HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
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 pet-dog svg-multiunit

Holidaymakers searching for holiday rentals in Longboat Key also enquired about villas in Bradenton, villas in Cape Coral and apartments in Siesta Key

Longboat Key, Florida, USA

Longboat Key is the ideal beach and bay front settings for the ultimate Florida vacation. Stretching between the gorgeous Gulf of Mexico and serene Sarasota Bay, this key attracts many visitors who come to enjoy the average year-round temperature of 73 degrees ( ˚ F). The area is appreciated by wildlife as well, so these waters are home to manatee, dolphins, and fish, while pelicans, osprey and a variety of shorebirds find sanctuary here. Tennis and golf enthusiasts will find first-class facilities here, and there are several parks to visit for a relaxing afternoon. Whether you like to spend your time shelling, biking, shopping, fishing, golfing, or dining, opportunities for these activities are boundless on Longboat Key.

Well known as private island paradise, there are accommodations here to suit everyone, from deluxe suites in plush resorts and condominiums to beachfront cottages and modest hotel rooms Longboat Key is a barrier island off the coast of Sarasota and Bradenton, approximately 60 miles south of Tampa, and easily accessible by car and from the Sarasota/Bradenton International Airport. Interstate 75 and US 41 are the major routes into the area. Coming from the north you can reach Longboat Key through Bradenton by way of exit #41 off Interstate 75. When travelling from the south use Exit #39 west to US 41.

Stretching eleven miles between the waters of the Gulf of Mexico and Sarasota Bay, Longboat Key provides an ideal beach and bay front setting. Far from traffic, noise and everyday hustle, Longboat Key offers a relaxed, quiet, secluded atmosphere. You won't find mini-malls, towering billboards or glaring neon signs. Instead you are welcomed to a land of tasteful luxury and tempting quiet pleasures.

Written by Richard Heilman, Owner of Property 84986 in Longboat Key, Florida

  • Showing 1-50 of 300+
Additional service fee may apply.
    • 2 BR
    • 2 BA
    • Sleeps 6
    Condo #193467vb
    28
      Wonderful! 4.8/5
      (16 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      Condo #328805vb
      16
        Exceptional! 5.0/5
        (9 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Condo #608927vb
        9
          Wonderful! 4.8/5
          (13 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Separate Toilet
          • Sleeps 8
          House #632908vb
          13
            • 2 BR
            • 2 BA
            • Sleeps 6
            Condo #4201425
            0
              • 3 BR
              • 2 BA
              • Sleeps 6
              House #3510257
              13
                • 2 BR
                • 2 BA
                • Sleeps 8
                Cottage #895205vb
                5
                  Wonderful! 4.9/5
                  (18 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 5
                  Condo #662636vb
                  18
                    • 1 BR
                    • 1 BA
                    • Sleeps 6
                    Condo #3510391
                    20
                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      House #488150vb
                      23
                        • 6 BR
                        • 5 BA
                        • Sleeps 20
                        House #312423
                        11
                          • 3 BR
                          • 3 BA
                          • Separate Toilet
                          • Sleeps 10
                          House #375240vb
                          19
                            • 4 BR
                            • 4 BA
                            • Sleeps 12
                            House #3006320
                            21
                              Excellent! 4.7/5
                              (15 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #450275vb
                              15
                                Wonderful! 4.8/5
                                (12 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Separate Toilet
                                • Sleeps 6
                                House #593919vb
                                12
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  Apartment #43584
                                  17
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    Condo #965018vb
                                    0
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 5
                                      Condo #711671vb
                                      2
                                        Exceptional! 5.0/5
                                        (30 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        House #503449vb
                                        30
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 4
                                          House #110144vb
                                          45
                                            • 3 BR
                                            • 2 BA
                                            • Separate Toilet
                                            • Sleeps 6
                                            Condo #282722
                                            0
                                              Excellent! 4.7/5
                                              (13 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 5
                                              Condo #587435vb
                                              13
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Condo #314469vb
                                                16
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  Cottage #906895vb
                                                  1
                                                    • 5 BR
                                                    • 4 BA
                                                    • Separate Toilet
                                                    • Sleeps 10
                                                    House #247100
                                                    33
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      House #3190782
                                                      0
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Condo #4035926
                                                        0
                                                          Excellent! 4.6/5
                                                          (18 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          Condo #478253vb
                                                          18
                                                            • 2 BR
                                                            • 2 BA
                                                            • Separate Toilet
                                                            • Sleeps 6
                                                            Townhome #804550vb
                                                            6
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Condo #348324
                                                              21
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                House #57059vb
                                                                32
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 6
                                                                  House #834593vb
                                                                  3
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Condo #51385vb
                                                                    9
                                                                      Very Good! 4.0/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 7
                                                                      Villa #1656843
                                                                      9
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        Condo #401362vb
                                                                        27
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Condo #240486
                                                                          100
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #936908vb
                                                                            1
                                                                              Wonderful! 4.9/5
                                                                              (8 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                              House #344433
                                                                              8
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Condo #928930vb
                                                                                3
                                                                                  Wonderful! 4.8/5
                                                                                  (34 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Condo #318356vb
                                                                                  34
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #3231107
                                                                                    1
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      Condo #588608vb
                                                                                      5
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Bungalow #4061442
                                                                                        4
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Condo #3190752
                                                                                          1
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 5
                                                                                            House #930815vb
                                                                                            0
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              House #3231114
                                                                                              4
                                                                                                Wonderful! 4.8/5
                                                                                                (12 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Condo #439187vb
                                                                                                12
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Condo #3190751
                                                                                                  2
                                                                                                    Excellent! 4.6/5
                                                                                                    (26 reviews)
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 10
                                                                                                    Condo #202380vb
                                                                                                    26
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Condo #3883445
                                                                                                      0
                                                                                                      • 1 - 50 of 300+