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Summerland Key Pet Friendly Vacation Rentals(24)

24 Results
$5,200
per month
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
#493005vb
    (5)
    7 night minimum stay
    • 5 BR,
    • 4 BA,
    • Sleeps 12
    #271701
      (10)
      • 2 BR,
      • 2 BA,
      • Sleeps 8
      #155489vb
        (14)
        28 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 8
        #499078vb
          30 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 4
          #271572
            6 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 6
            #211102
              (3)
              Book it Now!
              28 night minimum stay
              • 4 BR,
              • 4 BA,
              • Sleeps 8
              #3689979
                28 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 8
                #3671087
                  28 night minimum stay
                  • 4 BR,
                  • 2 BA,
                  • Sleeps 12
                  #3013471
                    $3,750
                    per month
                    Book it Now!
                    28 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 6
                    #442915vb
                      (3)
                      Book it Now!
                      28 night minimum stay
                      • 2 BR,
                      • 1 BA,
                      • Sleeps 4
                      #580052vb
                        2 Reviews
                        Book it Now!
                        14 night minimum stay
                        • 2 BR,
                        • 1 BA,
                        • 1 HF BA,
                        • Sleeps 4
                        #509144vb
                          • 1 BR,
                          • 2 BA,
                          • Sleeps 4
                          #106235vb
                            (16)
                            $3,900 - $4,600
                            per month
                            30 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 8
                            #418782vb
                              (7)
                              28 night minimum stay
                              • 5 BR,
                              • 3 BA,
                              • Sleeps 10
                              #451644vb
                                1 Review
                                3 night minimum stay
                                • Studio,
                                • 2 BA,
                                • Sleeps 8
                                #585680vb
                                  $3,868 - $4,568
                                  per week
                                  14 - 28 night minimum stay
                                  • 5 BR,
                                  • 4 BA,
                                  • 1 HF BA,
                                  • Sleeps 10
                                  #322572vb
                                    • 3 BR,
                                    • 1 BA,
                                    • 1 HF BA,
                                    • Sleeps 7
                                    #458782vb
                                      (3)
                                      • 3 BR,
                                      • 1 BA,
                                      • Sleeps 4
                                      #406659vb
                                        • 2 BR,
                                        • 2 BA,
                                        • Sleeps 8
                                        #441508vb
                                          1 Review
                                          • 4 BR,
                                          • 3 BA,
                                          • Sleeps 10
                                          #249627vb
                                            (9)
                                            • 3 BR,
                                            • 3 BA,
                                            • Sleeps 8
                                            #217646vb
                                              (5)
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                              #106212vb
                                                (5)
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                                                Recent Summerland Key Reviews

                                                WE REALLY REALLY REALLY LOVED YOUR PLACE.....

                                                5 of 5
                                                Thank you so much Mike. Wonderful place, clean and totally private.... We will come again in October.
                                                • Submitted: Apr 3, 2014
                                                • Stayed: Mar 2014

                                                GREAT PLACE FOR A BIG FAMILY!

                                                4 of 5
                                                Summerland Estate is a great place for a Keys vacation. You are close enough to Key West to hit the town and the night life but far enough away to get the quiet laid back Keys atmosphere. We had 10 in our party and had plenty of room for all of us. My three boys loved the "bachelor" pad downstairs. It was their own little slice of independence. The property is very well maintained and the manager and owner were very accommodating. We spent a lot of time on our boat and caught fish all week. Even caught some nice snapper right off the dock. My kids loved snorkeling off the dock and had some nurse sharks visit us almost every night. We have a 25 ft pontoon boat and the dock and deep water were perfect for even our bulky boat. The kids loved the pool and we enjoyed grilling out quite a bit in the evenings. Great relaxing vacation. Didn't get to use hot tub b/c of leak in it. But since it was summer in the Keys it wasn't an issue. I am sure the leak will be addressed as the rest of the house was well maintained. We will return again! ..
                                                • Submitted: Jul 23, 2013
                                                • Stayed: Jun 2013

                                                FISHING IN THE KEYS

                                                5 of 5
                                                This place was absolutely perfect. Everything in the place worked great, especially the A/C. The outdoor BBQ was perfect, as were the rest of the amenities. I would stay here again in a heartbeat.
                                                • Submitted: May 28, 2013
                                                • Stayed: May 2013