Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$290 - $370
Per Night

$1890 - $3500
Per Week

Enjoy soothing ocean breezes at Tropical Tranquility (La ...

Key West
Enjoy soothing ocean breezes at Tropical Tranquility (La Brisa #302E) La Brisa beach condominiums o...
Condo 1 / 1 / 4

*
Online booking available

$170 - $220
Per Night

$1120 - $2030
Per Week

A Little Slice Of Paradise

Key West
A SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf course, min...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

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 - $428
Per Night

$1425 - $3241
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

$580 - $690
Per Night

$3710 - $6300
Per Week

4 Palms

Key West
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, ...
Condo 2 / 2 / 6

$230 - $413
Per Night

$1390 - $2725
Per Week

Southard Street Queen Conch - A Historic compound with la...

Key West
Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined resi...
Home 4 / 4 / 8

*
Online booking available

$750 - $900
Per Night

$5040 - $8400
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE: The perfect escape if you’re looking to get away from it all. Located in a quiet ne...
Cottage 1 / 2 / 2

Contact
Owner
Directly
For Rates

May 3 - Jun 1   SUPER SAVINGS WITH SUMMER PRICING DURING THE MONTH ...

Crowner's Jewel

Key West
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community o...
Condo 2 / 2.5 / 6

$217 - $466
Per Night

$1318 - $3277
Per Week

Osprey

Key West
OSPREY COTTAGE: This cozy cottage is located in The Colony Suites, a tropical compound nestled in th...
Cottage 1 / 1 / 2

$150 - $355
Per Night

$825 - $2182
Per Week

Pete's West Cottage 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...
Cottage 2 / 1 / 4

*
Online booking available

$270 - $330
Per Night

$1750 - $3150
Per Week

Green Orchid

Key West
GREEN ORCHID: Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a true...
Cottage 2 / 2.5 / 4

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

Contact
Owner
Directly
For Rates

The Palms @ Windsor Lane-Elegant w/Private Pool & Parking...

Key West
The Palms @ Windsor Lane-Elegant w/Private Pool & Parking Near Duval Welcome to The Palms @ Windsor...
Condo 3 / 3.5 / 6

*
Online booking available

$600 - $895
Per Night

$3990 - $7000
Per Week

Amelia Home

Key West
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlanti...
Home 2 / 2.5 / 6

$345 - $732
Per Night

$2275 - $4937
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

$450 - $560
Per Night

$2940 - $5040
Per Week

2 bedroom/2 bathroom premium condo

Key West
2 bedroom/2 bathroom premium condo Unit Description: This is a 2 bed/2 bathroom condo that features...
Condo 2 / 2 / 6

*
Online booking available

$207 - $625
Per Night

$1449 - $4375
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

$290 - $370
Per Night

$1890 - $3290
Per Week

Key West Ginger House

Key West
KEY WEST GINGER HOUSE: 2 bedrooms, 2 full baths ensuite. Historic home built in 1933 takes adv...
Home 2 / 2 / 6

$240 - $471
Per Night

$1400 - $2849
Per Week

Bowe Conch House

Key West
BOWE CONCH HOUSE: The Bowe Conch House has evolved within the Thomas family, Conchs, born and raised...
Cottage 3 / 2 / 6

Contact
Owner
Directly
For Rates

A Place in Paradise

Key West
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Tr...
Condo 2 / 2.5 / 6

$260 - $504
Per Night

$1625 - $3618
Per Week

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome communi...
Condo 2 / 2 / 4

$265 - $420
Per Night

$1575 - $3118
Per Week

Catherine House: A charming Old Town Key West cottage

Key West
This charming Key West style cottage is just a short walk to a selection of great restaurants, art g...
Home 2 / 2 / 4

*
Online booking available

$320 - $380
Per Night

$2100 - $4200
Per Week

Key Lime Pie

Key West
KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and att...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

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

 

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