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Florida Keys Rentals

About Florida Keys

1,478 house rentals

Open for business after Irma. Private home with Beach Access

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

$150

1 / 68

Coco Plum Beach 2 BR/ BA Fantastic Condo

Marathon condo

2 bedrooms / 2 bathrooms / Sleeps 6

$151

1 / 14

Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West apartment

3 bedrooms / 2 bathrooms / Sleeps 8

“Can't wait to return” We loved staying at the Grand Bahama suite. It was spacious, clean and centrally located just a street from all the action. We loved the courtyard and pool. I was a little concerned about parking but it worked out fine for us.

$330

1 / 11

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 18 minutes

$265

1 / 26

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!

Responds fast! avg. 3 hours 38 minutes

$158

1 / 12

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

$136

1 / 22

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

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

Marathon house

3 bedrooms / 2 bathrooms / Sleeps 6

$190

1 / 24

Keys Spectacular Gulf of Mexico Views

Marathon house

3 bedrooms / 3 bathrooms / Sleeps 8

$229

1 / 26

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

New Casa Solis With Scenic Views and 30' Dock.

Marathon house

2 bedrooms / 2 bathrooms / Sleeps 6

$194

1 / 18

FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 8 w/ 60 Feet of Dockage

Marathon Shores house

2 bedrooms / 2 bathrooms / Sleeps 8

Responds fast! avg. 3 hours 8 minutes

$201

1 / 26

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

Marathon house

4 bedrooms / 3 bathrooms / Sleeps 8

Responds fast! avg. 21 minutes

$501

1 / 37

Islamorada Tropical Canalfront Paradise

Islamorada house

2 bedrooms / 2 bathrooms / Sleeps 6

$249

1 / 13

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

Islamorada condo

2 bedrooms / 2 bathrooms / Sleeps 5

$151

1 / 14

Fisherman's Paradise with a 30 Ft Boat Slip

Long Key apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“Our Honeymoon!” Our Honey Moon was very special at Fisherman's Paradise. Everything was top shelf and facilities are the best. The care that Bob Hubert paid to our every need was very special to us and the memories will last forever! Sincerely, Paget

Responds fast! avg. 3 hours 1 minutes

$181

1 / 22

Waterfront Key Largo Bayside Cottage Paradise

Key Largo cottage

2 bedrooms / 4 bathrooms / Sleeps 4

“Property was clean, convenient to rent, and as advertised. Wonderful vacation place on Key Largo.” Property was clean, convenient to rent, and as advertised. Wonderful vacation place on Key Largo. We really enjoyed the location and we saw a few m

Responds fast! avg. 1 hour 37 minutes

$224

1 / 20

Islamorada Luxury Waterfront Condo with Boat Slip

Islamorada apartment

2 bedrooms / 3 bathrooms / Sleeps 6

$230

1 / 21

Oceanfront 2BR w/ Private Beach – Close to Top-Rated Scuba & Snorkeling

Long Key house

2 bedrooms / 2 bathrooms / Sleeps 4

$193

1 / 24

1BR Restored Conch House w/ Pool & Deck

Key West house

1 bedroom / 1 bathroom / Sleeps 3

$88

1 / 24

Escape to Paradise in a Gated Tropical Bayfront Estate (Free Wifi)

Tavernier house

2 bedrooms / 2 bathrooms / Sleeps 4

$226

1 / 19

Oceanfront duplex with spectacular views, beach, and dock

Long Key house

2 bedrooms / 1 bathroom / Sleeps 6

Responds fast! avg. 17 minutes

$300

1 / 27

Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool

Key Colony Beach house

2 bedrooms / 2 bathrooms / Sleeps 6

$151

1 / 22

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.

Responds fast! avg. 55 minutes

$200

1 / 32

Paradise On The Water-58 Ft Dock Space On Premises

Long Key caravan/mobile home

1 bedroom / 2 bathrooms / Sleeps 5

Responds fast! avg. 3 hours 11 minutes

$64

1 / 18

Havana Hideaway

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 5

“Wonderful Experience!” I had a great experience with Historic Hideways during my 5 week stay in Havana Hideway. Everything exceeded my expectations. A great place and exteremely friendly service with Historic Hideways. I would recommend to anyone.

$310

1 / 25

3BR w/ Dock Access & Stunning Bay Views from Rooftop Terrace

Marathon villa

3 bedrooms / 3 bathrooms / Sleeps 8

$196

1 / 25

JEWEL in Key Largo!

Key Largo townhouse

4 bedrooms / 4 bathrooms / Sleeps 11

$300

1 / 44

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

Key Colony Beach house

4 bedrooms / 4 bathrooms / Sleeps 9

Responds fast! avg. 17 minutes

$151

1 / 36

Beach House Condo

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Just What We Needed” Our family (myself, husband and teenage son and daughter) stayed here in mid-July. It was perfect for what we needed for a vacation in Key West. Everyone had their own bed and the two bathrooms worked out well for everyone. The

$210

1 / 23

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 1 hour 12 minutes

$99

1 / 20

Blue Bungalow

Key Largo house

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 28 minutes

$115

1 / 12

Canal-Front 3BR w/ Private Pool, Dock & Kayaks - Near Oceanfront Park

Marathon house

3 bedrooms / 2 bathrooms / Sleeps 8

$198

1 / 29

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

A quiet spot in paradise close to fishing with dockage included (#4)

Conch Key villa

1 bedroom / 1 bathroom / Sleeps 3

Responds fast! avg. 2 hours 40 minutes

$166

1 / 13

1 bedroom condo at Skipjack Resort, near Sombrero Beach, Boot Key Harbor

Marathon condo

1 bedroom / 1 bathroom / Sleeps 4

Responds fast! avg. 3 hours 12 minutes

$125

1 / 31

Oceanfront House

Summerland Key house

3 bedrooms / 3 bathrooms / Sleeps 8

Responds fast! avg. 3 hours 43 minutes

$334

1 / 50

Key West Harbour Oceanfront Suites #3

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 5

$200

1 / 25
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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