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Key West Home Rentals by Owner

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Key West “Waterside Retreat @ Key Haven”: Private Spacious Home on Canal + 40' Dock…

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $5,600 - $8,867/month
    per property, pets considered, Hot Tub, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West The Victoria House: 5 BR / 5.5 BA house in Key West, Sleeps 12

  • 5 BR/5 BA, 1 half bath House (sleeps 12)
    $865 - $1,776/nt
    $5,800 - $12,035/wk
    per property, Hot Tub, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Tranquility: 1 BR / 1.5 BA house in Key West, Sleeps 3

  • 1 BR/1 BA, 1 half bath House (sleeps 3)
    $210 - $413/nt
    $1,175 - $2,465/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player

Key West Southard Charm: 3 BR / 2.0 BA house in Key West, Sleeps 8

  • 3 BR/2 BA House (sleeps 8)
    $400 - $855/nt
    $2,650 - $5,872/wk
    per property, pets considered, Private Pool, Air Conditioning, Television, DVD Player

Key West Bahama Dreaming: 3 BR / 2.0 BA house in Key West, Sleeps 8

  • 3 BR/2 BA House (sleeps 8)
    $465 - $906/nt
    $2,925 - $6,017/wk
    per property, pets considered, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Key West Ginger House

  • 2 BR/2 BA House (sleeps 6)
    $215 - $435/nt
    $1,300 - $2,718/wk
    per property, pets considered, Hot Tub, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Artist Garden: 2 BR / 2.5 BA house in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,800 - $3,697/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Location, Location, Location! Ocean View, Lagoon Beach Front

  • 3 BR/2 BA House Boat (sleeps 10)
    $395 - $745/nt
    $3,661 - $6,117/wk
    accept credit card, Hot Tub, Beach, Downtown, Near The Ocean, Resort, Waterfront, Communal Pool, Jacuzzi, Sauna, Balcony, Air Conditioning

Key West Key Haven Retreat - 4 Bedroom House with a Swimming Pool

  • 4 BR/3 BA House (sleeps 10)
    $7,500 - $10,667/month
    per property, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West The Palms - 3 Bedroom House with a Swimming Pool

  • 3 BR/2 BA House (sleeps 8)
    $5,500 - $6,933/month
    per property, Private Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Quaint Houseboat with wet bar and awesome views - Key West Fishing Vacation

  • 2 BR/2 BA House Boat (sleeps 5)
    $240/nt
    $1,680/wk
    $7,200/month
    per property, accept credit card, Beach, Waterfront, Balcony, Air Conditioning, Satellite / Cable, Television, Parking

Key West 'SOUTHERN STAR @ THE SEAPORT'' Renovated Historic 3BR/3BA Home with Pool...

  • 3 BR/3 BA House (sleeps 6)
    $7,187 - $16,800/month
    per property, Downtown, Near The Ocean, Village, Waterfront, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'CASA FELIZ @ THE SEAPORT': Lushly Furnished 3BR/3.5BA Private Home + Pool...

  • 3 BR/3 BA House (sleeps 8)
    $6,160 - $14,933/month
    per property, accept credit card, Downtown, Near The Ocean, Village, Private Pool, Jacuzzi, Lawn / Garden, terrace, Air Conditioning, Internet

Key West 'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...

  • 7 BR/7 BA House (sleeps 12)
    $9,500 - $13,500/wk
    $30,000 - $49,000/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'CASA, SUITE CASA @ CASA MARINA': Lavish New Home W/ 4 Suites + Pool...

  • 4 BR/5 BA House (sleeps 10)
    $8,400 - $18,667/month
    per property, accept credit card, Hot Tub, Beach, Downtown, Near The Ocean, Town, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet

Key West Gorgeous 3 Bed 3 Bath w/ Brand New Pool.

  • 3 BR/3 BA House (sleeps 6)
    $5,133 - $7,700/month
    per property, pets considered, Private Pool, Air Conditioning, Internet, Satellite / Cable

Key West "Royal Oasis" - Beautiful 2/2 Monthly Rental W/ Heated Pool.

  • 2 BR/2 BA House (sleeps 4)
    $5,000 - $8,000/month
    per property, Private Pool, Air Conditioning, Internet

Key West Windward Isle

  • 2 BR/1 BA House (sleeps 6)
    $258 - $448/nt
    $3,136/wk
    per property, pets considered, Hot Tub, Air Conditioning, Internet, Satellite / Cable

Key West (New Addition) Luxurious 5 Bedroom Mansion w/ Private Beach!

  • 5 BR/5 BA House (sleeps 14)
    $18,667 - $25,667/month
    per property, pets considered, Hot Tub, Beach, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West (New) Gorgeous 2 Bedroom Two Bathroom In Old Town Key West. Newly Renovated!

  • 2 BR/3 BA House (sleeps 4)
    $4,200 - $7,000/month
    per property, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Tropical Retreat

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $408 - $768/nt
    $5,376/wk
    per property, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West Villa Azul - Monthly Rental

  • 3 BR/3 BA House (sleeps 6)
    $6,067 - $9,100/month
    per property, pets considered, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Tobago

  • 3 BR/3 BA House (sleeps 6)
    $4,667 - $6,767/month
    per property, pets considered, Hot Tub, Communal Pool, Air Conditioning, Internet, Satellite / Cable

Key West Tradewinds Sleeps up to 12

  • 4 BR/2 BA House (sleeps 12)
    $468 - $828/nt
    $5,796/wk
    per property, pets considered, Hot Tub, Air Conditioning, Internet, Satellite / Cable

Key West Poolside Paradise

  • 3 BR/2 BA House (sleeps 10)
    $408 - $768/nt
    $5,376/wk
    per property, pets considered, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Pinder House - Monthly Rental

  • 2 BR/2 BA House (sleeps 4)
    $6,533 - $6,767/month
    per property, pets considered, Hot Tub, Balcony, Air Conditioning, Satellite / Cable

Key West Passover Cottage

  • 2 BR/2 BA House (sleeps 6)
    $378 - $708/nt
    $4,956/wk
    per property, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West Paradise Palms - Monthly Rental

  • 2 BR/2 BA House (sleeps 6)
    $3,733 - $5,833/month
    per property, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Leeward Isle - Half a block from Duval!

  • 2 BR/1 BA House (sleeps 6)
    $258 - $448/nt
    $3,136/wk
    per property, pets considered, Hot Tub, Air Conditioning, Internet, Satellite / Cable

Key West La Dolce Vita - Luxury Monthly Rental Private heated pool

  • 3 BR/4 BA House (sleeps 8)
    $8,633 - $10,967/month
    per property, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Key West Hideaway

  • 4 BR/4 BA House (sleeps 10)
    $538 - $948/nt
    $6,636/wk
    per property, pets considered, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Island Rendezvous - Monthly Rental

  • 2 BR/1 BA House (sleeps 4)
    $4,200 - $7,700/month
    per property, Air Conditioning, Internet, Satellite / Cable

Key West Island Oasis

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $358 - $568/nt
    $3,976/wk
    per property, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West Howe Street Hideaway - Monthly Rental

  • 2 BR/2 BA House (sleeps 6)
    $2,333 - $4,900/month
    per property, Air Conditioning, Internet, Satellite / Cable

Key West Hemingway's View

  • 3 BR/2 BA House (sleeps 8)
    $338 - $608/nt
    $4,256/wk
    per property, pets considered, Hot Tub, Communal Pool, Air Conditioning, Internet, Satellite / Cable

Key West Helen`s Hideaway Private Heated Pool

  • 2 BR/2 BA House (sleeps 6)
    $388 - $588/nt
    $4,116/wk
    per property, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West Fleming O House - 2Br 1Bath House by Duval Street! A Favorite! Sleeps up to 6

  • 2 BR/1 BA House (sleeps 6)
    $228 - $438/nt
    $3,066/wk
    per property, pets considered, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Fishtail Hideaway - Monthly Rental

  • 1 BR/2 BA House (sleeps 4)
    $2,333 - $4,433/month
    per property, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Duval Hideaway - Monthly Rental

  • 2 BR/1 BA House (sleeps 4)
    $3,267 - $4,900/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Conch Casa

  • 2 BR/1 BA House (sleeps 6)
    $248 - $438/nt
    $3,066/wk
    per property, pets considered, Hot Tub, Air Conditioning, Internet, Satellite / Cable

Key West Casa Margarita

  • 3 BR/3 BA House (sleeps 8)
    $408 - $768/nt
    $5,376/wk
    per property, pets considered, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Casa Serendipity

  • 3 BR/2 BA House (sleeps 6)
    $408 - $768/nt
    $5,376/wk
    per property, pets considered, Private Pool, Air Conditioning, Internet, Satellite / Cable

Key West Casa Grande

  • 5 BR/5 BA, 1 half bath House (sleeps 14)
    $768 - $1,398/nt
    $9,786/wk
    per property, pets considered, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Casa 625 is an address and house of distinction! - Monthly Rental

  • 2 BR/2 BA House (sleeps 6)
    $4,667 - $7,700/month
    per property, pets considered, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Beach Club Breeze - Monthly Rental

  • 3 BR/3 BA House (sleeps 8)
    $4,667 - $6,767/month
    per property, pets considered, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Bay Harbor View - Waterfront Monthly Rental

  • 5 BR/3 BA House (sleeps 18)
    $6,067 - $9,100/month
    per property, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West Amelia House

  • 3 BR/2 BA House (sleeps 8)
    $318 - $578/nt
    $4,046/wk
    per property, pets considered, Hot Tub, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West 'A KEY ESCAPE' - LOCATION & LUXURY - 1 BLOCK FROM DUVAL - SLEEPS UP TO 8

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $408 - $768/nt
    $5,376/wk
    per property, pets considered, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Islands In the Stream - Papa`s Hideaway Historic Inn - Studio (First Floor)

  • Studio/1 BA House (sleeps 4)
    $139 - $249/nt
    $1,743/wk
    per property, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Beautiful Waterfront Single Family Home - 5 miles from Key West

  • 3 BR/3 BA House (sleeps 6)
    $250 - $300/nt
    $1,705 - $1,840/wk
    $7,830/month
    per property, Near The Ocean, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking
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