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Key West 4+ BR Rentals

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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 'PORTSIDE MANSION @ THE SEAPORT': Magnificent 3-Building Compound + Large Pool..

  • 6 BR/6 BA, 1 half bath Estate (sleeps 12)
    $17,733 - $27,067/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Village, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony

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 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 Palm Gardens - Great for Groups!

  • 4 BR/4 BA Condo (sleeps 16)
    $528 - $888/nt
    $6,216/wk
    per property, pets considered, Hot Tub, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Old Town Garden Villas - Sleeps up to 20!

  • 5 BR/7 BA Townhome (sleeps 20)
    $878 - $1,448/nt
    $10,136/wk
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

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 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 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 Abbey Road - Great for Big Parties! 4 Units w/ 4 PVT Hot Tubs Key West Favori

  • 5 BR/4 BA Cottage (sleeps 12)
    $778 - $1,328/nt
    $9,296/wk
    per property, pets considered, Hot Tub, Communal Pool, Balcony, 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 'SOUTHERNMOST COMFORT @ THE ANNEX': Stunning 5BR/4BA Private Home + Pool...

  • 5 BR/4 BA House (sleeps 8)
    $7,000 - $12,000/wk
    $25,500 - $42,000/month
    per property, pets considered, Downtown, Resort, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West “THE ADMIRAL'S COMPOUND @ PARADISE HARBOR”: 9BR/7.5BA Waterfront Estate...

  • 9 BR/7 BA, 1 half bath Estate (sleeps 24)
    $2,000 - $3,000/nt
    $11,350 - $16,600/wk
    $35,400 - $56,000/month
    per property, pets considered, Downtown, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'HEAVENLY ZEN @ THE SEAPORT': Lavish 4BR/3BA Old Town Home + Pool....

  • 4 BR/3 BA House (sleeps 8)
    $9,333 - $18,667/month
    per property, accept credit card, Downtown, Near The Ocean, Resort, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West Private home with HEATED POOL, GOURMET KITCHEN & LARGE BEDROOMS!

  • 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 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 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 The Cristol Condo - Classic Key West Oceanfront Charm

  • 4 BR/4 BA Condo (sleeps 8)
    $849/nt
    per property, pets considered, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West William Skelton House - Location, Location, Location!

  • 6 BR/4 BA House (sleeps 14)
    $900 - $1,850/nt
    $8,400 - $12,950/wk
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Lawn / Garden, 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 'THE COMMODORE'S MANOR @ PARADISE HARBOR ': Grand 5BR/4BA Waterfront Home + Dock

  • 5 BR/4 BA Townhome (sleeps 14)
    $1,250 - $1,800/nt
    $6,900 - $10,000/wk
    $20,000 - $33,000/month
    per property, accept credit card, pets considered, wheelchair accessible, Downtown, Near The Ocean, Town, Village, Waterfront, Private Pool, terrace, Balcony, Air Conditioning

Key West 'CASA BLANCA 1888 @ WHITE': Historic 4BR/3BA Old Town Home + Very Large Pool....

  • 4 BR/3 BA House (sleeps 10)
    $7,467 - $16,333/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Resort, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West “THE CAPTAIN'S ANNEX @ PARADISE HARBOR”: Ample 4BR Home + Pool & Boat Slip...

  • 4 BR/3 BA, 1 half bath House (sleeps 12)
    $650 - $1,000/nt
    $4,000 - $6,000/wk
    $14,000 - $21,000/month
    per property, pets considered, Village, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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 “SOUTHERNMOST HOSPITALITY @ UPPER DUVAL”: Superlative 5BR/5.5BA Estate + Pool..

  • 5 BR/5 BA Estate (sleeps 12)
    $1,200 - $2,100/nt
    $7,000 - $12,000/wk
    $25,500 - $41,000/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West “THE IBIS & THE CRANE @ OLD TOWN”: Spacious 6BR/6+BA Compound + 2 Private Pools

  • 6 BR/6 BA, 2 half baths Townhome (sleeps 16)
    $1,400 - $2,100/nt
    $7,700 - $11,900/wk
    $26,000 - $41,000/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'NANCY'S SEASIDE RETREAT @ THE FLORIDA BAY': Waterfront 4BR/4BA Home + Pool..

  • 4 BR/4 BA House (sleeps 10)
    $5,600 - $11,667/month
    per property, pets considered, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

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 Luxurious 4 bedroom/3 full bath home with private pool in Old Town Truman Annex

  • 4 BR/3 BA Townhome (sleeps 8)
    $414 - $786/nt
    $2,900 - $4,900/wk
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Real World MTV House---Not Just a House Your Own Private Resort

  • 10 BR/5 BA, 1 half bath House (sleeps 20)
    $1,500 - $2,500/nt
    $10,000 - $12,500/wk
    $40,000 - $50,000/month
    per property, accept credit card, pets considered, Hot Tub, Resort, Waterfront, Jacuzzi, Tennis Court, Lawn / Garden, Balcony

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 Pelican Landing St. Thomas Penthouse

  • 4 BR/4 BA Condo (sleeps 14)
    $500 - $650/nt
    $3,500 - $4,550/wk
    $15,000/month
    per property, pets considered, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West 'THE COMMANDER'S SANCTUARY @ PARADISE HARBOR': Waterfront 4BR/3.5BA Home + Dock

  • 4 BR/3 BA, 1 half bath Townhome (sleeps 12)
    $750 - $1,200/nt
    $4,400 - $6,600/wk
    $15,400 - $23,000/month
    per property, pets considered, wheelchair accessible, Downtown, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

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 '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 BRING YOUR GROUP TOGETHER IN STYLE!

  • 4 BR/2 BA, 1 half bath House (sleeps 6)
    $5,600 - $10,733/month
    per property, accept credit card, pets considered, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, barbecue

Key West Family-Friendly Luxury Home on the Water - Reduced Rates!

  • 5 BR/4 BA, 2 half baths Estate (sleeps 10)
    $5,000 - $7,000/wk
    per property, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West 'CASA PLUMERIA @ OLD TOWN SOUTH': 4BR/3.5BA Home & Guest Cottage + Pool...

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $7,000 - $13,067/month
    per property, accept credit card, pets considered, Downtown, Town, Village, Private Pool, terrace, Balcony, Air Conditioning, Internet

Key West “VILLA OLIVIETTA @ SOLARES HILL” - Exceptional 4BR/5BA Home + Private Pool...

  • 4 BR/4 BA, 1 half bath House (sleeps 8)
    $8,867 - $18,667/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'CASA OLIVIANA @ SOLARES HILL': Stunning Restored 6BR/6BA Old Town Home & Pool..

  • 6 BR/6 BA House (sleeps 14)
    $11,200 - $22,400/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West 'CIELO TROPICALE @ CASA MARINA' Lush & Spacious 4BR/4BA Estate + Large Pool...

  • 4 BR/4 BA House (sleeps 8)
    $12,133 - $20,533/month
    per property, Near The Ocean, Town, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West 'Mango Gardens' Charming, Walking Distance to Duval, and Historic Seaport Area

  • 4 BR House (sleeps 8)
    $4,480 - $6,907/month
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Air Conditioning, Satellite / Cable, DVD Player

Key West Four Bedroom Private Home

  • 4 BR/2 BA House (sleeps 8)
    $4,667 - $7,933/month
    per property, Near The Ocean, Resort, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Casa Marina - True Island Elegance!

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $6,067 - $10,733/month
    per property, pets considered, Resort, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West Large private home in the heart of Old Town Key West!

  • 5 BR/5 BA House (sleeps 8)
    $5,300 - $6,700/wk
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West 'NANCY'S COASTAL COMFORT @ THE FLORIDA BAY': Waterfront 4BR/3.5BA Home + Pool..

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $5,600 - $11,667/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West New Home In Old Town

  • 4 BR/4 BA House (sleeps 8)
    $14,000/month
    per property, pets considered, limited accessibility, Beach, Downtown, Near The Ocean, Waterfront, Private Pool, Air Conditioning, Internet, Television, DVD Player

Key West Casa Colonial Island Luxury in Key West

  • 4 BR/3 BA House (sleeps 7)
    $5,900/wk
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Jacuzzi, Lawn / Garden, Balcony, Air Conditioning, Internet

Key West 'MAISON SUR LA MER' / Private Enclave With Pool

  • 4 BR/3 BA Villa (sleeps 8)
    $13,020 - $19,500/month
    per property, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking
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