Vacation Rentals & Apartments in Naples

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Filtering by: Private pool

1,131 apartments

(11) Very Good 

    35

    Old Naples Luxury Cottage - Walk to 5th & Beach !

    Southwest Gulf Coast / Naples

    Naples house

    4 9 min stay varies

    • 4 bedrooms
    • sleeps 9
    • min stay varies
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly
    “Fab House, Fab Stay , Naples Great as ever.” We know Naples of old. What made our stay this time, was the fab Catterbox Cottage, great location, the right feel, the right decor and luxury level of comfort and facilities. Using a UK expression, the h

    Price per night from

    $471

    Responds fast!
    avg. 25 minutes

    Price per night from

    $471

      27

      GOLFING, POOL, AND VACATION!

      Southwest Gulf Coast / Naples

      Naples house

      3 6 7 nights min

      • 3 bedrooms
      • sleeps 6
      • 7 nights min
      • Swimming pool
      • Ask about children
      • Air conditioning

      Price per night from

      $171

      Price per night from

      $171

      (5) Very Good 

        26

        Naples - Vanderbilt Beach / Luxury Manager Villa

        Southwest Gulf Coast / Naples

        Naples house

        4 11 min stay varies

        • 4 bedrooms
        • sleeps 11
        • min stay varies
        • Beach / lakeside relaxation
        • Swimming pool
        • Child Friendly

        Price per night from

        $526

        Responds fast!
        avg. 1 hour 33 minutes

        Price per night from

        $526

          17

          LUXURY RENTALS~ Sand Castle Beach House~Heart of Naples, close to beaches.

          Southwest Gulf Coast / Naples

          Naples house

          5 10 min stay varies

          • 5 bedrooms
          • sleeps 10
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $916

          Price per night from

          $916

          (16) Excellent 

            12

            Fountainview -3br/2ba Pool/spa home near the beach

            Southwest Gulf Coast / Naples

            Naples house

            3 6 4 nights min

            • 3 bedrooms
            • sleeps 6
            • 4 nights min
            • Beach / lakeside relaxation
            • Swimming pool
            • Suitable for children age 5+
            “FOUNTAINVIEW TURNED INTO GARDENVIEW!!” so due to user error, gary moved us up a few streets to another rental!! let me tell you..... this house was perfect!! pool, hot tub, beach umbrellas, beach chairs, etc...if you needed it, this house had it waiti

            Price per night from

            $201

            Responds fast!
            avg. 3 hours 37 minutes

            Price per night from

            $201

            (4) Excellent 

              15

              Walk to Beach from Stunning Tropical Pool Home

              Southwest Gulf Coast / Naples

              Naples house

              3 7 min stay varies

              • 3 bedrooms
              • sleeps 7
              • min stay varies
              • Swimming pool
              • Child Friendly
              • Car not necessary

              Price per night from

              $183

              Price per night from

              $183

                24

                NEW! Premium 4BR Naples House w/Private Pool!

                Southwest Gulf Coast / Naples

                Naples house

                4 8 4 nights min

                • 4 bedrooms
                • sleeps 8
                • 4 nights min
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $258

                Responds fast!
                avg. 14 minutes

                Price per night from

                $258

                  13

                  LUXURY RENTALS~ Windstar Beach House~ Private beach!

                  Southwest Gulf Coast / Naples

                  Naples house

                  4 8 min stay varies

                  • 4 bedrooms
                  • sleeps 8
                  • min stay varies
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $573

                  Price per night from

                  $573

                    19

                    LUXURY RENTALS~ Grand Floridian Beach House~ Beach views, Olde Naples

                    Southwest Gulf Coast / Naples

                    Naples house

                    4 8 min stay varies

                    • 4 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $1,145

                    Price per night from

                    $1,145

                      21

                      LUXURY RENTALS | Royal Palm Beach House & 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

                      Price per night from

                      $916

                      Price per night from

                      $916

                        37

                        Huge 3BR/2.5BA Southern Pool Home w/ Contemporary Design in beautiful Kings Lake

                        Southwest Gulf Coast / Naples

                        Naples house

                        3 6 min stay varies

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

                        Price per night from

                        $166

                        Responds fast!
                        avg. 1 hour 33 minutes

                        Price per night from

                        $166

                          30

                          NEW! Expansive East Naples Home w/ Pool & Patio!

                          Southwest Gulf Coast / Naples

                          Naples house

                          3 6 min stay varies

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

                          Price per night from

                          $132

                          Responds fast!
                          avg. 14 minutes

                          Price per night from

                          $132

                          (7) Very Good 

                            25

                            Perfect Location Walk to Beach Heated Pool *Free Wifi* *Beach Supplies & Grill*

                            Southwest Gulf Coast / Naples

                            Naples house

                            3 7 min stay varies

                            • 3 bedrooms
                            • sleeps 7
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Nearest beach 1 mi
                            • Swimming pool

                            Price per night from

                            $235

                            Responds fast!
                            avg. 29 minutes

                            Price per night from

                            $235

                            (3) Excellent 

                              19

                              New family friendly luxury home with private pool

                              Southwest Gulf Coast / Naples

                              Naples house

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly
                              “A wondeful place to stay” We were two families with kids (12 years) who stayed for 2 weeks in April. The house is new, beautifully furnished and decorated and very clean, there is lots of space for 6 people. The kitchen is well equipped, there are pl

                              Price per night from

                              $164

                              Responds fast!
                              avg. 1 hour 11 minutes

                              Price per night from

                              $164

                              (1) Excellent 

                                17

                                Le Pelican Beach House ~ Private Beach ~

                                Southwest Gulf Coast / Naples

                                Naples house

                                5 12 min stay varies

                                • 5 bedrooms
                                • sleeps 12
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning
                                “Great Place!!!” Huge house! And GREAT location!! 5 Bedrooms and baths along w a HUGE room upstairs that has extra inflatable beds for kids. Pool is big and on the Naples bay, yet only about 5 blocks (1/2mile) from the beach. Also very close to both 3

                                Price per night from

                                $916

                                Price per night from

                                $916

                                  10

                                  GOLFING, POOL, AND VACATION!

                                  Southwest Gulf Coast / Naples

                                  Naples house

                                  3 6 7 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 7 nights min
                                  • Swimming pool
                                  • Ask about children
                                  • Air conditioning

                                  Price per night from

                                  $143

                                  Price per night from

                                  $143

                                  (15) Excellent 

                                    24

                                    Magnificent Pool Home Close to Beach and Downtown

                                    Southwest Gulf Coast / Naples

                                    Naples house

                                    4 8 min stay varies

                                    • 4 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child Friendly
                                    “Will be back !” This was our second stay at this wonderful house - we loved it so much we are planning our vacation next year around it's availability ! Our thanks to all involved for making sure we had a terrific vacation. We travel a lot and I have

                                    Price per night from

                                    $172

                                    Price per night from

                                    $172

                                      27

                                      LUXURY RENTALS~The Bay House~Walk to beach & 3rd st shopping. Bring your boat!

                                      Southwest Gulf Coast / Naples

                                      Naples house

                                      5 12 min stay varies

                                      • 5 bedrooms
                                      • sleeps 12
                                      • min stay varies
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $916

                                      Price per night from

                                      $916

                                        21

                                        LUXURY RENTALS~ Seaglass Plantation Beach House~Walk to beach and shopping!

                                        Southwest Gulf Coast / Naples

                                        Naples house

                                        5 10 min stay varies

                                        • 5 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $1,031

                                        Price per night from

                                        $1,031

                                          17

                                          GOLFING, POOL, AND VACATION!

                                          Southwest Gulf Coast / Naples

                                          Naples house

                                          3 6 7 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 7 nights min
                                          • Swimming pool
                                          • Ask about children
                                          • Air conditioning

                                          Price per night from

                                          $171

                                          Price per night from

                                          $171

                                            36

                                            Luxury Lake Home with Private Pool and Hot Tub and Great Amenities of The Quarry

                                            Southwest Gulf Coast / Naples

                                            Naples house

                                            4 10 min stay varies

                                            • 4 bedrooms
                                            • sleeps 10
                                            • min stay varies
                                            • Nearest beach 16 mi
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $160

                                            Price per night from

                                            $160

                                              24

                                              NEW! Prime 3BR Naples House Near Vanderbilt Beach

                                              Southwest Gulf Coast / Naples

                                              Naples house

                                              3 6 4 nights min

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

                                              Price per night from

                                              $212

                                              Responds fast!
                                              avg. 43 minutes

                                              Price per night from

                                              $212

                                                33

                                                LUXURY POOL HOME

                                                Southwest Gulf Coast / Naples

                                                Naples house

                                                3 6 min stay varies

                                                • 3 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Swimming pool
                                                • Ask about children
                                                • Air conditioning

                                                Price per night from

                                                $167

                                                Price per night from

                                                $167

                                                (3) Average 

                                                  23

                                                  5 bedroom pool home in Briarwood of Naples

                                                  Southwest Gulf Coast / Naples

                                                  Naples house

                                                  5 10 7 nights min

                                                  • 5 bedrooms
                                                  • sleeps 10
                                                  • 7 nights min
                                                  • Swimming pool
                                                  • Ask about children
                                                  • Air conditioning

                                                  Price per night from

                                                  $171

                                                  Price per night from

                                                  $171

                                                  (9) Excellent 

                                                    19

                                                    Charming Home on Southwestern Lake Close to Beach

                                                    Southwest Gulf Coast / Naples

                                                    Naples house

                                                    4 8 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Swimming pool
                                                    • Child Friendly
                                                    “Naples House” This 4 bedroom was perfect for our family. The pool and lanai were beautiful- gorgeous sunsets. The house has a great layout and most everything you'll need. The beach is a little bit of a drive.

                                                    Price per night from

                                                    $196

                                                    Price per night from

                                                    $196

                                                    (2) Very Good 

                                                      39

                                                      Naples - Villa Noelia / Crown Pointe / Great Lake-view Pool Home

                                                      Southwest Gulf Coast / Naples

                                                      Naples house

                                                      3 8 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child Friendly
                                                      “perfect house” the house was in a perfect condition , very nice furnished , clean , and everything was working perfect. The pool was very well maintained and a pleasure to swim in. We enjoyed the week of our stay and want to come back soon.

                                                      Price per night from

                                                      $223

                                                      Responds fast!
                                                      avg. 1 hour 33 minutes

                                                      Price per night from

                                                      $223

                                                      (3) Excellent 

                                                        24

                                                        Enjoy a dream vacation in our vacation rental in Naples!

                                                        Southwest Gulf Coast / Naples

                                                        Naples house

                                                        4 8 7 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Nearest beach 5 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $213

                                                        Responds fast!
                                                        avg. 2 hours 11 minutes

                                                        Price per night from

                                                        $213

                                                        (6) Very Good 

                                                        Certificate of Excellence

                                                          20

                                                          Luxury! Private Heated Pool House Near Vanderbilt

                                                          Southwest Gulf Coast / Naples

                                                          Naples house

                                                          3 6 min stay varies

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

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $149

                                                          Price per night from

                                                          $149

                                                          (2) Excellent 

                                                            24

                                                            VILLA BELLY-Vacationhome in Naples-3/2-POOLHOME-family friendly-free wifi-bikes-

                                                            Southwest Gulf Coast / Naples

                                                            Naples house

                                                            3 8 5 nights min

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • 5 nights min
                                                            • Nearest beach 5 mi
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $184

                                                            Price per night from

                                                            $184

                                                              0

                                                              Waterfront home w/ private pool & great views - close to golf & Naples Beach

                                                              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

                                                              $174

                                                              Responds fast!
                                                              avg. 3 hours 8 minutes

                                                              Price per night from

                                                              $174

                                                                0

                                                                Waterfront home in gated community boasts private pool and amazing location!

                                                                Southwest Gulf Coast / Naples

                                                                Naples house

                                                                4 8 7 nights min

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Car not necessary

                                                                Price per night from

                                                                $196

                                                                Responds fast!
                                                                avg. 3 hours 8 minutes

                                                                Price per night from

                                                                $196

                                                                  35

                                                                  Naples - Crown Pointe 3

                                                                  Southwest Gulf Coast / Naples

                                                                  Naples house

                                                                  3 6 7 nights min

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

                                                                  Price per night from

                                                                  $224

                                                                  Responds fast!
                                                                  avg. 1 hour 33 minutes

                                                                  Price per night from

                                                                  $224

                                                                  (1) Excellent 

                                                                    23

                                                                    LUXURY RENTALS ~ Palma Real Beach House

                                                                    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

                                                                    Price per night from

                                                                    $914

                                                                    Price per night from

                                                                    $914

                                                                    (4) Excellent 

                                                                      55

                                                                      Naples - Royal Harbor / Waterfront Designer Villa

                                                                      Southwest Gulf Coast / Naples

                                                                      Naples house

                                                                      4 8 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      “Thanksgiving 2016” My dad recently passed away, so I thought I would take my family to a new place to spend Thanksgiving. I came across the "Whitehouse" and leased it. What was waiting for us was spectacular. It was perfect for our family. Large e

                                                                      Price per night from

                                                                      $773

                                                                      Responds fast!
                                                                      avg. 1 hour 33 minutes

                                                                      Price per night from

                                                                      $773

                                                                      (5) Excellent 

                                                                        24

                                                                        Stunning Golf Course Views/ Lely Pool Home 3/2 plus den/office

                                                                        Southwest Gulf Coast / Naples

                                                                        Naples house

                                                                        3 8 14 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • 14 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Ask about children
                                                                        “Great home in a great location” My wife, adult daughter and her 4 month old son vacationed at this rental in April 2015. Adella meant us when we arrived even though it was late at night. She gave us a terrific tour of the house and showed us how the

                                                                        Price per night from

                                                                        $144

                                                                        Responds fast!
                                                                        avg. 1 hour 23 minutes

                                                                        Price per night from

                                                                        $144

                                                                          24

                                                                          Luxury Dream Villa (Happiness)

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples villa

                                                                          3 6 14 nights min

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

                                                                          Price per night from

                                                                          $196

                                                                          Price per night from

                                                                          $196

                                                                            0

                                                                            Spacious ranch home w/ a screened-in pool, hot tub, beaches one mile west!

                                                                            Southwest Gulf Coast / Naples

                                                                            Naples house

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Car not necessary

                                                                            Price per night from

                                                                            $162

                                                                            Responds fast!
                                                                            avg. 2 hours 47 minutes

                                                                            Price per night from

                                                                            $162

                                                                            (1) Excellent 

                                                                              29

                                                                              LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS

                                                                              Southwest Gulf Coast / Naples

                                                                              Naples house

                                                                              4 12 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 12
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              “The pier house” Beautiful house... Super great location !!! Watched the fireworks from the top balcony... Best view in town !! Everything was perfect for the week!

                                                                              Price per night from

                                                                              $1,031

                                                                              Price per night from

                                                                              $1,031