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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FALL SPECIAL $1225.00 TOTAL  2 Bedroom Duplex with 30ft Dock, Cabana Club

House

2 Bed 1 Bath Sleeps 5

FALL SPECIAL $1225.00 TOTAL 2 Bedroom Duplex with 30ft Dock, Cabana Club Key Colony Beach

Discover 'keys Style' Living In This Canalfront Half Duplex In Key Colony Beach. Beautifully Renov

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Oceanfront 1 Bedroom Expandable to 2 Bedroom Condo on Smathers Beach in Key West

Condo

1 Bed 1 Bath Sleeps 2

Oceanfront 1 Bedroom Expandable to 2 Bedroom Condo on Smathers Beach in Key West Key West

Key West Oceanfront Condominium For Rent... One bedroom, expandable to two bedrooms, one bath condom

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Exclusive Home of Vacation with a Pool in Tavernier.

House

4 Bed 3 Bath Sleeps 10

Exclusive Home of Vacation with a Pool in Tavernier. Tavernier

Beautiful home to relax in the Florida Keys.The Perfect Escape to Paradise.A home clean ,bright and

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Island View Waterfront Home, Boat Ramp, Dock,Spa/Outdoor Bar

House

3 Bed 0 Bath Sleeps 6

Island View Waterfront Home, Boat Ramp, Dock,Spa/Outdoor Bar Ramrod Key

This tropical vaction house has all the amenities to enjoy yourself and relax. It is located far en

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Oceanside Vacation Townhome - Sleeps 8-10

Condo

4 Bed 3 Bath Sleeps 10

Oceanside Vacation Townhome - Sleeps 8-10 Key Largo

Our town home has 4 bedrooms & 3 bathrooms and is completely ready to move in and relax! We have

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 Fall Specials, Inquire now SUN and FUN in the KEYS!

Townhome

3 Bed 2 Bath Sleeps 8

Fall Specials, Inquire now SUN and FUN in the KEYS! Key Colony Beach

Spacious home on the West Side of the island, over 2,000 s/f of living space plus balconies! Newer c

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Sunset Views - Open Water Views and protected boat dockage..

House

3 Bed 2 Bath Sleeps 7

Sunset Views - Open Water Views and protected boat dockage.. Big Pine Key

Custom build 3 bedroom / 2 bathroom home located in Eden Pines with protected boat dockage. Enjoy th

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Oceanside Vacation Townhome/Sleeps8-10

Townhome

4 Bed 3 Bath Sleeps 10

Oceanside Vacation Townhome/Sleeps8-10 Key Largo

Our town home has 4 bedrooms & 3 bathrooms and is completely ready to move in and relax! We have

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340 East Ocean Drive Key Colony Beach, Fl.

House

3 Bed 2 Bath Sleeps 6

340 East Ocean Drive Key Colony Beach, Fl. Key Colony Beach

Very nice and keyz home... Large living room open floor plan that looks over the porch and the water

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Oceanfront condo in Ocean Pointe. Swimming Pool, Beach.

Condo

2 Bed 2 Bath Sleeps 6

Oceanfront condo in Ocean Pointe. Swimming Pool, Beach. Tavernier

Very popular D-Unit model. Enjoy ocean views from both the living room and master bedroom. 2 bedroom

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Canal Front With Spectacular Ocean View!

Mobile_home

2 Bed 2 Bath Sleeps 4

Canal Front With Spectacular Ocean View! Summerland Key

Location! Location! This fabulous vacation home is only 4 lots from the ocean offers amazing water

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Ocean Breezes, Beach Front

House

4 Bed 4 Bath Sleeps 8

Ocean Breezes, Beach Front Marathon

Enjoy relaxing At Ocean Breezes from either of the verandasat this spacious oceanfront Florida Keys

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Summer Special: Rent 5 Nights Get 7 - Margaritavilla 1 BR Beach Cottage

Cottage

1 Bed 1 Bath Sleeps 4

Summer Special: Rent 5 Nights Get 7 - Margaritavilla 1 BR Beach Cottage Key West

A phone number is REQUIRED for service. If you do not provide a phone number, your request will not

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Fun Canal Home With Dock Enjoy Fishing, Diving, Snorkeling, Boating & More

House

2 Bed 2 Bath Sleeps 6

Fun Canal Home With Dock Enjoy Fishing, Diving, Snorkeling, Boating & More Key Largo

Ready For Fun? Enjoy our Key Largo home which will sleeps 4 with 2 bedrooms with Queen beds, 2 bath

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Private Beach-Large Pool-Walking Distance:Dining/Fishing/Golf    REDUCED RATES!

Condo

2 Bed 2 Bath Sleeps 6

Private Beach-Large Pool-Walking Distance:Dining/Fishing/Golf REDUCED RATES! Key Colony Beach

We are an Oceanfront condominium with our own private beach, beautiful heated pool, tiki hut on the

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Oceanfront, Beautiful Inside!

House

2 Bed 2 Bath Sleeps 8

Oceanfront, Beautiful Inside! Summerland Key

Totally beautiful modern home has a very large balcony which provides an opportunity for endless dre

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3/2 with Pool near Historic Seaport, Schooner Wharf

House

3 Bed 0 Bath Sleeps 6

3/2 with Pool near Historic Seaport, Schooner Wharf Key West

Located by the Key West Bight, steps from Pepe’s and Schooner Wharf Bar – our property is truly

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Great Location Lovely 2Bd/1Ba Walk to Pool & Marina!

Mobile_home

2 Bed 1 Bath Sleeps 6

Great Location Lovely 2Bd/1Ba Walk to Pool & Marina! Cudjoe Key

This lovely midrise home is clean and comfortable for a seasonal or weekly stay. Kitchen opens to t

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Canal Front Home With Pool And Hot Tub

House

2 Bed 3 Bath Sleeps 6

Canal Front Home With Pool And Hot Tub Big Pine Key

Terrific tropical getaway for rent!! Newly remodeled 2 Bedroom 3 full bath canal front home with la

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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

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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.