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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

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

View Details »

Hemingway Hideaway 3br/2ba, Great boating from deepwater seawalled canal

House

3 Bed 2 Bath Sleeps 9

Hemingway Hideaway 3br/2ba, Great boating from deepwater seawalled canal Summerland Key

This stilt home is near Mile Marker 23. It is 20 miles to Key West and about 25 miles from Marathon.

More Detail »

2 Bedroom / 2 Bathroom with dockage on 7th Street

House

2 Bed 2 Bath Sleeps 4

2 Bedroom / 2 Bathroom with dockage on 7th Street Key Colony Beach

Welcome to Tranquility Cottage, a beautifully appointed, well maintained, and updated 2BR/2B half-du

More Detail »

Historic home with 3 bedrooms, 3 baths and a private pool in Old Town Key West

House

3 Bed 3 Bath Sleeps 8

Historic home with 3 bedrooms, 3 baths and a private pool in Old Town Key West Key West

PLEASE NOTE: Due to local laws our house is only available for rent on a monthly basis. While we wou

More Detail »

Beautiful Key West Townhouse on Golf Course/2 Pools

Townhome

2 Bed 2 Bath Sleeps 6

Beautiful Key West Townhouse on Golf Course/2 Pools Key West

Beautifully decorated 2 story townhouse in secure gated community on golf course. Enjoy the quiet pe

More Detail »

Islander Bayside- pool, boat slips,

Townhome

2 Bed 1 Bath Sleeps 4

Islander Bayside- pool, boat slips, Islamorada

Enjoy spectacular water views from your luxury townhome, complete with private balcony, gourmet kitc

More Detail »

Come enjoy your time in the keys.

House

2 Bed 2 Bath Sleeps 6

Come enjoy your time in the keys. Little Torch Key

Two bedroom two bathroom home located on a dead end road in a quiet neighborhood. We have a double l

More Detail »

Florida Keys Vacations

Condo

1 Bed 1 Bath Sleeps 4

Florida Keys Vacations Islamorada

relax and enjoy the view of the Gulf of Mexico, view beautiful sunsets from the balcony,enjoy the pe

More Detail »

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

More Detail »

Keys Paradise Retreat - Fully Equipped Bayside Condo

Condo

3 Bed 3 Bath Sleeps 6

Keys Paradise Retreat - Fully Equipped Bayside Condo Key Largo

Vacation Rental Description FULL RENOVATIONS HAVE BEEN COMPLETED!!!Vacation in Sunny Key Largo

More Detail »

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

More Detail »

New Home in Key West, Near the Beach

Cottage

3 Bed 3 Bath Sleeps 6

New Home in Key West, Near the Beach Key West

This property is available for monthly rentals only -- 30-day minimum (no exceptions).A brand new 3-

More Detail »

***Waterfront, Pool, Dock, Jacuzzi....***Paradise Pointe***

House

4 Bed 3 Bath Sleeps 8

***Waterfront, Pool, Dock, Jacuzzi....***Paradise Pointe*** Key Largo

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

More Detail »

Family Retreat

House

5 Bed 3 Bath Sleeps 10

Family Retreat Key Colony Beach

Huge five bedroom, three bath home in a very upscale area of Key Colony Beach. The master bedroom up

More Detail »

 Ocean View with Protected Dock...**Keys Comfort**

House

3 Bed 3 Bath Sleeps 6

Ocean View with Protected Dock...**Keys Comfort** Islamorada

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

More Detail »

Boaters Paradise in the Keys

House

2 Bed 2 Bath Sleeps 6

Boaters Paradise in the Keys Tavernier

Our comfortable, clean, non-smoking and pet free home on Ocean Drive in Tavernier Key (Mile Marker 9

More Detail »

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

More Detail »

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

More Detail »

Key Largo Ocean View

Townhome

3 Bed 3 Bath Sleeps 6

Key Largo Ocean View "Mar-a-Villa 6" in Kawama Yacht Club Key Largo

Ocean Front Key Largo Townhome. Imagine waking up to a breathtaking view of the Crystal Clear waters

More Detail »

Waterfront Kawama Townhouse. Wonderful, modern, clean.

Townhome

3 Bed 3 Bath Sleeps 6

Waterfront Kawama Townhouse. Wonderful, modern, clean. Key Largo

Minimum rental two weeks. Wonderful, safe, modern, and clean place were you will make memories that

More Detail »

Luxury 2/2 Apartment In Heart Of Key West With Lagoon Pool. Monthly rentals only

Apartment

2 Bed 1 Bath Sleeps 6

Luxury 2/2 Apartment In Heart Of Key West With Lagoon Pool. Monthly rentals only Key West

Our luxury condo is one of four prestigious units which comprise this beautiful, two-story, plantati

More Detail »

More Florida Keys Vacation Rentals



Click Here for MORE: FLORIDA KEYS RENTALS

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.