Rental Info:

Minimum Stay: 1 Nights

Water Front

Roof Top Waterfront Condo 2 bedroom, 1 bath, sleeps 6 Key West Florida MM10

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summerland keys

5 Bed 4 Bath 10-Jan Sleeps

Summerland Estate Property Id: 271701

Rental Info:

From $ 3000 p/week
Minimum Stay: 7 Nights

Smoking Allowed
Water Front

Gorgeous ocean front 5 bedroom 4 bath pool home, dock, hottub, pooltable, private. tiki hut with bar

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Waterfront Home

1 Bed 1 Bath 3-Jan Sleeps

Pelican Harbour Key Largo Property Id: 235638

Rental Info:

Minimum Stay: 5 Nights

Water Front

Pelican Harbour Key Largo 1 bed - 1 bath - sleeps 3 Key Largo Florida

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Islamorada Rental

0 Bed 1 Bath 4-Jan Sleeps

Islamorado Studio Rental Property Id: 121530

Rental Info:

Minimum Stay: 7 Nights

Water Front

Islamorada Studio Rental Islamorada, Florida Studio, 1 bath, sleeps 3

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Key Colony Beach

2 Bed 2 Bath 1-6 Sleeps

Key Colony Beach Property Id: 177344

Rental Info:

Minimum Stay: 7 Nights

Key Colony Beach Pet Friendly 2 bed, 2 bath, sleeps 6

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Waterfront Condo

2 Bed 2 Bath 6-Feb Sleeps

Key Colony Waterfront Condo Property Id: 106890

Rental Info:

Minimum Stay: 7 Nights

Water Front

Key Colony Waterfront Condo 2 bed, 2 bath, sleeps 6 Key Colony Beach, Marathon, FL

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Waterfront Townhome

3 Bed 2.5 Bath 8-Feb Sleeps

Key Colony Waterfront Townhome Property Id: 182991

Rental Info:

Minimum Stay: 7 Nights

Water Front

Key Colony Waterfront Townhome 3 bed, 2.5 bath, sleeps 8 Key Colony Beach, Marathon, FL

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Waterfront Home

3 Bed 5 Bath 8-Feb Sleeps

Layton House Long Key Property Id: 126575

Rental Info:

Minimum Stay: 7 Nights

Water Front

Layton House Long Key 3 bed, 5 bath, sleeps 8 Long Key, FL

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Marathon Canal Home

2 Bed 1 Bath 6-Jan Sleeps

Marathon Canal Home Property Id: 388916

Rental Info:

Minimum Stay: 7 Nights

Marathon Canal Home Rental 2 Beds, 1 Baths, Sleeps 6 Marathon Key, Florida Keys, Florida

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Key West VRBO

1 Bed 1.5 Bath 1-2 Sleeps

Ann Street Cottage Property Id: 168127

Rental Info:

Minimum Stay: 1 Nights

Ann Street Cottage 1 bed, 1.5 bath, sleeps 2 Key West Florida

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waterfront condo

2 Bed 2 Bath 5-Jan 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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Key West Condo

1 Bed 1 Bath 4-Jan Sleeps

Key West Condo Rental Property Id: 7030624h

Rental Info:

Minimum Stay: 28 Nights

Key West Rental Condo 1 bed, 1 bath, sleeps 4 Key West, Florida

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Cudjoe Key Rental

2 Bed 2 Bath 1-6 Sleeps

Cudjoe Key Dock Home Property Id: 234389

Rental Info:

Minimum Stay: 2 Nights

Water Front

Wonderful Cudjoe Key Boat Dock Home 2 bed, 2 bath, sleeps 6 Cudjoe Key, Florida

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Moon Bay Condo

2 Bed 1.5 Bath 6-1 Sleeps

Moon Bay Key Largo Property Id: 118645

Rental Info:

Minimum Stay: 3 Nights

Water Front

Key Largo Getaway 2 bed room, 1 1/2 bath room, Sleeps Key Largo Florida

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Waterfront Cottage

2 Bed 1 Bath 4-Jan Sleeps

Key Largo Cottage Property Id: 225990

Rental Info:

Minimum Stay: 3 Nights

Water Front

Key Largo cottage 2 bed, 1 bath, sleeps four key Largo, Florida

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Key Largo Rental

2 Bed 2 Bath 1-4 Sleeps

Key Largo Rental Property Id: 379968

Rental Info:

Minimum Stay: 3 Nights

Water Front

Key Largo Rental 2 bed, 2 bath, sleeps 4 Key Largo, Florida

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Key West

2 Bed 2.5 Bath 6-Jan Sleeps

Coral Hammock Rental Key West Property Id: 40061h

Rental Info:

Minimum Stay: 5 Nights

Water Front

Coral Caribe Key West Rental 2 bed - 2.5 bath - sleeps six Key West Florida

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2 Bed 1 Bath 4-1 Sleeps

Bucaneer Point Key Largo Property Id: 270741

Rental Info:

Minimum Stay: 3 Nights

Water Front

Buccaneer Point Key Largo 2 bed, 1 bath, sleeps four Key Largo, Florida

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Futura Yacht Club

2 Bed 2 Bath 6-Jan Sleeps

Futura Yacht Club - Islamorada Property Id: 7053653h

Rental Info:

Minimum Stay: 28 Nights

Water Front

Futura Yacht Club 2 bed - 2 bath - sleeps 6 Islamorada - Florida Keys

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Key West Townhome

2 Bed 1.5 Bath 5-Jan Sleeps

Key West Golf Club Townhome Property Id: 7048520h

Rental Info:

Minimum Stay: 1 Nights

Water Front

Key West Golf Club Townhome Key West Vacation Home 2 bed, 1 1/2 bath, sleeps 5

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Shipyard Condo

2 Bed 1 Bath 4-1 Sleeps

Shipyard Condo Key West Property Id: TA-Charming

Rental Info:

Minimum Stay: 7 Nights

Water Front

Charming Shipyard Condo Key West, Florida Two Bed - One Bath - Sleeps 4

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Coral Coast

5 Bed 4 Bath 10-Jan Sleeps

Coral Coast Key Largo Home Property Id: 7073250h

Rental Info:

Minimum Stay: 5 Nights

Water Front

Coral Coast Key Largo Home 5 bed, 4 bath, sleeps 10 Key Largo, Florida

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Summerland Key

5 Bed 3 Bath 1-12 Sleeps

Summerland Canal Pool Home Property Id: 341950

Rental Info:

Minimum Stay: 7 Nights

Water Front

Summerland Key Pool Home 5 bed, 3 bath, sleeps 12 Summerland Key, Florida

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Key Largo

3 Bed 2 Bath 8-Jan Sleeps

Buttonwood Bay Ground Floor Property Id: 343418

Rental Info:

Minimum Stay: 30 Nights

Water Front

Buttonwood Bay Ground Floor Rental 3 Bed, 2 bath, sleeps 8 Key Largo, Florida

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Key West Cottage

1 Bed 1 Bath 4-Jan Sleeps

Pet Friendly Key West Cottage Property Id: 391123

Rental Info:

Minimum Stay: 7 Nights

Key West Pet Friendly Cottage Studio, 1 bath, sleeps 4 Key West, Florida

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Key West studio

0 Bed 1 Bath 1-4 Sleeps

Galleon Resort Old Town Property Id: 169027

Rental Info:

Minimum Stay: 1 Nights

Water Front

Galleon Resort Old Town Studio, 1 bath, Sleeps 4 Key West, Florida

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key west

1 Bed 1 Bath 1-2 Sleeps

Ann Street Tranquility Property Id: 168126

Rental Info:

Minimum Stay: 1 Nights

Ann Street Tranquility Cottage 1 bed, 1 bath, sleeps 2 Key West Florida Cottage

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Ocean View

3 Bed 2 Bath 1-6 Sleeps

La Brisa Key West Property Id: 168237

Rental Info:

Minimum Stay: 28 Nights

Water Front

La Brisa Key West 3 bed, 2 bath, sleeps 6 Key West, Florida

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Oceanview

1 Bed 1 Bath 1-2 Sleeps

Casa Atlantica Key West Property Id: 168155

Rental Info:

Minimum Stay: 1 Nights

Water Front

Casa Atlantica Key West 1 bed, 1 bath, sleeps 2 Key West, Florida

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Key West cottage

3 Bed 3 Bath 1-6 Sleeps

Key West Vacation Cottage Property Id: 168137

Rental Info:

Minimum Stay: 7 Nights

Key West Vacation Cottage 3 bed, 3 bath, sleeps 6 Key West, Florida

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Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets

House

2 Bed Bath Sleeps 6

Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets Key Largo

Beautiful and peaceful bayfront home with casual coastal living d├ęcor. A charming piece of paradise

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Ocean front House Tavernier, Florida Keys

House

4 Bed Bath Sleeps 8

Ocean front House Tavernier, Florida Keys Tavernier

-Brand New house in the Blue Water community in Tavernier mile marker 92.5.-Only one mile to Harry H

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Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach

House

2 Bed Bath Sleeps 6

Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach Islamorada

This magnificent home with direct ocean views from the master bedroom, living room and balconies is

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Truman Annex Shipyard with Tropical Garden

Villa

2 Bed Bath Sleeps 4

Truman Annex Shipyard with Tropical Garden Key West

Decorated in shades of sea foam and coral, this two bedroom villa is in easy walking distance of Mal

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We have WARM on sale in the Fabulous Florida Keys.

House

3 Bed Bath Sleeps 8

We have WARM on sale in the Fabulous Florida Keys. Marathon

Marathon City License PLR-2012-003073 bedroom Gulf side home with so much to make your Florida Keys

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Incredible, peaceful, Florida Keys getaway home with an exclusive private beach!

Estate

2 Bed Bath Sleeps 6

Incredible, peaceful, Florida Keys getaway home with an exclusive private beach! Sugarloaf Key

As the sun rises in the east the soft clouds, like the cotton candy of endless childhood summers, il

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Private Beach-Large Pool-Walking Distance:Dining/Fishing/Golf    REDUCED RATES!

Condo

2 Bed Bath Sleeps 6

Private Beach-Large Pool-Walking Distance:Dining/Fishing/Golf REDUCED RATES! Key Colony Beach

We are an Oceanfront condominium with our own private beach, beautiful heated pool, tiki hut on the

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1 bedroom 1 bath on Long Key

1 Bed Bath Sleeps 6

1 bedroom 1 bath on Long Key Long Key

Property located on mile marker 66.5 in Long key. Located in a secure Resort that includes access to

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Oceanfront,gated,private tropical estate

House

5 Bed Bath Sleeps 10

Oceanfront,gated,private tropical estate Sugarloaf Key

Two homes located within a 5 acres tropical gated compound directly on the Atlantic ocean. One home

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Affordable & Adorable Key Largo Home, Bring Your Boat or Rv

Mobile_home

2 Bed Bath Sleeps 4

Affordable & Adorable Key Largo Home, Bring Your Boat or Rv Key Largo

Escape to our little piece of paradise without driving to the end of the Florida Keys! Only 40 minut

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New Renovation, Ocean Front Complex, Heated Pool, Full Kitchen, Key Colony Beach

Condo

0 Bed Bath Sleeps 2

New Renovation, Ocean Front Complex, Heated Pool, Full Kitchen, Key Colony Beach Key Colony Beach

Located in the middle Keys in Key Colony Beach, the Continental Inn is a perfect destination for dis

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The Shipyard Pool View

Condo

2 Bed Bath Sleeps 4

The Shipyard Pool View Key West

2 bedrooms with queen size beds.Beautiful living room with pull out couch, doors open up to a privat

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Waterfront Ocean Views, Deep Clear Canal, Spacious New Home

House

3 Bed Bath Sleeps 8

Waterfront Ocean Views, Deep Clear Canal, Spacious New Home Big Pine Key

Our exclusive private waterfront home has fantastic water views in every room of this 3 level home.

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Luxury Islamorada 3-story home 100 foot deep water dock huge pool

House

3 Bed Bath Sleeps 8

Luxury Islamorada 3-story home 100 foot deep water dock huge pool Islamorada

Huge 40 foot swimming pool recently added. This is an incredible home featuring nothing but the best

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Another Day in Paradise

Condo

2 Bed Bath Sleeps 5

Another Day in Paradise Key Largo

Our Moon Bay Condominium unit # B403, fourth floor, is located directly on the scenic Florida Bay, B

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Gorgeous 2200 Sqft 3 Bedroom 3 Bathroom Water Front Home on an incredible Lot

House

3 Bed Bath Sleeps 8

Gorgeous 2200 Sqft 3 Bedroom 3 Bathroom Water Front Home on an incredible Lot Key West

Look no More! This incredibly laid out and meticulously and beautifully Landscaped, all newly update

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***Pool, Dock, Gated, Bay, Luxury @ Pineapple Plantation****

House

5 Bed Bath Sleeps 10

***Pool, Dock, Gated, Bay, Luxury @ Pineapple Plantation**** Islamorada

DUE TO A COUNTY ORDINANCE THIS PROPERTY CANNOT RENT FOR LESS THAN 28 DAYS...NO EXCEPTIONS. Breathtak

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Beautiful Bay Harbour Condo w/ Boat Dock! New winter dates just opened up!

Condo

3 Bed Bath Sleeps 8

Beautiful Bay Harbour Condo w/ Boat Dock! New winter dates just opened up! Islamorada

Watch the sunrise from the spacious balcony overlooking the Atlantic Ocean. This brand new three bed

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Sandal House-Family friendly/Pet Friendly

House

3 Bed Bath Sleeps 6

Sandal House-Family friendly/Pet Friendly Key Largo

Beautiful oceanside canal home in Key Largo. Two minutes away from ocean. Seconds away from best div

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Outdoor Resorts, Long Key, FL

House

2 Bed Bath Sleeps 8

Outdoor Resorts, Long Key, FL Layton

UPDATE: ONLY NOVEMBER & DECEMBER 2016 left for rent, booked until APRIL 2017Fully furnished 2/1

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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.