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: Swimming pool

1,741 apartments

(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

      27

      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

      $144

      Responds fast!
      avg. 3 minutes

      Price per night from

      $144

        15

        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

        (5) Excellent 

          24

          Royal Harbor Condo on Canal, Pool, Lanai, Nr. Beac

          Southwest Gulf Coast / Naples

          Naples condo

          2 6 28 nights min

          • 2 bedrooms
          • sleeps 6
          • 28 nights min
          • Beach / lakeside relaxation
          • Nearest beach 1 mi
          • Swimming pool

          Price per night from

          $107

          Responds fast!
          avg. 3 hours 12 minutes

          Price per night from

          $107

          (2) Excellent 

            30

            2 bed/2 bath Naples Condo(Gated Commun.)- sleeps 6

            Southwest Gulf Coast / Naples

            Naples condo

            2 6 14 nights min

            • 2 bedrooms
            • sleeps 6
            • 14 nights min
            • Beach / lakeside relaxation
            • Nearest beach 4 mi
            • Swimming pool

            Price per night from

            $123

            Responds fast!
            avg. 17 minutes

            Price per night from

            $123

              17

              Beautiful Naples 2nd flr w/elevator golf course/water view!

              Southwest Gulf Coast / Naples

              Naples condo

              3 5 30 nights min

              • 3 bedrooms
              • sleeps 5
              • 30 nights min
              • Swimming pool
              • Air conditioning

              Price per night from

              $206

              Price per night from

              $206

              (11) Excellent 

                9

                White Sands in Old Naples

                Southwest Gulf Coast / Naples

                Naples apartment

                1 4 3 nights min

                • 1 bedroom
                • sleeps 4
                • 3 nights min
                • Nearest beach 2 mi
                • Swimming pool
                • Child Friendly

                Price per night from

                $144

                Responds fast!
                avg. 46 minutes

                Price per night from

                $144

                  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 37 minutes

                  Price per night from

                  $224

                  (16) Excellent 

                  Certificate of Excellence

                    31

                    Relax and revitalize in the tranquil elegance of this tropical paradise.

                    Southwest Gulf Coast / Naples

                    Naples condo

                    2 4 min stay varies

                    • 2 bedrooms
                    • sleeps 4
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning
                    “Nice condo” Condo was very nice.It was clean and well taken care of.Very close to the pool and clubhouse.It was a little pricey compared to similar units in the resort.We compared cost with other guests in other like units.

                    Certificate of Excellence

                    Price per night from

                    $101

                    Responds fast!
                    avg. 27 minutes

                    Price per night from

                    $101

                    (5) Very Good 

                      28

                      Park Shore Resort in Fabulous Naples, Florida

                      Southwest Gulf Coast / Naples

                      Naples apartment

                      2 5 min stay varies

                      • 2 bedrooms
                      • sleeps 5
                      • min stay varies
                      • Swimming pool
                      • Ask about children
                      • Car not necessary
                      “Quiet Vacation” We had a nice room with a balcony overlooking the pond and the ducks. We could walk to restaurants and shopping without having to get into the car. It was also close to the beach and a short drive to many other activities.

                      Price per night from

                      $114

                      Responds fast!
                      avg. 3 hours 27 minutes

                      Price per night from

                      $114

                      (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

                        $916

                        Price per night from

                        $916

                          23

                          Luxurious Coach Home in Beautiful Treviso Bay

                          Southwest Gulf Coast / Naples

                          Naples townhouse

                          3 8 30 nights min

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

                          Price per night from

                          $252

                          Responds fast!
                          avg. 3 hours 58 minutes

                          Price per night from

                          $252

                          (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 37 minutes

                            Price per night from

                            $773

                            (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

                              $183

                              Price per night from

                              $183

                                18

                                Enjoy living both inside and out in the gorgeous courtyard home.

                                Southwest Gulf Coast / Naples

                                Naples house

                                3 8 7 nights min

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

                                Price per night from

                                $359

                                Responds fast!
                                avg. 2 hours 45 minutes

                                Price per night from

                                $359

                                  35

                                  NEW LISTING! Lakefront home w/water view, golf, shared pool/hot tub/tennis

                                  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

                                  $113

                                  Responds fast!
                                  avg. 3 minutes

                                  Price per night from

                                  $113

                                  (12) Excellent 

                                    33

                                    Luxurious Olde Naples Beach House

                                    Southwest Gulf Coast / Naples

                                    Naples house

                                    4 9 min stay varies

                                    • 4 bedrooms
                                    • sleeps 9
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Nearest beach 0.3 mi
                                    • Swimming pool
                                    “Just another perfect week in beautiful Naples!” We were a group of three middle-age couples returning to Naples, one of our favorite vacation destinations. Without a doubt, the best part of this vacation rental home is the location! Everything we nee

                                    Price per night from

                                    $802

                                    Price per night from

                                    $802

                                    (1) Excellent 

                                      22

                                      Enclave at Naples Gated Community- Sleeps 6

                                      Southwest Gulf Coast / Naples

                                      Naples condo

                                      2 6 14 nights min

                                      • 2 bedrooms
                                      • sleeps 6
                                      • 14 nights min
                                      • Nearest beach 4 mi
                                      • Swimming pool
                                      • Child Friendly

                                      Price per night from

                                      $123

                                      Responds fast!
                                      avg. 17 minutes

                                      Price per night from

                                      $123

                                        19

                                        Naples Luxury Condo at Naples Bay Resort Shop Dine

                                        Southwest Gulf Coast / Naples

                                        Naples apartment

                                        2 6 6 nights min

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

                                        Price per night from

                                        $228

                                        Price per night from

                                        $228

                                          24

                                          Stylish condo in deluxe country club w/ two championship golf courses

                                          Southwest Gulf Coast / Naples

                                          Naples condo

                                          2 4 7 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 7 nights min
                                          • Swimming pool
                                          • Ask about children
                                          • Air conditioning

                                          Price per night from

                                          $85

                                          Responds fast!
                                          avg. 3 hours 29 minutes

                                          Price per night from

                                          $85

                                            21

                                            CENTRAL NAPLES, POOL, VACATION HOME!

                                            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

                                            $157

                                            Price per night from

                                            $157

                                              18

                                              Main414 - Mainsail 4

                                              Southwest Gulf Coast / Naples

                                              Naples apartment

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Swimming pool
                                              • Ask about children

                                              Price per night from

                                              $50

                                              Price per night from

                                              $50

                                                32

                                                Moorings Beach Mansion -Walk to the Beach - Bike Downtown

                                                Southwest Gulf Coast / Naples

                                                Naples house

                                                5 10 3 nights min

                                                • 5 bedrooms
                                                • sleeps 10
                                                • 3 nights min
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $1,145

                                                Responds fast!
                                                avg. 12 minutes

                                                Price per night from

                                                $1,145

                                                  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

                                                  (2) Excellent 

                                                    23

                                                    Resort Lifestyle Home - Walk to 5th Avenue

                                                    Southwest Gulf Coast / Naples

                                                    Naples house

                                                    2 4 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Car not necessary

                                                    Price per night from

                                                    $331

                                                    Responds fast!
                                                    avg. 2 hours 7 minutes

                                                    Price per night from

                                                    $331

                                                      28

                                                      Vanderbilt Landings/Gulf Shore Drive-End Unit, 2 Screened Lanai's & Private Beac

                                                      Southwest Gulf Coast / Naples

                                                      Naples apartment

                                                      2 4 min stay varies

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

                                                      Price per night from

                                                      $162

                                                      Responds fast!
                                                      avg. 10 minutes

                                                      Price per night from

                                                      $162

                                                      (10) Very Good 

                                                        20

                                                        Vanderbilt Breeze Villa-Walk to Beach-Private pool

                                                        Southwest Gulf Coast / Naples

                                                        Naples house

                                                        3 6 3 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 3 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0.5 mi
                                                        • Swimming pool
                                                        “Beautiful home, superb location, can't until next year!” We lived in Naples 6 years ago, moved back to the Midwest and continue to visit every year. This was the first home rental and we hope to make it our annual stop. It was the perfect home for ou

                                                        Price per night from

                                                        $258

                                                        Price per night from

                                                        $258

                                                        (1) Excellent 

                                                          18

                                                          Heritage Bay Golf and Country Club

                                                          Naples / Vanderbilt Beach Area

                                                          Naples condo

                                                          2 4 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 7 nights min
                                                          • Nearest beach 8 mi
                                                          • Swimming pool
                                                          • Air conditioning

                                                          Price per night from

                                                          $148

                                                          Price per night from

                                                          $148

                                                            28

                                                            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

                                                            $144

                                                            Responds fast!
                                                            avg. 3 minutes

                                                            Price per night from

                                                            $144

                                                            (1) Excellent 

                                                              23

                                                              ESCAPE THE COLD AND SNOW IN NAPLES FL

                                                              Southwest Gulf Coast / Naples

                                                              Naples condo

                                                              2 2 30 nights min

                                                              • 2 bedrooms
                                                              • sleeps 2
                                                              • 30 nights min
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Air conditioning

                                                              Price per night from

                                                              $109

                                                              Responds fast!
                                                              avg. 2 hours 52 minutes

                                                              Price per night from

                                                              $109

                                                              (2) Excellent 

                                                                23

                                                                Treviso Bay - Luxury Resort Style Golf Community

                                                                Southwest Gulf Coast / Naples

                                                                Naples apartment

                                                                2 4 30 nights min

                                                                • 2 bedrooms
                                                                • sleeps 4
                                                                • 30 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning
                                                                “extremely pleased with Rental.” Treviso Bay is a private community with Golf, Restaurants, a Pool that reminds me of Palm Springs California.....Convenient to all areas of Naples, and Marco Island. Friendly Residents and Beautiful Scenic Views....

                                                                Price per night from

                                                                $138

                                                                Responds fast!
                                                                avg. 3 hours 58 minutes

                                                                Price per night from

                                                                $138

                                                                (4) Very Good 

                                                                  18

                                                                  Naples - Naples Park / Uptown Designer Pool Home

                                                                  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

                                                                  $320

                                                                  Responds fast!
                                                                  avg. 1 hour 37 minutes

                                                                  Price per night from

                                                                  $320

                                                                  (6) Excellent 

                                                                    87

                                                                    Cozy luxury pool home just 10 minutes to the beach

                                                                    Southwest Gulf Coast / Naples

                                                                    Naples house

                                                                    3 6 1 night min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 1 night min
                                                                    • Nearest beach 7 mi
                                                                    • Swimming pool
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $171

                                                                    Responds fast!
                                                                    avg. 1 hour 9 minutes

                                                                    Price per night from

                                                                    $171

                                                                      11

                                                                      Naples Condo near beaches and downtown 5th Avenue!

                                                                      Southwest Gulf Coast / Naples

                                                                      Naples condo

                                                                      2 4 30 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 30 nights min
                                                                      • Swimming pool
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $115

                                                                      Price per night from

                                                                      $115

                                                                      (1) Excellent 

                                                                        12

                                                                        Beautiful Naples Florida Courtyard Pool Home Within Glen Eagle Country Club

                                                                        Southwest Gulf Coast / Naples

                                                                        Naples house

                                                                        3 6 30 nights min

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

                                                                        Price per night from

                                                                        $191

                                                                        Responds fast!
                                                                        avg. 25 minutes

                                                                        Price per night from

                                                                        $191

                                                                          10

                                                                          Naples Vacation Home

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples house

                                                                          3 6 30 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 30 nights min
                                                                          • Nearest beach 10 mi
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $212

                                                                          Price per night from

                                                                          $212

                                                                            18

                                                                            Open Jan 2020 Miles of White Sand Beaches!

                                                                            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

                                                                            $80

                                                                            Price per night from

                                                                            $80

                                                                            (1) Excellent 

                                                                              24

                                                                              Bright family home w/ private pool, patio, shared tennis, 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