Key West Key West Key West Key West Key West

Key West Condos & Vacation Rentals

Vacation rentals and condos in Key West. Listings for waterfront and in town condo rentals in the Key West area.

  • KOKOMO CONDO: By Owner
  • Book now!
  • ~ Key West FL 33040
  • 8476963900 Email Website
  • Christmas week special and 10% off January rates! A beautiful 2/2 across from Smathers Beach sleeps 6. Gorgeous Ocean View unit is equipped like home. Fully licensed for transient rentals. Gated condominium. Heated pool, Jacuzzi, Tennis Court, Saunas
  • LAST KEY REALTY, INC.
  • 1121B Duval Street Key West FL 33040
  • 3052926266 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.
  • SANTA MARIA SUITES RESORT
  • Book now!
  • 1401 Simonton Street Key West FL 33040
  • 8667268259 3052965678 Email Website
  • Recently renovated, luxurious 1 & 2 bedroom suites in Old Town. Steps to the ocean and Duval Street. Each suite features a full kitchen, living & laundry rooms and three 48" TV's. Amenities include complimentary beach access, happy hour, smoothies & more!
  • Susan's Key West Condo
  • 7402749091 E-mail Website
  • Facebook Watch our video
  • Susan provides everything needed for a fabulous vacation in historic Old Town. Beautiful decor with fully equipped kitchen, heated pool, off street parking, 2 bicycles, terrace balconies & internet. A quiet landing 2 blocks from the excitement of Duval St
  • Book now!
  • THE CAPITANA KEY WEST
  • 2401 N Roosevelt Blvd Key West FL 33040
  • 3052966925 E-mail Website
  • Facebook Instagram
  • Like having your own private home in the Keys with water views, enjoy easy-island living at its finest with two king bedrooms, premium amenities, and furnished decks along with a dedicated spa pool available exclusively for guests.
  • Book now!
  • Vacation Homes of Key West
  • Book now!
  • 507 Whitehead Street Key West FL 33040
  • 305-294-7358 Email Website
  • Our property picks some of the most beautiful vacation cottages, homes and townhomes. Architectural styles range from Adorable Caribbean Cottages to Hidden Courtyard Poolside Villas and Spacious and Luxurious Private 4 and 5 bedroom Victorian Homes.
  • 1800 ATLANTIC/ALL FLORIDA KEYS PROPERTY MANAGEMENT
  • Book now!
  • 1800 Atlantic Key West FL 33040
  • 8004332819 3052948877 Email Website
  • Luxurious, oceanfront condos. Tropical garden complete with an Olympic size ocean front heated pool & sun deck, with an adjacent bubbling whirlpool. Three lighted tennis courts (one of which is clay) and racquetball courts. A unique barbecue/picnic area.
  • AN ISLAND PARADISE VACATION CONDO
  • Book now!
  • La Brisa Condominiums Smathers Beach Key West FL 33040
  • 6098228449 Email Website
  • OCEAN FRONT! Affordable luxury! Why not stay at our place? Spectacular 2 bedroom, 2 bath privately owned condo. Sleeps 4-6. Verandah "with a view to die for". Pool, Jacuzzi, Tennis, TV, VCR, CD player. Amenities plus! Take a peek!
  • 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
  • Book now!
  • 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
  • KEY WEST TIMESHARE RENTALS
  • Book now!
  • Key West FL 33040
  • Website
  • SellMyTimeshareNow.com offers affordable Key West timeshare rentals. Inventory includes popular resorts such as Coconut Beach which features spacious studio, 1, and 2 bedroom ocean-view suites. Many properties available for rent by owner.

Back to the top

Advertise on our site!

© Key West Paradise. All rights reserved. Digital marketing by Two Oceans Digital. Site Map Privacy Policy ADA Compliance

Two Oceans Digital accepts no liability with regard to the accuracy of the information on this site.
Visitors to the site are advised to double check information such as dates, times, and prices.