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Key West Rentals

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Key West Tiki Beach Too, Charming Townhome, Old Town, Pool Access, great porch!

  • 2 BR/1 BA Townhome (sleeps 6) wheelchair accessible, Beach, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West Full Month Discounts Now Available in Truman Annex, Key West

  • 2 BR/2 BA, 1 half bath Condo (sleeps 5) accept credit card, Beach, Downtown, Near The Ocean, Town, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Walking to everything, Close to Beach, Old town

  • 3 BR/3 BA, 1 half bath House (sleeps 6) Downtown, Near The Ocean, Private Pool, Balcony, Air Conditioning, Television, Parking

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 '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 '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 '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 '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 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 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

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 Luxury on Garrison Bight: 3 BR/3.5 BA Waterfront Home Sleeps 8

  • 3 BR/3 BA, 1 half bath House (sleeps 8)
    $495 - $695/nt
    per property, accept credit card, Near The Ocean, Town, Waterfront, Private Pool, Balcony, pets considered, Internet, Satellite / Cable, Television

Key West Walk to the beach!

  • 1 BR1 BA Studio (sleeps 2) Beach, Downtown, Near The Ocean, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Key West The Cristol Condo - Classic Key West Oceanfront Charm

  • 4 BR/4 BA Condo (sleeps 8)
    $4,989/wk
    per property, Waterfront, Communal Pool, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West Sea Breeze Cottage-Gulf View in Truman Annex

  • 3 BR/2 BA Condo (sleeps 6)
    $2,500/wk
    per property, Beach, Downtown, Near The Ocean, Town, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Location, Location, Location! Ocean View, Lagoon Beach Front

  • 3 BR/2 BA House Boat (sleeps 10) accept credit card, Beach, Downtown, Near The Ocean, Resort, Waterfront, Communal Pool, Jacuzzi, Sauna, Balcony, Air Conditioning, Internet

Key West Tom's Courtyard / Ocean View: 1800 Atlantic, Amazing View. Heated Pool!

  • 2 BR/2 BA Condo (sleeps 6)
    $270/nt
    $1,890/wk
    per property, accept credit card, Waterfront, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

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)
    $1,650 - $2,500/wk
    $5,500 - $9,900/month
    per property, accept credit card, Downtown, Near The Ocean, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West 'CASA DE ROSALIE @ BAYVIEW PARK': 3BR/2BA Classic Conch Home W/ Pool...

  • 3 BR/2 BA House (sleeps 8)
    $4,800 - $9,900/month
    per property, Beach, Downtown, Near The Ocean, Town, Private Pool, Lawn / Garden, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West 'PARADISE PERFECTED @ SMATHERS BEACH': Handsome Beach House + Pool...

  • 3 BR/2 BA House (sleeps 8)
    $5,500 - $14,000/month
    per property, wheelchair accessible, Near The Ocean, Town, Private Pool, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable

Key West 'WATERFRONT RETREAT @ THE FLORIDA BAY': 3BR/3BA Canal Front Home...

  • 3 BR/3 BA Villa (sleeps 8)
    $4,000 - $8,000/month
    per property, Near The Ocean, River, Waterfront, Private Pool, Lawn / Garden, terrace, Balcony, pets considered, Air Conditioning, Internet

Key West 'SUNSET POINT @ SUNSET MARINA': Immaculate 3BR/2BA Waterfront Condo...

  • 3 BR/2 BA Condo (sleeps 8)
    $4,000 - $7,700/month
    per property, accept credit card, Communal Pool, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 3 BR/2 BA Cottage (sleeps 8)
    $400 - $750/nt
    $2,400 - $4,000/wk
    $8,000 - $15,000/month
    per property, accept credit card, Town, Village, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Key West 'CASA, SUITE CASA @ CASA MARINA': Lavish New Home W/ 4 Suites + Pool...

  • 4 BR/5 BA House (sleeps 10)
    $9,000 - $20,000/month
    per property, accept credit card, Beach, Downtown, Near The Ocean, Town, 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 24)
    $1,500 - $2,000/nt
    $10,000/wk
    $40,000/month
    per property, accept credit card, Resort, Waterfront, Jacuzzi, Tennis Court, Lawn / Garden, Balcony, pets considered, Air Conditioning

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

  • 4 BR/3 BA House (sleeps 8)
    $11,000 - $19,000/month
    per property, accept credit card, Downtown, Near The Ocean, Resort, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning

Key West Enjoy More Privacy in a Truman Annex End Unit Townhome

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 5) Village, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Key West Modern Luxury and Privacy Just Steps from Duval

  • 2 BR/2 BA House (sleeps 6)
    $425 - $2,800/nt
    per property, accept credit card, Beach, Downtown, Private Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Key West Water views, step on your boat to Cuba!! minimum monthly rental

  • 3 BR/4 BA House (sleeps 10) accept credit card, Near The Ocean, Waterfront, Jacuzzi, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Deluxe 3 BR Villa at Fort Zach Beach in Historic Old Town Key West Sleeps 1 - 16

  • 3 BR/2 BA Villa (sleeps 8) accept credit card, Beach, Downtown, Near The Ocean, Town, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Key West Casa Colonial Island Luxury in Key West

  • 4 BR/3 BA House (sleeps 7)
    $5,200/wk
    per property, accept credit card, Downtown, Near The Ocean, Private Pool, Jacuzzi, Lawn / Garden, Balcony, Air Conditioning, Internet

Key West Fabulous Luxury Yacht Rental!

  • 2 BR/2 BA Yacht (sleeps 5) Near The Ocean, Resort, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West Tropical Retreat

  • 2 BR/1 BA Cottage (sleeps 4) Beach, Communal Pool, Satellite / Cable, Television, DVD Player, Parking

Key West Southern Cross

  • 2 BR/2 BA House (sleeps 6) Beach, Communal Pool, Air Conditioning, Satellite / Cable, Television, Parking

Key West Poolside Paradise

  • 1 BR/1 BA Cottage (sleeps 2) Beach, Communal Pool, Air Conditioning, Television, Parking

Key West Absolutely Paradise

  • 3 BR/2 BA House (sleeps 6) Beach, Downtown, Near The Ocean, Private Pool, Air Conditioning, Television, DVD Player, Parking

Key West Downtown Key West Pool Home

  • 2 BR/2 BA House (sleeps 6) Beach, Private Pool, Daily Maid Service, pets considered, Air Conditioning, Satellite / Cable, Television, Parking

Key West Seaport Suite - WALK EVERYWHERE!

  • 4 BR/2 BA Apartment (sleeps 10) Beach, Daily Maid Service, terrace, Balcony, pets considered, Air Conditioning, Satellite / Cable, Television

Key West PET FRIENDLY COTTAGE

  • Studio/1 BA Cottage (sleeps 4) Beach, Daily Maid Service, pets considered, Air Conditioning, Satellite / Cable, Television

Key West Treetop Island Treasure, Palm Isle, Just off Duval

  • Studio/1 BA Apartment (sleeps 4) Beach, Rural, Daily Maid Service, Balcony, Air Conditioning, Satellite / Cable, Television

Key West Island Oasis

  • 3 BR/2 BA House (sleeps 6) Beach, Private Pool, pets considered, Satellite / Cable, Television

Key West Key West Hideaway

  • 3 BR/3 BA House (sleeps 10) accept credit card, Downtown, Near The Ocean, Resort, Town, Private Pool, Lawn / Garden, Balcony, pets considered, Air Conditioning, Television

Key West Tropical Hideaway

  • 1 BR/1 BA Cottage (sleeps 4) Beach, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Key West Toon Hall

  • 3 BR/2 BA House (sleeps 10) Beach, Air Conditioning, Satellite / Cable, Television, Parking

Key West Tropical Village Cottage

  • 2 BR/2 BA Cottage (sleeps 5) Beach, Communal Pool, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Key West Relax in Paradise

  • 1 BR/1 BA Condo (sleeps 4) Beach, Near The Ocean, Town, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Key West 2013 Special Pricing Hemingway Style Cottage/Tropical Pool

  • 3 BR/2 BA Cottage (sleeps 8) accept credit card, Beach, Town, Private Pool, pets considered, Air Conditioning, Internet, Satellite / Cable, Television
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