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Key West Home Rentals by Owner

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Key West The White House Key West's Finest Monthly Rental/4 BR

  • 4 BR/3 BA House (sleeps 8)
    $5,500 - $8,500/month
    town, swimming pool, air-conditioning, washing machine

Key West “Southern Star” @ William Street: Luxurious 3BR/3BA Historic Old Town Home

  • 3 BR/3 BA House (sleeps 6)
    $12,000 - $20,000/month
    village, waterfront, accept credit card, swimming pool, air-conditioning

Key West Beautiful Retreat in Key West Area

  • 6 BR/3 BA, 1 half bath House (sleeps 10)
    $3,000 - $4,000/wk
    beach, waterfront, accept credit card, swimming pool, air-conditioning

Key West William Skelton -- Unbeatable Location, Location, Location! in Old Town Key West

  • 4 BR House (sleeps 8)
    $600/nt
    $2,700/wk
    downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Pita Vacation Home: Low Summer Rates, Fantasy Fest New Year's available!!!

  • 4 BR/2 BA House (sleeps 8)
    $250 - $550/nt
    $1,500 - $3,500/wk
    $3,500 - $7,500/month
    near the ocean, town, air-conditioning, washing machine, internet access

Key West 'Conch Casa Grande' @ Truman Annex: 11' Ceilings, Private Pool & 5 Master Suites

  • 6 BR/7 BA House (sleeps 12)
    $7,700 - $14,000/wk
    $22,000 - $40,000/month
    downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West “Falling Water” @ Old Town: Breathtaking 3-Home Compound with Large Private Pool

  • 5 BR/4 BA, 1 half bath House (sleeps 12)
    $7,700 - $18,000/wk
    $24,000 - $48,000/month
    downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Monthly Rates-KW living at its finest-quiet neighborhood, near duval and beach

  • 3 BR/3 BA House (sleeps 8)
    $4,500/month
    downtown, near the ocean, swimming pool, air-conditioning, washing machine

Key West Emma House 2b/2.5b, Add Cottage 3b/3.5b, Private Pool

  • 2 BR/3 BA, 1 half bath House (sleeps 6)
    $2,100 - $3,250/wk
    beach, downtown, swimming pool, air-conditioning, washing machine

Key West Hammock House at the Gulf - 200 degree panoramic view

  • 4 BR/3 BA House (sleeps 8)
    $8,800/month
    beach, waterfront, air-conditioning, washing machine, internet access
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Key West Tarpon Cove- New Waterfront Monthly Rental in Key West With Dockage.

  • 3 BR/2 BA House (sleeps 6)
    $1,600/wk
    waterfront, air-conditioning, washing machine, internet access

Key West Key West Huge Private House, Quiet, Beautiful, Jacuzzi, Close to Beach & Duval

  • 4 BR/3 BA House (sleeps 11)
    $1,750/wk
    near the ocean, accept credit card, air-conditioning, washing machine

Key West Old Town Hideaway

  • 1 BR House (sleeps 2)
    $2,400/month
    downtown, near the ocean, air-conditioning, washing machine, tennis

Key West 'Colorful Conch' @ the Sanctuary: 3 Bedrooms, 3 Baths & Private Pool

  • 3 BR/3 BA House (sleeps 6) beach, resort, tennis, fishing, golf

Key West Luxury Truman Annex Home - Classic Key West Charm

  • 3 BR/3 BA House (sleeps 6) beach, resort, swimming pool, air-conditioning, pets considered

Key West Truman Annex, Old Town, Key West, Private Setting with Luxury Features

  • 2 BR/2 BA, 1 half bath House (sleeps 6) downtown, resort, swimming pool, air-conditioning, washing machine

Key West High End Luxury House on Old Town Lane, Pool--Free Wireless Monthly Rentals Only

  • 2 BR/2 BA House (sleeps 4) downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Sophisticated Elegance on Fleming Street

  • 3 BR/2 BA, 3 half baths House (sleeps 6) beach, downtown, accept credit card, swimming pool, air-conditioning

Key West Historic Restored 'Eyebrow' Home

  • 3 BR/3 BA House (sleeps 6) near the ocean, town, swimming pool, air-conditioning, washing machine

Key West Truman Annex (Gated 4BR's/4Bath's-private Pool)

  • 4 BR/4 BA House (sleeps 8) downtown, resort, swimming pool, air-conditioning, washing machine
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Key West Key West Luxury - Tropical Home

  • 2 BR/2 BA House (sleeps 6) downtown, near the ocean, accept credit card, air-conditioning, washing machine

Key West Luxury historic home near Duval Street available for monthly rental only

  • 3 BR/3 BA, 1 half bath House (sleeps 6) downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Hemingway Hideaway in the Heart of Key West--Tasteful, Charming

  • 3 BR/2 BA House (sleeps 8) beach, downtown, swimming pool, air-conditioning, washing machine

Key West 3 Bed, 3 Bath, Waterfront - 9 Miles from Key West -

  • 3 BR/3 BA House (sleeps 6) near the ocean, waterfront, air-conditioning, washing machine, pets considered

Key West Key West Victorian Estate - a Hidden Legendary Gingerbread Mansion Estate

  • 5 BR/3 BA House (sleeps 10)

Key West Private Home on the Water/Month or Longer only

  • 3 BR/2 BA House (sleeps 6) town, waterfront, air-conditioning, washing machine, internet access

Key West Charming Old Town Key West Home with pool. Walk to Duval Street!

  • 3 BR/2 BA House (sleeps 8)
    $3,000 - $5,500/month
    downtown, near the ocean, swimming pool, air-conditioning, washing machine

Key West Private Key West Weekly Vacation rental in the heart of Old Town

  • 2 BR/2 BA House (sleeps 4)
    $1,800 - $2,500/wk
    near the ocean, resort, accept credit card, swimming pool, air-conditioning

Key West Private Place

  • 2 BR/2 BA House (sleeps 6)
    $295/nt
    $2,000/wk
    near the ocean, town, accept credit card, swimming pool, air-conditioning

Key West Josephine - Monthly Key West Rental

  • 2 BR/2 BA House (sleeps 4)
    $2,400/month
    near the ocean, swimming pool, air-conditioning, washing machine
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Key West Beautiful Victorian Home with Heated Pool & Waterfall. Lovely Tropical Garden. F

  • 3 BR/1 BA, 1 half bath House (sleeps 6) downtown, near the ocean, swimming pool, air-conditioning, washing machine

Key West Oceanfront Tropical Paradise with Private Dock

  • 3 BR/2 BA House (sleeps 6) near the ocean, waterfront, tennis, fishing, golf

Key West Key West cottage has it all,great price,location,quiet and clean close to beach

  • Studio/1 BA House (sleeps 3)
    $99 - $119/nt
    $645 - $1,195/wk
    $1,995 - $2,295/month
    beach, town, air-conditioning, internet access, tennis

Key West Abaco Dreams 3Br 2Ba Beautiful Pool Home in Key West

  • 3 BR/2 BA House (sleeps 6)
    $350/nt
    $2,100/wk
    beach, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Gated Private Luxurious Getaway-Truman Annex (Private Pool)

  • 3 BR/3 BA, 1 half bath House (sleeps 7) air-conditioning, washing machine, internet access, tennis

Key West Wasser House -- Casual chic, near the beach! Summer rates!!

  • 3 BR House (sleeps 8)
    $250 - $550/nt
    $1,500 - $3,500/wk
    $3,500 - $7,500/month
    beach, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Brand new luxurious home in Historic Key West

  • 2 BR/2 BA, 1 half bath House (sleeps 4)
    $7,500 - $10,500/month
    downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Old Town Key West Luxury Compound

  • 4 BR/3 BA House (sleeps 8)
    $5,000 - $9,000/month
    downtown, near the ocean, swimming pool, air-conditioning, washing machine

Key West Historical Conch Home with Pool

  • 3 BR/2 BA House (sleeps 6) downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Casa Manana -Monthly Old Town home with private heated pool

  • 2 BR/2 BA House (sleeps 6)
    $4,500/month
    downtown, near the ocean, accept credit card, swimming pool, air-conditioning
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Key West Private Waterfront Tropical Retreat

  • 3 BR/1 BA House (sleeps 8) waterfront, accept credit card, swimming pool, air-conditioning

Key West Ocean View Luxury Condominium / 3 BR 2 BA

  • 3 BR/2 BA House (sleeps 6)

Key West 'Hidden Courtyard Villa' W/ Pool. Steps Off Upper Duval St. in Historic Old Town

  • 4 BR/3 BA, 1 half bath House (sleeps 10) near the ocean, village, tennis, fishing, golf

Key West Classic Key West Executive Home

  • 6 BR/4 BA House (sleeps 13) resort, village, tennis, fishing, golf

Key West Award Winning Charming Cottage Pavilion Just 3.5 Streets from Mallory

  • 4 BR/3 BA House (sleeps 1) near the ocean, village, tennis, fishing, golf

Key West Tropical Butterfly Garden Flat Near the Beach

  • 1 BR/1 BA House (sleeps 2)

Key West Old Town Truman & Duval Townhome

  • 2 BR/2 BA House (sleeps 6) internet access

Key West Historic Hideaways - Key Lime House

  • 2 BR/2 BA, 1 half bath House (sleeps 4) downtown, near the ocean, accept credit card, swimming pool, air-conditioning
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