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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.

  • AT HOME IN KEY WEST
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  • 905 Truman Ave Key West FL 33040
  • (877) 624-9985 Email Website
  • Large selection of Key West vacation rentals, including condos, cottages, and homes in communities like Truman Annex and Key West Golf Club. Pet-friendly and monthly rentals as well. Our local team will help you plan your trip and get the best rate.
  • CASA DEL SOL, a Key West Vacation
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  • Truman Annex/Old Town Key West FL 33040
  • 954-345-HOME (4663) 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
  • cell: 305-797-1500 (305) 797-1500 Fax (305) 294-5973 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
  • 440-899-1285 Fax 440-899-1295 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.
  • DREAMING ON DUVAL BY RENT KEY WEST VACATIONS
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  • Key West FL 33040
  • 800-833-7368 305-294-0990 Fax 305-292-3723 Email Website
  • Enjoy a unique, new, luxurious, single family vacation rental right on Duval Street. Steps to everything Key West has to offer, this private home can accommodate up to 10 family & friends for a relaxing vacation with everything you could ask for.
  • FLORIDA KEYS REALTY, Inc.
  • P.O. Box 421177 Summerland Key FL 33042
  • (800) 277-7756 (305) 745-3717 Fax (305) 745-7377 Email Website
  • The Florida Keys has overwhelming sunsets, crystal green & blue waters & coconut palms swaying in the warm trade winds. At Florida Keys Realty we specialize in finding the perfect place for your stay in the Florida Keys & Making Your Dreams Come True!
  • FLORIDA KEYS VACATION RENTALS, INC.
  • 1201 White Street, Suite 101 Key West FL 33040
  • 1-800-598-7727 305-292-7424 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 Fax 305-294-8632 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
  • HISTORIC KEY WEST VACATION RENTALS
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  • 425 Eaton 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
  • (305) 296-9090 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.
  • LAST KEY REALTY, INC.
  • 1121B Duval Street Key West FL 33040
  • 305-292-6266 Fax 866-913-9302 Email Website
  • We want each of our guests to come away feeling that same magic we felt ourselves the first time we came to Key West. Our collection of 50+ meticulously furnished homes, condos & villas include 24/7 concierge guest services. Daily, Weekly & Monthly.
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  • RENT KEY WEST VACATIONS - VACATION HOME RENTAL
  • 1075 Duval street, Suite C11 Key West FL 33040
  • 1-800-833-7368 1-305-294-0990 Fax 1-305-292-3723 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.
  • SEASIDE PLACE
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  • 509 South Street Key West FL 33040
  • 305-393-6900 Cell Email Website
  • 5 Bedroom 4 Bath House Downtown Key West, Upscale and Central. Across the street from South Beach (Public Beach) and 1/2 Block to Duval Street (our Main Street.) Large Pool, Gourmet Kitchen PARKING.....
  • VACATION HOMES OF KEY WEST
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  • Key West FL 33040
  • (888)404-2802 (305)294-7358 Email Website
  • Browse our exclusive selection of properties including cottages, villas, condos & estates. Save time & money and book direct. Nightly, Weekly & Monthly vacation rentals that accommodate 1-22 guests. We are ready to help plan the perfect Key West vacation.
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