Florida - Florida Keys Vacation Rental Getaways

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  • Property Options
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  • Bath
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Max Price Per Week $
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  • Apt/Room/Suite
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  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Artist Garden

Key West
ARTIST GARDEN : 2 bedroom 2.5 bath located in the prestigious Admirals Lane neighborhood of Truman...
Home 2 / 2.5 / 4

$315 - $616
Per Night

$1910 - $4118
Per Week

Contemporary 4Br Tropical Oasis on Fleming w/ Private Poo...

Key West
Contemporary 4Br Tropical Oasis on Fleming w/ Private Pool & Hot Tub A fabulous Key West vacation a...
Condo 4 / 3.5 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

Key West
Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condomi...
Condo 2 / 2 / 4

*
Online booking available

$270 - $408
Per Night

$1750 - $2668
Per Week

Tropical Dreaming

Key West
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...
Home 2 / 2.5 / 6

$345 - $732
Per Night

$2275 - $4937
Per Week

2Br Waterfront Home w/ 2 Docks & 5 Bikes, Walk to Bars & ...

Marathon
2Br Waterfront Home w/ 2 Docks & 5 Bikes, Walk to Bars & Eateries Waterfront living awaits at this ...
Condo 2 / 1.5 / 6

*
Online booking available

$1119 - $3392
Per Week

1Br Restored Conch House w/ Pool & Deck

Key West
Enjoy a classic Key West vacation at this charming 1BR apartment in a restored 1920's conch house. T...
Condo 1 / 1 / 3

*
Online booking available

Contact
Owner
Directly
For Rates

Perfect Pineapple

Key West
PERFECT PINEAPPLE - Long considered a sign of hospitality, the pineapple is now widely recognized as...
Home 2 / 1 / 4

$216 - $221
Per Night

$1514 - $1544
Per Week

Casa de Rosalie

Key West
CASA DE ROSALIE: This classic 3-bedroom Conch home is located across the street from Bayview Park, ...
Home 3 / 2 / 8

$286 - $393
Per Night

$2000 - $2750
Per Week

Panoramic view, deep water dockage

Marathon
Beautiful 3 bedroom home on Flamingo Island. Panoramic view of the harbor from this porch. Downstai...
Home 3 / 3 / 8

*
Online booking available

$3000 - $4000
Per Week

3Br w/ Dock Access & Stunning Bay Views from Rooftop Terrace

Marathon
Mariners will find this 3BR/3BA home the perfect retreat after a day on the water. Dock your boat ne...
Villa 3 / 3 / 8

*
Online booking available

$1365 - $2506
Per Week

Newly Updated 4Br Home on the Canal - Large Private Dock ...

Key Colony Beach
Newly Updated 4Br Home on the Canal - Large Private Dock & Waterfront Pool Relish in emerald canal ...
Home 4 / 3 / 8

*
Online booking available

$1825 - $5074
Per Week

Lovely Key Colony Beach 3/2 Sfh, pool, 80" deep water doc...

Key Colony Beach
Lovely Key Colony Beach 3/2 Sfh, pool, 80" deep water dockage Absolutely charming, warm and invitin...
Home 3 / 2 / 8

*
Online booking available

$1500 - $3200
Per Week

The Dolphin House

Key West
THE DOLPHIN HOUSE: Twice the comfort and twice the amenities - located in the exclusive Truman Annex...
Home 4 / 3.5 / 8

$4650 - $10585
Per Week

Stylish Conch Home Studio w/ Pool & Spa - Balcony Overloo...

Key West
Stylish Conch Home Studio w/ Pool & Spa - Balcony Overlooks Fleming Street A sun-drenched Key West ...
Condo 1 / 1 / 4

*
Online booking available

$841 - $2470
Per Week

Tropical condo with spectacular ocean view

Key Colony Beach
14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area,...
Condo 2 / 2 / 4

*
Online booking available

$1200 - $1479
Per Week

Tucked away near the Southernmost Point, Louisa's Hideawa...

Key West
Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of...
Home 3 / 3 / 6

*
Online booking available

$600 - $824
Per Night

$3990 - $5552
Per Week

Special "It's So Easy!" $1500 off ! Now $5000 + fees thro...

Marathon
Special "It's So Easy!" $1500 off ! Now $5000 + fees through 12/22/17 Brand new, state-of-the-art h...
Home 4 / 4 / 10

*
Online booking available

$5000 - $6500
Per Week

Papaya Place

Key West
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the natur...
Condo 2 / 2 / 6

$230 - $413
Per Night

$1390 - $2725
Per Week

Green Orchid

Key West
GREEN ORCHID (monthly rental): Have you been dreaming of living like a local in Key West? Your dream...
Cottage 2 / 2.5 / 4

$193 - $196
Per Night

$1350 - $1375
Per Week

Osprey

Key West
OSPREY - This bright and colorful studio Key West rental cottage is located in the same small commun...
Cottage 0 / 1 / 2

$155 - $363
Per Night

$835 - $2240
Per Week

Hidden Treasure

Key West
HIDDEN TREASURE (monthly rental): You could easily pass by this jewel of a home without ever knowing...
Condo 2 / 2 / 4

$165 - $170
Per Night

$1156 - $1187
Per Week

Key West Found

Key West
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Trum...
Home 2 / 2.5 / 6

$280 - $616
Per Night

$1675 - $3901
Per Week

Casa Atlantica: A studio condo on the Atlantic shore of K...

Key West
Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White ...
Condo 0 / 1 / 2

*
Online booking available

$210 - $309
Per Night

$1260 - $1913
Per Week

Sip your coffee looking out to a tropical sunrise

Marathon
Picture yourself on a tropical island, half-asleep in a poolside lounge chair of your own private ho...
Home 4 / 3 / 10

*
Online booking available

$4200 - $5800
Per Week

Now til Feb. 10, 2018 $1200 per week ! quick access to fi...

Marathon
Now til Feb. 10, 2018 $1200 per week ! quick access to fishing Looking for a nice clean and updated...
Home 2 / 2 / 4

*
Online booking available

$1200 - $2000
Per Week

 

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