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Key West Rentals, Sleeps 1-4

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Key West Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon

  • 2 BR/2 BA Yacht (sleeps 4) accept credit card, Downtown, Waterfront, Communal Pool, Air Conditioning

Key West Shipyard Treasure

  • 2 BR/1 BA Condo (sleeps 4)
    $1,300 - $2,791/wk
    per property, Communal Pool, Air Conditioning, Television, DVD Player, Parking

Key West Conch Retreat in Key West Truman Annex with 2 Bikes

  • 2 BR/1 BA Condo (sleeps 4)
    $1,200/wk
    per property, accept credit card, Beach, Downtown, Near The Ocean, Town, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Conch Wind

  • 2 BR/2 BA Condo (sleeps 4)
    $230 - $471/nt
    $1,375 - $2,755/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Conch Condo

  • 2 BR/2 BA Condo (sleeps 4)
    $1,300 - $2,791/wk
    per property, Communal Pool, Air Conditioning, Parking

Key West Egret Cottage

  • 1 BR/1 BA House (sleeps 4)
    $190 - $384/nt
    $1,050 - $2,247/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player

Key West Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean

  • 1 BR/1 BA Bungalow (sleeps 2) accept credit card, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'SWEET CAROLINE'S SANCTUARY @ THE SEAPORT': Cozy 1BR/1BA Condo + Pool, Spa...

  • 1 BR/1 BA Condo (sleeps 4)
    $3,000 - $5,000/month
    per property, accept credit card, wheelchair accessible, Downtown, Near The Ocean, Communal Pool, Jacuzzi, Balcony, pets considered, Air Conditioning

Key West Simonton Studio, an Old Town get-away for 2. New Pricing

  • 1 BA Studio (sleeps 2)
    $115 - $230/nt
    $750 - $1,500/wk
    per property, accept credit card, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Walk to the beach!

  • 1 BR1 BA Studio (sleeps 2) Beach, Downtown, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television, Parking
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Key West 'SUZY'S PARROT PERCH @ SOUTHERNMOST': Cozy 2BR/1BA Suite Near Duval...

  • 2 BR/1 BA Apartment (sleeps 4)
    $230 - $425/nt
    $1,150 - $2,100/wk
    $3,900 - $8,000/month
    per property, accept credit card, Downtown, Near The Ocean, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Osprey

  • 1 BR/1 BA Condo (sleeps 2)
    $130 - $321/nt
    $650 - $1,823/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player

Key West Tranquility

  • 1 BR/1 BA, 1 half bath House (sleeps 3)
    $210 - $413/nt
    $1,130 - $2,414/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player

Key West Island Pearl

  • 1 BR/1 BA House (sleeps 2)
    $210 - $391/nt
    $1,200 - $2,320/wk
    per property, Private Pool, Air Conditioning, Internet, DVD Player

Key West Key West Charming

  • 2 BR/1 BA Condo (sleeps 4)
    $1,100 - $2,537/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West 'LA DOLCE VITA' , Luxurious!, Steps To Duval! Sleeps 2-4

  • 1 BR/1 BA Condo (sleeps 4) accept credit card, Near The Ocean, Town, Balcony, Air Conditioning, Internet, Television, DVD Player

Key West Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes

  • 1 BR/1 BA Townhome (sleeps 4)
    $185 - $328/nt
    $1,295 - $2,295/wk
    per property, accept credit card, Resort, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access

  • 2 BR/1 BA Condo (sleeps 4) accept credit card, Near The Ocean, Town, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!

  • 2 BR Condo (sleeps 4) accept credit card, Beach, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Coral Hammock - Beautiful Home at the entrance to Key West (35)

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 4)
    $225 - $275/nt
    $1,000 - $1,500/wk
    $3,500/month
    per property, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television
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Key West Leeward Isle Key West Retreat

  • 2 BR/2 BA Condo (sleeps 4)
    $265 - $471/nt
    $1,575 - $2,900/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West WATERFRONT Penthouse, Key West between MM 10 just 5 min to KW

  • 2 BR/1 BA Condo (sleeps 4) accept credit card, Near The Ocean, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Garden Oasis Has A Large Tranquil Garden For Outside Enjoyment.

  • 2 BR/1 BA Condo (sleeps 4) Beach, Near The Ocean, Village, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Key West Southern Wind

  • 2 BR/2 BA House (sleeps 4)
    $265 - $471/nt
    $1,575 - $2,900/wk
    per property, Communal Pool, Air Conditioning, Television, DVD Player, Parking

Key West Finn Key

  • 2 BR/1 BA Condo (sleeps 4)
    $1,100 - $2,537/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West Beach House Condo

  • 2 BR/2 BA Condo (sleeps 4)
    $1,300 - $2,791/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Lavender Jungle

  • 2 BR/1 BA Condo (sleeps 4)
    $1,100 - $2,537/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Casa Mara Is An Adorable Cottage on A Small Quiet Lane In Old Town

  • 2 BR/2 BA Cottage (sleeps 4) Near The Ocean, Town, Internet, Satellite / Cable, Television

Key West Beautiful Duval St. Condo, Location, Location!!!!

  • 2 BR/1 BA Condo (sleeps 4)
    $225 - $300/nt
    $1,100 - $1,600/wk
    $4,500 - $6,000/month
    per property, accept credit card, Downtown, Near The Ocean, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West My Condo by the Beach with Ocean View

  • 1 BR/1 BA Condo (sleeps 4)
    $975 - $1,550/wk
    per property, accept credit card, Beach, Town, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television
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Key West Attitude Key West At the Beach

  • 1 BR/1 BA Condo (sleeps 4) accept credit card, wheelchair accessible, Beach, Downtown, Near The Ocean, Resort, Town, Waterfront, Communal Pool, Sauna, Lawn / Garden, Balcony, Air Conditioning

Key West Island Escape Condo in Beautiful Truman Annex

  • 1 BR/1 BA Condo (sleeps 3)
    $1,200/wk
    per property, accept credit card, Beach, Downtown, Near The Ocean, Town, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Villa Nomade, Elegant Truman Annex condo in Old Town

  • 2 BR/1 BA Condo (sleeps 4)
    $1,200/wk
    per property, accept credit card, Near The Ocean, Town, Communal Pool, Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player

Key West 'SUNSET DREAMS 2 @ FLORIDA BAY': Luxurious 2BR/2BA Waterfront Condo...

  • 2 BR/2 BA Condo (sleeps 4)
    $3,000 - $6,600/month
    per property, accept credit card, wheelchair accessible, Near The Ocean, Resort, Waterfront, Private Pool, Communal Pool, Balcony, pets considered, Air Conditioning

Key West Cozy Cottage for Two

  • 1 BR/1 BA Condo (sleeps 2)
    $4,500/month
    per property, Near The Ocean, Waterfront, Communal Pool, Sauna, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Top-floor Smathers Beach condo with gorgeous pool, tennis and steps from beach.

  • 2 BR/2 BA Condo (sleeps 4)
    $1,475 - $2,450/wk
    $4,500 - $4,900/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Sauna, Tennis Court, Air Conditioning, Satellite / Cable, Television

Key West Namaste Key West - Tropical Retreat in a Key West Conch Cottage

  • 2 BR/1 BA Cottage (sleeps 4)
    $3,500 - $5,000/month
    per property, accept credit card, Beach, Downtown, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Charming Condo in Old Twon

  • 2 BR/2 BA Condo (sleeps 4)
    $4,000 - $6,000/month
    per property, Downtown, Communal Pool, Air Conditioning, Internet, Television, Parking

Key West Oceanside Condo

  • 2 BR/2 BA Condo (sleeps 4) Beach, Waterfront

Key West GREAT PRICE FOR OLD TOWN COTTAGE - SWEET COTTAGE!

  • 2 BR/1 BA House (sleeps 4)
    $3,000 - $5,000/month
    per property, Beach, Downtown, Near The Ocean, Town, Lawn / Garden, Balcony, pets considered, Air Conditioning, Satellite / Cable, Television
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Key West Beautiful Truman Annex Townhome near the Pool!

  • 2 BR/2 BA Townhome (sleeps 4)
    $1,800 - $2,600/wk
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Most Unique Rental in Town! Stay on a SleepAfloat Trawler!

  • 3 BR/2 BA House Boat (sleeps 4) Communal Pool, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Satellite / Cable, Television, Parking

Key West Enjoy an Authentic Key West Experience

  • 2 BR/2 BA House (sleeps 4)
    $3,500 - $5,500/month
    per property, Downtown, Near The Ocean, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Cute Cottage with Pool - Perfect Location - Minutes to the Beach!

  • 2 BR/2 BA House (sleeps 4) Downtown, Near The Ocean, Resort, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Charming Conch Cottage close to the BEACH!

  • 2 BR/2 BA Cottage (sleeps 4)
    $4,000 - $8,500/month
    per property, accept credit card, Beach, Downtown, Waterfront, Communal Pool, Tennis Court, terrace, pets considered, Air Conditioning, Internet

Key West Papa's Catch

  • 2 BR Condo (sleeps 4) Beach, Downtown, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West Tropical Retreat

  • 2 BR/1 BA Cottage (sleeps 4) Beach, Communal Pool, Satellite / Cable, Television, DVD Player, Parking

Key West Poolside Paradise

  • 1 BR/1 BA Cottage (sleeps 2) Beach, Communal Pool, Air Conditioning, Television, Parking

Key West PET FRIENDLY COTTAGE

  • Studio/1 BA Cottage (sleeps 4) Beach, Daily Maid Service, pets considered, Air Conditioning, Satellite / Cable, Television

Key West Treetop Island Treasure, Palm Isle, Just off Duval

  • Studio/1 BA Apartment (sleeps 4) Beach, Rural, Daily Maid Service, Balcony, Air Conditioning, Satellite / Cable, Television
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