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52 cottages

(1) Excellent 

    14

    One Block to the Beach

    Southwest Gulf Coast / Naples

    Naples cottage

    3 6 6 nights min

    • 3 bedrooms
    • sleeps 6
    • 6 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly
    Match: Rental types Walking trips All filters match

    Price per night from

    $285

    Price per night from

    $285

      12

      One Bedroom Cottage in Marco Naples Resort

      Southwest Gulf Coast / Naples

      Naples cottage

      1 4 min stay varies

      • 1 bedroom
      • sleeps 4
      • min stay varies
      • Ask about children
      • Air conditioning
      Match: Rental types Walking trips All filters match

      Price per night from

      $100

      Price per night from

      $100

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

        26

        Gated community home w/private pool, community amenities - near golfing & 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
        1 of 2 match: Rental types, Walking trips 1 of 2 filters match

        Price per night from

        $175

        Responds fast!
        avg. 1 hour 22 minutes

        Price per night from

        $175

          29

          NEW LISTING! Quaint condo in the heart of Old Naples w/ a shared pool!

          Southwest Gulf Coast / Naples

          Naples condo

          2 4 min stay varies

          • 2 bedrooms
          • sleeps 4
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Car not necessary
          1 of 2 match: Rental types, Walking trips 1 of 2 filters match

          Price per night from

          $157

          Responds fast!
          avg. 1 hour 22 minutes

          Price per night from

          $157

          (1) Excellent 

            34

            Sunset Hide-A-Way South (If booked check out Sunset Hide-A-Way North)

            Southwest Gulf Coast / Naples

            Naples house

            2 5 2 nights min

            • 2 bedrooms
            • sleeps 5
            • 2 nights min
            • Nearest beach 30 mi
            • Child Friendly
            • Air conditioning
            1 of 2 match: Rental types, Walking trips 1 of 2 filters match

            Price per night from

            $126

            Responds fast!
            avg. 1 hour 20 minutes

            Price per night from

            $126

              24

              NEW! High-End Naples Condo w/ Pool - Walk to Beach!

              Southwest Gulf Coast / Naples

              Naples condo

              1 4 min stay varies

              • 1 bedroom
              • sleeps 4
              • min stay varies
              • Swimming pool
              • Child Friendly
              • Air conditioning
              1 of 2 match: Rental types, Walking trips 1 of 2 filters match

              Price per night from

              $63

              Responds fast!
              avg. 8 minutes

              Price per night from

              $63

                25

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

                Southwest Gulf Coast / Naples

                Naples house

                3 6 7 nights min

                • 3 bedrooms
                • sleeps 6
                • 7 nights min
                • Swimming pool
                • Child Friendly
                • Car not necessary
                1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                Price per night from

                $112

                Responds fast!
                avg. 1 hour 22 minutes

                Price per night from

                $112

                  32

                  Naples, FLorida Villa with a Pool

                  Southwest Gulf Coast / Naples

                  Naples villa

                  3 5 120 nights min

                  • 3 bedrooms
                  • sleeps 5
                  • 120 nights min
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Ask about children
                  1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                  Price per night from

                  $183

                  Responds fast!
                  avg. 2 hours 0 minutes

                  Price per night from

                  $183

                    30

                    NEW! Renovated Studio, Walk to Naples Pier & Beach

                    Southwest Gulf Coast / Naples

                    Naples studio

                    Studio 4 min stay varies

                    • Studio
                    • sleeps 4
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning
                    1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                    Price per night from

                    $126

                    Responds fast!
                    avg. 17 minutes

                    Price per night from

                    $126

                      24

                      NEW! Naples Resort Condo w/ Golf Cart+Pool Access!

                      Southwest Gulf Coast / Naples

                      Naples condo

                      3 7 30 nights min

                      • 3 bedrooms
                      • sleeps 7
                      • 30 nights min
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning
                      1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                      Price per night from

                      $143

                      Responds fast!
                      avg. 8 minutes

                      Price per night from

                      $143

                        29

                        Superb Naples Home w/Den & Private Saltwater Pool!

                        Southwest Gulf Coast / Naples

                        Naples house

                        3 8 min stay varies

                        • 3 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning
                        1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                        Price per night from

                        $286

                        Responds fast!
                        avg. 8 minutes

                        Price per night from

                        $286

                        (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 2 match: Rental types, Walking trips 1 of 2 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

                          $71

                          Price per night from

                          $71

                            20

                            Sunset Hide A Way West in Paradise

                            Southwest Gulf Coast / Naples

                            Naples guest house

                            1 2 2 nights min

                            • 1 bedroom
                            • sleeps 2
                            • 2 nights min
                            • Child Friendly
                            1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                            Price per night from

                            $109

                            Responds fast!
                            avg. 1 hour 20 minutes

                            Price per night from

                            $109

                            (3) Very Good 

                              39

                              Chic Naples Villa With Private Pool

                              Southwest Gulf Coast / Naples

                              Naples villa

                              3 6 6 nights min

                              • 3 bedrooms
                              • sleeps 6
                              • 6 nights min
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning
                              1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                              Price per night from

                              $189

                              Price per night from

                              $189

                                21

                                LUXURY RENTALS | Royal Palm Beach House & Cottage

                                Southwest Gulf Coast / Naples

                                Naples house

                                5 10 min stay varies

                                • 5 bedrooms
                                • sleeps 10
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child Friendly
                                1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                Price per night from

                                $913

                                Price per night from

                                $913

                                  24

                                  Olde Naples Vacation Home

                                  Southwest Gulf Coast / Naples

                                  Naples house

                                  3 8 30 nights min

                                  • 3 bedrooms
                                  • sleeps 8
                                  • 30 nights min
                                  • Swimming pool
                                  • Child Friendly
                                  • Air conditioning
                                  1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                  Price per night from

                                  $337

                                  Responds fast!
                                  avg. 2 hours 21 minutes

                                  Price per night from

                                  $337

                                  (2) Excellent 

                                    20

                                    2nd Floor 2BD Falling Waters Beach Resort NaplesFL

                                    Southwest Gulf Coast / Naples

                                    Naples condo

                                    2 5 30 nights min

                                    • 2 bedrooms
                                    • sleeps 5
                                    • 30 nights min
                                    • Ask about children
                                    • Air conditioning
                                    1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                    Price per night from

                                    $54

                                    Price per night from

                                    $54

                                      38

                                      Naples Resort and Golf option Condo in beautiful Treviso Bay

                                      Southwest Gulf Coast / Naples

                                      Naples condo

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Child Friendly
                                      • Air conditioning
                                      1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                      Price per night from

                                      $134

                                      Responds fast!
                                      avg. 1 hour 13 minutes

                                      Price per night from

                                      $134

                                      (1) Excellent 

                                        26

                                        NEW! Naples Home - Outdoor Kitchen & Private Pool!

                                        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 2 match: Rental types, Walking trips 1 of 2 filters match

                                        Price per night from

                                        $200

                                        Responds fast!
                                        avg. 17 minutes

                                        Price per night from

                                        $200

                                        (1) Very Good 

                                          22

                                          Golf Course Condo with view of fairways and golf

                                          Southwest Gulf Coast / Naples

                                          Naples condo

                                          2 4 30 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 30 nights min
                                          • Swimming pool
                                          • Ask about children
                                          • Air conditioning
                                          1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                          Price per night from

                                          $137

                                          Responds fast!
                                          avg. 2 hours 48 minutes

                                          Price per night from

                                          $137

                                            23

                                            Private Villa In A Gorgeous Gated Community

                                            Southwest Gulf Coast / Naples

                                            Naples villa

                                            3 7 7 nights min

                                            • 3 bedrooms
                                            • sleeps 7
                                            • 7 nights min
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning
                                            1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                            Price per night from

                                            $180

                                            Price per night from

                                            $180

                                              33

                                              Sunset Hide A Way North in Paradise

                                              Southwest Gulf Coast / Naples

                                              Naples guest house

                                              2 5 2 nights min

                                              • 2 bedrooms
                                              • sleeps 5
                                              • 2 nights min
                                              • Nearest beach 10 mi
                                              • Child Friendly
                                              • Air conditioning
                                              1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                              Price per night from

                                              $109

                                              Responds fast!
                                              avg. 1 hour 20 minutes

                                              Price per night from

                                              $109

                                              (12) Excellent 

                                                17

                                                Greenlinks at Lely Resort, Naples FL

                                                Southwest Gulf Coast / Naples

                                                Naples condo

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Ask about children
                                                • Air conditioning
                                                1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                Price per night from

                                                $92

                                                Price per night from

                                                $92

                                                  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
                                                  1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                  Price per night from

                                                  $67

                                                  Price per night from

                                                  $67

                                                  (6) Excellent 

                                                    13

                                                    Beautiful New Home In Lely Resort Community !!

                                                    Southwest Gulf Coast / Naples

                                                    Naples townhouse

                                                    3 7 7 nights min

                                                    • 3 bedrooms
                                                    • sleeps 7
                                                    • 7 nights min
                                                    • Ask about children
                                                    • Air conditioning
                                                    1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                    Price per night from

                                                    $143

                                                    Price per night from

                                                    $143

                                                    (1) Excellent 

                                                      28

                                                      Golf Naples Fall 2019–Reserve now!!

                                                      Southwest Gulf Coast / Naples

                                                      Naples condo

                                                      2 4 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Nearest beach 5 mi
                                                      • Swimming pool
                                                      • Air conditioning
                                                      1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                      Price per night from

                                                      $69

                                                      Responds fast!
                                                      avg. 1 hour 20 minutes

                                                      Price per night from

                                                      $69

                                                      (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
                                                        1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                        Price per night from

                                                        $123

                                                        Responds fast!
                                                        avg. 17 minutes

                                                        Price per night from

                                                        $123

                                                        (7) Excellent 

                                                          24

                                                          2 Bedroom ground floor Villa in Glades Golf club

                                                          Southwest Gulf Coast / Naples

                                                          Naples villa

                                                          2 6 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 7 nights min
                                                          • Swimming pool
                                                          • Ask about children
                                                          • Air conditioning
                                                          1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                          Price per night from

                                                          $99

                                                          Price per night from

                                                          $99

                                                            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 2 match: Rental types, Walking trips 1 of 2 filters match

                                                            Price per night from

                                                            $96

                                                            Price per night from

                                                            $96

                                                            (1) Excellent 

                                                              24

                                                              The Sanctuary On The Water - Naples

                                                              Southwest Gulf Coast / Naples

                                                              Naples house

                                                              4 15 1 night min

                                                              • 4 bedrooms
                                                              • sleeps 15
                                                              • 1 night min
                                                              • Child Friendly
                                                              • Pet Friendly
                                                              1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                              Price per night from

                                                              $309

                                                              Price per night from

                                                              $309

                                                                31

                                                                Luxury Regatta Condo w/Priv. Deck, Pool, Beach

                                                                Southwest Gulf Coast / Naples

                                                                Naples condo

                                                                3 6 7 nights min

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • 7 nights min
                                                                • Beach / lakeside relaxation
                                                                • Swimming pool
                                                                • Child Friendly
                                                                1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                                Price per night from

                                                                $406

                                                                Price per night from

                                                                $406

                                                                (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 2 match: Rental types, Walking trips 1 of 2 filters match

                                                                  Price per night from

                                                                  $194

                                                                  Responds fast!
                                                                  avg. 3 hours 57 minutes

                                                                  Price per night from

                                                                  $194

                                                                    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
                                                                    1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                                    Price per night from

                                                                    $77

                                                                    Price per night from

                                                                    $77

                                                                    (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 2 match: Rental types, Walking trips 1 of 2 filters match

                                                                      Price per night from

                                                                      $228

                                                                      Price per night from

                                                                      $228

                                                                      (6) Very Good 

                                                                        20

                                                                        Naples, Florida Tennis & Beach Getaway -- Condo

                                                                        Southwest Gulf Coast / Naples

                                                                        Naples condo

                                                                        2 6 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Ask about children
                                                                        • Air conditioning
                                                                        1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                                        Price per night from

                                                                        $146

                                                                        Price per night from

                                                                        $146

                                                                        (6) Very Good 

                                                                          23

                                                                          NAPLES/VANDERBILT BEACH WATERFRONT/POOL HOME, JANUARY 2019 SPECIAL!

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples house

                                                                          3 7 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 7
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 2 mi
                                                                          • Swimming pool
                                                                          1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                                          Price per night from

                                                                          $263

                                                                          Responds fast!
                                                                          avg. 1 hour 3 minutes

                                                                          Price per night from

                                                                          $263

                                                                          (10) Very Good 

                                                                            53

                                                                            New 5BA,3BA, Den, Pool, Close To Beach

                                                                            Southwest Gulf Coast / Naples

                                                                            Naples house

                                                                            4 10 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 10
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 5 mi
                                                                            • Swimming pool
                                                                            1 of 2 match: Rental types, Walking trips 1 of 2 filters match
                                                                            “Perfect home for a family vacation!” The house is located in a very nice neighborhood and only a ten minute drive away from the beach. Restaurants and Shops are close by. The living/cooking area is a great cozy place to meet. You can easily access an

                                                                            Price per night from

                                                                            $172

                                                                            Price per night from

                                                                            $172

                                                                              36

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

                                                                              Southwest Gulf Coast / Naples

                                                                              Naples house

                                                                              4 10 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • min stay varies
                                                                              • Nearest beach 16 mi
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              1 of 2 match: Rental types, Walking trips 1 of 2 filters match

                                                                              Price per night from

                                                                              $160

                                                                              Price per night from

                                                                              $160