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Florida Keys Vacation Rentals

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[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 3
If you want to experience the true meaning of a Key Largo Island Vacation, then look no further than our spacious 3/3 Villa on the Ocean Side of the world ...
  • Nightly
    --
  • Weekly
    $800 - $1,795
  • Monthly
    --
Nightly rate from
$271
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 1
Min stay:7
A lovely condominium located in the Truman Annex Shipyard Condominiums. Location is everything to be walking distance to Fort Zachary State Park Beach and ...
  • Nightly
    $271 - $340
  • Weekly
    $1,330 - $2,380
  • Monthly
    --
Management: Professional
Property: Rental Home
Bedrooms: 1, sleeps 4
Bathrooms: 1
Min stay:7
Policy: Yes, Yes Minimum Stay: 7
  • Nightly
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  • Weekly
    $640 - $1,000
  • Monthly
    $1,920 - $3,000
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 3
Oceanfront, Private, Lushly Landscaped, Single-Family Home with 3 Bedrooms and 3 Baths, Sombrero Beach one minute away. Directly on the Atlantic Ocean, this ...
  • Nightly
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  • Weekly
    $1,700 - $2,100
  • Monthly
    --
Management: Verified owner
Property: Rental Home
Bedrooms: 4, sleeps 10
Bathrooms: 3
Min stay:7
Magnificent Keys style contemporary home offering many individual features. The large private yard is beautifully landscaped and you will find unmatched ...
  • Nightly
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  • Weekly
    $1,395 - $4,495
  • Monthly
    --
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
If you want to experience the true meaning of a Key Largo Island Vacation, then look no further than our spacious townhome on the ocean side of the world ...
  • Nightly
    --
  • Weekly
    $700
  • Monthly
    $3,500
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 3, sleeps 8
Bathrooms: 2
Min stay:7
Welcome to Casa Mar Azul, an upscale and luxurious 3 Bedroom, 2 Bath newer home that sleeps 8 people and located in Key Colony Beach. Key Colony Beach is a ...
  • Nightly
    --
  • Weekly
    $995 - $1,850
  • Monthly
    $2,985 - $5,450
Nightly rate from
$175
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 3
Min stay:3
All new 2 bedroom / 2 1/2 bath condo of 1100 sq. ft. less than 1/2 mile outside of Key West in NEW gated community, including huge heated pool, clubhouse ...
  • Nightly
    $175 - $400
  • Weekly
    $1,100 - $2,000
  • Monthly
    --
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
Min stay:7
Balconies & views galore- in the front, the Atlantic Ocean & access to a private & RARE membership beach across the street(Inch Beach); in the back, view the ...
  • Nightly
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  • Weekly
    $100 - $1,600
  • Monthly
    $5,700
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 3
This beautiful 3-story town home is located in the gated Truman Annex in the historic Foundry. From the house, it's an easy to walk to the beach at Fort ...
  • Nightly
    --
  • Weekly
    $1,610 - $2,505
  • Monthly
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Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 5
Bathrooms: 2
Located at the prestigious Truman Annex this lovely two bedroom, two bath vacation rental town home is convenient to everything. This hideaway is within ...
  • Nightly
    --
  • Weekly
    $1,800 - $3,000
  • Monthly
    --
Management: Professional
Property: Rental Home
Bedrooms: 4, sleeps 8
Bathrooms: 3
This classic 1920's Conch house is just four blocks from the North end of Duval Street. Relax on the front porch or float in the pool. The house features ...
  • Nightly
    --
  • Weekly
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  • Monthly
    $5,000 - $15,000
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 5
Bathrooms: 1
These shipshape condominiums have gorgeous landscaped yard and deck areas for entertaining and sunning. Located at the Truman Annex, just two blocks from ...
  • Nightly
    --
  • Weekly
    $1,155 - $2,100
  • Monthly
    --
Management: Verified owner
Property: Specialty
Bedrooms: 2, sleeps 5
Bathrooms: 2
Min stay:7
2 bedroom, 2 bathroom, 1/2 Duplex on Bone Fish Bay in beautiful, safe, Key Colony Beach. Minutes from deep sea charter boats, restaurants. Dock handles ...
  • Nightly
    --
  • Weekly
    $1,000
  • Monthly
    $3,000
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 3
Min stay:7
Place in Paradise - Experience the finest in Key West living when you stay in this delightful two bedroom two and one half bath conch-style townhome in ...
  • Nightly
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  • Weekly
    $500 - $3,100
  • Monthly
    --
Florida Keys Vacation Rental Advice
Posted by L164, Oct 30, 2009
... for many years) in January and would like to know if anyone knows of a rental with a kitchen and a sunset view near Mallory Square. We would also consider a hotel/bb with a sunset view that includes breakfast.. Is this too much to ask for in Key West ... more
Posted by ybbhomeless, Oct 30, 2009
... viewing up a spiral staircase on its rooftop patio. This is a one of a kind condo. The Galleon has 5 floors. In this condo YOU ARE THE 6th FLOOR! We loved it there. It is a great location on Front Street. http://www.vacationrentals.com/vacation-rentals/23760.html ... more
Posted by brodieDublin, Nov 1, 2009
Variety of rentals available from www.vacationrentalskeywest.com but don't know if any have a sunset view??? ... more
Posted by Jeaniebean, Jan 3, 2008
Chuck, There are other rental agencies in Marathon, but you will have much better luck renting privately. When you deal directly with the owner, they make sure your acommodations are to your liking. I know I do! I also have a 95% return guest list, some guests with me now ... more
Posted by kcroutch, Jan 6, 2008
Hi Jennie my name is Ken we are coming down in Feb 08 and we are staying at dolphin condos any info. we is your rentals ... more
Posted by Jeaniebean, Jan 6, 2008
Ken, Which property did you book with dolphin vacation rentals? ... more
Posted by bluewater, Oct 31, 2009
... take a look at the vacation rentals in the Keys - most real estate agencies have vacation rentals here. Sombrero Beach and Key Colony are good areas. Or check out VRBO. (You will need 7 nights for a vacation rental.) Whatever you decide, decide quick! You are planning during THE busiest ... more
Posted by dmilbury, Oct 21, 2009
I noticed an increase on Craig's list in the vacation rental section for FF week also. ... more
Posted by sevenelevenohnine, Oct 27, 2009
... I've found that most rentals have a ... ... the person whose name the rental would be in, or anyone staying there? I did see that some of them said that any occupant under 25 had to be with a parent/legal guardian/family group. Would being with a spouse satisfy ... more
Posted by UNCMickey, Oct 27, 2009
... above posts. I own a vacation rental; sadly not in the Keys! If someone is up front with me about a special situation/request, I'm almost always willing to work with them. --BTW, I was 25 on my first trip to KW, it was my honeymoon! (21+ years ago ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus 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
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns