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Key West Vacation Rental Accommodations - Page 1 of 6

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SPECIAL OFFER! December Rate Specials December 20 - December 29

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

  • 2 BR/1 BA Condo (sleeps 4)
    $1,200 - $2,000/wk
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Key West Ocean Side Luxury w/ High Speed Internet

  • 2 BR/2 BA Condo (sleeps 6)
    $1,250/wk
    per property, beach, resort, swimming pool, washing machine, internet access

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

  • 2 BR/1 BA Condo (sleeps 4)
    $1,200 - $2,000/wk
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Waterfront Luxury in Old Town Key West

  • 1 BR/1 BA Condo (sleeps 5)
    $285 - $370/nt
    $1,450 - $2,420/wk
    per property, resort, waterfront, accept credit card, swimming pool, air-conditioning

Key West Ocean Front Condo at 1800 Atlantic - Next to Smathers Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $2,750/wk
    $5,950/month
    beach, resort, swimming pool, air-conditioning, washing machine

Key West “Manatee Manor” at Geiger Key: 3BR 2BA Private Home, 60’ Dock

  • 3 BR/2 BA House (sleeps 8)
    $1,800 - $3,300/wk
    $3,600 - $6,600/month
    per property, near the ocean, waterfront, accept credit card, air-conditioning, washing machine

Key West Key West Vacation Townhouse in the Truman Annex

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,450 - $2,500/wk
    $4,500 - $7,500/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Key West ocean front luxury vacation condo rental

  • 3 BR/3 BA Condo (sleeps 6)
    $2,700 - $4,500/wk
    $9,000 - $13,500/month
    per property, downtown, waterfront, accept credit card, swimming pool, air-conditioning

Key West Luxury Condo-Walk to Beach/Duval St. $1450/wk total till 12/26

  • 2 BR/1 BA Condo (sleeps 5)
    $1,100 - $1,600/wk
    $2,950 - $4,800/month
    per property, beach, downtown, swimming pool, air-conditioning, washing machine

Key West Key West - Poolside Conch Paradise at Key West Golf Club

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 4)
    $1,250 - $2,450/wk
    $2,450 - $4,000/month
    per property, beach, near the ocean, swimming pool, air-conditioning, washing machine
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Key West Hemingway's Hideaway Truman Annex Key West

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,700 - $2,800/wk
    per property, beach, downtown, swimming pool, air-conditioning, washing machine

Key West Truman Annex: Spacious quarters, beautifully landscaped rear patio

  • 2 BR/2 BA Townhome (sleeps 6)
    $1,800 - $2,500/wk
    per property, beach, near the ocean, swimming pool, air-conditioning, washing machine

Key West Relax and Getaway in This Completely Refinished Quiet Home

  • 3 BR/2 BA House (sleeps 10)
    $1,200/wk
    per property, beach, near the ocean, accept credit card, air-conditioning, washing machine

Key West Beautiful Retreat in Key West Area

  • 6 BR/3 BA, 1 half bath House (sleeps 10)
    $3,500/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning

Key West Tropical Retreat

  • 4 BR/3 BA House (sleeps 7)
    $4,500 - $7,500/month
    per property, downtown, accept credit card, swimming pool, air-conditioning

Key West Campbell Courtyard Townhouse 'In the Sky'

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $3,500 - $5,500/month
    per property, downtown, accept credit card, swimming pool, air-conditioning

Key West Hurricane's Rebellion - a Key West Vacation Condo

  • 2 BR/1 BA Condo (sleeps 6)
    $1,200 - $1,800/wk
    per property, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Royal Street Gardens Tropical Key West Getaway

  • 1 BR/1 BA Townhome (sleeps 2)
    $50 - $66/nt
    $350 - $500/wk
    $1,400 - $2,000/month
    per property, downtown, near the ocean, accept credit card, air-conditioning, washing machine

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

  • 4 BR House (sleeps 8)
    $500 - $800/nt
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Heron Estate -- Luxury Rental on water with dock.!

  • 4 BR/4 BA Estate (sleeps 9)
    $3,000 - $5,000/wk
    $8,000 - $12,000/month
    per property, near the ocean, waterfront, accept credit card, swimming pool, washing machine
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Key West Modern Oceanside Living

  • 2 BR/2 BA Condo (sleeps 6)
    $2,100 - $3,000/wk
    per property, town, waterfront, swimming pool, air-conditioning, washing machine

Key West 'Conch Casa Grande' @ Truman Annex: 11' Ceilings, Private Pool & 6 Master Suites

  • 6 BR/7 BA House (sleeps 16)
    $9,900 - $15,000/wk
    $28,000 - $40,000/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Key West Truman Annex - Two-Story Shipyard Cottage

  • 2 BR/2 BA Condo (sleeps 5)
    $1,300 - $1,900/wk
    $3,500 - $6,000/month
    per property, beach, downtown, swimming pool, air-conditioning, washing machine

Key West Direct Oceanfront Free Wireless Internet

  • 3 BR/2 BA, 1 half bath Condo (sleeps 6)
    $350/nt
    $2,350/wk
    per property, beach, accept credit card, swimming pool, air-conditioning

Key West “Southwinds” @ Key West Beach Club: 2 BR Beachfront Condo, Panoramic Ocean Views

  • 2 BR/2 BA (sleeps 6)
    $6,600 - $11,000/month
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning

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

  • 2 BR/1 BA Condo (sleeps 4)
    $200 - $275/nt
    $1,000 - $1,500/wk
    $4,000 - $5,000/month
    per property, downtown, near the ocean, accept credit card, air-conditioning, washing machine

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

  • 3 BR/3 BA House (sleeps 6)
    $15,000 - $20,000/month
    per property, village, waterfront, accept credit card, swimming pool, air-conditioning

Key West 'Colorful Conch' @ the Sanctuary: 4 Bedrooms, 3 Baths & Private Pool

  • 3 BR/3 BA House (sleeps 6)
    $11,000 - $13,000/month
    per property, beach, resort, tennis, fishing, golf

Key West 'Old Town Oasis' @ Truman Annex: Spacious 2 BR Oceanfront Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $3,300 - $5,000/wk
    $8,800 - $12,000/month
    per property, downtown, waterfront, 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)
    $8,800 - $18,000/wk
    $26,000 - $44,000/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning
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Key West The White House Key West's Finest Monthly Rental/4 BR

  • 4 BR/3 BA House (sleeps 8)
    $5,000 - $8,500/month
    per property, town, swimming pool, air-conditioning, washing machine

Key West Fantasy Fest discount** Supermodel Vacation Rental

  • 2 BR/2 BA Townhome (sleeps 5)
    $2,600 - $3,200/wk
    $4,800 - $6,200/month
    per property, swimming pool, air-conditioning, washing machine, internet access

Key West Key West Paradise On The Ocean

  • 2 BR/2 BA Condo (sleeps 6)
    $3,500 - $6,000/month
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning

Key West Key West Luxury 2 Bedroom Condo in The Shipyard of Truman Annex in Old Town

  • 2 BR/1 BA Condo (sleeps 6)
    $1,200 - $1,800/wk
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning

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

  • 4 BR/3 BA House (sleeps 8)
    $15,000/month
    per property, beach, waterfront, air-conditioning, washing machine, internet access

Key West Key West Beautiful Beachfront Condo(212)

  • 2 BR/2 BA Condo (sleeps 6)
    $255 - $385/nt
    $1,449 - $2,200/wk
    per property, beach, waterfront, accept credit card, swimming pool, air-conditioning

Key West “Azure Morning” @ Kings Pointe: 3 Bedroom Condo on the Atlantic

  • 3 BR Condo (sleeps 8)
    $2,800 - $3,800/wk
    $8,000 - $10,500/month
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning

Key West Caribbean Isle a luxury condo at Key West's newest oceanfront resort

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $255 - $380/nt
    $1,785 - $2,600/wk
    per property, beach, resort, accept credit card, swimming pool, air-conditioning

Key West Key West's Best Deal

  • 2 BR/2 BA Condo (sleeps 6)
    $250 - $350/nt
    $1,200 - $2,000/wk
    $3,800 - $6,000/month
    per property, beach, resort, accept credit card, swimming pool, air-conditioning

Key West Duval Street Condominium, Totally Renovated Prime Location

  • 2 BR/1 BA Condo (sleeps 4)
    $1,500/wk
    per property, town, air-conditioning, washing machine, linens provided
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Key West Monthly Rates-KW living at its finest-quiet neighborhood, near duval and beach

  • 3 BR/3 BA House (sleeps 8)
    $2,800 - $3,500/wk
    $4,500 - $7,500/month
    per property, downtown, near the ocean, swimming pool, air-conditioning, washing machine

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

  • 4 BR/3 BA House (sleeps 11)
    $1,750 - $2,750/wk
    per property, near the ocean, accept credit card, air-conditioning, washing machine

Key West A quiet, luxury condo close to the Ocean with nightly rates from $199-$285

  • 2 BR/2 BA Condo (sleeps 6)
    $185 - $340/nt
    $1,150 - $1,700/wk
    $3,000 - $5,000/month
    per property, 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)
    $5,600/month
    per property, beach, downtown, swimming pool, air-conditioning, washing machine

Key West Luxury Truman Annex Home - Classic Key West Charm

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

Key West The Perfect Get-away in Paradise

  • Studio/1 BA Condo (sleeps 4) near the ocean, town, accept credit card, air-conditioning, washing machine

Key West Truman Annex - Just Renovated with Private Garden Area

  • 1 BR/1 BA Condo (sleeps 4) beach, downtown, swimming pool, air-conditioning, washing machine

Key West Henry's Penthouse on the Ocean in Key West (weekly / nightly rentals)

  • 2 BR/2 BA Condo (sleeps 6) beach, waterfront, accept credit card, swimming pool, air-conditioning

Key West Luxury Townhome in Paradise - Stay for a month or more!

  • 3 BR/2 BA Townhome (sleeps 6) beach, near the ocean, swimming pool, air-conditioning, washing machine

Key West Historic Restored 'Eyebrow' Home

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