Vacation Homes in Old Naples

Vacation home rentals in Old Naples, Florida, have more charm than you'll find anywhere else in the state, in addition to convenience and a location that can't be beaten. Old Naples, Florida, is one of Naples' classic neighborhoods, located around the Naples Pier. The neighborhood has survived decades, and Old Naples rental homes reflect this in a range of periods and styles: from charming turn-of-the-century rental cottages to modern high-rise vacation condos, Old Naples vacation rentals have something for everyone.

Because Old Naples, Florida, centers around the old Naples Pier, every east/west street in the neighborhood leads to the beach. Step outside your Old Naples rental cottage and you're a short walk to waterfront sunsets. Old Naples' downtown location puts you just blocks away from shopping on the acclaimed Third Avenue and Fifth Avenue, as well as dining, galleries, and antique shops. Old Naples is conveniently located just blocks from the Naples Municipal Airport, and many of the attractions in the area can be reached by foot. Staying in an Old Naples, Florida, vacation home means you probably won't even need to rent a car to have a great time.

Expand your search for Florida vacation rentals to include Vanderbilt Beach vacation rentals, Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, North Naples condo rentals, or Orlando vacation home rentals near Disney.


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Old Naples: Condos, Houses & More(127)

127 Results
Book it Now!
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
#221630
    (10)
    Book it Now!
    7 night minimum stay
    • 1 BR,
    • 1 BA,
    • Sleeps 4
    #232542
      (22)
      7 - 30 night minimum stay
      • 4 BR,
      • 2 BA,
      • Sleeps 8
      #3473312
        (3)
        30 - 31 night minimum stay
        • 4 BR,
        • 2 BA,
        • Sleeps 9
        #397821
          (13)
          7 night minimum stay
          • 3 BR,
          • 2 BA,
          • Sleeps 6
          #3511345
            7 - 30 night minimum stay
            • 3 BR,
            • 3 BA,
            • Sleeps 8
            #3505349
              $480 - $630
              per week
              7 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 6
              #3545173
                30 night minimum stay
                • 5 BR,
                • 4 BA,
                • Sleeps 10
                #3508685
                  (4)
                  7 night minimum stay
                  • 5 BR,
                  • 4 BA,
                  • 1 HF BA,
                  • Sleeps 12
                  #3713982
                    (11)
                    $800 - $2,200
                    per week
                    7 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 6
                    #124918vb
                      (10)
                      4 - 7 night minimum stay
                      • 5 BR,
                      • 3 BA,
                      • Sleeps 14
                      #342179vb
                        (3)
                        14 night minimum stay
                        • 5 BR,
                        • 5 BA,
                        • Sleeps 10
                        #391731
                          4 - 7 night minimum stay
                          • 5 BR,
                          • 4 BA,
                          • Sleeps 12
                          #365049vb
                            4 - 7 night minimum stay
                            • 4 BR,
                            • 3 BA,
                            • Sleeps 12
                            #452379vb
                              4 - 7 night minimum stay
                              • 5 BR,
                              • 6 BA,
                              • Sleeps 12
                              #3508928
                                28 - 31 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                #193486
                                  (5)
                                  $200 - $271
                                  per night
                                  Book it Now!
                                  6 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 4
                                  #512447vb
                                    (4)
                                    Book it Now!
                                    2 - 3 night minimum stay
                                    • 3 BR,
                                    • 3 BA,
                                    • Sleeps 8
                                    #491852vb
                                      (3)
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                      #3177450
                                        (10)
                                        7 - 28 night minimum stay
                                        • 4 BR,
                                        • 3 BA,
                                        • Sleeps 8
                                        #211074
                                          (12)
                                          31 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                          #3177467
                                            4 - 7 night minimum stay
                                            • 5 BR,
                                            • 3 BA,
                                            • Sleeps 12
                                            #452381vb
                                              (6)
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 4
                                              #344978vb
                                                (15)
                                                4 - 7 night minimum stay
                                                • 6 BR,
                                                • 4 BA,
                                                • Sleeps 14
                                                #3019018
                                                  1 Review
                                                  7 - 30 night minimum stay
                                                  • 1 BR,
                                                  • 1 BA,
                                                  • Sleeps 2
                                                  #385957
                                                    (6)
                                                    28 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                    #3645731
                                                      28 night minimum stay
                                                      • 1 BR,
                                                      • 1 BA,
                                                      • Sleeps 2
                                                      #3648824
                                                        Book it Now!
                                                        7 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • Sleeps 6
                                                        #3600434
                                                          • 1 BR,
                                                          • 1 BA,
                                                          • Sleeps 2
                                                          #329467
                                                            (32)
                                                            28 night minimum stay
                                                            • 1 BR,
                                                            • 1 BA,
                                                            • Sleeps 2
                                                            #3471368
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