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: $0 - $101

345 vacation rentals
    11

    Beautiful 2 BR Condo in desirable Carlton Lakes, Naples

    Southwest Gulf Coast / Naples

    Naples condo

    2 4 21 nights min

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

    Price per night from

    $71

    Responds fast!
    avg. 2 hours 12 minutes

    Price per night from

    $71

    (1) Excellent 

      45

      WALK TO NAPLES BEACHES, ONE 25 LB PET OK, NEWER & CLEAN - 50% OFF MAY-NOV

      Southwest Gulf Coast / Naples

      Naples apartment

      3 6 min stay varies

      • 3 bedrooms
      • sleeps 6
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 1 mi
      • Swimming pool

      Price per night from

      $90

      Price per night from

      $90

      (12) Excellent 

        99

        Falling Waters - ISLAND & WATER VIEWS Naples, FL

        Southwest Gulf Coast / Naples

        Naples apartment

        2 5 min stay varies

        • 2 bedrooms
        • sleeps 5
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 8 mi
        • Swimming pool
        “A great vacation” This condo was everythng as promised! It was very clean when we arrived, the decor is very new and comfortable with a lot of natural light in the kitchen, living area and bedrooms. The vaulted ceilings created a feeling of spaciousne
        …see more

        Price per night from

        $77

        Price per night from

        $77

          20

          Year round or seasonal tranquil cozy cottage!

          Southwest Gulf Coast / Naples

          Naples guest house

          1 3 4 nights min

          • 1 bedroom
          • sleeps 3
          • 4 nights min
          • Nearest beach 12 mi
          • Child Friendly
          • Air conditioning

          Price per night from

          $98

          Responds fast!
          avg. 2 hours 29 minutes

          Price per night from

          $98

            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

              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

                24

                Beautiful townhome type condo

                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

                $89

                Price per night from

                $89

                  18

                  Affordable Luxury 2+2 Condo Lots of Amenities

                  Southwest Gulf Coast / Naples

                  Naples house

                  2 4 30 nights min

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

                  Price per night from

                  $73

                  Price per night from

                  $73

                  (2) Excellent 

                    22

                    Beautiful Lake Front Condo

                    Southwest Gulf Coast / Naples

                    Naples condo

                    2 4 min stay varies

                    • 2 bedrooms
                    • sleeps 4
                    • min stay varies
                    • Nearest beach 6 mi
                    • Swimming pool
                    • Air conditioning

                    Price per night from

                    $75

                    Price per night from

                    $75

                    (13) Excellent 

                    Certificate of Excellence

                      17

                      Tropical Getaway!Huge Lagoon Pool near Downtown !

                      Southwest Gulf Coast / Naples

                      Naples condo

                      2 4 min stay varies

                      • 2 bedrooms
                      • sleeps 4
                      • min stay varies
                      • Nearest beach 3 mi
                      • Swimming pool
                      • Child Friendly
                      “Great place to stay!” Perfect stay once again...clean with everything you need to have a great vacation. Condo is close to everything Naples has to offer...highly recommend!
                      …see more

                      Certificate of Excellence

                      Price per night from

                      $114

                      Responds fast!
                      avg. 3 hours 9 minutes

                      Price per night from

                      $114

                        27

                        BEAUTIFUL VIEWS!

                        Southwest Gulf Coast / Naples

                        Naples house

                        2 4 min stay varies

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

                        Price per night from

                        $100

                        Price per night from

                        $100

                        (5) Excellent 

                          20

                          Naples, Florida-condo

                          Southwest Gulf Coast / Naples

                          Naples apartment

                          1 2 14 nights min

                          • 1 bedroom
                          • sleeps 2
                          • 14 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 13 mi
                          • Swimming pool
                          “Great apartment in Naples” My wife and I stayed here for eighteen days and was just perfect for us. Justo and Virginia greeted us personally and made us very welcome.The apartment was spotlessly clean and had everything we required on hand. Close to s
                          …see more

                          Price per night from

                          $71

                          Price per night from

                          $71

                            24

                            Lesina, Hammock Bay 804

                            Southwest Gulf Coast / Naples

                            Naples house

                            3 6 30 nights min

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

                            Price per night from

                            $87

                            Price per night from

                            $87

                              25

                              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

                              $12

                              Price per night from

                              $12

                              (2) Excellent 

                                31

                                Sienna Greenlinks Vacation Rental at the Lely Resort

                                Southwest Gulf Coast / Naples

                                Naples house

                                2 6 min stay varies

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

                                Price per night from

                                $84

                                Responds fast!
                                avg. 2 hours 26 minutes

                                Price per night from

                                $84

                                  30

                                  Asiago Greenlinks Vacation Rental at the Lely Resort

                                  Southwest Gulf Coast / Naples

                                  Naples house

                                  2 6 min stay varies

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

                                  Price per night from

                                  $84

                                  Responds fast!
                                  avg. 2 hours 26 minutes

                                  Price per night from

                                  $84

                                    24

                                    Le Monaco in Olde Naples near 5th Avenue S

                                    Southwest Gulf Coast / Naples

                                    Naples house

                                    1 2 min stay varies

                                    • 1 bedroom
                                    • sleeps 2
                                    • min stay varies
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $84

                                    Responds fast!
                                    avg. 2 hours 26 minutes

                                    Price per night from

                                    $84

                                      14

                                      Eaglewood Condo at Lely Golf area

                                      Southwest Gulf Coast / Naples

                                      Naples apartment

                                      2 4 30 nights min

                                      • 2 bedrooms
                                      • sleeps 4
                                      • 30 nights min
                                      • Nearest beach 16 mi
                                      • Swimming pool
                                      • Child Friendly

                                      Price per night from

                                      $77

                                      Price per night from

                                      $77

                                        16

                                        Beautiful 2 bedroom, 2 bathroom, first floor condo

                                        Southwest Gulf Coast / Naples

                                        Naples condo

                                        2 4 30 nights min

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

                                        Price per night from

                                        $77

                                        Price per night from

                                        $77

                                          28

                                          Catina Greenlinks Vacation Rental at the Lely Resort

                                          Southwest Gulf Coast / Naples

                                          Naples house

                                          2 8 min stay varies

                                          • 2 bedrooms
                                          • sleeps 8
                                          • min stay varies
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $84

                                          Responds fast!
                                          avg. 2 hours 26 minutes

                                          Price per night from

                                          $84

                                          (25) Very Good 

                                            24

                                            Tuscan Vacation Rental

                                            Southwest Gulf Coast / Naples

                                            Naples house

                                            3 8 min stay varies

                                            • 3 bedrooms
                                            • sleeps 8
                                            • min stay varies
                                            • Child Friendly
                                            • Air conditioning
                                            • Pet Friendly
                                            “Fantastic Vacation Getaway” This home was just lovely. It featured a private pool, prime location, and wonderful furnishings. I found the property manager to be extremely helpful, as well as her staff. If you want a luxury home, this is your place. Ca
                                            …see more

                                            Price per night from

                                            $98

                                            Responds fast!
                                            avg. 2 hours 26 minutes

                                            Price per night from

                                            $98

                                              29

                                              Messina Greenlinks Vacation Rental at the Lely Resort

                                              Southwest Gulf Coast / Naples

                                              Naples house

                                              2 6 min stay varies

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

                                              Price per night from

                                              $91

                                              Responds fast!
                                              avg. 2 hours 26 minutes

                                              Price per night from

                                              $91

                                                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

                                                  99

                                                  Classic lakefront condo w/shared pool, sauna, and incredible amenities

                                                  Southwest Gulf Coast / Naples

                                                  Naples house

                                                  2 4 30 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 30 nights min
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Car not necessary

                                                  Price per night from

                                                  $93

                                                  Responds fast!
                                                  avg. 2 hours 6 minutes

                                                  Price per night from

                                                  $93

                                                    26

                                                    NEW! 2BR Naples Condo w/ Resort-Style Pool!

                                                    Southwest Gulf Coast / Naples

                                                    Naples apartment

                                                    2 6 30 nights min

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

                                                    Price per night from

                                                    $84

                                                    Responds fast!
                                                    avg. 9 minutes

                                                    Price per night from

                                                    $84

                                                      37

                                                      Amazing Location in Naples Florida

                                                      Southwest Gulf Coast / Naples

                                                      Naples apartment

                                                      2 6 7 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 7 nights min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 8 mi
                                                      • Swimming pool

                                                      Price per night from

                                                      $91

                                                      Price per night from

                                                      $91

                                                        28

                                                        Genoa Greenlinks Vacation Rental at the Lely Resort

                                                        Southwest Gulf Coast / Naples

                                                        Naples house

                                                        2 6 min stay varies

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

                                                        Price per night from

                                                        $84

                                                        Responds fast!
                                                        avg. 2 hours 26 minutes

                                                        Price per night from

                                                        $84

                                                        (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

                                                            14

                                                            3972 Bishopwood Ct. E. #204 - Golfer's Paradise

                                                            Southwest Gulf Coast / Naples

                                                            Naples apartment

                                                            2 6 min stay varies

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

                                                            Price per night from

                                                            $95

                                                            Price per night from

                                                            $95

                                                              36

                                                              Solterra Greenlinks Vacation Rental at the Lely Resort

                                                              Southwest Gulf Coast / Naples

                                                              Naples house

                                                              3 6 min stay varies

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

                                                              Price per night from

                                                              $98

                                                              Responds fast!
                                                              avg. 2 hours 26 minutes

                                                              Price per night from

                                                              $98

                                                                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

                                                                  34

                                                                  Casabella Greenlinks Vacation Rental at the Lely Resort

                                                                  Southwest Gulf Coast / Naples

                                                                  Naples house

                                                                  2 6 min stay varies

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

                                                                  Price per night from

                                                                  $97

                                                                  Responds fast!
                                                                  avg. 2 hours 26 minutes

                                                                  Price per night from

                                                                  $97

                                                                    31

                                                                    Bologna Greenlinks Vacation Rental at the Lely Resort

                                                                    Southwest Gulf Coast / Naples

                                                                    Naples house

                                                                    2 6 min stay varies

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

                                                                    Price per night from

                                                                    $84

                                                                    Responds fast!
                                                                    avg. 2 hours 26 minutes

                                                                    Price per night from

                                                                    $84

                                                                      23

                                                                      Next Vacation Rental

                                                                      Southwest Gulf Coast / Naples

                                                                      Naples house

                                                                      3 6 min stay varies

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

                                                                      Price per night from

                                                                      $98

                                                                      Responds fast!
                                                                      avg. 2 hours 26 minutes

                                                                      Price per night from

                                                                      $98

                                                                        6

                                                                        2BR Along the Coast of Naples Bay w/ FREE WIFI, Resort Pool & Near Beach

                                                                        Southwest Gulf Coast / Naples

                                                                        Naples house

                                                                        2 6 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $95

                                                                        Price per night from

                                                                        $95

                                                                        (3) Very Good 

                                                                          18

                                                                          Vanderbilt Beach Villa at Beachwalk 2

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples villa

                                                                          2 5 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 5
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.8 mi
                                                                          • Swimming pool
                                                                          “Beachwalk Villa” Very nice and very comfortable villa. A great location, walking distance to Vanderbilt Beach, lots of shopping and attraction choices. Would stay again.
                                                                          …see more

                                                                          Price per night from

                                                                          $81

                                                                          Responds fast!
                                                                          avg. 2 hours 27 minutes

                                                                          Price per night from

                                                                          $81

                                                                          (7) Excellent 

                                                                            82

                                                                            Naples 7min. to the beach - Play golf for just $18 renovated 2 bedroom with WIFI

                                                                            Southwest Gulf Coast / Naples

                                                                            Naples apartment

                                                                            2 4 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Car not necessary
                                                                            “Really nice, everything is new and immaculate.” The condo is perfect. It is immaculate, comfortable and pleasantly decorated. The owner made sure we had everything we needed, (well stocked kitchen, plenty of towels, laundry detergent etc.), for a wo
                                                                            …see more

                                                                            Price per night from

                                                                            $71

                                                                            Responds fast!
                                                                            avg. 40 minutes

                                                                            Price per night from

                                                                            $71

                                                                            (1) Excellent 

                                                                              24

                                                                              Elegant condo in exclusive resort setting of Fiddler's Creek

                                                                              Southwest Gulf Coast / Naples

                                                                              Naples house

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Ask about children
                                                                              • Air conditioning
                                                                              “We loved the area and are going back next year.” I would suggest that the windows be washed before tenants arrive. Not something we can do easily . Also, our refrigerator was not working to capacity....freezer ....not at all. It took week to get a new
                                                                              …see more

                                                                              Price per night from

                                                                              $61

                                                                              Responds fast!
                                                                              avg. 1 hour 32 minutes

                                                                              Price per night from

                                                                              $61