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Florida Keys Rentals

1,528 rentals

Sunrise At Seaside Condo 2 bedroom 2 bath

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Amamzing” First time to Key West and fell in love! The condo was truly a home away from home. We will be going back to make many more memories!

$159

1 / 12

Waterfront house w/ covered patio, private pool, & 75 ft. dock - dogs welcome!

Marathon house

3 bedrooms / 2 bathrooms / Sleeps 7

$133

1 / 24

Open for business after Irma. Private home with Beach Access

Key Largo house

2 bedrooms / 2 bathrooms / Sleeps 6

“Perfectly located between Miami and the keys !” We stayed at the house during Dec 2013 and enjoyed the house and location very much. The house is clean, spacious and has everything you need to spend a lovely time with friends or family. Lots of games

$149

1 / 79

Breezy half-duplex w/35 ft dock. Includes Cabana Club access w/ pool & beach

Key Colony Beach house

4 bedrooms / 4 bathrooms / Sleeps 9

$162

1 / 36

Coco Plum Beach 2 BR/ BA Fantastic Condo

Marathon condo

2 bedrooms / 2 bathrooms / Sleeps 6

$150

1 / 14

4BR Tropical Retreat w/ Guest Suite, Waterfront Yard, Private Dock & Pool

Marathon house

4 bedrooms / 3 bathrooms / Sleeps 8

$286

1 / 26

2 Great Waterfront FL Keys Homes - 1 Low Price

Marathon house

4 bedrooms / 4 bathrooms / Sleeps 12

“Excellent Stay!” We rented out both sides for the week and we couldn't have asked for a better location! Great fishing, lobstering, and diving. We took the boat out almost everyday right from the house. Just enough room for our 9 people plus 1 baby. I

$371

1 / 26

Oceanfront 2 Bedroom/2 Bathroom Well Maintained Condo with Large Balcony

Islamorada condo

2 bedrooms / 2 bathrooms / Sleeps 5

$125

1 / 14

Waterfront Keys Home - Spectacular View, 37' Dock

Marathon house

2 bedrooms / 2 bathrooms / Sleeps 6

“Enjoyable vacation rental and location” All is as advertised. The view is awesome. Rental unit has everything that one would need for a week or several weeks stay. Washer/dryer, comfortable beds, towels, kitchen stuff, TV, Wi-Fi, etc. All we had t

$186

1 / 22

New, Luxury 4/3 Single Family Home w/Pool , 40 ft BoatDock, short walk to Beach

Marathon Shores house

4 bedrooms / 3 bathrooms / Sleeps 8

$399

1 / 36

~ POTTER'S COTTAGE ~ Perfect Home w/ Pvt Heated Pool Just 1 Block to Duval!

Key West house

2 bedrooms / 2 bathrooms / Sleeps 6

“Found what we were looking for” Cute cottage with a great master bedroom loft suite, well appointed throughout, furnishings look new. The private pool and really cool poolside seating area were perfect for sun or shade. Location couldn't have been b

$535

1 / 26

Ocean View, Great boat access,Short Walk to Beach,

Marathon house

3 bedrooms / 3 bathrooms / Sleeps 6

“great place to stay” We had a wonderful experience. This home is close to everything on Marathon, a great location. It was an easy access to the Atlantic ocean from the backyard dock. Best of all was dealing with William the owner, he was extremely

$265

1 / 34

BEACON REEF 310

Islamorada apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$107

1 / 21

Dolphin Oasis 4bdr/4bth Pool/hot tub 115' dockage

Marathon house

4 bedrooms / 4 bathrooms / Sleeps 10

$377

1 / 36

Key Largo 2/2 Tropical Daze Oceanfront Condo

Key Largo apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Couldn't be better!!!” If you are looking to rest and relax, look no further.

$199

1 / 32

82754 Overseas Highway

Islamorada house

5 bedrooms / 3 bathrooms / Sleeps 10

$785

1 / 29

1/2 Block to Duval, World of its own -Nassau Suite

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Would go back again in a minute....” 12 old friends rented all 4 condos and had the absolute best time. The condos were great , clean ,bright, cherry and that pool OMG was too fabulous for words. Loved the market being so close and Duval right around

$279

1 / 17

FLORIDA KEYS OASIS - The Corona commercial-welcome ****7 DAY MINIMUM RENTAL****

Islamorada house

5 bedrooms / 6 bathrooms / Sleeps 12

$714

1 / 32

$135

1 / 8

Blue Bungalow in the Florida Keys

Key Largo house

1 bedroom / 1 bathroom / Sleeps 2

$95

1 / 12

Best Location, 1/2 Block to Duval, Bimini Suite

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Key west” This was our 4th time to Key West and it was the best of all!! You had a paradise island in comparison to other places we went to visit family as we were in town for a wedding.

$259

1 / 17

Islamorada Luxury Waterfront Condo with Boat Slip

Islamorada apartment

2 bedrooms / 3 bathrooms / Sleeps 6

$229

1 / 21

Sip your coffee looking out to a tropical sunrise

Marathon house

4 bedrooms / 3 bathrooms / Sleeps 10

$600

1 / 46

Direct Atlantic Ocean front private boat ramp dock

Summerland Key house

2 bedrooms / 2 bathrooms / Sleeps 6

$142

1 / 14

Waterfront luxury Villa (42) with sunset views and boat slip

Marathon villa

3 bedrooms / 4 bathrooms / Sleeps 6

$300

1 / 23

RV Lifestyle, close to Key West

Big Pine Key caravan/mobile home

1 bedroom / 1 bathroom / Sleeps 4

$50

1 / 13

Paradise on Cudjoe Bay

Cudjoe Key house

2 bedrooms / 3 bathrooms / Sleeps 6

$295

1 / 13

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw a

$198

1 / 27

Key Largo Ocean Side Seasonal Rental

Key Largo house

2 bedrooms / 2 bathrooms / Sleeps 4

$200

1 / 14

New Rental Like New - Sombrero Beach Gem

Marathon house

3 bedrooms / 3 bathrooms / Sleeps 6

$436

1 / 14

MOON BAY A206

Key Largo apartment

2 bedrooms / 1 bathroom / Sleeps 6

“A home away from home.” We enjoyed staying at Moon Bay condo in Key Largo,FL. Rental process was easy and all the staff was very accommodating. The condo is beautiful, modern and recently updated. The location is great too, in close proximity to wa

$150

1 / 15

Clean Keys 3/3 w/Davits Clear Canal Hottub Fenced

Tavernier house

3 bedrooms / 3 bathrooms / Sleeps 12

$400

1 / 5

Linger Longer

Key West house

2 bedrooms / 2 bathrooms / Sleeps 5

“Clean and well provisioned” Townhouse was centrally located, clean, and all basic household goods (paper towels, laundry detergent etc.) were there to meet our needs for the week. I would definitely recommend this unit.

$245

1 / 24

Dog-friendly half-duplex w/ a 30-ft dock including Cabana Club pool and beach

Key Colony Beach house

2 bedrooms / 2 bathrooms / Sleeps 4

$131

1 / 24

Cozy one bedroom condo

Marathon apartment

1 bedroom / 1 bathroom / Sleeps 4

$125

1 / 21

Straight shot to the Atlantic Ocean!

Marathon house

3 bedrooms / 4 bathrooms / Sleeps 8

$429

1 / 46

Dog-friendly, tropical escape with central location, hot tub, and shared pool

Sugarloaf Key house

1 bedroom / 1 bathroom / Sleeps 4

$142

1 / 25

Waterfront w/30-ft dock w/ access to Cabana Club shared pool!

Key Colony Beach house

2 bedrooms / 2 bathrooms / Sleeps 4

$110

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