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Key West Rental Lodging for Vacations - Page 5 of 9

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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 Dock 80'Heated Pool Deep Channel Tennis 15 Min Key West

  • 2 BR/1 BA Bungalow (sleeps 5)
    $114 - $171/nt
    $800 - $1,200/wk
    per property, accept credit card, Hot Tub, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West Tom's 2000sf Direct Oceanfront Penthouse. Renovated, Heated Pool, Close To Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $350/nt
    $2,200/wk
    $7,500/month
    per property, Hot Tub, Communal Pool, Sauna, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Tom's Parrot Perch: Gut Renovation, Ocean View, Heated Pool, Close to Beach

  • 2 BR/2 BA Condo (sleeps 6)
    $216 - $270/nt
    $1,680/wk
    $5,800/month
    per property, accept credit card, Downtown, Waterfront, Communal Pool, Sauna, Tennis Court, Balcony, Air Conditioning, Internet

Key West Top-floor Smathers Beach condo with gorgeous pool, tennis and steps from beach.

  • 2 BR/2 BA Condo (sleeps 4)
    $225 - $350/nt
    $4,850 - $4,900/month
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Sauna, Tennis Court, Air Conditioning, Satellite / Cable, Television

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 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 'CONCH CASITA @ THE HISTORIC SEAPORT': Lovely 1BR/1BA Private Cottage + Spa...

  • 1 BR/1 BA Cottage (sleeps 4)
    $2,940 - $5,787/month
    per property, pets considered, Hot Tub, Downtown, Village, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West Excellent Price for an Amazing Townhome with Pool and Tiki Bar

  • 3 BR/3 BA Townhome (sleeps 8)
    $230 - $400/nt
    $1,360 - $2,500/wk
    per property, accept credit card, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

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 'SUZY'S PARROT PERCH @ SOUTHERNMOST': Cozy 2BR/1BA Suite Near Duval...

  • 2 BR/1 BA Apartment (sleeps 6)
    $290 - $450/nt
    $1,450 - $2,350/wk
    $4,900 - $8,250/month
    per property, accept credit card, pets considered, Downtown, Near The Ocean, 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 '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 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 Parrot Perch: 2 BR / 2.0 BA condo in KEY WEST, Sleeps 5

  • 2 BR/2 BA Condo (sleeps 5)
    $1,175 - $2,718/wk
    per property, Communal Pool, Air Conditioning, Television, Parking

Key West Island Spice: 2 BR / 2.5 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $2,000 - $4,060/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Papaya Place: 2 BR / 2.0 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA Condo (sleeps 6)
    $220 - $381/nt
    $1,250 - $2,406/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, Internet, Television, Parking

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

  • 2 BR/1 BA Condo (sleeps 4)
    $1,350 - $2,200/wk
    per property, accept credit card, Near The Ocean, Town, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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 Bargain Rates in Truman Annex - Heart of Old Town, Key West

  • 2 BR/1 BA Condo (sleeps 6)
    $245 - $425/nt
    $1,395 - $2,400/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Villa Soleil: 2 BR / 2.5 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $1,650 - $3,552/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

Key West Truman Annex: Paradise Lost Self Catering Unique ground floor condominium

  • 2 BR/2 BA Condo (sleeps 6)
    $214 - $400/nt
    $1,500 - $2,800/wk
    $4,500/month
    per property, Near The Ocean, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Quiet, elegant, Key West Condo close to the Ocean

  • 2 BR/2 BA Condo (sleeps 6)
    $235 - $255/nt
    $1,645 - $1,785/wk
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Near The Ocean, Communal Pool, Tennis Court, Balcony, Fitness Room / Equipment

Key West Rare Penthouse 2 bed/2bath additional King in loft

  • 2 BR/2 BA Condo (sleeps 8)
    $495 - $750/nt
    $3,465 - $5,250/wk
    $14,850 - $19,350/month
    per property, accept credit card, Downtown, Waterfront, Communal Pool, Jacuzzi, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning

Key West Adorable Cottage steps from Duval

  • 1 BR/1 BA Condo (sleeps 4)
    $2,613 - $5,133/month
    per property, Village, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West 'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage + Private Pool...

  • 2 BR/3 BA House (sleeps 6)
    $390 - $750/nt
    $2,150 - $3,950/wk
    $6,600 - $14,000/month
    per property, accept credit card, pets considered, Downtown, Town, Village, Private Pool, terrace, Balcony, Air Conditioning, Internet

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

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 5)
    $1,750 - $3,000/wk
    $5,250 - $7,250/month
    per property, accept credit card, Beach, Downtown, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West HISTORIC RESTORED 'EYEBROW' HOME. REDUCED PRICES!!!

  • 3 BR/3 BA House (sleeps 6)
    $6,067 - $7,933/month
    per property, pets considered, Hot Tub, Downtown, Near The Ocean, Town, Private Pool, Jacuzzi, Air Conditioning, Internet, Satellite / Cable

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 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 Sweet Cottage and Guest House with Large Private Pool!

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $550 - $750/nt
    $3,550 - $4,950/wk
    per property, accept credit card, Downtown, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West “HAVANA HOUSE @ SOLARES HILL”: Simply Elegant 3BR/2BA Cottage + Pool..

  • 3 BR/2 BA House (sleeps 8)
    $5,600 - $10,733/month
    per property, pets considered, Downtown, Village, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Easy Livin': 3 BR / 4.0 BA house in Key West, Sleeps 8

  • 3 BR/4 BA House (sleeps 8)
    $4,000 - $9,200/wk
    per property, Private Pool, Air Conditioning, Television, DVD Player, Parking

Key West Duval Street Hideaway

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $240 - $478/nt
    $1,450 - $3,275/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Spa On Duval: 2 BR / 2.5 BA condo in Key West, Sleeps 6

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $240 - $478/nt
    $1,450 - $3,275/wk
    per property, Hot Tub, Communal Pool, Air Conditioning, DVD Player, Parking

Key West Modern home with great location - room for whole family - including pets

  • 3 BR/1 BA, 1 half bath House (sleeps 6)
    $83 - $133/nt
    per property, accept credit card, pets considered, Beach, Town, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'BELLA PETRONIA @ THE MEADOWS: 3BR/3.5BA Private Home With Pool & Jacuzzi...

  • 3 BR/3 BA, 1 half bath House (sleeps 6)
    $4,667 - $13,533/month
    per property, accept credit card, Hot Tub, Downtown, Near The Ocean, Resort, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony

Key West 'SEA CAPTAIN'S HAVEN @ THE ANNEX': Immaculate Villa near Duval & Sunset Pier...

  • 2 BR/2 BA, 1 half bath Villa (sleeps 6)
    $2,400 - $3,950/wk
    $8,750 - $14,500/month
    per property, Downtown, Near The Ocean, Communal Pool, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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 LOUISA @ UPPER DUVAL': Historic Conch Cottage & Pool 1/2 Block off Duval..

  • 3 BR/2 BA Cottage (sleeps 8)
    $425 - $825/nt
    $2,550 - $4,500/wk
    $8,000 - $16,000/month
    per property, accept credit card, pets considered, Town, Village, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television

Key West Rose Lane Villas - Grande, 3 bedroom - Available Easter Weekend!

  • 3 BR/2 BA Condo (sleeps 6)
    $449 - $1,079/nt
    per property, accept credit card, Downtown, Near The Ocean, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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 '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 'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...

  • 2 BR/1 BA, 1 half bath Villa (sleeps 6)
    $1,850 - $3,100/wk
    $6,000 - $10,800/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West 'MAISON TROPICALE @ SOLARES HILL': Lush 3BR/3BA Old Town Home, Pool & Spa...

  • 3 BR/3 BA House (sleeps 8)
    $6,160 - $14,000/month
    per property, accept credit card, Hot Tub, Downtown, Near The Ocean, Town, Village, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West 'SUNSET DREAMS 2 @ FLORIDA BAY': Luxurious 2BR/2BA Waterfront Condo...

  • 2 BR/2 BA Condo (sleeps 4)
    $2,940 - $6,160/month
    per property, accept credit card, pets considered, Hot Tub, wheelchair accessible, Near The Ocean, Resort, Waterfront, Private Pool, Communal Pool, Balcony

Key West 'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $3,250 - $5,500/wk
    $9,000 - $19,000/month
    per property, accept credit card, Downtown, Near The Ocean, Town, Village, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...

  • 2 BR/3 BA House (sleeps 6)
    $3,267 - $6,627/month
    per property, accept credit card, pets considered, Hot Tub, Near The Ocean, Resort, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment

Key West 'THE BICYCLE COTTAGE @ OLD TOWN': Iconic 2BR/2BA Lovely Island Cottage...

  • 2 BR/2 BA Cottage (sleeps 6)
    $3,733 - $7,000/month
    per property, pets considered, Downtown, Village, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
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