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Vacation Rentals Contact
Truman Annex

(305) 292-1881 ~ 1 (800) 884-RENT
rentals@compass-realty.com

Key West Golf Club
(305) 292-1480 ~ 1 (888) 721-RENT
rentals@compass-realty.com

Truman Annex Real Estate Sales
(305) 296-7078
trumanannex@compass-realty.com

Key West Golf Club
(305) 292-0020
compassrealty@compass-realty.com

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Weekly Key West Vacation Rentals

Found 105 Listings
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Summer Special $1595/week
Vacation Rental in Key West, FL
Truman Annex
Townhome
A Beautiful Life - Truman Annex

Rates starting at: $1,950/week
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2.5

Check Availability for A Beautiful Life Now!
 

CALL FOR FANTASY FEST SPECIAL!!
Vacation Rental in Key West, FL
Truman Annex
Condo
A Hondurosa South - Truman Annex

Rates starting at: $2,600/week
Type: Condo
Sleeps: 5
Beds / Baths: 2 / 2

Check Availability for A Hondurosa South Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
A La Te Conch - Truman Annex

Rates starting at: $1,450/Week
Type: Condo
Sleeps: 5
Beds / Baths: 2 / 1

Check Availability for A La Te Conch Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
A Mangrove Snapper - Truman Annex

Rates starting at: $2050.00/week
Type: Townhome
Sleeps: 5
Beds / Baths: 2 / 2.5

Check Availability for A Mangrove Snapper Now!
 

CALL FOR FANTASY FEST SPECIALS!!
Vacation Rental in Key West, FL
Truman Annex
Condo
A Sunset and Harbor View - Truman Annex

Rates starting at: 4300/week
Type: Condo
Sleeps: 6
Beds / Baths: 3 / 3

Check Availability for A Sunset and Harbor View Now!
 

Vacation Rental in Key West, FL
Truman Annex
Private Home
A Sunset Breeze - Truman Annex

Rates starting at: $4,000/week
Type: Private Home
Sleeps: 7
Beds / Baths: 3 / 2.5

Check Availability for A Sunset Breeze Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
A Sunset View - Truman Annex

Rates starting at: $1,450/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for A Sunset View Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Aah Paradise - Truman Annex

Rates starting at: $2,100/week
Type: Townhome
Sleeps: 4
Beds / Baths: 2 / 2.5

Check Availability for Aah Paradise Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Admiral's Gold - Truman Annex

Rates starting at: $4000/week
Type: Townhome
Sleeps: 8
Beds / Baths: 4 / 3.5

Check Availability for Admiral's Gold Now!
 

Vacation Rental in Key West, FL
Truman Annex
Private Home
Admiral's Paradise - Truman Annex

Rates starting at: $5,000/week
Type: Private Home
Sleeps: 6
Beds / Baths: 3 / 3.5

Check Availability for Admiral's Paradise Now!
 

Vacation Rental in Key West, FL
Truman Annex
Private Home
Admiral's Treasure - Truman Annex

Rates starting at: $6300.00/week
Type: Private Home
Sleeps: 8
Beds / Baths: 4 / 4

Check Availability for Admiral's Treasure Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Alegre - Truman Annex

Rates starting at: $2,100/week
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2.5

Check Availability for Alegre Now!
 

CALL FOR FANTASY FEST SPECIALS!!
Vacation Rental in Key West, FL
Truman Annex
Condo
Alhambra - Truman Annex

Rates starting at: $1,200/week
Type: Condo
Sleeps: 2
Beds / Baths: 1 / 1

Check Availability for Alhambra Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Almost Paradise - Truman Annex

Rates starting at: $1450
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Almost Paradise Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Amberjack - Truman Annex

Rates starting at: $1,950 per week
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2.5

Check Availability for Amberjack Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Angel Fish - Truman Annex

Rates starting at: $1,950/week
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2.5

Check Availability for Angel Fish Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Angler's Retreat - Truman Annex

Rates starting at: $1450.00/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Angler's Retreat Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Annie's Hideaway - Truman Annex

Rates starting at: $1,200/week
Type: Condo
Sleeps: 2
Beds / Baths: 1 / 1

Check Availability for Annie's Hideaway Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Another Day in Paradise - Truman Annex

Rates starting at: $1,450.00/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Another Day in Paradise Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Another Three Hour Tour - Truman Annex

Rates starting at: $1450/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Another Three Hour Tour Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Aqua Oasis - Truman Annex

Rates starting at: $1450.00
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Aqua Oasis Now!
 

CALL FOR FANTASY FEST SPECIALS!!
Vacation Rental in Key West, FL
Truman Annex
Townhome
Archipelago - Truman Annex

Rates starting at: $3,900
Type: Townhome
Sleeps: 12
Beds / Baths: 4 / 4.5

Check Availability for Archipelago Now!
 

CALL FOR FANTASY FEST SPECIALS!!
Vacation Rental in Key West, FL
Truman Annex
Townhome
ARCHIPELAGO l - Truman Annex

Rates starting at: $1,950/week
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2.5

Check Availability for ARCHIPELAGO l Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Arosa - Truman Annex

Rates starting at: $1450.00
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Arosa Now!
 

"Summer Special Aug-Oct 15" restrictions apply
Vacation Rental in Key West, FL
Truman Annex
Condo
At Worlds End - Truman Annex

Rates starting at: $2,900/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 2.5

Check Availability for At Worlds End Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Banana Key - Truman Annex

Rates starting at: $1,800/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 2

Check Availability for Banana Key Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Bay Breeze - Truman Annex

Rates starting at: $2,100/week
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2.5

Check Availability for Bay Breeze Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Blue Heaven - Truman Annex

Rates starting at: $1450/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Blue Heaven Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Blue Lagoon - Truman Annex

Rates starting at: $3,100/week
Type: Townhome
Sleeps: 8
Beds / Baths: 3 / 2

Check Availability for Blue Lagoon Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Blue Ocean - Truman Annex

Rates starting at: $1,200/week
Type: Condo
Sleeps: 2
Beds / Baths: 1 / 1

Check Availability for Blue Ocean Now!
 

Vacation Rental in Key West, FL
Truman Annex
Private Home
Blume'n Paradise - Truman Annex

Rates starting at: $7,000/Week
Type: Private Home
Sleeps: 8
Beds / Baths: 4 / 4

Check Availability for Blume'n Paradise Now!
 

SUMMER SPECIAL $1000/week through SEPT 30th 2017
Vacation Rental in Key West, FL
Truman Annex
Condo
Cabana Breeze - Truman Annex

Rates starting at: $1,450/Week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Cabana Breeze Now!
 

September 2017 Special $1350/week
Vacation Rental in Key West, FL
Truman Annex
Townhome
Captains Wheel - Truman Annex

Rates starting at: $1,950.00/week
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2.5

Check Availability for Captains Wheel Now!
 

CALL FOR FANTASY FEST SPECIAL!!
Vacation Rental in Key West, FL
Truman Annex
Condo
Catch of the Day - Truman Annex

Rates starting at: $4300/week
Type: Condo
Sleeps: 7
Beds / Baths: 3 / 2.5

Check Availability for Catch of the Day Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Chilmark South - Truman Annex

Rates starting at: $2,900/wk
Type: Condo
Sleeps: 5
Beds / Baths: 2 / 2

Check Availability for Chilmark South Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Coconut Bay - Truman Annex

Rates starting at: $2,100/week
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2.5

Check Availability for Coconut Bay Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Colorful Cocktail - Truman Annex

Rates starting at: $1950.00
Type: Townhome
Sleeps: 6
Beds / Baths: 2 / 2

Check Availability for Colorful Cocktail Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Cool Citrus - Truman Annex

Rates starting at: $1,450/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Cool Citrus Now!
 

Vacation Rental in Key West, FL
Coral Hammock
Townhome
Coral Isle - Coral Hammock

Rates starting at: $1800.00/week
Type: Townhome
Sleeps: 6
Beds / Baths: 3 / 3

Check Availability for Coral Isle Now!
 

SUMMER 2017 SPECIAL!-ask for details
Vacation Rental in Key West, FL
Truman Annex
Townhome
Crown Jewel - Truman Annex

Rates starting at: $2,100/week
Type: Townhome
Sleeps: 4
Beds / Baths: 2 / 2.5

Check Availability for Crown Jewel Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Dolphin Delight - Truman Annex

Rates starting at: $1,450/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Dolphin Delight Now!
 

Vacation Rental in Key West, FL
Truman Annex
Private Home
Dolphin Watch - Truman Annex

Rates starting at: $5,000/week
Type: Private Home
Sleeps: 8
Beds / Baths: 4 / 3

Check Availability for Dolphin Watch Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Driftwood Buoy - Truman Annex

Rates starting at: $2,900/wk
Type: Condo
Sleeps: 5
Beds / Baths: 2 / 2.5

Check Availability for Driftwood Buoy Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Flamingo Beach - Truman Annex

Rates starting at: $1,450/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Flamingo Beach Now!
 

Vacation Rental in Key West, FL
Truman Annex
Condo
Flip Flop In - Truman Annex

Rates starting at: $1,450/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Flip Flop In Now!
 

CALL FOR FANTASY FEST SPECIAL!!
Vacation Rental in Key West, FL
Truman Annex
Condo
Forever Young - Truman Annex

Rates starting at: $2,400 per week
Type: Condo
Sleeps: 5
Beds / Baths: 2 / 2.5

Check Availability for Forever Young Now!
 

CALL FOR FANTASY FEST SPECIAL!!
Vacation Rental in Key West, FL
Truman Annex
Townhome
Fun in the Sun - Truman Annex

Rates starting at: $1,950.00/week
Type: Townhome
Sleeps: 5
Beds / Baths: 2 / 2.5

Check Availability for Fun in the Sun Now!
 

CALL FOR FANTASY FEST SPECIAL!!
Vacation Rental in Key West, FL
Truman Annex
Condo
Grandview Terrace - Truman Annex

Rates starting at: $4,300/week
Type: Condo
Sleeps: 5
Beds / Baths: 2 / 2

Check Availability for Grandview Terrace Now!
 

Vacation Rental in Key West, FL
Truman Annex
Townhome
Green Bamboo in the Truman Annex - Truman Annex

Rates starting at: $1,800/week
Type: Townhome
Sleeps: 4
Beds / Baths: 2 / 1.5

Check Availability for Green Bamboo in the Truman Annex Now!
 

Call for September Specials
Vacation Rental in Key West, FL
Truman Annex
Condo
Green Spot - Truman Annex

Rates starting at: $1,450.00/week
Type: Condo
Sleeps: 4
Beds / Baths: 2 / 1

Check Availability for Green Spot Now!
 

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