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Florida Keys Rentals

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Florida Keys Rentals

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1,478 house rentals

$166

Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Excellent Condo” Oly was very accommodating and the place was beautiful and emaculate, the kitchen was fully stocked with everything you need. The beds were very comfortable and the ceiling fans were a nice addition. The facilities were also very clea

$166

1 / 36

$229

Keys Spectacular Gulf of Mexico Views

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

$229

1 / 26

$83

Private Home, with Beach Access, Best Value in the Keys

Key Largo house

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect house for casual getaway” We wanted a clean and comfy place to stay for a long weekend that would be close to everything. This house had everything we wanted and more. We brought our 2 year old with us and felt like it was exactly the cozy a

$83

1 / 68

$259

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

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Perfect!” This was the perfect size suite for 4 adults, with a little pool oasis right off our doorstep, in the center of it all without the noise of Duval. Loved every second of my stay!

$259

1 / 17

$358

Villa Sombrero, Marathon

Marathon house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 25 minutes

$358

1 / 31

$237

Islamorada Luxury Waterfront Condo with Boat Slip

Islamorada apartment

2 bedrooms / 3 bathrooms / sleeps 6

$237

1 / 21

$250

Center of It All - Paradise Island Suite

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

“Great location in the heart of Old Town Key West, just a block off Duval..” We stayed in the Paradise Suite. Great front porch to hang out on, pool in back with pergola for lounging. Place was set up perfect, pool towels hanging by the door, bathroom

$250

1 / 14

$502

Gorgeous, dog-friendly, waterfront home with beach, pool, dock, & kayaks

Marathon house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 29 minutes

$502

1 / 37

$280

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

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Our wedding family stayed here awesome” Fabulous. Clean roomy pool fantastic. Short walk to schooners Wharf Both inside and outside area were excellent

$280

1 / 17

$251

Manatee Haven

Marathon house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 28 minutes

$251

1 / 8

$1,504

Ocean-Front Caribbean Home.

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

$1,504

1 / 21

$160

Sunrise At Seaside Condo 2 bedroom 2 bath

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Exactly what we needed.” Owner responded in timely manner and was pleasant and answered all questions. The unit was easy to find and close to the airport. We worried about airport traffic noise interfering with sleep, but never heard them inside the

$160

1 / 12

$205

Sold, no longer avail. to rent! I can refer you to another rental on KCB!

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

“Always a Great Place” Stayed at this home for our second time in three years and as always we were not disappointed. Experienced a few glitches upon arrival but the owner/manager (Patty) was only a phone call away and took care of everything expeditio

Responds fast! avg. 3 hours 42 minutes

$205

1 / 92

$137

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

$137

1 / 22

$101

RV Lifestyle, close to Key West

Big Pine Key caravan/mobile home

1 bedroom / 1 bathroom / sleeps 4

$101

1 / 13

$215

Casa Del Sol, a Key West Vacation (Truman Annex)

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.

Responds fast! avg. 2 hours 39 minutes

$215

1 / 26

$300

JEWEL in Key Largo!

Key Largo townhouse

4 bedrooms / 4 bathrooms / sleeps 11

$300

1 / 44

$452

Vaca Cove - Open Water, Protected Dockage and Great Pool, Jan, Feb Specials!!!

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

$452

1 / 22

$201

Key Colony Beach FL - Cay Condo

Key Colony Beach condo

2 bedrooms / 3 bathrooms / sleeps 6

$201

1 / 16

$193

Available JAN 1-27 and last two weeks of March 2018.TROPICAL KEYS PARADISE

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 4

$193

1 / 24

$258

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

$258

1 / 26

$150

Family vacation rental, kayak, pool, 50” dock

Key Largo house

3 bedrooms / 3 bathrooms / sleeps 10

$150

1 / 36

$291

Shelleys Rooftop Hideaway

Key West apartment

2 bedrooms / 3 bathrooms / sleeps 4

“great place to stay” Close to every thing in Key West Walking distance to all of down town stores and bar my personal favorite

$291

1 / 15

$150

MOON BAY A410

Key Largo apartment

2 bedrooms / 1 bathroom / sleeps 4

“Very Comfortable Condo” We booked last minute and were pleasantly surprised to find a roomy, cheerful, well-maintained condo waiting for us when we arrived. The kitchen was well-equipped, and the view from the living room was really great. Having a

$150

1 / 22

$200

Gorgeous Spa Villa, Marina in Florida Keys

Duck Key villa

2 bedrooms / 3 bathrooms / sleeps 6

“Loved it” Just got back from staying in this Villa. We were very happy with everything. The villa was clean & beautifully decorated & the location was perfect. I have stayed in Hawks Cays Villas twice before & this was the nicest. We will stay here

$200

1 / 30

$126

Spectacular Atlantic Ocean View Condo (MONTHLY)

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Amazing Views And A Great Condo” My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view was amazing and the patio was very tranqu

$126

1 / 26

$226

Waterfront 3BR w/ Private Pool, Boat Slip, Tiki Hut & Kayaks

Marathon house

3 bedrooms / 2 bathrooms / sleeps 6

$226

1 / 24

$258

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 31 minutes

$258

1 / 16

$201

Kokomo Cove Boat House

Marathon house

2 bedrooms / 2 bathrooms / sleeps 8

“Boat ramp and beautiful pool in the heart of the Keys” We wanted a house on a canal in the Marathon area, where we have been vacationing for years. This house had its own boat ramp, so we rented kayaks for a week and launched effortlessly right on si

$201

1 / 36

$79

EMERALD BAY - w/ 20Ft. of Protected Dock

Key Largo house

2 bedrooms / 1 bathroom / sleeps 2

“Great quality for the price!” Make sure to go kayaking around the area! Camper is very nice and a quiet area. Neighbors were nice. Cool to see fish right off the dock. Not too far to go snorkeling either.

$79

1 / 21

$143

Oceanfrontparadise: 209

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 4

$143

1 / 20

$137

Moon Bay A204

Tavernier house

2 bedrooms / 1 bathroom / sleeps 6

$137

1 / 33

$43

Mile Zero Studio

Stock Island studio

Studio / 1 bathroom / sleeps 2

$43

1 / 19

$266

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

$266

1 / 34

$83

SeaGulls 602

Tavernier house

1 bedroom / 1 bathroom / sleeps 2

$83

1 / 26

$326

CORAL LAGOON RESORT NO. 3 WITH DOCK

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

$326

1 / 17

$789

Southern Diversion Estate Key Largo fall Special open for business post irma

Key Largo villa

6 bedrooms / 6 bathrooms / sleeps 17

“Absolutely extraordinary!” The pictures of this property do not do it justice! This is a gorgeous, meticulously maintained home, on the water, with every amenity possible! Marble floors throughout, 11 ft. ceilings and 8 ft. doors, huge windows to

$789

1 / 28

$215

Key Colony Beach Griffins' Getaway

Key Colony Beach house

4 bedrooms / 3 bathrooms / sleeps 8

$215

1 / 27
Viewing 38 of 1,478

About Florida Keys

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Florida Keys, FL, including the islands of Key West, Key Largo, Islamorada, Marathon Key and Big Pine Key offers the perfect mix of family beach fun and peaceful vacation relaxation. Spend your days strolling one of the many boardwalks, or swim, snorkel, and kayak in the pristine Gulf. After a long day, retreat back to your vacation rental home at night, escape the crowds, and watch the sunset across the Gulf from your personal porch or deck. With your own private tennis court and pool, luxuries that many rentals offer, you can have a great time without even leaving your vacation home.

Wake up to the sound of waves rolling in and the scent of the salty ocean air, then walk just minutes to the beach for great boardwalk shopping, dining, and entertainment. Truly escape the winter chill by heading to the southernmost point in the United States, Key West, Florida. Take U.S. Highway 1, known to locals as "The Overseas Highway" to get there, and enjoy the breath-taking natural beauty of the ocean scenery and wilderness that borders the road.

Here are a few additional suggestions for your trip to the Florida Keys:

  • Visit the Key West Butterfly & Nature Conservatory: Key West is home to a magnificent array of butterflies from South America, Africa, and Southeast Asia. This Conservatory emphasizes the importance of wildlife preservation, offering group tours, unique films, and resident rainforest birds guaranteed to ignite your love for wildlife.
  • Swim with the dolphins: Key West is known for its dolphin friendly environment and facilities that offer guests the opportunity to swim and play with these amazing animals.
  • Explore The Harry S. Truman Little White House: Established in 1890 as a command center during the Spanish American War, this house was later used as a means of escape during the Cold War. For years, presidents relaxed and restored body and mind here while dealing with war threats. The site is now a living history museum.
  • Sleep under the stars: Spend a night under the legendary stars of Key West. Florida Keys campgrounds are plentiful, and Florida Keys camping can also happen at sea. Charter a boat and drift off with the night sky above and the ocean below.
  • Take a sunset dinner cruise: Gourmet dinner cruises to Florida Keys' destinations are widely available. Nothing is more romantic than raising a glass on a luxury sailboat as the sun sets over the Atlantic.
  • Take a charter fishing trip: An experienced outfitter can provide the boat and equipment you need to pursue deep water species like marlin and swordfish.

Whether you're here for a Florida Keys honeymoon, a family reunion, or a vacation getaway with friends, you'll easily find a perfect vacation rental with all the amenities you need to relax in style. Stay in a charming beach condo close to the restaurants and nightlife or rent an elegant villa with a balcony and stunning views of the ocean. You may also want to make some time during your vacation to visit nearby destinations like Naples or Marco Island.

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