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Key West Vacation Rental Lodging - Page 2 of 8

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Key West Island Escape Condo in Beautiful Truman Annex

  • 1 BR/1 BA Condo (sleeps 3)
    $1,200/wk
    per property, accept credit card, Beach, Downtown, Near The Ocean, Town, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

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)
    $3,300 - $5,500/wk
    $9,900 - $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 'AZURE MORNING @ OCEANSIDE MARINA': Lavish 3BR/2BA Oceanfront Condo + Pool....

  • 3 BR/2 BA Condo (sleeps 6)
    $1,850 - $2,950/wk
    $6,600 - $10,500/month
    per property, accept credit card, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, terrace, Balcony, Fitness Room / Equipment, Air Conditioning

Key West 'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...

  • 2 BR/2 BA, 1 half bath Condo (sleeps 5)
    $2,950 - $5,000/wk
    $9,000 - $18,000/month
    per property, accept credit card, Downtown, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, terrace, Balcony, Air Conditioning, Internet

Key West 'PROMENADE TO PARADISE @ THE ANNEX': Spacious 2BR/2BA Waterfront Condo...

  • 2 BR/2 BA Condo (sleeps 6)
    $2,100 - $3,800/wk
    $8,500 - $15,000/month
    per property, accept credit card, Communal Pool, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'TOBA'S TREE HOUSE @ CASA EAST': Breezy 2BR/2BA Cottage & Pool near Beach...

  • 2 BR/2 BA House (sleeps 6)
    $4,000 - $7,700/month
    per property, Near The Ocean, Resort, Private Pool, terrace, Balcony, pets considered, 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)
    $4,000 - $7,000/month
    per property, Downtown, Village, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West 'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...

  • 7 BR/7 BA House (sleeps 12)
    $9,500 - $12,900/wk
    $30,000 - $48,000/month
    per property, accept credit card, Downtown, Near The Ocean, Village, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Spacious Ocean Front Resort - 3 Bedroom Condo

  • 3 BR/3 BA Condo (sleeps 8) accept credit card, wheelchair accessible, Beach, Communal Pool, Jacuzzi, Sauna, Tennis Court, Lawn / Garden

Key West 2 Bed / 2 Bath Luxury Condo on the Ocean - Sleeps 6 (next to Smather's Beach)

  • 2 BR/2 BA Condo (sleeps 6) accept credit card, wheelchair accessible, Beach, Near The Ocean, Resort, Communal Pool, Jacuzzi, Sauna, Tennis Court, Lawn / Garden
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Key West 'LA DOLCE VITA' , Luxurious!, Steps To Duval! Sleeps 2-4

  • 1 BR/1 BA Condo (sleeps 4)
    $208/nt
    $1,350/wk
    per property, accept credit card, Near The Ocean, Town, Balcony, Air Conditioning, Internet, Television, DVD Player

Key West Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon

  • 2 BR/2 BA Yacht (sleeps 4) accept credit card, Downtown, Waterfront, Communal Pool, Air Conditioning

Key West Exquisite 3BR Home on Shark Key - Enjoy the Best Tropical Sunsets of Your Life!

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $2,250/wk
    per property, Beach, Lawn / Garden, Balcony, Internet, Television

Key West Waterfront Luxury in Old Town Key West

  • 1 BR/1 BA Condo (sleeps 5)
    $335 - $460/nt
    $2,000 - $2,750/wk
    per property, accept credit card, Resort, Waterfront, Communal Pool, Sauna, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West Truman Annex Mike and Tevis Wernicoff

  • 2 BR/2 BA Condo (sleeps 6) accept credit card, Beach, Downtown, Communal Pool, Air Conditioning, Internet, Satellite / Cable, DVD Player

Key West Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes

  • 1 BR/1 BA Townhome (sleeps 4)
    $185 - $328/nt
    $1,295 - $2,295/wk
    per property, accept credit card, Resort, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Island Pearl

  • 1 BR/1 BA House (sleeps 2)
    $210 - $391/nt
    $1,200 - $2,320/wk
    per property, Private Pool, Air Conditioning, Internet, DVD Player

Key West A Place in Paradise

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $1,500 - $2,900/wk
    per property, Communal Pool, Air Conditioning, Television, DVD Player, Parking

Key West Linger Longer

  • 2 BR/1 BA, 1 half bath Condo (sleeps 5)
    $1,300 - $2,863/wk
    per property, Communal Pool, Air Conditioning, DVD Player, Parking

Key West Island Spice

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $1,600 - $3,407/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking
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Key West Duval Breeze

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $225 - $435/nt
    $1,300 - $2,718/wk
    per property, Communal Pool, Air Conditioning, Television, DVD Player, Parking

Key West Duval Sea Turtle

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $225 - $435/nt
    $1,300 - $2,718/wk
    per property, Communal Pool, Air Conditioning, Internet, DVD Player, Parking

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

  • 2 BR/1 BA Condo (sleeps 6)
    $225 - $350/nt
    $1,295 - $1,995/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Luxury Living in Key West Aboard Your Own Private 58ft Hatteras Yach

  • 3 BR/2 BA, 1 half bath Yacht (sleeps 6)
    $275 - $325/nt
    $1,800/wk
    per property, Waterfront, Communal Pool, Balcony, pets considered, Satellite / Cable, Television, Parking

Key West Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!

  • 4 BR/2 BA House Boat (sleeps 8) Resort, Communal Pool, Sauna, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Internet

Key West LOOK! Vacation on a Yacht in First-Class Marina!

  • 2 BR/2 BA Boat (sleeps 4)
    $300 - $350/nt
    $2,000/wk
    per property, accept credit card, Communal Pool, Jacuzzi, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Television

Key West 5 bedroom property in the heart of Old Town!

  • 5 BR/3 BA House (sleeps 10)
    $7,000 - $8,000/month
    per property, Downtown, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television

Key West Boli Townhouse - a Key West Luxury Rental close to everything ! ! !

  • 2 BR/2 BA Townhome (sleeps 6)
    $1,600/wk
    $5,500/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 4 BR/3 BA Townhome (sleeps 8)
    $2,900 - $3,500/wk
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach

  • 2 BR/2 BA House (sleeps 6) Beach, Near The Ocean, Town, Waterfront, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
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Key West Brass Palm Villa, Private Luxury Home - ESCAPE TO PARADISE!!

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $5,500 - $8,200/month
    per property, Near The Ocean, Town, Private Pool, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 1 BR/1 BA Bungalow (sleeps 2) accept credit card, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 4 BR/3 BA Villa (sleeps 10)
    $15,000 - $20,000/month
    per property, Near The Ocean, Private Pool, Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Key West Conch Retreat in Key West Truman Annex with 2 Bikes

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

Key West Ocean Paradise

  • 3 BR/4 BA House (sleeps 8) Beach, Near The Ocean, Private Pool, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!

  • 2 BR Condo (sleeps 4) accept credit card, Beach, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Coral Hammock - Tropical Paradise Home (15)

  • 3 BR/3 BA Townhome (sleeps 6) Beach, Near The Ocean, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 3 BR/1 BA, 1 half bath House (sleeps 6)
    $2,500 - $4,000/month
    per property, accept credit card, Beach, Town, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West The Victoria House

  • 5 BR/5 BA, 1 half bath House (sleeps 12)
    $865 - $1,776/nt
    $5,800 - $12,035/wk
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Osprey

  • 1 BR/1 BA Condo (sleeps 2)
    $130 - $321/nt
    $650 - $1,823/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player
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Key West Amelia Home

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

Key West Key West Ginger House

  • 2 BR/2 BA House (sleeps 6)
    $210 - $413/nt
    $1,200 - $2,465/wk
    per property, pets considered, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Coral Caribe

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $150 - $306/nt
    $900 - $1,906/wk
    per property, Private Pool, Communal Pool, pets considered, Air Conditioning, Internet, DVD Player, Parking

Key West Key West Crown Jewel

  • 2 BR/2 BA Condo (sleeps 6)
    $345 - $531/nt
    $2,145 - $3,368/wk
    per property, Communal Pool, Air Conditioning, Internet, Television, DVD Player, Parking

Key West Attitude Key West At the Beach

  • 1 BR Condo (sleeps 4) accept credit card, wheelchair accessible, Beach, Downtown, Near The Ocean, Resort, Town, Waterfront, Communal Pool, Sauna, Lawn / Garden, Balcony, Air Conditioning

Key West Sunshine Luxury Suite with 2 Free Bikes & Garage

  • 2 BR/2 BA Condo (sleeps 6)
    $1,300/wk
    per property, accept credit card, Near The Ocean, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, pets considered, Fitness Room / Equipment

Key West Coral Hammock - Beautiful Poolside Home (28)

  • 3 BR/3 BA House (sleeps 6)
    $250 - $350/nt
    $1,400 - $2,000/wk
    $4,200 - $7,000/month
    per property, accept credit card, Communal Pool, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Key West Bahama Gardens - Private Historic Old Town

  • 4 BR/1 BA, 1 half bath House (sleeps 8)
    $3,000 - $4,000/wk
    $8,000 - $9,000/month
    per property, accept credit card, Near The Ocean, Town, Jacuzzi, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West 'NOONA'S MANSION-by-the-SEA @ THE ANNEX' Sumptuous 7BR/5.5BA Home with Pool...

  • 7 BR/5 BA, 1 half bath House (sleeps 14)
    $11,000 - $14,900/wk
    $39,000 - $55,000/month
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West WATERFRONT Penthouse, Key West between MM 10 just 5 min to KW

  • 2 BR/1 BA Condo (sleeps 4) accept credit card, Near The Ocean, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television
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