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Key West Vacation Homes & Homes for Rent

Vacation rental homes, villas, condos and timeshares in Key West and the Lower Keys.

  • HISTORIC KEY WEST VACATION RENTALS
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  • 1119 White Street Key West FL 33040
  • 3052961010 Email Website
  • Historic Key West Vacation Rentals - We provide the finest experience in vacation rentals to ensure your Key West vacation is one you will dream about for years after. "Stay a week ~ Stay a month ~ Stay a Lifetime"
  • KEY WEST HIDEAWAYS
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  • 828 White Street, Suite #3 Key West FL 33040
  • 3052969090 Email Website
  • Experience the unique charm of Key West with our one of-a-kind Vacation Rentals. When you want to escape the hustle & bustle of the real world, enjoy the perfect alternative to a pricey luxury hotel! With us you can book your own private Island getaway.
  • RENT KEY WEST VACATIONS - VACATION HOME RENTAL
  • 1075 Duval street, Suite C11 Key West FL 33040
  • 18008337368 13052940990 Email Website
  • Why rent a private residence? Because you're smart and want the greatest value for your vacation dollar! We offer romantic hideaways, distinctive private Old Town residences and elegant waterfront condos to fit any lifestyle or budget.
  • Sun Outdoors Sugarloaf Key
  • 311 Johnson Road Summerland Key FL 33040
  • 3057451079 Website
  • Facebook Instagram
  • Find paradise at Sun Outdoors Sugarloaf Key, located along a 7-acre saltwater lake, surrounded by state parks & mangroves. Stroll the lakefront boardwalk, cruise the lake on paddleboats & kayaks, or go explore our bike rental. Your perfect getaway awaits!
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  • Sun Outdoors Sugarloaf Key
  • 311 Johnson Road Summerland Key FL 33040
  • 3057451079 Website
  • Facebook Instagram
  • Find paradise at Sun Outdoors Sugarloaf Key, located along a 7-acre saltwater lake, surrounded by state parks & mangroves. Stroll the lakefront boardwalk, cruise the lake on paddleboats & kayaks, or go explore our bike rental. Your perfect getaway awaits!
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  • CASA DEL SOL, a Key West Vacation
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  • Truman Annex/Old Town Key West FL 33040
  • 9543454663 Email Website
  • Tropical 2BR/2.5BA Furnished Old Town/Truman Annex Vacation Townhome-Sleeps 6; Luxury 2 Story: Kitchen, Central Air, W/D, Private yard, Pool, Carport; 2 Blocks to Duval, Sunset & Beach. Call us today at 954-345-4663, and book your dream vacation!
  • CAYO HUESO RESORTS
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  • 509 - 515 United St. Key West FL 33040
  • 3057971500 3057971500 Email Website
  • AWARD WINNING...Private 1, 2 & 3 bedroom bungalows, cottages & homes. Steps off Duval in Old Town & close to South Beach. Our resorts have a charming "conch" style with all imaginable amenities. Heated Pools, Full Kitchens, Sundecks, BBQ Grills & more.
  • CRAIG & CINDY'S KEY WEST RENTALS
  • Contact Craig & Cindy Tellerd Key West FL 33040
  • 4408991285 Email Website
  • Visit Craig & Cindy's website for Key West's finest locations, including Truman Annex & other locations. Rent direct from owners & save the commissions! We have been offering deluxe accommodations with a Caribbean spirit since 1995. Free broch & pics.
  • FLORIDA KEYS VACATION RENTALS, INC.
  • 1201 White Street, Suite 101 Key West FL 33040
  • 18005987727 3052927424 Email Website
  • Hundreds of homes, condos, townhomes & cottages located between Key Largo & Key West, most with waterfront locations. Preview them on our website & chat online or let our rental managers help you find your ideal vacation spot. Weekly & monthly rentals.
  • HISTORIC HIDEAWAYS
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  • 1109 Duval St Key West FL 33040
  • 800-654-5131 305-294-RENT Email Website
  • An exceptional collection of Key West Vacation Rentals with private or shared pools. Private Homes, Cottages, Condos and Townhomes you are sure to love. Weekly-Monthly-Seasonally