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Florida Keys

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Vacation Rentals in Florida Keys, FL

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Florida Keys Vacation Rentals

Relaxing in a hammock under a swaying palm tree. Sipping a margarita. Enjoying a cheeseburger in paradise. Life in the Florida Keys is unique, laid-back and fun. Spending your stay in a cramped, sterile hotel room just doesn’t seem to fit the lifestyle. You should consider a vacation rental. We’ll help you find special deals on beach houses, condos, townhouses, cottages and cabins in a variety of settings in Key Largo, Marathon, Islamorada, Big Pine Key and the Lower Keys, Key West and other locales. Better still, you’ll have lots of space to spread out and relax as well as a fully-equipped kitchen where you can fix the perfect margarita.

Florida Keys attractions and activities

From phenomenal scuba diving and snorkeling to world-class ocean sportfishing and flats fishing to eco-tours and sunset watch parties, the Florida Keys has something for everyone. Each section of the Keys has its own unique attractions. In Key Largo, visit John Pennekamp Coral Reef State Park, a spectacular undersea park. In Islamorada, the Theater of the Sea Marine Mammal Park, offers opportunities to swim with dolphins and other creatures. At Marathon’s Crane Point, you can hike through a preserved tropical hardwood grove. In the Lower Keys, beach enthusiasts love the Bahia Honda State Park with its white sandy beaches. Key West is home to the Ernest Hemingway Home and Museum, the Key West Butterfly & Nature Conservatory and Mel Fisher’s Maritime Heritage Museum.

Live like a local in a Florida Keys rental

A vacation rental allows you the freedom to pursue the Florida Keys getaway perfect for you and your family. You’ll have ample space to store your fishing equipment, scuba and snorkeling gear, beach toys and other necessities for a great beach vacation. When it’s time to dine, a fully equipped kitchen allows you to save money and prepare a delicious meal that might even include the big fish you caught earlier in the day. With a vacation rental in the Florida Keys, you can stop imagining what it’s like to live there and actually do it for a short time.

Florida Keys vacation rentals for families

From Key Largo to Key West, we have an inventory of vacation rentals ideal for family getaways. We’ve got plenty of low-cost, budget-helping rentals that will allow you to spend money on things like swimming with dolphins or scuba diving instead of on a pricey hotel room.

Saving money on Florida Keys vacation rentals

Obviously, you want the best deal available to stay within your budget. Whether you want an amenity-rich beachfront estate home, a condo affording stunning sunset views or a cozy cottage or cabin, we have special deals and discounts in every price range.

 
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€655 - €1,013 / week
2 Bedrooms, sleeps 6
2 Bathrooms
€2,634 - €3,387 / month
2 Bedrooms, sleeps 4
2 Bathrooms
€49 - €56 / night
1 Bedroom, sleeps 6
1 Bathroom
€3,763 / week
6 Bedrooms, sleeps 12
6 Bathrooms
€188 - €222 / night
2 Bedrooms, sleeps 6
2 Bathrooms

Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€188 - €226
Week:
€1,317 - €1,844
Month:
€5,644 - €6,773
Minimum rental - 1 night
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€188 - €226
Week:
€1,317 - €1,844
Month:
€5,644 - €6,773
Minimum rental - 1 night
Check availability
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Month:
€2,107
Minimum rental - 4 weeks
Check availability
Also consider
€655 - €1,013 / week
2 Bedrooms, sleeps 6
2 Bathrooms
€2,634 - €3,387 / month
2 Bedrooms, sleeps 4
2 Bathrooms
€49 - €56 / night
1 Bedroom, sleeps 6
1 Bathroom
€3,763 / week
6 Bedrooms, sleeps 12
6 Bathrooms
€188 - €222 / night
2 Bedrooms, sleeps 6
2 Bathrooms
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Week:
€1,325 - €1,821
Month:
€3,763
Minimum rental - 1 week
Check availability
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
€2,258
Minimum rental - 1 week
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€151 - €278
Week:
€1,001 - €1,949
Minimum rental - 6 nights
Check availability
  • Holiday Rental House
  • 4 Bedrooms, sleeps 10
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Week:
€1,957
Month:
€4,139 - €4,515
Minimum rental - 1 week
Check availability
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
€181
Week:
€1,129
Month:
€2,709
Minimum rental - 4 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
€668 - €869
Minimum rental - 1 week
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€188 - €354
Week:
€1,129 - €2,073
Minimum rental - 5 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Week:
€1,204 - €2,401
Minimum rental - 1 week
Check availability
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Week:
€903 - €1,129
Minimum rental - 1 week
Check availability
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
€98 - €113
Week:
€677 - €790
Month:
€2,107 - €2,408
Minimum rental - 1 week
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€188 - €309
Week:
€1,264 - €2,160
Minimum rental - 6 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€188 - €226
Week:
€1,317 - €1,844
Month:
€5,644 - €6,773
Minimum rental - 1 night
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Night:
€169 - €327
Week:
€978 - €1,964
Minimum rental - 3 nights
Check availability

Florida Keys Holiday Rental Advice

Posted by brodieDublin, 20 Jan 2012
www.historichideaways.com www.athomeinkeywest Or check holiday Rentals to the left! ... more
Posted by flipflopsrule, 8 Jan 2012
Contact Andi Saylor at Keys Holiday Rentals. ... more
Posted by flattop, 16 Mar 2011
... islands: Increasingly, those who book vacation rentals listed ... ... Realty who specializes in the vacation-rental-heavy Truman Annex neighborhood of Key West, said he started to notice problems in October. Since then, he said, things have gotten significantly worse. "It started off with maybe one a month," Smith said, "and ... more
Posted by CaptBonez, 3 Oct 2011
... It would be great if the city had available on-line a list of licensed vacation rentals. It would be a fast and easy way to see if a property was at least legal to rent. (as I suspect most advertised on Craig's list and other places are not ... more
Posted by Tim T, 9 Dec 2011
... in response to Craigs list vacation rental listing these were very sketchy. The website bounces back and forth from making it appear they have one property to multiple properties. Many of the wording on their website is not in proper English and their contract on there quite frankly looks like ... more
Posted by jvp1099, 6 Feb 2012
... I am looking for either vacation rental suggestions or condos/townhomes for a group of 10-12 gals coming from Texas to KW in September to celebrate my birthday! The challenge I'm finding is in locating a 3-night rental (many have 5-7 night minimums), followed by an ... more
Posted by CaptBonez, 26 Aug 2011
Out of curiosity where are you staying in Big Coppitt? Is it a vacation rental? Bonez ... more
Posted by TexasWaker, 7 Dec 2011
... might be of particular interest? I also need ideas on a vacation rental that would be a good fit for our somewhat rowdy group. Proximity to Duval is important, but we really just need somewhere inexpensive where we can cook a few meals and crash. Any suggestions? Thanks in advance ... more
Posted by Moombalounge, 27 Oct 2011
looking for a vacation rental for 5 adults...any site recommendation..we're flying in to FLL and driving...we're thinking of going the first week of May... more
Posted by CaptBonez, 16 Oct 2011
... see if they have a vacation rental license and who is the "owner or agent" http://www.keywestcity.com/department/index.asp?fDD=4-0 Bonez PS tell them if they had a list available on-line of legal vacation rentals and their owner or agents you would not have ... more
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