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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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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Water's Edge, a 2 bedroom, 2 bath water front home in Little Venice

House

2 Bed 2 Bath Sleeps 5

Water's Edge, a 2 bedroom, 2 bath water front home in Little Venice Marathon

Located right on the Water's Edge, this Little Venice home is perfectly petite! This 2 bedroom, 2 ba

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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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Bright, Historic House with large new pool, MONTHLY RENTAL

House

2 Bed 1 Bath Sleeps 6

Bright, Historic House with large new pool, MONTHLY RENTAL Key West

En Plein Air is a property that we fell in love with for its heritage and natural light. A renovatio

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Island Hideway Minutes From Higgs Beach

House

3 Bed 2 Bath Sleeps 8

Island Hideway Minutes From Higgs Beach Key West

Higgs Beach Hideaway offers all the amenities for a long term stay in Key West. This tropical home f

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Quiet Key West for Two! One Month Minimum Stay Required.

Condo

1 Bed 1 Bath Sleeps 2

Quiet Key West for Two! One Month Minimum Stay Required. Key West

This Old House...has been converted into just 5 condominiums and is located in one of Key West's mos

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Luxurious 3 Story Modern Home in Venetian Shores

House

2 Bed 2 Bath Sleeps 7

Luxurious 3 Story Modern Home in Venetian Shores Islamorada

A hidden paradise awaits you just south of Miami...Welcome to our ultra modern island getaway! Our t

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This One Has It All, Single Family Pool Home with beach on Sister's Creek

House

3 Bed 2 Bath Sleeps 8

This One Has It All, Single Family Pool Home with beach on Sister's Creek Marathon

This One Has It All On the inlet at Sister's CreekThis 3 bedroom, 2 bath beachfront pool home has ma

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

House

3 Bed 3 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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KEY LIME PARADISE!    Fish or dive in the Atlantic or Bay in minutes.

House

4 Bed 2 Bath Sleeps 8

KEY LIME PARADISE! Fish or dive in the Atlantic or Bay in minutes. Tavernier

Make yourself at home in a newly furnished 3 bedroom, 2 1/2 bath home and fold out couch to sleep 8.

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LITTLE BASIN VILLAS! Brand New, Bayfront, 3 Bedroom Luxury Villas in Islamorada

Villa

3 Bed 3 Bath Sleeps 6

LITTLE BASIN VILLAS! Brand New, Bayfront, 3 Bedroom Luxury Villas in Islamorada Islamorada

Brand new 3 bedroom Islamorada vacation villa in the Art District, you'll enjoy the marinas, fine di

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Waterfront cottages on Florida Bay are perfect for any family, company gathering

Estate

5 Bed 5 Bath Sleeps 10

Waterfront cottages on Florida Bay are perfect for any family, company gathering Key Largo

As soon as you turn down the palm-lined driveway of this Florida Keys vacation home rental property,

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Little Basin Villas! Brand New, Bayfront, 3 Bedroom Luxury Villas in Islamorada

Villa

3 Bed 3 Bath Sleeps 6

Little Basin Villas! Brand New, Bayfront, 3 Bedroom Luxury Villas in Islamorada Islamorada

This property is uniquely situated right in the center of the the Village of Islamorada and also on

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Great Ocean & Backwater Access! Boat Dock, Pool, Tennis, Grills, & Bike Paths

Condo

1 Bed 1 Bath Sleeps 4

Great Ocean & Backwater Access! Boat Dock, Pool, Tennis, Grills, & Bike Paths Islamorada

Home away from Home! Updated and modern 1 Bedroom/1 Bath w/pull out sofa in living room. Sleeps 3 c

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Ground-level 3/2 home on a canal provides easy access for everyone

House

3 Bed 2 Bath Sleeps 5

Ground-level 3/2 home on a canal provides easy access for everyone Islamorada

This lovely 3-bedroom canal home in Islamorada gives you a taste of the tropics. The entire home is

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LITTLE BASIN VILLAS! Brand New 3BR, luxury waterfront villa in Islamorada

Villa

3 Bed 3 Bath Sleeps 6

LITTLE BASIN VILLAS! Brand New 3BR, luxury waterfront villa in Islamorada Islamorada

This property is uniquely situated right in the center of the the Village of Islamorada and also on

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Airy and Bright, Newly Decorated

House

4 Bed 3 Bath Sleeps 10

Airy and Bright, Newly Decorated Islamorada

Set on a private road at mile marker 76, this 2 story Ocean view retreat is the ideal place to spend

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Stunning 3B/2B Penthouse condominium with a rooftop deck - Islamorada, FL

Condo

3 Bed 2 Bath Sleeps 6

Stunning 3B/2B Penthouse condominium with a rooftop deck - Islamorada, FL tavernier

Summer Sea Condominium is located at MM88.5 on the coveted Plantation Key, Islamorada…the Sports F

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Beautifully appointed Historical Conch House close to White Street

House

2 Bed 1 Bath Sleeps 4

Beautifully appointed Historical Conch House close to White Street Key West

Charming property on the edge of old town. Very conveniently located walking distance to the best r

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Waterfront 9 Minutes to Key West 3 Minutes to the Atlantic

House

3 Bed 2 Bath Sleeps 8

Waterfront 9 Minutes to Key West 3 Minutes to the Atlantic Geiger Key

Welcome to this beautiful canal front fully equipped home and dock your boat free of charge!!!. You

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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.