check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Summerland Key: Vacation Rentals (158)

  • 1 - 50 of 158
Additional fees apply. Taxes may be added.
    Excellent! 4.7/5
    (63 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    Bungalow #315267
    63
    Viewed 32 times in the last 48 hours
      Wonderful! 4.8/5
      (32 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 6
      Bungalow #3579706
      32
      Viewed 10 times in the last 48 hours
        Excellent! 4.5/5
        (13 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 6
        Bungalow #169461
        13
        Viewed 20 times in the last 48 hours
          • Studio
          • 4 BA
          • Sleeps 12
          House #696486vb
            Excellent! 4.5/5
            (15 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            Bungalow #3567100
            15
            Viewed 23 times in the last 48 hours
              Wonderful! 4.9/5
              (10 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 10
              House #766017vb
              10
              Viewed 10 times in the last 48 hours
                Excellent! 4.4/5
                (14 reviews)
                • 5 BR
                • 4 BA
                • Sleeps 12
                Estate #271701
                14
                Viewed 7 times in the last 48 hours
                  Wonderful! 4.9/5
                  (19 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 6
                  House #644332vb
                  19
                  Viewed 7 times in the last 48 hours
                    Wonderful! 4.8/5
                    (21 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 8
                    House #152144
                    21
                    Viewed 7 times in the last 48 hours
                      Excellent! 4.6/5
                      (5 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #442915vb
                      5
                        Exceptional! 5.0/5
                        (18 reviews)
                        avg/night
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        House #436601vb
                        18
                          Exceptional! 5.0/5
                          (6 reviews)
                          avg/night
                          • 4 BR
                          • 4 BA
                          • Sleeps 12
                          Estate #735884vb
                          6
                          Viewed 18 times in the last 48 hours
                            • 2 BR
                            • 2 BA
                            • Sleeps 4
                            House #376262vb
                            13
                              Exceptional! 5.0/5
                              (12 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 10
                              House #249627vb
                              12
                              Viewed 5 times in the last 48 hours
                                • 5 BR
                                • 5 BA
                                • Sleeps 10
                                House #4264122
                                Viewed 6 times in the last 48 hours
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  House #3975980
                                    avg/night
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 8
                                    House #375105vb
                                    2
                                    Viewed 49 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (41 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #923749
                                      41
                                      Viewed 34 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (78 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 10
                                        House #317093
                                        78
                                        Viewed 26 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (38 reviews)
                                          avg/night
                                          • 5 BR
                                          • 3 BA
                                          • Sleeps 10
                                          House #437161vb
                                          38
                                          Viewed 27 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (13 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 10
                                            House #3807628
                                            13
                                            Viewed 8 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (14 reviews)
                                              $73
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #424791vb
                                              14
                                              Viewed 14 times in the last 48 hours
                                                Excellent! 4.6/5
                                                (41 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                Bungalow #300538vb
                                                41
                                                Viewed 17 times in the last 48 hours
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  House #748625vb
                                                  4
                                                  Viewed 8 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (10 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Cottage #789269vb
                                                    10
                                                    Viewed 27 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (28 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      House #3499495
                                                      28
                                                      Viewed 10 times in the last 48 hours
                                                        Excellent! 4.6/5
                                                        (16 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Mobile Home #608866vb
                                                        16
                                                        Viewed 21 times in the last 48 hours
                                                          • 2 BR
                                                          • 3 BA
                                                          • Sleeps 6
                                                          House #748608vb
                                                          Viewed 10 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (36 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            House #3586076
                                                            36
                                                            Viewed 13 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (8 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #791616vb
                                                              8
                                                              Viewed 21 times in the last 48 hours
                                                                Excellent! 4.6/5
                                                                (22 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Bungalow #492169vb
                                                                22
                                                                Viewed 29 times in the last 48 hours
                                                                  Excellent! 4.5/5
                                                                  (31 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  House #232722
                                                                  31
                                                                  Viewed 40 times in the last 48 hours
                                                                    Excellent! 4.7/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3
                                                                    Cottage #791238vb
                                                                    7
                                                                    Viewed 26 times in the last 48 hours
                                                                      Very Good! 4.2/5
                                                                      (5 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 11
                                                                      House #726857vb
                                                                      5
                                                                      Viewed 5 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        House #633129vb
                                                                        4
                                                                          Wonderful! 4.8/5
                                                                          (5 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Mobile Home #778556vb
                                                                          5
                                                                          Viewed 10 times in the last 48 hours
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            House #853058vb
                                                                            2
                                                                            Viewed 6 times in the last 48 hours
                                                                              Good! 3.8/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #752333vb
                                                                              5
                                                                                Wonderful! 4.9/5
                                                                                (45 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 3 BA
                                                                                • Sleeps 6
                                                                                House #3020462
                                                                                45
                                                                                Viewed 14 times in the last 48 hours
                                                                                  • 5 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  House #781611vb
                                                                                  1
                                                                                    Wonderful! 4.9/5
                                                                                    (14 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    Mobile Home #488160vb
                                                                                    14
                                                                                    Viewed 15 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (23 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #552692vb
                                                                                      23
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        House #369579vb
                                                                                        7
                                                                                        Viewed 5 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • Sleeps 8
                                                                                          House #417144vb
                                                                                          4
                                                                                            • 2 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 6
                                                                                            House #831173vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              House #506675vb
                                                                                              9
                                                                                                Wonderful! 4.8/5
                                                                                                (25 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #298815vb
                                                                                                25
                                                                                                Viewed 18 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (14 reviews)
                                                                                                  $83
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  House #678922vb
                                                                                                  14
                                                                                                  Viewed 7 times in the last 48 hours
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #4055241
                                                                                                      Excellent! 4.6/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Bungalow #769829vb
                                                                                                      8
                                                                                                      Viewed 15 times in the last 48 hours
                                                                                                      • 1 - 50 of 158
                                                                                                       

                                                                                                      Recent Summerland Key Reviews

                                                                                                      A very nice home and a welcoming owner

                                                                                                      5 of 5
                                                                                                      Our family of 6 adults and 3 babies enjoyed our stay very much, especially the breakfasts and dinners outside, on the balcony, overlooking a quiet canal
                                                                                                      • Submitted: Nov 20, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Relaxation at its finest....

                                                                                                      5 of 5
                                                                                                      Everything at Blue Haven was top notch as promised. Unit was clean and well maintained. Enjoyed every minute. Definitely will visit again.
                                                                                                      • Submitted: Nov 14, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Beautiful rental in a quiet neighborhood.

                                                                                                      5 of 5
                                                                                                      Leo's house is comfortable with all the amenities needed for two or more people. We put our Sea Eagle kayak into the canal out back and paddled out to the Howe Key/Big Pine channel. Not a soul in sight! The Key deer were very cute though a little shy but we saw them every day. The neighbors were respectful and quiet. TVs in every room with premium channels too! Everything provided except for refrigerated items and dry staples. Could have used an ice cream scoop and Pizza cutter though! :-). Winn-Dixie is four miles away, and the pizza at Pizzaworks if very good. We spent our honeymoon there and would love to go back someday.
                                                                                                      • Submitted: Nov 7, 2016
                                                                                                      • Stayed: Oct 2016