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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: 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: 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
    --
  • Weekly
    $100 - $1,600
  • Monthly
    $5,700
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
    --
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
    --
  • Weekly
    $1,700 - $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: 4, sleeps 8
Bathrooms: 3
Minimum Stay: 7
  • Nightly
    --
  • Weekly
    $2,900 - $3,700
  • Monthly
    $9,300 - $11,800
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 4
30 DAY MINIMUM RENTALPacker Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. Designed to ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    $6,500 - $9,000
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Bathrooms: 2
30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet residential neighborhood. Just two blocks from Duval Street, it is a ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    $6,000 - $8,000
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
    --
  • Weekly
    $1,395 - $4,495
  • Monthly
    --
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 2
30 DAY MINIMUM RENTAL An enchanting island cottage nestled in the quiet end of Old Town in a small private compound with a hot tub and a pool. Set the pace of ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    $4,000 - $5,500
Contact Manager
Nightly rate from
$1,500
Management: Professional
Property: Rental Home
Bedrooms: 3, sleeps 6
Min stay:7
In the fabulous Truman Annex enclave and near the Caroline Street walking gate directly to downtown Key West, this nicely decorated home features a thirty ...
  • Nightly
    $1,500
  • Weekly
    $4,500 - $10,500
  • Monthly
    --
Contact Manager
Nightly rate from
$250
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 4
Bathrooms: 1
Min stay:7
This brand new property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun homes of Key ...
  • Nightly
    $250 - $400
  • Weekly
    $1,680 - $2,800
  • Monthly
    --
Contact Manager
Nightly rate from
$260
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 2
Min stay:7
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This comforatble 2 bedroom unit features a huge ...
  • Nightly
    $260 - $490
  • Weekly
    $1,750 - $3,430
  • Monthly
    --
Contact Manager
Nightly rate from
$310
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 6
Bathrooms: 2
Min stay:7
In the heart of Old Town, convenient to everything. The condo is set above a brick, tree lined courtyard that includes shops and restaurants. This three ...
  • Nightly
    $310 - $490
  • Weekly
    $2,030 - $3,430
  • Monthly
    --
Contact Owner
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
    --
Florida Keys Vacation Rental Advice
Posted by DarkOne, Nov 16, 2009
... KW was a laid back vacation. On the ... ... Interlude over . . . . back to our vacation We unpack ... ... miles a day when on vacation, but it ... ... we have to do on vacation. The good ... ... see a 6 person electric rental car crashed into a fence at Simonton and Caroline. An ambulance is ... more
Posted by SoccermomIA, Nov 17, 2009
... going to Key West in February for a vacation. Is this a good place (things to do) for kids, age range is 7-13yrs? Also, any ideas on where to stay, rental or hotel? What is the average temp in February? Kids like to snorkel, boogie board, etc. Thanks everyone ... more
Posted by bluewater, Nov 17, 2009
... perfect place for a family vacation! There is ... ... look into a house/condo rental. Also - plenty of resorts that have nightly rentals with kitchens/living rooms etc. If you're hesitant on KW - which I don't think you should be, but still want to be in the Keys - take ... more
Posted by dwass690, Nov 17, 2009
... private beaches and water sport rentals on property. Don't be detered by the people who tell you KW is not for Kids. These people assume you don't know it's wrong to have your kids out all night and maybe they feel uncomfortable around kids because they don ... more
Posted by brodieDublin, Nov 11, 2009
... is actually a really good choice. A cheaper room with a share bathroom may be avaialable. We balked at the shared bathroom option but is actually fine and very do-able!!! Your other option is a vacation rental. You could try www.vacationrentalskeywest.com to check rentals. Enjoy your trip ... more
Posted by lagachette_uk, Sep 24, 2009
... there. -->> http://www.homeaway.com/vacation-rental/p254920 the reason for choosing the place was mainly the location, it is fairly central to most attractions and seem to be located in a quiet area, with fishing right on the door step. we are a family of 4 to go there ... more
Posted by UNCMickey, Sep 25, 2009
... memories of all our family vacations, "camping" can be great fun. I'm not familiar where that campground is in KL. My only comments to you on your location selection, would be that I hope you will take a day trip further down the Keys. To travel all the distance ... more
Posted by wnbamiamisol, Sep 27, 2009
Ahhh... he's wanting to rent his trailer... why would he post the misleading location details/photos on the rental website? ... more
Posted by ddpepper72, Nov 11, 2009
... daily housekeeping like in other rentals so we had to clean up after ourselves. Not a big deal but not everyone wants to clean on their vacation. - It is a residential area so there wasn't as much opportunity to meet neighbors like at a b&b. - We got a ... more
Posted by ohbo, Nov 11, 2009
... factor. if something goes wrong (dishwasher breaks, AC breaks), how does it get corrected? these little things are the one advantage of renting through a rental operation rather than from the owner, but there are lot of reputable owners and many are listed in the "vacation rentals" section above left ... 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