The Florida Keys Guarantee an Offbeat Adventure

Though technically a part of the Sunshine State, the Florida Keys have cultivated an offbeat and colorful identity of their very own that lends itself well to vacation freedom.


Stretching in a lazy arc that begins fifteen miles from the tip of the peninsula, these 1700 or so islands - many of which are wild and uninhabited - will provide a Caribbean experience without demanding that you show your passport. The Florida Keys don’t demand much of anything, in fact; only that you abandon your inhibitions and responsibilities on the mainland.


Hotspots within this archipelago include Marathon, Key Largo and of course, quirky Key West. The tropical climate means that the Keys have never been touched by frost, so no matter what time of year you decide to visit you’ll never need more than a light jacket for the occasional cool evening.


Landmarks in the “Conch Republic” include Seven Mile Bridge, the Ernest Hemingway House, Dry Tortugas National Park and the National Key Deer Refuge. As for keeping busy, Key Largo calls itself the “Diving Capital of the World,” Islamorada claims to be the “Sport Fishing Capital of the World” and there are an abundance of seafood restaurants, festivals, eco-tours and hiking paths to take advantage of.


This free-spirited chain of isles also welcomes you to simply kick off your shoes and stay awhile, so pick a key, any key and settle into a beach house or condo for a vacation that will cast your cares - and pre-conceived notions about Florida - away.

Destination: Search

Vacation Rentals on the Florida Keys

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New Luxurious Bay Harbour Waterfront Condo, 2 Master Bedrooms w/Private Baths – Property 321060

  • Florida Keys rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, waterfront, swimming pool
  • $1,500 - $2,000/week
  • Calendar Last Updated On: Aug 7, 2008
You will feel as if you have stepped into the pages of 'Coastal Living' magazine when you step into your Florida Keys Islamorada vacation home.

Oceanfront Condo - Ocean Views - Pool, Beach, Marina & Tennis – Property 311664

  • Florida Keys rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, swimming pool
  • $750 - $1,475/week
  • Calendar Last Updated On: Aug 7, 2008
We are offering for rent our beautiful, 2Bdrm/2BA condominium located directly on the ocean in Key Largo (Tavernier), Florida.

Welcome to Key Largo and Enjoy the Beautiful Blue Ocean – Property 314711

  • Florida Keys rental - townhome, 2 bedrooms, sleeps 4, 1 bathroom, 1 half bath, beach, near the ocean, accept credit card
  • $900 - $1,200/week
  • Calendar Last Updated On: Aug 7, 2008
Kawama Yacht Club is an oceanfront beach residential community located in MM 99 in Key Largo, Florida, only about 1 hour drive from Miami International...

Spectacular,1 from open water,FISH,DIVE***RATE SPECIAL! – Property 187539

  • Florida Keys rental - house, 3 bedrooms, sleeps 8, 3 bathrooms, near the ocean, waterfront, air-conditioning
  • $1,650/week
  • Calendar Last Updated On: Aug 7, 2008
Beautifully renovated in/out large home. One in from Open water on canal, with awesome, unique cut in boat slip under the house!

Marathon Key Vacation Rental - Breathtaking views and perfect climate - w/Dock – Property 183823

  • Florida Keys rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, waterfront, accept credit card
  • $1,500 - $1,800/week
  • Calendar Last Updated On: Aug 7, 2008
SeaWatch at Marathon - Just south of civilization as we know it. Graced by the Atlantic on one side and the Gulf on the other.

Quiet Open Water Retreat On Nature Refuge – Property 177132

  • Florida Keys rental - villa, sleeps 2, 1 bathroom, beach, waterfront, accept credit card
  • $1,000 - $1,200/week
  • Calendar Last Updated On: Aug 7, 2008
Relax in this peaceful, open-water bird and wildlife sanctuary. In a living room only 9 feet from water's edge, you can sit on your sofa and watch fish swim.

The Perfect Get-away in Paradise – Property 185263

  • Florida Keys rental - condo, sleeps 4, 1 bathroom, near the ocean, town, accept credit card
  • Calendar Last Updated On: Aug 7, 2008
The Galleria Condominiums, a wonderful retreat for a fun-filled or relaxing get-away! Each unit bears the name of a renowned artist, in salute to the artistic...

Gorgeous Waterfront Condominium With Stunning Views! – Property 163420

  • Florida Keys rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, accept credit card
  • $2,100/week
  • Calendar Last Updated On: Aug 7, 2008
Luxurious! Comfortable! Unforgettable! Located on the Atlantic Ocean with magnificent views, this beautifully decorated tropical island condo offers everything you...

Penthouse Condo Fabulous Sunsets in Key Largo – Property 69815

  • Florida Keys rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, air-conditioning
  • $895 - $1,995/week
  • Calendar Last Updated On: Aug 7, 2008
Located one hour from Miami, Kawama Yacht Club Tower is your escape route to the Florida Keys. Situated at mile marker 100 on the Atlantic Ocean, this gated...

Updated Canal Front Pool Home – Property 202276

  • Florida Keys rental - house, 2 bedrooms, sleeps 8, 3 bathrooms, near the ocean, waterfront, accept credit card
  • $1,500/week
  • Calendar Last Updated On: Aug 7, 2008
Great waterfront home in Marathon. Over 180 feet of deep water dockage. Brand new in-ground swimming pool. Updated kitchen and living area.

Beautiful Waterfront Condominium Rental with Dock, Marathon Key Florida – Property 179286

  • Florida Keys rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, near the ocean, waterfront, swimming pool
  • $1,100/week
  • Calendar Last Updated On: Aug 6, 2008
Beautiful open quiet waterfront location directly on the Gulf of Mexico. This spacious 1400 sq. ft. unit includes 2 Bedrooms, 2 Full Baths, 1 Half Bath.

Villa Nomade, Elegant Truman Annex condo in the heart of Old Town – Property 158403

  • Florida Keys rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, downtown, near the ocean, accept credit card
  • $1,200 - $2,000/week
  • Calendar Last Updated On: Aug 6, 2008
Villa Nomade is a newly redecorated condominium in the Shipyard Condominiums at the Truman Annex. The Shipyard is in the heart of Old Town Key West on the former...

Truman Annex - Just Renovated with Private Garden Area – Property 151840

  • Florida Keys rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, downtown, swimming pool
  • Calendar Last Updated On: Aug 6, 2008
This one bedroom, fully furnished condo is located in the Truman Annex, a gated community of private homes and condos within two blocks of Duval Street and Ft.

Gerry's Florida House - What the Keys Were Meant to Be - - Private Pool, Spa, – Property 310111

  • Florida Keys rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, waterfront, swimming pool
  • Calendar Last Updated On: Aug 6, 2008
Get away from the outside world at this lovely hide-away that includes two bedrooms and two bathrooms upstairs, a pull-out sofa, and extra sleeping downstairs with...

Paradise Vacation Home-Heated Pool-Tiki-Waterfront – Property 173950

  • Florida Keys rental - house, 2 bedrooms, sleeps 8, 2 bathrooms, near the ocean, waterfront, accept credit card
  • $1,500 - $2,000/week
  • Calendar Last Updated On: Aug 5, 2008
Spend a week exploring the turquoise, crystal-clear, waters of the Florida Keys while staying in our tropical home. All the amenities you could ever want including a...

American Paradise - Tingler Isle - New Luxury Oceanfront Home – Property 180000

  • Florida Keys rental - house, 4 bedrooms, sleeps 12, 4 bathrooms, 1 half bath, beach, waterfront, swimming pool
  • $4,000 - $8,500/week, per person
  • Calendar Last Updated On: Aug 5, 2008
This newly constructed two story, 5800 sq ft luxury home has full length porches overlooking the Atlantic Ocean. The heated pool and spa with infinity edge invites...

Oceanfront, new home with panoramic ocean views - Islamorada, FL – Property 186650

  • Florida Keys rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, waterfront, swimming pool
  • $1,995 - $2,950/week
  • Calendar Last Updated On: Aug 5, 2008
This magnificent oceanfront home is located at Mile Marker 85 in exclusive Angler's Reef - a private 51 home community inspired by Native Conch & British West Indies...

Direct Oceanfront Free Wireless Internet – Property 149233

  • Florida Keys rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, accept credit card
  • $2,350/week
  • Calendar Last Updated On: Aug 5, 2008
! Nothing between our balcony and the ocean except 20 yards of sand! Free high speed Internet! This very upscale unit is one of the largest in this tropical...

Venetian Shores .. Pool Home Quick Ocean/Bay Access – Property 177340

  • Florida Keys rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, 1 half bath, swimming pool, air-conditioning
  • Calendar Last Updated On: Aug 5, 2008
Beautiful canal-front home located in prestigious Venetian Shores sub-division. 100 foot dock with davits and fish cleaning station on wide deep water canal.

Home- 60' Dock on Canal - Access to Gulf or Atlantic+ Cabana Club – Property 120326

  • Florida Keys rental - townhome, 1 bedroom, sleeps 4, 1 bathroom, beach, near the ocean, swimming pool
  • Calendar Last Updated On: Aug 5, 2008
Waterfront home is located on 100 foot wide water canal with 60 feet of dockage. Home is furnished with 1 queen size bed and 1 sofa sleeper to accommodate up to 4...
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