Vacation Rentals & Apartments in Naples

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Water sports

388 apartments

    19

    LUXURY RENTALS~ Starfish Beach House

    Southwest Gulf Coast / Naples

    Naples house

    4 10 min stay varies

    • 4 bedrooms
    • sleeps 10
    • min stay varies
    • Beach / lakeside relaxation
    • Child Friendly
    • Air conditioning

    Price per night from

    $916

    Price per night from

    $916

    (1) Excellent 

      37

      LUXURY RENTALS ~ Pearl Beach House and Cottage

      Southwest Gulf Coast / Naples

      Naples house

      4 10 min stay varies

      • 4 bedrooms
      • sleeps 10
      • min stay varies
      • Child Friendly
      • Air conditioning
      • Ask about pets

      Price per night from

      $915

      Price per night from

      $915

        48

        Outdoor Kitchen, 8 Bikes, Golf Front, Pool Table, Spa, Tennis, Salt H20 Pool Gym

        Southwest Gulf Coast / Naples

        Naples house

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Nearest beach 12 mi
        • Swimming pool
        • Child Friendly

        Price per night from

        $309

        Responds fast!
        avg. 37 minutes

        Price per night from

        $309

        (1) Excellent 

          30

          Naples Getaway 3Bed 2Bath

          Southwest Gulf Coast / Naples

          Naples house

          3 6 min stay varies

          • 3 bedrooms
          • sleeps 6
          • min stay varies
          • Child Friendly
          • Air conditioning
          • Private garden

          Price per night from

          $143

          Responds fast!
          avg. 1 hour 55 minutes

          Price per night from

          $143

          (8) Excellent 

            23

            10 BLOCKS to BEACH, PRIVATE HOME, CLEAN & UPDATED with POOL

            Southwest Gulf Coast / Naples

            Naples house

            3 5 min stay varies

            • 3 bedrooms
            • sleeps 5
            • min stay varies
            • Nearest beach 2 mi
            • Swimming pool
            • Child Friendly

            Price per night from

            $200

            Price per night from

            $200

              12

              Large Villa with Pool and River Landing Bridge

              Southwest Gulf Coast / Naples

              Naples villa

              3 6 5 nights min

              • 3 bedrooms
              • sleeps 6
              • 5 nights min
              • Beach / lakeside relaxation
              • Nearest beach 5 mi
              • Swimming pool

              Price per night from

              $252

              Price per night from

              $252

                22

                Pool View / High Ceilings / Lely Resort / 2 Bikes / near Beach & Marco Island

                Southwest Gulf Coast / Naples

                Naples condo

                2 5 7 nights min

                • 2 bedrooms
                • sleeps 5
                • 7 nights min
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $148

                Price per night from

                $148

                (3) Very Good 

                  18

                  Beachwalk at Vanderbilt Beach

                  Southwest Gulf Coast / Naples

                  Naples house

                  2 6 2 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 2 nights min
                  • Nearest beach 1 mi
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $122

                  Responds fast!
                  avg. 24 minutes

                  Price per night from

                  $122

                    25

                    Beautiful Naples Golf Villa in Famous Lely Resort!

                    Southwest Gulf Coast / Naples

                    Naples apartment

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $132

                    Responds fast!
                    avg. 8 minutes

                    Price per night from

                    $132

                      27

                      Lux 3BR condo minutes from 5th Ave. Naples Florida

                      Southwest Gulf Coast / Naples

                      Naples apartment

                      3 6 30 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 30 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 0 mi
                      • Swimming pool

                      Price per night from

                      $67

                      Price per night from

                      $67

                      (4) Very Good 

                        21

                        The Treehouse at Vanderbilt Beach

                        Southwest Gulf Coast / Naples

                        Naples house

                        1 6 1 night min

                        • 1 bedroom
                        • sleeps 6
                        • 1 night min
                        • Nearest beach 1 mi
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $166

                        Responds fast!
                        avg. 24 minutes

                        Price per night from

                        $166

                          19

                          Escape to Naples FL, Revel in Our 4/3 Home, Pool & Spa, Exceptional Lake View

                          Southwest Gulf Coast / Naples

                          Naples house

                          4 10 7 nights min

                          • 4 bedrooms
                          • sleeps 10
                          • 7 nights min
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $181

                          Price per night from

                          $181

                            9

                            Terra Palma Cottages, Historic Home in the heart of Naples

                            Southwest Gulf Coast / Naples

                            Naples cottage

                            1 2 7 nights min

                            • 1 bedroom
                            • sleeps 2
                            • 7 nights min
                            • Swimming pool
                            • Car not necessary
                            • Air conditioning

                            Price per night from

                            $205

                            Price per night from

                            $205

                            (8) Excellent 

                              53

                              LUXURY RENTALS | NAPLES MERMAID COTTAGE

                              Southwest Gulf Coast / Naples

                              Naples house

                              5 10 min stay varies

                              • 5 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly
                              “Family reunion” Eight adults and four children had more than enough room in the Mermaid Cottage. We all fit around the table for meals and visiting. With two spacious living rooms the children could play and the adults could visit without complaint.

                              Price per night from

                              $915

                              Price per night from

                              $915

                              (4) Very Good 

                                20

                                Delnor Wiggins State Park and Beach

                                Southwest Gulf Coast / Naples

                                Naples house

                                1 4 2 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 2 mi
                                • Child Friendly

                                Price per night from

                                $155

                                Responds fast!
                                avg. 24 minutes

                                Price per night from

                                $155

                                (2) Excellent 

                                  236

                                  Oceanfront Naples Private Island, Paradise Found.

                                  Southwest Gulf Coast / Naples

                                  Naples house

                                  3 9 min stay varies

                                  • 3 bedrooms
                                  • sleeps 9
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Car not necessary
                                  “Great home in a great place” Mike met us at the dock at 3pm, as requested, and took us on a nice 45 minute boat ride to the house on Keewaydin. Very peaceful spot. We met Espen, the owner, at the house and he gave us the grand tour. The house had ev

                                  Price per night from

                                  $572

                                  Price per night from

                                  $572

                                  (7) Very Good 

                                    16

                                    Sweet Bungalow, an independent unit with private entrance, bath, parking.

                                    Southwest Gulf Coast / Naples

                                    Naples bungalow

                                    1 2 2 nights min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 2 nights min
                                    • Beach / lakeside relaxation
                                    • Air conditioning
                                    • Ask about pets

                                    Price per night from

                                    $79

                                    Responds fast!
                                    avg. 1 hour 26 minutes

                                    Price per night from

                                    $79

                                      24

                                      Naples Condo w/Balcony, Golf Course & Water Views!

                                      Southwest Gulf Coast / Naples

                                      Naples apartment

                                      3 6 min stay varies

                                      • 3 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $144

                                      Responds fast!
                                      avg. 8 minutes

                                      Price per night from

                                      $144

                                      (4) Average 

                                        19

                                        Vanderbilt Beach

                                        Southwest Gulf Coast / Naples

                                        Naples house

                                        1 4 1 night min

                                        • 1 bedroom
                                        • sleeps 4
                                        • 1 night min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 2 mi
                                        • Child Friendly

                                        Price per night from

                                        $143

                                        Responds fast!
                                        avg. 24 minutes

                                        Price per night from

                                        $143

                                        (1) Excellent 

                                          29

                                          Naples Tropical Oasis Water Front Condo minutes to gorgeous white sand beaches!

                                          Southwest Gulf Coast / Naples

                                          Naples condo

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Nearest beach 9 mi
                                          • Swimming pool
                                          • Child Friendly

                                          Price per night from

                                          $86

                                          Price per night from

                                          $86

                                          (1) Excellent 

                                            14

                                            One Block to the Beach

                                            Southwest Gulf Coast / Naples

                                            Naples cottage

                                            3 6 6 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 6 nights min
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $287

                                            Price per night from

                                            $287

                                              14

                                              Conveniently located in south Naples just minutes north of Marco Island.

                                              Southwest Gulf Coast / Naples

                                              Naples apartment

                                              2 4 30 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 30 nights min
                                              • Nearest beach 10 mi
                                              • Swimming pool
                                              • Child Friendly

                                              Price per night from

                                              $69

                                              Price per night from

                                              $69

                                                23

                                                The perfect getaway for shopping and the beach!

                                                Southwest Gulf Coast / Naples

                                                Naples condo

                                                2 4 7 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 7 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 15 mi
                                                • Swimming pool

                                                Price per night from

                                                $221

                                                Price per night from

                                                $221

                                                (1) Excellent 

                                                  19

                                                  Coastal Cottage near beaches & dining

                                                  Southwest Gulf Coast / Naples

                                                  Naples house

                                                  2 4 7 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 7 nights min
                                                  • Nearest beach 3 mi
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $172

                                                  Responds fast!
                                                  avg. 2 hours 41 minutes

                                                  Price per night from

                                                  $172

                                                    25

                                                    Spacious home w/ private pool close to shopping, beaches, and more!

                                                    Southwest Gulf Coast / Naples

                                                    Naples house

                                                    3 6 7 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 7 nights min
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Car not necessary

                                                    Price per night from

                                                    $113

                                                    Responds fast!
                                                    avg. 3 minutes

                                                    Price per night from

                                                    $113

                                                      19

                                                      Stunning Cottages at Naples Bay Resort

                                                      Southwest Gulf Coast / Naples

                                                      Naples apartment

                                                      2 6 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Nearest beach 2 mi
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $178

                                                      Price per night from

                                                      $178

                                                        26

                                                        Beautiful views from this lovely 4th floor unit

                                                        Southwest Gulf Coast / Naples

                                                        Naples condo

                                                        2 6 30 nights min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 30 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $149

                                                        Price per night from

                                                        $149

                                                        (1) Excellent 

                                                          19

                                                          Luxury condo Naples Bay Resort

                                                          Southwest Gulf Coast / Naples

                                                          Naples apartment

                                                          2 5 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • min stay varies
                                                          • Child Friendly

                                                          Price per night from

                                                          $184

                                                          Price per night from

                                                          $184

                                                            25

                                                            Naples Condo w/Golf View & Resort-Style Amenities!

                                                            Southwest Gulf Coast / Naples

                                                            Naples apartment

                                                            2 5 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $144

                                                            Responds fast!
                                                            avg. 8 minutes

                                                            Price per night from

                                                            $144

                                                            (3) Very Good 

                                                              33

                                                              Gulf Breeze at Vanderbilt Beach

                                                              Southwest Gulf Coast / Naples

                                                              Naples house

                                                              2 8 2 nights min

                                                              • 2 bedrooms
                                                              • sleeps 8
                                                              • 2 nights min
                                                              • Nearest beach 1 mi
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $281

                                                              Responds fast!
                                                              avg. 24 minutes

                                                              Price per night from

                                                              $281

                                                              (1) Excellent 

                                                                24

                                                                Brand new, modern pool villa, just minutes from beaches, golf & shopping

                                                                Southwest Gulf Coast / Naples

                                                                Naples house

                                                                4 8 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 3 mi
                                                                • Swimming pool

                                                                Price per night from

                                                                $201

                                                                Responds fast!
                                                                avg. 48 minutes

                                                                Price per night from

                                                                $201

                                                                (3) Very Good 

                                                                  4

                                                                  Olde Naples, Great location, 1 mile from beach

                                                                  Naples / Naples Beach

                                                                  Naples condo

                                                                  1 3 14 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 3
                                                                  • 14 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 2 mi
                                                                  • Swimming pool

                                                                  Price per night from

                                                                  $270

                                                                  Price per night from

                                                                  $270

                                                                  (1) Excellent 

                                                                    15

                                                                    Naples Golf Apartment

                                                                    Southwest Gulf Coast / Naples

                                                                    Naples apartment

                                                                    2 6 3 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • 3 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $172

                                                                    Responds fast!
                                                                    avg. 3 hours 42 minutes

                                                                    Price per night from

                                                                    $172

                                                                    (3) Excellent 

                                                                      24

                                                                      TROPICAL PARADISE CLOSE NAPLES BEACH AND FIFTH AVE

                                                                      Southwest Gulf Coast / Naples

                                                                      Naples condo

                                                                      3 6 30 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 30 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $61

                                                                      Price per night from

                                                                      $61

                                                                        31

                                                                        Golf, Tennis, Relax, In Beautiful Sunny Naples

                                                                        Southwest Gulf Coast / Naples

                                                                        Naples condo

                                                                        2 4 30 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 30 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $77

                                                                        Responds fast!
                                                                        avg. 3 hours 11 minutes

                                                                        Price per night from

                                                                        $77

                                                                          30

                                                                          HUGE 1700sf 2BR/2BA APARTMENT, 5 POOLS, TENNIS, MARINA

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples apartment

                                                                          2 4 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $218

                                                                          Responds fast!
                                                                          avg. 2 hours 15 minutes

                                                                          Price per night from

                                                                          $218

                                                                            45

                                                                            GIANT 1900sf 3BR/2BA VILLA, POOL, SPA, TENNIS, MARINA

                                                                            Southwest Gulf Coast / Naples

                                                                            Naples apartment

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $286

                                                                            Responds fast!
                                                                            avg. 2 hours 15 minutes

                                                                            Price per night from

                                                                            $286

                                                                              27

                                                                              Naples Stonebridge Golf & Country Club and beautiful white sand Vanderbilt Beach

                                                                              Southwest Gulf Coast / Naples

                                                                              Naples apartment

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 6 mi
                                                                              • Swimming pool

                                                                              Price per night from

                                                                              $77

                                                                              Price per night from

                                                                              $77