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Key West Home Rentals by Owner

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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 Luxury on Garrison Bight: 3 BR/3.5 BA Waterfront Home Sleeps 8

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $595 - $795/nt
    per property, accept credit card, pets considered, Near The Ocean, Town, Waterfront, Private Pool, Balcony, Internet, Satellite / Cable, Television

Key West KEY WEST HOT SPOT! 'ALMOST SOUTHERNMOST' CLOSE TO SOUTHERNMOST POINT - SLEEP

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

Key West Egret Cottage: 1 BR / 1.0 BA house in Key West, Sleeps 4

  • 1 BR/1 BA House (sleeps 4)
    $190 - $384/nt
    $1,050 - $2,320/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player

Key West Tropical Dreaming: 2 BR / 2.5 BA house in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $340 - $681/nt
    $2,100 - $4,350/wk
    per property, pets considered, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Luxurious Garden Home Paradise with Pool in Midtown Key West

  • 2 BR/1 BA House (sleeps 6)
    $127 - $173/nt
    $3,547 - $4,853/month
    per property, accept credit card, pets considered, Beach, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Key West Almost Southernmost Too

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $378 - $668/nt
    $4,676/wk
    per property, pets considered, Private Pool, Balcony, Air Conditioning, Internet, DVD Player

Key West Almost Southernmost Retreat - Sleeps up to 16!

  • 5 BR/3 BA, 1 half bath House (sleeps 16)
    $638 - $1,248/nt
    $8,736/wk
    per property, pets considered, Hot Tub, Private Pool, Balcony, 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 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 Coral Hammock - Beautiful Poolside Home (28)

  • 3 BR/3 BA House (sleeps 6)
    $275 - $350/nt
    $1,500 - $2,000/wk
    $5,500 - $7,000/month
    per property, accept credit card, Communal Pool, Balcony, Fitness Room / Equipment, 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 Torrents of Spring - Papa`s Hideaway Historic Inn - Deluxe Studio (2nd Floor)

  • Studio/1 BA House (sleeps 4)
    $149 - $259/nt
    $1,813/wk
    per property, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West UNBELIEVEABLE 3 Bedroom Houseboat Rental in First Class Marina w/ pool and more!

  • 4 BR/2 BA House Boat (sleeps 8)
    $350 - $500/nt
    per property, accept credit card, pets considered, Resort, Communal Pool, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning

Key West Canal-front home with ocean access in beautiful Key West, Florida

  • 4 BR/3 BA House (sleeps 10)
    $2,800/wk
    $9,300/month
    per property, wheelchair accessible, Beach, Downtown, Near The Ocean, Town, Waterfront, Private Pool, Air Conditioning, Satellite / Cable, Television, DVD Player, barbecue

Key West Garden of Eden - Papas Hideaway Historic Inn's 2br/2ba cottage

  • 2 BR/2 BA House (sleeps 6)
    $268 - $468/nt
    per property, Communal Pool, Air Conditioning, Internet, Satellite / Cable

Key West Ocean Retreat

  • 3 BR/2 BA, 1 half bath House (sleeps 5)
    $3,200 - $7,500/wk
    per property, accept credit card, Near The Ocean, Private Pool, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Ocean Paradise

  • 3 BR/4 BA House (sleeps 8)
    $5,200 - $12,500/wk
    per property, pets considered, Beach, Near The Ocean, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West ‘THE SMILING IBIS @ OLD TOWN’: Immaculate 3BR/3.5BA Old Town Home + Private Pool

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $700 - $1,050/nt
    $3,850 - $5,950/wk
    $13,000 - $20,500/month
    per property, pets considered, Downtown, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'SOUTHERNMOST BLISS @ LOVE LANE': Stunning 3.5BR/3BA Old Town Home On Quiet Lane

  • 3 BR/3 BA House (sleeps 8)
    $7,187 - $17,267/month
    per property, pets considered, Downtown, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...

  • 3 BR/3 BA House (sleeps 6)
    $5,320 - $14,000/month
    per property, accept credit card, pets considered, Beach, Near The Ocean, Resort, Village, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West 'THE SEAFARER'S REFUGE @ PARADISE HARBOR': Old Town Home By Water + Pool & Dock.

  • 4 BR/3 BA, 1 half bath House (sleeps 12)
    $7,000 - $13,067/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West The Heart Of Key West

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $7,467/month
    per property, pets considered, Hot Tub, Downtown, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Margaux's Hideaway - Spacious Private Tropical Home with Pool - KEY WEST LIVING!

  • 3 BR/3 BA House (sleeps 6)
    $2,500 - $5,300/wk
    $5,500 - $8,500/month
    per property, Near The Ocean, Town, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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 Amelia Home: 2 BR / 2.5 BA house in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $340 - $681/nt
    $2,100 - $4,350/wk
    per property, pets considered, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

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 GREAT PRICE FOR OLD TOWN COTTAGE - SWEET COTTAGE!

  • 2 BR/1 BA House (sleeps 4)
    $3,267 - $5,600/month
    per property, pets considered, Beach, Downtown, Near The Ocean, Town, Lawn / Garden, Balcony, Air Conditioning, Satellite / Cable, Television

Key West Enchanting Historic Home in the Heart of Old Town Key West

  • 4 BR/2 BA, 1 half bath House (sleeps 8)
    $5,133 - $12,133/month
    per property, accept credit card, Downtown, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Perfect Old Town Getaway - SPECIAL PLACE FOR FAMILY GATHERINGS!

  • 3 BR/3 BA, 1 half bath House (sleeps 6)
    $5,133 - $9,800/month
    per property, pets considered, Downtown, Near The Ocean, Private Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West JANUARY SPECIAL - $5,000 plus taxes/fees!!!! BOOK NOW!

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $4,667 - $7,933/month
    per property, Downtown, Resort, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Key West Southernmost Belle - PERFECT HOME TO BRING YOUR FAMILY TOGETHER FOR THE HOLIDAYS

  • 5 BR/4 BA House (sleeps 10)
    $800 - $960/nt
    $5,300 - $6,500/wk
    per property, accept credit card, Downtown, Near The Ocean, Town, Private Pool, Lawn / Garden, 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 Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West

  • 3 BR/2 BA House (sleeps 10)
    $1,900 - $2,900/wk
    per property, accept credit card, Beach, Waterfront, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Classic Old Town Key West GEM!

  • 3 BR/3 BA House (sleeps 6)
    $6,533 - $16,800/month
    per property, accept credit card, Town, Waterfront, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'CARIBBEAN FLING @ SOUTHARD': Delightful 2BR/1.5BA Island Cottage + Private Pool

  • 2 BR/1 BA, 1 half bath House (sleeps 6)
    $3,733 - $6,813/month
    per property, pets considered, Downtown, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West 'AVALYNN HOUSE @ THE ANNEX': The Ideal 5BR Key West Home + Large Pool..

  • 5 BR/3 BA, 1 half bath House (sleeps 8)
    $8,800 - $12,000/wk
    $30,000 - $44,500/month
    per property, pets considered, Downtown, Near The Ocean, Private Pool, Jacuzzi, Tennis Court, terrace, Fitness Room / Equipment, Air Conditioning

Key West 'NOONA'S MANSION-by-the-SEA @ THE ANNEX' The Ultimate 7BR Estate + Pool...

  • 7 BR/5 BA, 1 half bath House (sleeps 14)
    $11,500 - $15,200/wk
    $40,000 - $55,000/month
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

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

  • 1 BR/1 BA House (sleeps 2)
    $149 - $225/nt
    $1,008 - $1,495/wk
    $4,470 - $5,500/month
    per property, accept credit card, Hot Tub, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

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 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 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 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 Old Town Key West by Southernmost Beach and Duval Main Street.

  • 5 BR/4 BA House (sleeps 12)
    $800 - $1,100/nt
    $5,600 - $7,700/wk
    per property, accept credit card, Beach, Downtown, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Luxury Waterfront Key West Resort Home with Pool and Jacuzzi

  • 3 BR/2 BA House (sleeps 6)
    $725/nt
    $18,200/month
    per property, Hot Tub, limited accessibility, Beach, Near The Ocean, Waterfront, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Key West Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West

  • 2 BR/2 BA House (sleeps 6)
    $995 - $1,600/wk
    per property, accept credit card, Resort, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

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
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