Florida - Florida Keys Vacation Rental Getaways

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  • Property Options
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  • Smoking allowed
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  • Beach Front
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Sort by: Type BR/BA/Sleeps Price

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

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

*
Online booking available

$188 - $288
Per Night

$1200 - $1800
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

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

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

Sundown Refuge

Key West
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refug...
Condo 2 / 2 / 5

$330 - $711
Per Night

$2025 - $4060
Per Week

Duval Sea Turtle

Key West
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom ...
Home 2 / 2.5 / 6

$240 - $508
Per Night

$1100 - $3154
Per Week

Mediterranean styling, oceanview, pool, dockage, hot tub

Marathon
Gorgeous, 4 bedroom, 4 full bath home, plus 1/2 bath, located on exclusive Tingler Island and near S...
Home 4 / 4.5 / 10

*
Online booking available

$4000 - $6000
Per Week

Casa Grande

Key West
CASA GRANDE: You hear all the time about grand homes tucked away in little private corners of Key We...
Home 5 / 5.5 / 12

$805 - $1689
Per Night

$5350 - $11433
Per Week

Pete's Cottages: Twin Cypress cottages steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...
Home 4 / 2 / 8

*
Online booking available

$533 - $1093
Per Night

$3538 - $7213
Per Week

Price slashed 50% off 9/9-23; 9/30-10/7;10/14-12/8, 2017 ...

Marathon
Price slashed 50% off 9/9-23; 9/30-10/7;10/14-12/8, 2017 (excluding holiday) With quick, easy acces...
Home 3 / 2 / 8

*
Online booking available

$1100 - $3000
Per Week

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

$280 - $370
Per Night

$1895 - $2940
Per Week

Waterfront 2Br w/ 2 Balconies, 2 Docks, 7 Bikes - Near Ba...

Marathon
Waterfront 2Br w/ 2 Balconies, 2 Docks, 7 Bikes - Near Bars & Restaurants Fishing and boating are p...
Condo 2 / 1.5 / 6

*
Online booking available

$988 - $2346
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

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 - $165
Per Night

$1156 - $1156
Per Week

Conch Wind

Key West
CONCH WIND: Conch-style townhome in Old Town Key West nestled in a quiet, secure compound. Ope...
Condo 2 / 2 / 4

$275 - $573
Per Night

$1725 - $3516
Per Week

Villa Paradiso: A unique mid-town paradise

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...
Home 3 / 3 / 6

*
Online booking available

$505 - $650
Per Night

$3349 - $5320
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

$334 - $584
Per Night

$2148 - $4085
Per Week

Beach Club #112 - 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

$334 - $480
Per Night

$2212 - $3640
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

$205 - $390
Per Night

$1235 - $2535
Per Week

Lovely home on beautiful Coco Plum with 100' of deep wate...

Marathon
Lovely home on beautiful Coco Plum with 100' of deep water dockage! Lovely home on beautiful Coco P...
Home 5 / 4 / 12

*
Online booking available

$4000 - $6500
Per Week

The Hemingway

Key West
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Tr...
Condo 2 / 2 / 4

$230 - $493
Per Night

$1425 - $3241
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

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

$352 - $530
Per Night

$2338 - $3920
Per Week

True Paradise

Key West
TRUE PARADISE: Nestled in the ever popular local residential neighborhood known as The Meadows, thi...
Condo 2 / 2 / 4

$214 - $214
Per Night

$1500 - $1500
Per Week

 

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