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Florida Keys Holiday Rentals

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Management: Verified Plus owner
Property: Holiday Rental House
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
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  • Weekly
    £416
  • Monthly
    £2,081
Management: Verified Plus owner
Property: Holiday Rental House
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
    £59 - £951
  • Monthly
    £3,389
Management: Verified owner
Property: Specialty Holiday Rental
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
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  • Weekly
    £595
  • Monthly
    £1,784
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 3
Minimum Stay: 7
  • Nightly
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  • Weekly
    £1,724 - £2,200
  • Monthly
    £5,529 - £7,015
Contact Manager
Nightly rate from
£237
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 10
Bathrooms: 4
Built in the 1880's and located just steps from Duval Street, this large historic building includes a great room with vaulted ceilings encompassing the living ...
  • Nightly
    £237 - £361
  • Weekly
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  • Monthly
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Management: Verified Plus owner
Property: Holiday Rental House
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
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  • Weekly
    £592 - £1,100
  • Monthly
    £1,775 - £3,240
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 1
Min stay:7
SHIPYARD TREASURE - Great Key West location, this two bedroom one bath Shipyard condo has it all. You are centrally located to all the sites and attractions ...
  • Nightly
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  • Weekly
    £297 - £1,332
  • Monthly
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Contact Owner
Nightly rate from
£104
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
    £104 - £238
  • Weekly
    £654 - £1,189
  • Monthly
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Management: Verified owner
Property: Holiday Rental House
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 ...
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  • Weekly
    £829 - £2,672
  • Monthly
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Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 5
Bathrooms: 2
Min stay:7
Policy: Yes Minimum Stay: 7
  • Nightly
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  • Weekly
    £1,189 - £1,605
  • Monthly
    £3,567 - £4,816
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 3
Our guests will find this impressively detailed treasure in the Historic Seaport District. Circa mid 1850's, this home is in the center of the most historic ...
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  • Weekly
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  • Monthly
    £2,378 - £5,945
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
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  • Weekly
    £957 - £1,489
  • 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 ...
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  • Weekly
    £1,070 - £1,784
  • Monthly
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Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 4
Bathrooms: 3
Located just within the gates of Truman Annex, this townhouse is only a short walk to the beach at Fort Zachary Taylor State Park; the sunset celebration at ...
  • Nightly
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  • Weekly
    £978 - £1,457
  • Monthly
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Management: Professional
Property: Holiday Rental House
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 ...
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  • Weekly
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  • Monthly
    £2,973 - £8,918
Florida Keys Holiday Rental Advice
Posted by ybbhomeless, 7 Nov 2009
... in the living room and two bedrooms and the house is furnished with anything you could possibly need during your stay. The pool is very nice. Here is the link: http://realadventures.com/listings/1025334_Island-Wind-Key-West-Vacation-Home-Rentals Truman Annex is another place you could look ... more
Posted by brodieDublin, 7 Nov 2009
Try www.vacationrentalskeywest.com - they have a variety of rentals to choose from. We always stays in Bahama Breeze, which I highly recommend! http://www.tripadvisor.com/VacationRentalReview-g34345-d1456401-Bahama_Breeze-Key_West_Florida_Keys_Florida.html ... more
Posted by ohbo, 9 Nov 2009
Lots of rentals in Truman Annex. http://www.compass-realty.com/ ... more
Posted by L164, 30 Oct 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, 30 Oct 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, 1 Nov 2009
Variety of rentals available from www.vacationrentalskeywest.com but don't know if any have a sunset view??? ... more
Posted by Jeaniebean, 3 Jan 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, 6 Jan 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, 6 Jan 2008
Ken, Which property did you book with dolphin vacation rentals? ... more
Posted by bluewater, 31 Oct 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
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