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

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

Cancel Clear Filters Apply Filters

Property Type

Popular Searches

Payment Options

Facilities

Managed By

Local Area

Property Details

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50 of 300+
Additional service fee may apply.
    Exceptional! 5.0/5
    (26 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    Condo #193467vb
    26
    Viewed 256 times in the last 48 hours
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 6
      Condo #4201425
      Viewed 35 times in the last 48 hours
        Wonderful! 4.8/5
        (14 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Condo #328805vb
        14
        Viewed 67 times in the last 48 hours
          Wonderful! 4.8/5
          (12 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Separate Toilet
          • Sleeps 8
          Estate #632908vb
          12
          Viewed 25 times in the last 48 hours
            Wonderful! 4.8/5
            (13 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 6
            House #3510257
            13
            Viewed 8 times in the last 48 hours
              Exceptional! 5.0/5
              (9 reviews)
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 2
              Condo #608927vb
              9
              Viewed 51 times in the last 48 hours
                • 2 BR
                • 2 BA
                • Sleeps 8
                Cottage #895205vb
                4
                Viewed 5 times in the last 48 hours
                  Excellent! 4.5/5
                  (19 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 6
                  Condo #3510391
                  19
                  Viewed 12 times in the last 48 hours
                    Exceptional! 5.0/5
                    (23 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    House #488150vb
                    23
                    Viewed 17 times in the last 48 hours
                      Wonderful! 4.8/5
                      (11 reviews)
                      avg/night
                      • 6 BR
                      • 5 BA
                      • Sleeps 20
                      House #312423
                      11
                      Viewed 49 times in the last 48 hours
                        Wonderful! 4.9/5
                        (17 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 8
                        Villa #247170
                        17
                        Viewed 15 times in the last 48 hours
                          Exceptional! 5.0/5
                          (19 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Separate Toilet
                          • Sleeps 10
                          House #375240vb
                          19
                          Viewed 9 times in the last 48 hours
                            Exceptional! 5.0/5
                            (21 reviews)
                            avg/night
                            • 4 BR
                            • 4 BA
                            • Sleeps 12
                            House #3006320
                            21
                            Viewed 37 times in the last 48 hours
                              Excellent! 4.7/5
                              (15 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #450275vb
                              15
                              Viewed 34 times in the last 48 hours
                                • 2 BR
                                • 1 BA
                                • Sleeps 6
                                Cottage #906895vb
                                1 Review
                                Viewed 7 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (17 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  Apartment #43584
                                  17
                                  Viewed 18 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (12 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 5
                                    Condo #587435vb
                                    12
                                    Viewed 6 times in the last 48 hours
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 5
                                      Condo #711671vb
                                      2 Reviews
                                      Viewed 51 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (33 reviews)
                                        avg/night
                                        • 5 BR
                                        • 4 BA
                                        • Separate Toilet
                                        • Sleeps 10
                                        House #247100
                                        33
                                        Viewed 30 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (15 reviews)
                                          avg/night
                                          • 2 BR
                                          • 3 BA
                                          • Sleeps 5
                                          House #507385
                                          15
                                          Viewed 5 times in the last 48 hours
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Condo #282722
                                            Viewed 14 times in the last 48 hours
                                              Excellent! 4.6/5
                                              (18 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 8
                                              Condo #478253vb
                                              18
                                              Viewed 9 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (16 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Condo #314469vb
                                                16
                                                Viewed 10 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (21 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Condo #348324
                                                  21
                                                  Viewed 31 times in the last 48 hours
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    House #3190782
                                                    Viewed 8 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (18 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 5
                                                      Condo #662636vb
                                                      18
                                                      Viewed 19 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (29 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #503449vb
                                                        29
                                                        Viewed 17 times in the last 48 hours
                                                          Very Good! 4.0/5
                                                          (9 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 7
                                                          Villa #1656843
                                                          9
                                                          Viewed 16 times in the last 48 hours
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #3231107
                                                            1 Review
                                                            Viewed 6 times in the last 48 hours
                                                              • 3 BR
                                                              • 2 BA
                                                              • Separate Toilet
                                                              • Sleeps 6
                                                              House #834593vb
                                                              3
                                                              Viewed 10 times in the last 48 hours
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                House #3231114
                                                                4
                                                                  Wonderful! 4.8/5
                                                                  (100 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Condo #240486
                                                                  100
                                                                  Viewed 51 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (5 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    Condo #588608vb
                                                                    5
                                                                    Viewed 37 times in the last 48 hours
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      House #3190769
                                                                      1 Review
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        House #3190752
                                                                        1 Review
                                                                        Viewed 7 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Condo #401362vb
                                                                          27
                                                                            Excellent! 4.6/5
                                                                            (25 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 10
                                                                            Condo #202380vb
                                                                            25
                                                                            Viewed 35 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (33 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Condo #318356vb
                                                                              33
                                                                              Viewed 25 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 6
                                                                                Townhome #804550vb
                                                                                5
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  House #3190751
                                                                                  2 Reviews
                                                                                    Excellent! 4.7/5
                                                                                    (31 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    House #57059vb
                                                                                    31
                                                                                    Viewed 18 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 4
                                                                                      Townhome #814050vb
                                                                                      3
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (8 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 6
                                                                                        House #344433
                                                                                        8
                                                                                        Viewed 13 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Condo #928930vb
                                                                                          2 Reviews
                                                                                          Viewed 28 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Condo #927761vb
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Condo #936908vb
                                                                                                Wonderful! 4.8/5
                                                                                                (6 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 3
                                                                                                Condo #7021721
                                                                                                6
                                                                                                Viewed 31 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (7 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #716567vb
                                                                                                  7
                                                                                                  Viewed 6 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (9 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Condo #51385vb
                                                                                                    9
                                                                                                    Viewed 5 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      Condo #805335vb
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      A very happy return

                                                                                                      5 of 5
                                                                                                      We have been visiting the Sarasota area for almost 20 years and this was our second stay at this house with our two children and their partners. Nothing disappointed. The owners have done some superb landscaping beside the bayou. The house is still in excellent condition and we understand there is an imminent refurbishment in the pipeline, which speaks volumes for the quality of the property. Attractions? Excellent beach just across the road, good sized pool, some top quality restaurants, lots of interesting things to do in the area, manatees in the bayou, ospreys seemingly everywhere, and all sorts of wildlife everywhere you look. Our son in law fished in the bayou every day and did some deep sea fishing in the boat of a neighbour who has a commercial venture. Unusual and highly recommended - De Soto Speedway with an early dinner at Linger Lodge (one of the most bizarre restaurants in US and surprisingly good)! Also the Old Packinghouse Bar with superb blues and country music nights. We were very sorry to leave.
                                                                                                      • Review Submitted: 27-Apr-2012
                                                                                                      • Date of Stay: Mar 2012