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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Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing

Condo

2 Bed 2 Bath Sleeps 6

Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing Key Colony Beach

Entering our luxuriously remodeled (Fall 2014 & 2016) condo, you will be impressed with expansiv

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Islamorada, Most Popular Florida Key

Condo

3 Bed 2 Bath Sleeps 6

Islamorada, Most Popular Florida Key Islamorada

Our Keys contemporary decorated condo has beautiful Tommy Bahamas’ décor. It’s a two story uni

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Islamorada Vacation Rental

House

2 Bed 2 Bath Sleeps 8

Islamorada Vacation Rental Islamorada

This is a non-smoking, very spacious two bedroom, two full bath, newly remodeled home in Islamorada

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Florida Keys, Tavernier, Waterfront, 6 Bdrm, 5 Bath, Dock.

House

6 Bed 5 Bath Sleeps 15

Florida Keys, Tavernier, Waterfront, 6 Bdrm, 5 Bath, Dock. Tavernier

Beautiful, large waterfront home in Tavernier with ocean access. Steps from John Pennekemp National

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Buttonwood Bay Townhouse Newly Renovated 2 BR/ 2.5 Bath

Townhome

2 Bed 2 Bath Sleeps 6

Buttonwood Bay Townhouse Newly Renovated 2 BR/ 2.5 Bath Key Largo

Buttonwood Bay is the ideal place to get away and relax. If you are into boating, watching fantasti

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Great place for up to 6 adults, no children or pets. 28 day minimum

Townhome

3 Bed 3 Bath Sleeps 6

Great place for up to 6 adults, no children or pets. 28 day minimum Key Largo

Perfect cozy townhouse for up to 6 adults (not suitable for children) with private driveway for 2 c

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Beautiful Boot Key Harbor

Condo

2 Bed 2 Bath Sleeps 6

Beautiful Boot Key Harbor Marathon

First-floor unit overlooking Boot Key Harbor. Only minutes from fantastic fishing and diving. Acro

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Secluded Keys 2 BR Waterfront Retreat

House

2 Bed 1 Bath Sleeps 6

Secluded Keys 2 BR Waterfront Retreat Big Pine Key

This property is available for you to enjoy a secluded getaway in paradise. Relax in this peaceful k

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NEW RESORT SIZE POOL&TIKI,GREAT BOATING,FISHING&LOBSTERING

House

4 Bed 2 Bath Sleeps 10

NEW RESORT SIZE POOL&TIKI,GREAT BOATING,FISHING&LOBSTERING Big Pine Key

Our Island Thing...NEW HUGE POOL & TIKI W/BAR ARE DONE! If you have a 'thing' for the islands of

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Tropical, Cozy, & Fun Vacation Home on a clean private Gulf Swimming Canal!

Mobile_home

2 Bed 1 Bath Sleeps 4

Tropical, Cozy, & Fun Vacation Home on a clean private Gulf Swimming Canal! Little Torch Key

This great 2 bedroom mobile home (with completely re-modeled/upgraded kitchen AND living-room) is s

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Little Basin Villas | KEY LIME VILLA 2 | Brand New | 3 bd, 3.5 bth | Waterfront

Villa

3 Bed 3 Bath Sleeps 6

Little Basin Villas | KEY LIME VILLA 2 | Brand New | 3 bd, 3.5 bth | Waterfront Islamorada

Little Basin Villas offers 9, 3 bedroom, 3.5 bath, waterfront vacation rentals that accommodates 6 p

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Key West Golf Club - Completely Renovated - Tree House Too.

Townhome

2 Bed 1 Bath Sleeps 5

Key West Golf Club - Completely Renovated - Tree House Too. Key West

You may rely on the accuracy of the calendar that appears on VRBO.Check in time 5pm. Check out tim

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Tropical Paradise In Key West-Coconut Beach Resort - Avail 4/28/18 to 5/5/18

Condo

1 Bed 1 Bath Sleeps 2

Tropical Paradise In Key West-Coconut Beach Resort - Avail 4/28/18 to 5/5/18 Key West

Book it before it's gone! 7 Day rental - available from Saturday 4/29/17 to Saturday 5/6/17 only.Co

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Paradise Made Easy In Isamorada!

Condo

1 Bed 1 Bath Sleeps 4

Paradise Made Easy In Isamorada! Tavernier

Remodeled unit includes air conditioning, private balcony, cable tv, dvd player, movie collection, f

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Three Story House With A Breathtaking View Of The Atlantic Ocean w/85' Dock

House

5 Bed 6 Bath Sleeps 16

Three Story House With A Breathtaking View Of The Atlantic Ocean w/85' Dock Tavernier

This 3 story house has a spectacular view of Tavernier Creek and the Atlantic Ocean. The house has 5

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Key West Vacation Home on Canal, Dock, Pool

House

3 Bed 3 Bath Sleeps 6

Key West Vacation Home on Canal, Dock, Pool Key West

Welcome to this beautiful two-story Key West, canal front home. You will enjoy 3 bedrooms, 3 baths,

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STAY FOR LESS in this Beautiful Bay View Condo

Condo

1 Bed 1 Bath Sleeps 4

STAY FOR LESS in this Beautiful Bay View Condo Tavernier

This is a 4th Floor unit with a BEAUTIFUL VIEW OF THE BAY. It is a Newly remodeled unit with Stainle

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The Oasis in Marathon

House

2 Bed 2 Bath Sleeps 6

The Oasis in Marathon Marathon

Cute ground level home on the ocean side of Marathon with 125' of dockage and easy out to the Atlant

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The Mermaids House - Old Town,  Historic Bahama Conch House

House

2 Bed 1 Bath Sleeps 4

The Mermaids House - Old Town, Historic Bahama Conch House key west

In the heart of the Old Town Historic district of Bahama Village Key West, where life in the old da

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Waterfront, Sunset Views

Mobile_home

1 Bed 0 Bath Sleeps 6

Waterfront, Sunset Views Key Largo

Waterfront property located in the heart of key largo Florida. 45Minutes from Miami and centrally lo

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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.