Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Townhomes on Windsor #4

Key West
Elegance and modern sophistication are apparent as you enter any one of these six newly complete tow...
Home 3 / 3.5 / 6

$558 - $658
Per Night

$3906 - $4606
Per Week

Newton Street Hideaway

Key West
30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located j...
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

Admiral's Treasure

Key West
Amazing, sophisticated home in the fabulous Truman Annex enclave. You can't beat an Admiral's Lane ...
Home 4 / 4 / 8

$5500 - $7500
Per Week

Beach House Condo

Key West
BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Cond...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Shipyard 106-2

Key West
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom an...
Condo 1 / 1 / 4

*
Online booking available

$1500 - $2100
Per Week

A Little Slice of Paradise

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

Contact
Owner
Directly
For Rates

Southard Street - Queen Conch

Key West
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet...
Home 4 / 4 / 8

$730 - $930
Per Night

$4900 - $6300
Per Week

Beach Club #103

Key West
Unique oceanfront living sitting 65 feet from the Atlantic. Enjoy an ocean view as ocean breezes co...
Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
Per Week

Coconut Cottage

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

Contact
Owner
Directly
For Rates

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private ...
Condo 2 / 2 / 4

$265 - $471
Per Night

$1575 - $2900
Per Week

Albury Bungalow

Key West
30 DAY MINIMUM RENTAL ALBURY BUNGALOW A perfect spot for two couples, two singles or others wan...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Key Lime Pie

Key West
KEY LIME PIE - A little slice of Paradise located only one block from the Historic Seaport and clos...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Key West Crown Jewel

Key West
KEY WEST CROWN JEWEL: We know you'll enjoy staying in our little bit of Paradise. This 2-bedroom, 2...
Condo 2 / 2 / 6

$345 - $616
Per Night

$2145 - $5390
Per Week

La Brisa #408E Artists Haven

Key West
30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy a...
Condo 3 / 2 / 6

Contact
Owner
Directly
For Rates

Beach Club #213

Key West
30 DAY MINIMUM RENTAL Unique oceanfront living sitting 65 feet from the Atlantic awaits you at the ...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

Crowner's Jewel

Key West
CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedro...
Condo 2 / 3 / 6

$1550 - $3081
Per Week

Angela Cottage

Key West
30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hid...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Varela Cottage

Key West
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

Bahama Dreaming

Key West
BAHAMA DREAMING: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3-...
Home 3 / 2 / 8

$465 - $906
Per Night

$2925 - $6018
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

$220 - $381
Per Night

$1250 - $2406
Per Week

Surf Side

Key West
SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located ...
Condo 3 / 2 / 6

$375 - $663
Per Night

$2350 - $4344
Per Week

South St. Cottage

Key West
A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Gue...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Villa Paradiso

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

$380 - $540
Per Night

$2450 - $3570
Per Week

Coral Caribe

Key West
CORAL CARIBE: Located in the Coral Hammock community, this lovely 2 bedroom 2.5 bath townhome wit...
Condo 2 / 3 / 6

$150 - $338
Per Night

$900 - $2094
Per Week

Beach Club #204

Key West
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes coo...
Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
Per Week

 

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