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 Rentals

2 Bed 2 Bath 6-Jan Sleeps

Coral Reef Condo Key West Property Id: 154612

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 3 Nights

Water Front

Coral Reef Condo Key West Florida Vacation 2 bed- 2 bath - sleeps 6

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Key West Condo

2 Bed 1 Bath 6-Jan Sleeps

Key West Roof Top Condo Property Id: 293087

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 1 Nights

Water Front

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

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Waterfront with Dock

3 Bed 2 Bath 6-Jan Sleeps

Marathon Vacation Rental Property Id: ha252830

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 7 Nights

Water Front

Marathon Vacation Rental 3 bed - 2 bath Marathon Florida BRING YOUR BOAT

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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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 7 Nights

Water Front

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

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Hotel

0 Bed 1 Bath 2-Jan Sleeps

Bayside Inn Key Largo Property Id: Bayside Inn

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 1 Nights

Water Front

Bayside Inn Key Largo Florida Resort Hotel

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Hotel

0 Bed 1 Bath 2-Jan Sleeps

Kingsail Resort Property Id: Kingsail

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 1 Nights

Water Front

Kingsail Resort Marathon Florida Resort Hotel

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Marathon Canal Home

2 Bed 1 Bath 6-Jan Sleeps

Marathon Canal Home Property Id: 388916

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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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Florida Keys Home

3 Bed 2 Bath 8-Jan Sleeps

Cudjoe Key Vacation Home Property Id: ck149850

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 28 Nights

Water Front

Cudjoe Key Vacation Home 3 Bedroom - 2 bath - Sleeps 8 Florida Keys, Florida

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Florida Keys Townhome

2 Bed 2 Bath 6-Feb Sleeps

Marathon Key Vacation Townhome Property Id: 306629

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 1 Nights

Water Front

Marathon Key Florida Florida Keys Vacation Home Two bed, Two 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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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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Kawama Yacht Club

2 Bed 1.5 Bath 4-Jan Sleeps

Kawama Yacht Club Property Id: 314711b

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 4 Nights

Water Front

Kawama Yacht Club 2 bed, 1.5 bath, sleeps 4 Key Largo, Florida

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Key West Rental

5 Bed 4 Bath 12-Jan Sleeps

Old Town Key West Rental Property Id: 241481

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 4 Nights

Old Town Key West Home 5 bed, 4 bath, sleeps 12 Key West 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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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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Key West Condo

2 Bed 2 Bath 1-6 Sleeps

Oceanfront Condo Key West Property Id: 174861

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 28 Nights

Water Front

Oceanfront Condo Key West Two Bed - Two Bath - Sleeps six Smathers Beach, Key West, Florida

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Waterfront Cottage

2 Bed 1 Bath 4-Jan Sleeps

Key Largo Cottage Property Id: 225990

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 28 Nights

Water Front

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

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Waterfront

3 Bed 1 Bath 6-Jan Sleeps

Tavernier Vacation Rental Property Id: 299581

Rental Info:

Minimum Stay: 3 Nights

Smoking Allowed
Water Front

Tavernier Vacation Rental 3 bed, 1 bath, sleeps 6 Tavernier Florida

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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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 7 Nights

Water Front

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

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Waterfront Keys

2 Bed 1 Bath 8-Jan Sleeps

Little Torch Key Rental Property Id: 102618

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 28 Nights

Water Front

Little Torch Key Home with Dock on Swimming Canal 3 Bed - 2 bath - Sleeps 8

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Coral Coast

5 Bed 4 Bath 10-Jan Sleeps

Coral Coast Key Largo Home Property Id: 7073250h

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 7 Nights

Water Front

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

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Keyzee Condo

0 Bed 1 Bath 2-1 Sleeps

Keyzee Condo Oceanfront Property Id: 109774

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 7 Nights

Water Front

Keyzee Condo Oceanfront Studio, 1 bath, sleeps 2 Marathon Key, Florida

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Key Largo

3 Bed 2 Bath 8-Jan Sleeps

Buttonwood Bay Ground Floor Property Id: 343418

Rental Info:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
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:

From $ 675 p/week night
From $ 90 p/wkend night
From $ 112 p/week
Minimum Stay: 7 Nights

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

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 Waterfront Beachside Tropical Paradise in the Upper Keys

House

2 Bed 3 Bath Sleeps 10

Waterfront Beachside Tropical Paradise in the Upper Keys Tavernier

This oceanside tropical estate is perfect for your family vacation or romantic get away. We are cent

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Serenity Now!!!

House

2 Bed 2 Bath Sleeps 8

Serenity Now!!! Big Pine Key

Come to our house and find a completely renovated 2 BR/2 BA stilt house that overlooks a 40 ft. lap

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House

3 Bed 3 Bath Sleeps 6

"THE SEASHELL" ~ Classic, Luxury Old Town Gem with Private Pool & Gardens! Key West

CLASSIC KEY WEST....When only the best will do! The Seashell is the classic Old Town Key West home.

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Escape to Paradise in a Gated Tropical Bayfront Estate   (FREE WIFI)

Cottage

2 Bed 2 Bath Sleeps 4

Escape to Paradise in a Gated Tropical Bayfront Estate (FREE WIFI) Tavernier

Tucked away on a gated tropical estate, is our 'Island Breeze Cottage'. This cottage is located in

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Oceanfront Angler's Reef, Islamorada, Florida Keys, SLIDESHOW TOUR!

House

2 Bed 2 Bath Sleeps 6

Oceanfront Angler's Reef, Islamorada, Florida Keys, SLIDESHOW TOUR! Islamorada

This relaxing private home, known as "Windley Cottage" is located at 129 Anglers Way in Angler's Ree

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Paradise found... Relax and enjoy

Condo

1 Bed 1 Bath Sleeps 4

Paradise found... Relax and enjoy Tavernier

Spacious one bedroom condo located in beautiful Islamorada Fl. Oceanfront pool, tennis courts, priv

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Kawama Yacht Club- Oceanfront Private Beach - Sunsets! Two Bedroom Two Bathroom!

Condo

2 Bed 2 Bath Sleeps 8

Kawama Yacht Club- Oceanfront Private Beach - Sunsets! Two Bedroom Two Bathroom! Key Largo

Unit bought in 2012, all new furnishings and fixings purchased then. A true comfort, our little slic

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 *Fish*Dive*Relax* Cabana Club! Sunset View! 30 ft dock!

House

2 Bed 2 Bath Sleeps 6

*Fish*Dive*Relax* Cabana Club! Sunset View! 30 ft dock! Key Colony Beach

Getaway from it all in the Heart of the Florida Keys! Kick back and relax in our beautiful, two bedr

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John Pennekamp State Park - Beautiful Key Largo Oceanside Townhouse  (Free WiFi

Condo

3 Bed 2 Bath Sleeps 7

John Pennekamp State Park - Beautiful Key Largo Oceanside Townhouse (Free WiFi Key Largo

It’s just what you need. Minutes from Miami, yet seemingly a world away.The vacation you deserve i

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Boli Townhouse - a Key West Luxury Rental close to everything ! ! !

Townhome

2 Bed 2 Bath Sleeps 6

Boli Townhouse - a Key West Luxury Rental close to everything ! ! ! Key West

Boli Townhouse is located in the Truman Annex, a gated community in downtown old Key West. The Boli

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Sunshine Luxury Suite  with 2 Free Bikes & Garage

Condo

2 Bed 2 Bath Sleeps 6

Sunshine Luxury Suite with 2 Free Bikes & Garage Key West

My Sunshine Luxury Suite is an upscale property located in Key West, an island paradise. Sunshine Su

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8 bedrooms 6 bath with 2 pools, 2 100-ft docks, Sandy Shore, Kayaks, Gulf Front

House

8 Bed 6 Bath Sleeps 20

8 bedrooms 6 bath with 2 pools, 2 100-ft docks, Sandy Shore, Kayaks, Gulf Front Marathon

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL?This rental is legal up to 20 people and offers a great op

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2 bedroom, 2 bath Home on PRIVATE TROPICAL ISLAND W/ Boat, Dock, Decks, Kayaks

House

2 Bed 2 Bath Sleeps 6

2 bedroom, 2 bath Home on PRIVATE TROPICAL ISLAND W/ Boat, Dock, Decks, Kayaks Marathon

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL?This vacation rental puts you on your own private tropical

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Relaxing Waterfront Escape w/ Private Pool&Spa

House

2 Bed 2 Bath Sleeps 6

Relaxing Waterfront Escape w/ Private Pool&Spa Key Colony Beach

The house is named the Lemon Drop from all the people which have stayed with us in the past. This gr

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Islamorada- Very Private Oceanfront Estate-White Sandy Beach

Estate

3 Bed 3 Bath Sleeps 6

Islamorada- Very Private Oceanfront Estate-White Sandy Beach Islamorada

Ocean front retreat with overwhelming views of the Atlantic, large open verandahs, 100 feet of very

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Enjoy Sunrise By The Seashore! Luxuriously Appointed Sanctuary In Angler's Reef

House

2 Bed 2 Bath Sleeps 5

Enjoy Sunrise By The Seashore! Luxuriously Appointed Sanctuary In Angler's Reef Islamorada

Welcome to Anglers Reef, a quiet upscale gated community consisting of 52 single family homes built

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Sugarloaf Open Water Home With Beach, Dock and Swimming Canal

House

4 Bed 4 Bath Sleeps 8

Sugarloaf Open Water Home With Beach, Dock and Swimming Canal Sugarloaf Key

Lush, tropical open water home that offers everything you want for a fabulous Keys vacation. Enjoy

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***Steps from Duval $99-$179 Night - Free Bikes Included!!!***

Studio

0 Bed 1 Bath Sleeps 2

***Steps from Duval $99-$179 Night - Free Bikes Included!!!*** Key West

Looking for the perfect AFFORDABLE hide-away in Key West? Located in a remodeled Victorian Home - th

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Elite Indigo Reef Townhome by Coco Plum Vacation Rentals

Townhome

3 Bed 2 Bath Sleeps 8

Elite Indigo Reef Townhome by Coco Plum Vacation Rentals Marathon

Florida Keys Vacation Rental7 night minimumFor accurate pricing and availability please visit www.Ke

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Gorgeous Luxurious Waterfront Home With Private Dock

House

6 Bed 5 Bath Sleeps 15

Gorgeous Luxurious Waterfront Home With Private Dock Key Largo

To watch video of the house:1. Copy/paste the link to your browser: 2. Scrolll down and click on the

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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.