Vacation Rentals by Rent Key West Vacations - Key West Florida Accommodations, Property Management, and Real Estate Listings!

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  Air Conditioning
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All Vacation Rentals from Rent Key West Vacations

Mansion @ Watson House Grand Estate Key West
$2,134/night
Home in Key West Florida
11 Beds • 11 Full Baths • Sleeps 22
Rent Key West Vacations

Mansion @ The Watson House Key West
$1,198/night
Home in Key West Florida
7 Beds • 7 Full Baths • Sleeps 14
Rent Key West Vacations

Private Pool and Jacuzzi Villa Bella Key West
$373/night
Villa in Key West Florida
5 Beds • 4 Full Baths • Sleeps 12
Rent Key West Vacations

Ceasar's Paradise Key West Dining Area
$386/night
Villa in Key West Florida
5 Beds • 4 Full Baths • Sleeps 10
Rent Key West Vacations

Walkway to condo Duval Square Penthouse Key West
$785/night
Condo in Key West Florida
4 Beds • 4 Full Baths • Sleeps 10
Rent Key West Vacations

Entrance to Tucked Away! Key West
$426/night
Home in Key West Florida
4 Beds • 6 Full Baths • Sleeps 9
Rent Key West Vacations

Casa Caribe Key West
$714/night
Home in Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
Rent Key West Vacations

Villa Exterior and Parking Villa @ The Watson House Key West
$640/night
Home in Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
Rent Key West Vacations

Louisa House Key West
$730/night
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 8
Rent Key West Vacations

Living Room Pete's Cottages Key West
$500/night
Cottage in Key West Florida
4 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations

01_frontoftoonhall
$419/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 10
Rent Key West Vacations

Stairs to Second Level Courtyard Condo @ Duval Square Key West
$486/night
Condo in Key West Florida
3 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations

livingroom-todoor
$777/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations

Private Entrance Louisa's Hideaway Key West
$850/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Villa Paradiso Key West
$750/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Reynold's Retreat Key West Private Pool
$232/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Private Parking at Villa de Palmas Key West
$199/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Private Pool Southernmost Kentucky Home Key West
$284/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Townhomes On Windsor #4
$750/night
Townhouse in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Key West Beach Club Paradise Penthouse #401 Private Balcony
$162/night
Condo in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

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$677/night
Townhouse in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Casa de Cuba Key West
$850/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Front Porch
$623/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Private Pool and Patio Elizabeth Retreat Key West
$201/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Colony Key West Conch Casa Front Porch
$187/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Bahama Dreams Key West Shared Pool
$164/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Key West Beach Club Pool
$512/night
Condo in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Townhomes on Windsor #3
$750/night
Townhouse in Key West Florida
3 Beds • 3 Full Baths • Sleeps 1
Rent Key West Vacations

Pilar's Secret
$694/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 1
Rent Key West Vacations

Covered Patio and Pool Tucked Away Key West
$188/night
Home in Key West Florida
2 Beds • 4 Full Baths • Sleeps 6
Rent Key West Vacations

Ashe Splashe Key West
$131/night
Home in Key West Florida
2 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Private Balcony Key West Beach Club 104
$325/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Pool & Jacuzzi Area Vista Fresco at 1800 Atlantic Key West
$230/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Living Area Key West's Crown Jewel at 1800 Atlantic
$283/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Entrance and walkway Artist's Condo @ Duval Square Key West
$350/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Outside Walkway and Condo Entrance CasaBella @ Duval Square Key West
$299/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Paradise Place #5 @ Duval Square Key West Entryway Looking In
$286/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Tiki Beach Too Back Deck
$300/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

01_southerncross_frontyard
$272/night
Cottage in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

01_tv_front2
$314/night
Cottage in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

DSC_10-3564-Edit
$396/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

DSC_10-0485
$225/night
Home in Key West Florida
2 Beds • 1 Full Bath • Sleeps 6
Rent Key West Vacations

Pool Key West Beach Club 103
$395/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Rent Key West Vacations

Key West Beach Club 112
$350/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Rent Key West Vacations

1 Havana Lane Stunning pool & Garden area
$1,000/night
Cottage in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Private Balcony View Sea Orchid @ La Brisa Key West
$269/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Catherine House Key West
$500/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Shared Pool Duval Square Retreat Key West
$340/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations