Florida - Florida Keys Vacation Rental Getaways

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  • Property Options
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Max Price Per Week $
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  • Pets Allowed
  • Private Pool
  • Pool Access
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Tarpon, dolphin, cobia--name your fishing season

Marathon
Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. Thi...
Home 3 / 4.5 / 8

*
Online booking available

$3000 - $4000
Per Week

2 Br, 1 Ba Margaritavilla Beach Cottage In Old Town

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you ...
Cottage 2 / 1 / 6

$290 - $516
Per Week

La Dolce Vita, Steps to Duval! 3 blks to South Beach!

Key West
La Dolce Vita is a one bedroom, one bath condo located in Heart of the Historic District of Old Tow...
Condo 1 / 1 / 4

$188 - $288
Per Night

$1200 - $1800
Per Week

Sunset Dream Bayside Islamorada sleeps 4-6

Islamorada
Located on the bayside in Beautiful Islamorada this 2Br 1 and half bath condo is on the 4th floor wi...
Condo 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Sunset Villas Conch Key Open Water 2-Bed Dockage Ramp

Conch Key - Marathon
Sunset Villas on Conch Key offers 1 and 2 bedroom OPEN WATER FRONT accommodations with dockage and u...
Villa 2 / 1 / 4

$159 - $199
Per Night

$995 - $1295
Per Week

2/2 corner unit condo just a mile from Sombrero Beach

Marathon
2/2 second floor corner condo completely renovated with canal view! This cute condo has a serene be...
Condo 2 / 2 / 4

*
Online booking available

$1500 - $2000
Per Week

1 Br Margaritavilla Beach Cottage In Old Town Key West

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you...
Cottage 1 / 1 / 2

$240 - $468
Per Night

Tranquility in Paradise - Home with dock - Sugarloaf Key, Fl

Sugarloaf Key
This pet friendly home completed on 2012 has 5 rooms, 3 king size beds, and 4 twins plus a twin sofa...
Home 5 / 3 / 10

Contact
Owner
Directly
For Rates

535 Ocean Way Home

Key Largo
This is a very spacious 2,352 sf canal front house accommodating up to 12 guess. It is fully furnish...
Home 3 / 2 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

2 Br, 2 Ba Margaritavilla Beach Cottage In Old Town

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you ...
Cottage 2 / 2 / 6

$350 - $660
Per Night

Key West Charming

Key West
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in ...
Condo 2 / 1 / 4

$140 - $484
Per Night

$980 - $3388
Per Week

Upscale 3Br w/ Chef?s Kitchen, Private Pool & Central Loc...

Key West
Upscale 3Br w/ Chef?s Kitchen, Private Pool & Central Location Affectionately known as the Captain?...
Home 3 / 3 / 6

*
Online booking available

$293 - $720
Per Night

Quick Atlantic access, dockage, pool

Marathon
Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. Thi...
Home 3 / 4.5 / 8

*
Online booking available

$3000 - $4000
Per Week

Beach Club #204 - Unique Oceanfront living

Key West
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...
Condo 2 / 2 / 5

*
Online booking available

$275 - $572
Per Night

$1925 - $5657
Per Week

Lavender Jungle

Key West
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated ki...
Condo 2 / 1 / 4

$160 - $440
Per Night

$1120 - $3080
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

$125 - $385
Per Night

$875 - $2695
Per Week

Straight shot to the Atlantic Ocean!

Marathon
Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. Thi...
Home 3 / 4.5 / 8

*
Online booking available

$3000 - $4000
Per Week

President's Walk

Key West
PRESIDENT'S WALK: It wasn't that long ago that President Truman took casual walks in this same loca...
Home 2 / 1.5 / 4

$200 - $462
Per Night

$1400 - $3234
Per Week

Quick access to gulf and fishing! 35 ft. dock, bait freez...

Marathon
Quick access to gulf and fishing! 35 ft. dock, bait freezer, canal front Looking for a nice clean a...
Home 2 / 2 / 4

*
Online booking available

$1200 - $1800
Per Week

Havana Lane: A classic conch cottage with rustic charm

Key West
Havana Lane hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch ...
Home 2 / 2 / 4

*
Online booking available

$330 - $656
Per Night

$2310 - $6701
Per Week

Emma's Secret

Key West
Emma's Secret (Monthly Rental) Located in one of Key West’s historic and most cultural neighborhoo...
Condo 2 / 1 / 4

$165 - $165
Per Night

$1156 - $1156
Per Week

Waterfront 3Br w/ Private Beach & Dock - Near Epic Diving...

Islamorada
Waterfront 3Br w/ Private Beach & Dock - Near Epic Diving & Everglades Situated on the beautiful Fl...
Home 3 / 2 / 8

*
Online booking available

$390 - $782
Per Night

$2729 - $5471
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

$200 - $550
Per Night

$1400 - $3850
Per Week

Duval Square Castaway: A condo steps from the action

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...
Condo 2 / 2.5 / 6

*
Online booking available

$300 - $613
Per Night

$2100 - $6095
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the...
Cottage 1 / 2 / 2

$200 - $200
Per Night

$1397 - $1397
Per Week

 

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