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311 condos

(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 Beach or lakeside relaxation All filters match

    Price per night from

    $122

    Responds fast!
    avg. 18 minutes

    Price per night from

    $122

    (3) Very Good 

      4

      Olde Naples, Great location, 1 mile from beach

      Naples / Naples Beach

      Naples condo

      1 3 14 nights min

      • 1 bedroom
      • sleeps 3
      • 14 nights min
      • Beach / lakeside relaxation
      • Nearest beach 2 mi
      • Swimming pool
      Match: Rental types Garden Beach or lakeside relaxation All filters match

      Price per night from

      $271

      Price per night from

      $271

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

      (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, Beach or lakeside relaxation 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

        $416

        Price per night from

        $416

        (1) Excellent 

          30

          Old Naples' Royal Palm Cottage Walk to Beach and F

          Southwest Gulf Coast / Naples

          Naples house

          5 10 min stay varies

          • 5 bedrooms
          • sleeps 10
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 0.8 mi
          • Swimming pool
          1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

          Price per night from

          $530

          Responds fast!
          avg. 27 minutes

          Price per night from

          $530

            10

            OLDE NAPLES - WALK to BEACH - Restaurants - ENTERTAINMENT

            Southwest Gulf Coast / Naples

            Naples apartment

            1 2 30 nights min

            • 1 bedroom
            • sleeps 2
            • 30 nights min
            • Beach / lakeside relaxation
            • Swimming pool
            • Car not necessary
            1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

            Price per night from

            $49

            Price per night from

            $49

            (9) Excellent 

              31

              Newest Naples' Downtown Enclave -Naples Bay Resort

              Southwest Gulf Coast / Naples

              Naples hotel apartment

              2 5 6 nights min

              • 2 bedrooms
              • sleeps 5
              • 6 nights min
              • Beach / lakeside relaxation
              • Swimming pool
              • Child Friendly
              1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
              “Excellent and georgeous Place!” Dear Anna and Bob, Many thanks for an unbelievable experience we could enjoy in your gorgeous apartement! Right from the first inquiry you made us feel highly welcome and provide more than the "normal" set of informatio

              Price per night from

              $207

              Price per night from

              $207

              (1) Excellent 

                29

                Naples Glen Eagle Golf Course Outstanding Condo with Sunset Views

                Southwest Gulf Coast / Naples

                Naples apartment

                2 6 30 nights min

                • 2 bedrooms
                • sleeps 6
                • 30 nights min
                • Beach / lakeside relaxation
                • Nearest beach 6 mi
                • Swimming pool
                1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                Price per night from

                $133

                Price per night from

                $133

                  37

                  Amazing Location in Naples Florida

                  Southwest Gulf Coast / Naples

                  Naples apartment

                  2 6 min stay varies

                  • 2 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Nearest beach 8 mi
                  • Swimming pool
                  1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                  Price per night from

                  $92

                  Price per night from

                  $92

                    16

                    Paradise at the Strand

                    Southwest Gulf Coast / Naples

                    Naples condo

                    3 6 14 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 14 nights min
                    • Beach / lakeside relaxation
                    2 of 3 match: Garden, Rental types, Beach or lakeside relaxation 2 of 3 filters match

                    Price per night from

                    $164

                    Price per night from

                    $164

                    (15) Excellent 

                      24

                      Magnificent Pool Home Close to Beach and Downtown

                      Southwest Gulf Coast / Naples

                      Naples house

                      4 8 min stay varies

                      • 4 bedrooms
                      • sleeps 8
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Swimming pool
                      • Child Friendly
                      1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
                      “Will be back !” This was our second stay at this wonderful house - we loved it so much we are planning our vacation next year around it's availability ! Our thanks to all involved for making sure we had a terrific vacation. We travel a lot and I have

                      Price per night from

                      $195

                      Price per night from

                      $195

                      (4) Excellent 

                        26

                        Waterfront, prime Location in Naples, Royal Harbor

                        Southwest Gulf Coast / Naples

                        Naples house

                        3 5 7 nights min

                        • 3 bedrooms
                        • sleeps 5
                        • 7 nights min
                        • Beach / lakeside relaxation
                        • Ask about children
                        • Air conditioning
                        1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
                        “Lovely House” We stayed here for over a week for our first trip to Naples with our 3 small children. This house is in a lovely neighbourhood with a beautiful view of the water from the pool which meant we struggled to leave at all ! It was very clean

                        Price per night from

                        $314

                        Price per night from

                        $314

                        (9) Excellent 

                          19

                          Charming Home on Southwestern Lake Close to Beach

                          Southwest Gulf Coast / Naples

                          Naples house

                          4 8 min stay varies

                          • 4 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child Friendly
                          1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
                          “Naples House” This 4 bedroom was perfect for our family. The pool and lanai were beautiful- gorgeous sunsets. The house has a great layout and most everything you'll need. The beach is a little bit of a drive.

                          Price per night from

                          $195

                          Price per night from

                          $195

                          (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, Beach or lakeside relaxation 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

                              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, Beach or lakeside relaxation 1 of 3 filters match

                              Price per night from

                              $144

                              Responds fast!
                              avg. 1 hour 6 minutes

                              Price per night from

                              $144

                              (5) Excellent 

                                91

                                2 storey Naples home with screened pool, sleeps 10

                                Southwest Gulf Coast / Naples

                                Naples house

                                4 10 30 nights min

                                • 4 bedrooms
                                • sleeps 10
                                • 30 nights min
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child Friendly
                                1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
                                “Great Winter respite” This home was clean and very well equipped. The lanai and pool were lovely. A man made lake at the back of the property made for great fishing. We shared the home with 2 other "active adult" couples with room to spare. The ow

                                Price per night from

                                $198

                                Price per night from

                                $198

                                  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, Beach or lakeside relaxation 1 of 3 filters match

                                  Price per night from

                                  $196

                                  Responds fast!
                                  avg. 1 hour 6 minutes

                                  Price per night from

                                  $196

                                  (2) Excellent 

                                    51

                                    Waterfront Mansion Luxury House Hot Tub Pools.

                                    Naples / Naples Beach

                                    Naples villa

                                    5 14 min stay varies

                                    • 5 bedrooms
                                    • sleeps 14
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child Friendly
                                    1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                                    Price per night from

                                    $686

                                    Responds fast!
                                    avg. 1 hour 18 minutes

                                    Price per night from

                                    $686

                                      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, Beach or lakeside relaxation 2 of 3 filters match

                                      Price per night from

                                      $138

                                      Responds fast!
                                      avg. 47 minutes

                                      Price per night from

                                      $138

                                        39

                                        Beautiful Clean Condo, 2 Bed 2 Bath view of the bay, beach accross the street

                                        Southwest Gulf Coast / Naples

                                        Naples condo

                                        2 4 min stay varies

                                        • 2 bedrooms
                                        • sleeps 4
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0 mi
                                        • Swimming pool
                                        2 of 3 match: Garden, Rental types, Beach or lakeside relaxation 2 of 3 filters match

                                        Price per night from

                                        $153

                                        Price per night from

                                        $153

                                        (7) Very Good 

                                          16

                                          Sweet Bungalow, an independent unit with private entrance, bath, parking.

                                          Southwest Gulf Coast / Naples

                                          Naples bungalow

                                          1 2 2 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 2 nights min
                                          • Beach / lakeside relaxation
                                          • Air conditioning
                                          • Ask about pets
                                          1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                                          Price per night from

                                          $79

                                          Responds fast!
                                          avg. 1 hour 26 minutes

                                          Price per night from

                                          $79

                                          (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, Beach or lakeside relaxation 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

                                            $97

                                            Responds fast!
                                            avg. 1 hour 26 minutes

                                            Price per night from

                                            $97

                                              19

                                              Naples Luxury Condo at Naples Bay Resort Shop Dine

                                              Southwest Gulf Coast / Naples

                                              Naples apartment

                                              2 6 6 nights min

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

                                              Price per night from

                                              $228

                                              Price per night from

                                              $228

                                              (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
                                                1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
                                                “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.

                                                Price per night from

                                                $81

                                                Price per night from

                                                $81

                                                  84

                                                  Newly Renovated Condo in Naples

                                                  Southwest Gulf Coast / Naples

                                                  Naples apartment

                                                  3 6 30 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 30 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 2 mi
                                                  • Swimming pool
                                                  1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                                                  Price per night from

                                                  $172

                                                  Price per night from

                                                  $172

                                                  (11) Very Good 

                                                    31

                                                    Villa North Naples Florida United States

                                                    Naples / Vanderbilt Beach Area

                                                    Naples house

                                                    4 8 7 nights min

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • 7 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 4 mi
                                                    • Swimming pool
                                                    1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
                                                    “Excellent vacation in Naples” The villa in Naples was very comfortable, clean and good situated. We could really recommend this villa. Also the contact with the host was very friedly and we had all information for a good holiday.

                                                    Price per night from

                                                    $213

                                                    Price per night from

                                                    $213

                                                      18

                                                      Stunning : S / Facing Solar Pool & Lake View.

                                                      Southwest Gulf Coast / Naples

                                                      Naples villa

                                                      4 8 7 nights min

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • 7 nights min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 2 mi
                                                      • Swimming pool
                                                      1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                                                      Price per night from

                                                      $186

                                                      Price per night from

                                                      $186

                                                      (10) Very Good 

                                                        20

                                                        Vanderbilt Breeze Villa-Walk to Beach-Private pool

                                                        Southwest Gulf Coast / Naples

                                                        Naples house

                                                        3 6 3 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 3 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0.5 mi
                                                        • Swimming pool
                                                        1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
                                                        “Beautiful home, superb location, can't until next year!” We lived in Naples 6 years ago, moved back to the Midwest and continue to visit every year. This was the first home rental and we hope to make it our annual stop. It was the perfect home for ou

                                                        Price per night from

                                                        $258

                                                        Price per night from

                                                        $258

                                                          14

                                                          WESTLAKE VILLA

                                                          Naples / Naples Beach

                                                          Naples villa

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child Friendly
                                                          1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                                                          Price per night from

                                                          $189

                                                          Responds fast!
                                                          avg. 1 hour 6 minutes

                                                          Price per night from

                                                          $189

                                                            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, Beach or lakeside relaxation 2 of 3 filters match

                                                            Price per night from

                                                            $340

                                                            Price per night from

                                                            $340

                                                            (11) Very Good 

                                                              35

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

                                                              Southwest Gulf Coast / Naples

                                                              Naples house

                                                              4 9 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 9
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly
                                                              1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match
                                                              “Fab House, Fab Stay , Naples Great as ever.” We know Naples of old. What made our stay this time, was the fab Catterbox Cottage, great location, the right feel, the right decor and luxury level of comfort and facilities. Using a UK expression, the h

                                                              Price per night from

                                                              $466

                                                              Responds fast!
                                                              avg. 27 minutes

                                                              Price per night from

                                                              $466

                                                              (1) Excellent 

                                                                34

                                                                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
                                                                1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                                                                Price per night from

                                                                $113

                                                                Price per night from

                                                                $113

                                                                (1) Excellent 

                                                                  21

                                                                  Cascada at Fiddler's Creek - resort lifestyle

                                                                  Southwest Gulf Coast / Naples

                                                                  Naples condo

                                                                  3 6 30 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 30 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Suitable for children age 5+
                                                                  • Air conditioning
                                                                  2 of 3 match: Garden, Rental types, Beach or lakeside relaxation 2 of 3 filters match

                                                                  Price per night from

                                                                  $228

                                                                  Responds fast!
                                                                  avg. 3 hours 8 minutes

                                                                  Price per night from

                                                                  $228

                                                                  (2) Very Good 

                                                                    9

                                                                    Beach House! Gorgeous - one mile from beach

                                                                    Southwest Gulf Coast / Naples

                                                                    Naples house

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                                                                    Price per night from

                                                                    $256

                                                                    Responds fast!
                                                                    avg. 1 hour 23 minutes

                                                                    Price per night from

                                                                    $256

                                                                    (1) Excellent 

                                                                      23

                                                                      ESCAPE THE COLD AND SNOW IN NAPLES FL

                                                                      Southwest Gulf Coast / Naples

                                                                      Naples condo

                                                                      2 2 30 nights min

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

                                                                      Price per night from

                                                                      $108

                                                                      Responds fast!
                                                                      avg. 2 hours 52 minutes

                                                                      Price per night from

                                                                      $108

                                                                      (2) Average 

                                                                        19

                                                                        Coquina Cove

                                                                        Naples / Naples Beach

                                                                        Naples condo

                                                                        2 5 14 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 5
                                                                        • 14 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        2 of 3 match: Garden, Rental types, Beach or lakeside relaxation 2 of 3 filters match

                                                                        Price per night from

                                                                        $171

                                                                        Price per night from

                                                                        $171

                                                                          7

                                                                          Vanderbilt Beach Condominium

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples apartment

                                                                          2 4 30 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 30 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0 mi
                                                                          • Swimming pool
                                                                          1 of 3 match: Rental types, Garden, Beach or lakeside relaxation 1 of 3 filters match

                                                                          Price per night from

                                                                          $182

                                                                          Price per night from

                                                                          $182

                                                                            21

                                                                            Newly Remodeled with Bundled Golf in Treviso Bay

                                                                            Southwest Gulf Coast / Naples

                                                                            Naples condo

                                                                            2 6 1 night min

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • 1 night min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 13 mi
                                                                            • Swimming pool
                                                                            2 of 3 match: Garden, Rental types, Beach or lakeside relaxation 2 of 3 filters match

                                                                            Price per night from

                                                                            $161

                                                                            Price per night from

                                                                            $161

                                                                              24

                                                                              Great Value! 3rd Floor End Unit

                                                                              Southwest Gulf Coast / Naples

                                                                              Naples condo

                                                                              2 4 30 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 30 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Air conditioning
                                                                              2 of 3 match: Garden, Rental types, Beach or lakeside relaxation 2 of 3 filters match

                                                                              Price per night from

                                                                              $115

                                                                              Price per night from

                                                                              $115