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344 condos

(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
    Match: Rental types Garden Jacuzzi or hot tub All filters match

    Price per night from

    $123

    Responds fast!
    avg. 18 minutes

    Price per night from

    $123

    (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
      Match: Rental types Garden Jacuzzi or hot tub All filters match

      Price per night from

      $123

      Responds fast!
      avg. 18 minutes

      Price per night from

      $123

      These homes match some but not all of your filters. Clear all filters

        27

        LUXURY RENTALS~ Cypress House~Olde Naples, Walk to beach!

        Southwest Gulf Coast / Naples

        Naples house

        3 6 min stay varies

        • 3 bedrooms
        • sleeps 6
        • min stay varies
        • Swimming pool
        • Child Friendly
        • Air conditioning
        1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

        Price per night from

        $687

        Price per night from

        $687

          24

          LUXURY RENTALS~ Old Naples Captain's Cottage~Walk to beach and 3rd St. Shops!

          Southwest Gulf Coast / Naples

          Naples house

          5 10 min stay varies

          • 5 bedrooms
          • sleeps 10
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Air conditioning
          1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

          Price per night from

          $916

          Price per night from

          $916

            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
            1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

            Price per night from

            $1,145

            Price per night from

            $1,145

              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
              1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

              Price per night from

              $916

              Price per night from

              $916

              (5) Excellent 

                21

                Luxurious Mediterranean House 2 Master On suite Bedrooms

                Southwest Gulf Coast / Naples

                Naples house

                3 8 30 nights min

                • 3 bedrooms
                • sleeps 8
                • 30 nights min
                • Beach / lakeside relaxation
                • Ask about children
                • Air conditioning
                1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match
                “Peace, Quiet, Security, Luxury, & Location - Book It” For our 3 week September vacation, we decided that we would forgo the huge expense of a beachfront home and select a property offering greater luxury and comfort a little further inland, that said

                Price per night from

                $421

                Price per night from

                $421

                (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
                  1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match
                  “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

                    12

                    Old Naples Beach House

                    Southwest Gulf Coast / Naples

                    Naples house

                    4 10 min stay varies

                    • 4 bedrooms
                    • sleeps 10
                    • min stay varies
                    • Child Friendly
                    1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                    Price per night from

                    $1,129

                    Price per night from

                    $1,129

                      9

                      Terra Palma Cottages, Historic Home in the heart of Naples

                      Southwest Gulf Coast / Naples

                      Naples cottage

                      1 2 7 nights min

                      • 1 bedroom
                      • sleeps 2
                      • 7 nights min
                      • Swimming pool
                      • Car not necessary
                      • Air conditioning
                      1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                      Price per night from

                      $206

                      Price per night from

                      $206

                      (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
                        1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match
                        “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

                        Price per night from

                        $72

                        Price per night from

                        $72

                          26

                          Lakefront Home in Naples World Tennis Club

                          Southwest Gulf Coast / Naples

                          Naples house

                          3 8 30 nights min

                          • 3 bedrooms
                          • sleeps 8
                          • 30 nights min
                          • Nearest beach 4 mi
                          • Swimming pool
                          • Child Friendly
                          1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                          Price per night from

                          $115

                          Price per night from

                          $115

                          (1) Excellent 

                            30

                            Naples Getaway 3Bed 2Bath

                            Southwest Gulf Coast / Naples

                            Naples house

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Child Friendly
                            • Air conditioning
                            • Private garden
                            1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                            Price per night from

                            $144

                            Responds fast!
                            avg. 1 hour 55 minutes

                            Price per night from

                            $144

                              24

                              NEW! Ole at Lely Resort: CASITA home for APRIL 2019-on

                              Southwest Gulf Coast / Naples

                              Naples villa

                              2 6 30 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 30 nights min
                              • Nearest beach 12 mi
                              • Swimming pool
                              • Child Friendly
                              1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                              Price per night from

                              $97

                              Price per night from

                              $97

                                26

                                Casa Napoletana a brand new SFH 4/3 with private pool, hot tub & lake view

                                Southwest Gulf Coast / Naples

                                Naples house

                                4 7 30 nights min

                                • 4 bedrooms
                                • sleeps 7
                                • 30 nights min
                                • Nearest beach 15 mi
                                • Swimming pool
                                • Child Friendly
                                1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                Price per night from

                                $258

                                Price per night from

                                $258

                                  44

                                  APARTMENT with golf view in an exclusive community

                                  Naples / Naples Beach

                                  Naples apartment

                                  2 4 14 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 14 nights min
                                  • Nearest beach 8 mi
                                  • Swimming pool
                                  • Child Friendly
                                  1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                  Price per night from

                                  $118

                                  Price per night from

                                  $118

                                  (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
                                    1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                    Price per night from

                                    $144

                                    Responds fast!
                                    avg. 47 minutes

                                    Price per night from

                                    $144

                                    (3) Excellent 

                                      26

                                      Luxury Beach House - 5/5, 2.5 blocks to beach

                                      Southwest Gulf Coast / Naples

                                      Naples house

                                      5 12 7 nights min

                                      • 5 bedrooms
                                      • sleeps 12
                                      • 7 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.48 mi
                                      • Child Friendly
                                      1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match
                                      “Perfect House for a Family Vacation- Just Perfect!” Our Family gathered in Naples for a week long vacation after Christmas.. The house was perfect. Misia is a very gracious host and takes great pride in her home. The house is very spacious, nicely de

                                      Price per night from

                                      $802

                                      Responds fast!
                                      avg. 2 hours 12 minutes

                                      Price per night from

                                      $802

                                        21

                                        Crystal Lake RV Resort 2 Bdrm Park Model House

                                        Southwest Gulf Coast / Naples

                                        Naples house

                                        2 4 min stay varies

                                        • 2 bedrooms
                                        • sleeps 4
                                        • min stay varies
                                        • Nearest beach 12 mi
                                        • Child Friendly
                                        • Air conditioning
                                        1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                        Price per night from

                                        $107

                                        Price per night from

                                        $107

                                          24

                                          Naples - Pelican Marsh / Lovely lake-view Condo

                                          Southwest Gulf Coast / Naples

                                          Naples apartment

                                          2 4 28 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 28 nights min
                                          • Beach / lakeside relaxation
                                          • Swimming pool
                                          • Air conditioning
                                          1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                          Price per night from

                                          $144

                                          Responds fast!
                                          avg. 1 hour 39 minutes

                                          Price per night from

                                          $144

                                            15

                                            BEAUTIFUL FIDDLER'S CREEK LAKE VIEW

                                            Southwest Gulf Coast / Naples

                                            Naples condo

                                            3 8 30 nights min

                                            • 3 bedrooms
                                            • sleeps 8
                                            • 30 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            2 of 3 match: Garden, Rental types, Jacuzzi or hot tub 2 of 3 filters match

                                            Price per night from

                                            $185

                                            Price per night from

                                            $185

                                              19

                                              Pelican Bay High Rise with stunning Gulf Views

                                              Southwest Gulf Coast / Naples

                                              Naples condo

                                              2 6 30 nights min

                                              • 2 bedrooms
                                              • sleeps 6
                                              • 30 nights min
                                              • Beach / lakeside relaxation
                                              • Ask about children
                                              2 of 3 match: Garden, Rental types, Jacuzzi or hot tub 2 of 3 filters match

                                              Price per night from

                                              $306

                                              Price per night from

                                              $306

                                                8

                                                Beachfront Luxury Condo

                                                Naples / Vanderbilt Beach Area

                                                Naples condo

                                                2 2 30 nights min

                                                • 2 bedrooms
                                                • sleeps 2
                                                • 30 nights min
                                                • Beach / lakeside relaxation
                                                • Swimming pool
                                                • Air conditioning
                                                2 of 3 match: Garden, Rental types, Jacuzzi or hot tub 2 of 3 filters match

                                                Price per night from

                                                $344

                                                Price per night from

                                                $344

                                                  23

                                                  Nice condo

                                                  Southwest Gulf Coast / Naples

                                                  Naples condo

                                                  3 8 30 nights min

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • 30 nights min
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child Friendly
                                                  2 of 3 match: Garden, Rental types, Jacuzzi or hot tub 2 of 3 filters match

                                                  Price per night from

                                                  $138

                                                  Responds fast!
                                                  avg. 47 minutes

                                                  Price per night from

                                                  $138

                                                    27

                                                    Gorgeous main level condo * Treviso Bay- TPC Golf course package/club amenities;

                                                    Southwest Gulf Coast / Naples

                                                    Naples condo

                                                    2 4 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Air conditioning
                                                    2 of 3 match: Garden, Rental types, Jacuzzi or hot tub 2 of 3 filters match

                                                    Price per night from

                                                    $93

                                                    Responds fast!
                                                    avg. 10 minutes

                                                    Price per night from

                                                    $93

                                                      48

                                                      Cottages-Naples Bay-Enjoy full resort amenities-Upscale 1st flr., end unit, w/pr

                                                      Southwest Gulf Coast / Naples

                                                      Naples condo

                                                      3 6 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning
                                                      2 of 3 match: Garden, Rental types, Jacuzzi or hot tub 2 of 3 filters match

                                                      Price per night from

                                                      $156

                                                      Responds fast!
                                                      avg. 10 minutes

                                                      Price per night from

                                                      $156

                                                        48

                                                        Park Shore Resort, 1st Floor, water views, West of 41, 1.25 miles to beach, fabu

                                                        Southwest Gulf Coast / Naples

                                                        Naples condo

                                                        2 4 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly
                                                        2 of 3 match: Garden, Rental types, Jacuzzi or hot tub 2 of 3 filters match

                                                        Price per night from

                                                        $110

                                                        Responds fast!
                                                        avg. 10 minutes

                                                        Price per night from

                                                        $110

                                                          27

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

                                                          Southwest Gulf Coast / Naples

                                                          Naples apartment

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 6 mi
                                                          • Swimming pool
                                                          1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                          Price per night from

                                                          $77

                                                          Price per night from

                                                          $77

                                                          (2) Very Good 

                                                            8

                                                            Naples, Fla., First floor, 2BR 2BA. two blocks to

                                                            Southwest Gulf Coast / Naples

                                                            Naples apartment

                                                            2 5 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • 7 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 1 mi
                                                            • Swimming pool
                                                            1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                            Price per night from

                                                            $195

                                                            Responds fast!
                                                            avg. 3 hours 57 minutes

                                                            Price per night from

                                                            $195

                                                            (16) Excellent 

                                                              11

                                                              Charming Bungalow, an independent unit with private entrance and bath.

                                                              Southwest Gulf Coast / Naples

                                                              Naples b&b

                                                              2 min stay varies

                                                              • sleeps 2
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 5 mi
                                                              • Air conditioning
                                                              1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match
                                                              “Quiet and Green!” Karen's place is so very quiet, beautiful and charismatic! We felt like we were in the jungle yet in the middle of old Naples! There is another rental there but Karen's home office is in-between the two areas. The most wonderful aspe

                                                              Price per night from

                                                              $98

                                                              Responds fast!
                                                              avg. 1 hour 26 minutes

                                                              Price per night from

                                                              $98

                                                              (5) Excellent 

                                                                16

                                                                Beach House! Beautiful 5 Bdrm Sleeps 10. A few blocks to Beach

                                                                Southwest Gulf Coast / Naples

                                                                Naples house

                                                                5 10 min stay varies

                                                                • 5 bedrooms
                                                                • sleeps 10
                                                                • min stay varies
                                                                • Nearest beach 1 mi
                                                                • Swimming pool
                                                                • Child Friendly
                                                                1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                                Price per night from

                                                                $258

                                                                Responds fast!
                                                                avg. 1 hour 23 minutes

                                                                Price per night from

                                                                $258

                                                                (1) Excellent 

                                                                  46

                                                                  Golfer's Paradise/Naples Esplanade Golf & Country Club! 3/3 Pool/Spa 16th Green

                                                                  Southwest Gulf Coast / Naples

                                                                  Naples house

                                                                  3 6 30 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 30 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning
                                                                  1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                                  Price per night from

                                                                  $167

                                                                  Responds fast!
                                                                  avg. 41 minutes

                                                                  Price per night from

                                                                  $167

                                                                  (8) Excellent 

                                                                    53

                                                                    LUXURY RENTALS | NAPLES MERMAID COTTAGE

                                                                    Southwest Gulf Coast / Naples

                                                                    Naples house

                                                                    5 10 min stay varies

                                                                    • 5 bedrooms
                                                                    • sleeps 10
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match
                                                                    “Family reunion” Eight adults and four children had more than enough room in the Mermaid Cottage. We all fit around the table for meals and visiting. With two spacious living rooms the children could play and the adults could visit without complaint.

                                                                    Price per night from

                                                                    $916

                                                                    Price per night from

                                                                    $916

                                                                      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
                                                                      1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                                      Price per night from

                                                                      $196

                                                                      Price per night from

                                                                      $196

                                                                        21

                                                                        Island Retreat at Lely

                                                                        Naples / Lely Resort

                                                                        Naples villa

                                                                        3 8 14 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • 14 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                                        Price per night from

                                                                        $196

                                                                        Responds fast!
                                                                        avg. 1 hour 6 minutes

                                                                        Price per night from

                                                                        $196

                                                                          25

                                                                          Gorgeous 3 bdrm, 2 ba Home at Treviso Bay, Naples

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples house

                                                                          3 8 30 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • 30 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 8 mi
                                                                          • Swimming pool
                                                                          1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                                          Price per night from

                                                                          $287

                                                                          Price per night from

                                                                          $287

                                                                          (4) Excellent 

                                                                            24

                                                                            Casa Napoletana 4 bedrooms, 3bath, private pool, spa & lake view, 8 people max

                                                                            Southwest Gulf Coast / Naples

                                                                            Naples villa

                                                                            4 8 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 10 mi
                                                                            • Swimming pool
                                                                            1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                                            Price per night from

                                                                            $229

                                                                            Price per night from

                                                                            $229

                                                                              47

                                                                              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
                                                                              1 of 3 match: Rental types, Garden, Jacuzzi or hot tub 1 of 3 filters match

                                                                              Price per night from

                                                                              $287

                                                                              Responds fast!
                                                                              avg. 37 minutes

                                                                              Price per night from

                                                                              $287