Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartment
Bungalow
Condo
Cottage
House
Studio
Townhome
Villa
Barn
Boat
Cabin
Castle
Chalet
Estate
Farmhouse
Hotel
Lodge
Yacht

Location Type

Even More Filters

Features

Managed By

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

Longboat Key Vacation Rentals with Pool(239)

239 Results
Book it Now!
3 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
    (13)
    Book it Now!
    7 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 6
      (8)
      7 night minimum stay
      • 3 BR,
      • 3 BA,
      • 1 HF BA,
      • Sleeps 12
        (14)
        2 - 7 night minimum stay
        • Studio,
        • 1 BA,
        • Sleeps 5
          (17)
          7 night minimum stay
          • 5 BR,
          • 4 BA,
          • 1 HF BA,
          • Sleeps 10
            (28)
            27 - 29 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 5
              (8)
              7 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 6
                (5)
                13 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 8
                  (3)
                  14 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 6
                      1 Review
                      Book it Now!
                      7 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 8
                        (19)
                        3 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          (74)
                          Book it Now!
                          2 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 7
                            (16)
                            7 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 8
                              (18)
                              30 - 56 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 6
                                5 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                  Book it Now!
                                  90 night minimum stay
                                  • 3 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 8
                                    (3)
                                    3 - 7 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 4
                                      (20)
                                      4 - 7 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 5
                                        (8)
                                        4 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          (8)
                                          14 - 30 night minimum stay
                                          • 1 BR,
                                          • 1 BA,
                                          • Sleeps 4
                                            (3)
                                            30 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              2 Reviews
                                              5 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 5
                                                (12)
                                                2 - 5 night minimum stay
                                                • 1 BR,
                                                • 1 BA,
                                                • Sleeps 4
                                                  30 night minimum stay
                                                  • 3 BR,
                                                  • 3 BA,
                                                  • Sleeps 6
                                                    Advertisement
                                                     

                                                    Recent Longboat Key Reviews

                                                    Fantastic Vacation

                                                    5 of 5
                                                    We had an awesome vacation. My wife and I along with our two teenagers and a friend for each had an incredible vacation. The house was fantastic, clean, well furnished and a close walk to the beach. The pool was a great way to end the afternoon. There are many restaurants in close proximity. We enjoyed an inshore fishing trip as well as kayaking in close by Sarasota. I would definitely recommend this. We hope to return soon.
                                                    • Submitted: Aug 19, 2014
                                                    • Stayed: Jul 2014

                                                    Love It!

                                                    5 of 5
                                                    This unit is excellent. It is clean, beautifully decorated, and well stocked! It had everything we could have asked for and then some. Would definately stay here again.
                                                    • Submitted: Aug 6, 2014
                                                    • Stayed: Jul 2014

                                                    Just Got Back

                                                    4 of 5
                                                    We've stayed in another unit in this building before, but this one was much nicer. Everything was clean and just as described. Great view! The only two things I would suggest would be a larger trash can in the kitchen area and somewhere to store groceries (canned and drygoods), since the cabinets were already full.
                                                    • Submitted: Aug 2, 2014
                                                    • Stayed: Jul 2014