Florida Keys Vacation Rentals

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

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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Beautiful  Cottage in Islamorada on canal front! Wifi, HDTV and No Stairs!

House

2 Bed 1 Bath Sleeps 7

Beautiful Cottage in Islamorada on canal front! Wifi, HDTV and No Stairs! Tavernier

Beautifully decorated CBS home on bay side with deep-wide canal. Wifi, HDTV and no stairs! 50-foot c

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Mariners Club Ocean Side Key Largo Location

Townhome

3 Bed 4 Bath Sleeps 8

Mariners Club Ocean Side Key Largo Location Rock harbor

Mariners Club is a Key Laro Hotel-Condo complex in Key Largo, one of the most prestigious locations

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Hyatt Sunset Harbor Timeshare (May 7-13)

Condo

2 Bed 2 Bath Sleeps 6

Hyatt Sunset Harbor Timeshare (May 7-13) Key West

This is a timeshare so it is only available the week of of April 30--May 7, 2017. Best location in

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Oceanfront Sunsets in the Florida Keys

House

4 Bed 3 Bath Sleeps 10

Oceanfront Sunsets in the Florida Keys Summerland Key

FOLSOM'S FOLLY... Summerland Key, Florida Interesting architecture with breezy views of the water. A

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Spectacular Sunsets, 10 Bedroom, 8 Bath

Estate

10 Bed 8 Bath Sleeps 20

Spectacular Sunsets, 10 Bedroom, 8 Bath Key Largo

Spectacular estate on the Gulf of Mexico in central Key Largo. Great for large families,, corporate

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Tavernier house on canal with view of the bay, close to shopping, etc.

House

3 Bed 3 Bath Sleeps 6

Tavernier house on canal with view of the bay, close to shopping, etc. Tavernier

This is not a weekend or weekly rental it is a minimum one month rental.Located at mile marker 93 in

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Amazing Bay View House with Free Boat Dock

House

3 Bed 2 Bath Sleeps 8

Amazing Bay View House with Free Boat Dock Key West

Three Bedroom/Two Bath home (the downstairs 4th bedroom & a bathroom is available by request

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Port Antigua Waterfront Home With Private Beach Access

House

4 Bed 3 Bath Sleeps 8

Port Antigua Waterfront Home With Private Beach Access Islamorada

This Modern Keys Home is Located in Beautiful Port Antigua. 4 Br/ 3 Ba Sleeps 8 Comfortably. All Roo

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Another Day in Paradise

Condo

2 Bed 1 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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Gulf Front Haven on Grassy Key, 4 Bedroom Pool Home with Spa & Dock

House

4 Bed 2 Bath Sleeps 10

Gulf Front Haven on Grassy Key, 4 Bedroom Pool Home with Spa & Dock Marathon

Gulf Front Haven on Grassy KeySpectacular views of the Gulf of Mexico from almost evry location on t

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🌴🌴Islamorada's Perfect❤️Winter Getaway🌴🌴

House

3 Bed 2 Bath Sleeps 8

🌴🌴Islamorada's Perfect❤️Winter Getaway🌴🌴 Islamorada

3 Bedrooms, 2 Baths, Single Story Charming Keys "conch House" , Washer /dryer, Wifi/cable, 2-man

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Hemingway's Hideaway @ Truman Annex

Townhome

2 Bed 2 Bath Sleeps 4

Hemingway's Hideaway @ Truman Annex Key West

1ST floor of this townhome features a vaulted ceiling and includes living room, dining area, kitchen

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Available Nov 2015 for $3,000.! Saltwater Paradise in a Wildlife Preserve!

House

4 Bed 2 Bath Sleeps 11

Available Nov 2015 for $3,000.! Saltwater Paradise in a Wildlife Preserve! Big Pine Key

Sleeps 7 comfortably up to 11, fully equipped kitchen, loft, front and rear porches with spectacular

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Key Colony Beach Club, Condo #28, the perfect spot for your next vacation

Condo

2 Bed 2 Bath Sleeps 4

Key Colony Beach Club, Condo #28, the perfect spot for your next vacation Key Colony Beach

A completely renovated and updated two bedroom/two full bath condo, tastefully decorated for a relax

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Canal Front Home, 3/2, Very Clean, Kayak, Bikes, Spa/Pool.

House

3 Bed 2 Bath Sleeps 5

Canal Front Home, 3/2, Very Clean, Kayak, Bikes, Spa/Pool. cudjoe key

Wonderful elevated home, across the street from Cudjoe Bay. Enjoy our Heated Spa/Pool. Above ground

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An Endless Summer Awaits You ...

Villa

3 Bed 3 Bath Sleeps 8

An Endless Summer Awaits You ... Key Largo

Just one hour from Miami and a thousand miles away from civilization, stress and worries. Welcome to

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PRIVATE SASSY SEAHORSE CONCH COTTAGE ~ ISLAMORADA

Cottage

3 Bed 2 Bath Sleeps 8

PRIVATE SASSY SEAHORSE CONCH COTTAGE ~ ISLAMORADA "UPSCALE VALUE" MODERN 3 BEDRO Islamorada

AVAILABLE NOW FOR LONG-TERM YEARLY RENTALS.FURNISHED OR UNFURNISHEDCONTACT OWNER FOR MORE DETAILS.QU

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Beautiful Luxury Townhouse at Executive Bay Club, Florida Keys

Townhome

2 Bed 2 Bath Sleeps 8

Beautiful Luxury Townhouse at Executive Bay Club, Florida Keys Islamorada Village of Islands

Come to Paradise and Enjoy it with Luxury, Comfort, and Style! Located on Mile Marker 87 in Islamora

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Oceanfront Condo with beautiful sunset views 2 blocks from Duval St.

Condo

2 Bed 2 Bath Sleeps 6

Oceanfront Condo with beautiful sunset views 2 blocks from Duval St. Key West

100% Renovated in September 2013! A luxury, ocean front, 2 bedroom, (king in master, Bunk beds with

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Best Value, Comfortable 1/2 Duplex Home on Canal.  Great Fall Rates.

House

2 Bed 2 Bath Sleeps 6

Best Value, Comfortable 1/2 Duplex Home on Canal. Great Fall Rates. Marathon

This home features modern and comfortable FURNISHINGS, including a ceramic TILED living room and hal

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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.