svg-sleeps svg-bedrooms svg-bathrooms svg-stay pets
    •  
      $586 avg/night
      3 Bedrooms, Sleeps 8
      6
    •  
      $175 avg/night
      3 Bedrooms, Sleeps 8
    •  
      $77 avg/night
      Studio, Sleeps 4
      2
    •  
      $236 avg/night
      2 Bedrooms, Sleeps 4
      5
    •  
      $238 avg/night
      4 Bedrooms, Sleeps 8
    •  
      $167 avg/night
      3 Bedrooms, Sleeps 6
      7
    •  
      $267 avg/night
      1 Bedroom, Sleeps 4
      10
    •  
      $258 avg/night
      2 Bedrooms, Sleeps 6
      28
    •  
      $357 avg/night
      3 Bedrooms, Sleeps 8
      7
    •  
      $100 avg/night
      1 Bedroom, Sleeps 4
      2
    •  
      $214 avg/night
      2 Bedrooms, Sleeps 6
      3
    •  
      $105 avg/night
      1 Bedroom, Sleeps 2
      5
    •  
      $115 avg/night
      1 Bedroom, Sleeps 4
      5
    •  
      $246 avg/night
      2 Bedrooms, Sleeps 5
      2
    •  
      $107 avg/night
      2 Bedrooms, Sleeps 6
    •  
      View listing for price
      2 Bedrooms+, Sleeps 6
      15
    •  
      $337 avg/night
      4 Bedrooms, Sleeps 8
    •  
      $91 avg/night
      1 Bedroom, Sleeps 2
      4
    •  
      $150 avg/night
      3 Bedrooms, Sleeps 6
      2
    •  
      $149 avg/night
      2 Bedrooms, Sleeps 6
      7
    •  
      $203 avg/night
      3 Bedrooms, Sleeps 6
      2
    •  
      View listing for price
      3 Bedrooms, Sleeps 6
      3
    •  
      $179 avg/night
      1 Bedroom, Sleeps 2
      1
    •  
      $235 avg/night
      3 Bedrooms, Sleeps 8
      1
    •  
      $97 avg/night
      1 Bedroom, Sleeps 3
    •  
      $350 avg/night
      3 Bedrooms, Sleeps 8
      5
    •  
      $214 avg/night
      2 Bedrooms, Sleeps 6
      47
    •  
      $1,799 avg/night
      10 Bedrooms+, Sleeps 20
      46
    •  
      $154 avg/night
      2 Bedrooms, Sleeps 6
      5
    •  
      $578 avg/night
      3 Bedrooms, Sleeps 10
      46
    •  
      $251 avg/night
      1 Bedroom, Sleeps 4
      28
    •  
      $338 avg/night
      1 Bedroom, Sleeps 4
      9
    •  
      $224 avg/night
      2 Bedrooms, Sleeps 4
      20
    •  
      $388 avg/night
      2 Bedrooms, Sleeps 6
      77
    •  
      $275 avg/night
      Studio, Sleeps 2
      36
    •  
      $225 avg/night
      3 Bedrooms, Sleeps 8
      6
    •  
      $168 avg/night
      Studio, Sleeps 2
      17
    •  
      $265 avg/night
      1 Bedroom, Sleeps 4
      12
    •  
      $388 avg/night
      2 Bedrooms, Sleeps 6
      65
    •  
      $536 avg/night
      3 Bedrooms, Sleeps 8
      65
    •  
      $578 avg/night
      3 Bedrooms, Sleeps 8
      66
    •  
      $271 avg/night
      1 Bedroom, Sleeps 4
      58
    •  
      $408 avg/night
      2 Bedrooms, Sleeps 6
      41
    •  
      $368 avg/night
      2 Bedrooms, Sleeps 6
      52
    •  
      $250 avg/night
      2 Bedrooms, Sleeps 4
      45
    •  
      $200 avg/night
      3 Bedrooms, Sleeps 6
      1
    •  
      $261 avg/night
      1 Bedroom, Sleeps 4
      69
    •  
      $258 avg/night
      2 Bedrooms, Sleeps 6
      43
    •  
      $288 avg/night
      2 Bedrooms, Sleeps 4
    •  
      $675 avg/night
      3 Bedrooms+, Sleeps 8
      7

Recent Key West reviews

  • Pineapple Cottage is the perfect place for privacy but still close to Key West/Duval Street action..

    Tom C.

    "This property has the privacy and convenience that you want. Tall windowless buildings on either side of the property shelter you from noisy/prying neighbors. Double doors open from the family room and the down stairs bedroom onto the expansive deck. There is an upstairs master bedroom with on-suite bath, shower and laundry. The kitchen/family room is well equipped with whatever cooking/eating items you will need. You'll enjoy breakfast under the umbrella on the deck as well as nighttime activities. There is a private back yard entry from your dedicated parking spot as well as room to store your rental bicycles. While a bit pricey, I doubt if you'll find a better place to stay on the island that is so convenient to everything."
    • Stayed February 2017
    • Submitted March 9, 2017
    • Source HomeAway Family
    View this listing
  • What a Great Place to Stay!

    Karin J.

    "This is a great place to stay! Clean, bright, comfortable and very close to everything. We had a wonderful week at this condo. There was a bike path from the condo that we took right to Duval St. Or we took a short Uber into town We will be back!"
    • Stayed March 2017
    • Submitted March 29, 2017
    • Source VRBO
    View this listing
  • Favorite Location

    Dave H.

    "Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Comfortable, excellent location."
    • Stayed January 2017
    • Submitted February 2, 2017
    • Source homeaway
    View this listing
  • The condo was spacious, clean and exactly what we needed. The condo is also in a good location-

    Sherry S.

    "Excellent place to stay!! There should be more keys for the guests , which is the ONLY complaint- everything else was awesome!!!"
    • Stayed February 2017
    • Submitted February 15, 2017
    • Source VRBO
    View this listing