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4,071 Houses

(4) Excellent 

    66

    **Sleeps 8! Across the street from beach!** located in Captain's Bay North

    Fort Myers Beach / Estero Island

    Fort Myers Beach condo

    3 8 min stay varies

    • 3 bedrooms
    • sleeps 8
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 0.1 mi
    • Swimming pool

    Price per night from

    $161

    Responds fast!
    avg. 2 hours 33 minutes

    Price per night from

    $161

    (3) Excellent 

      10

      Coconut Cottage & Pool, 5 houses from the BEACH!

      Fort Myers Beach / Estero Island

      Fort Myers Beach house

      2 8 7 nights min

      • 2 bedrooms
      • sleeps 8
      • 7 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Child Friendly

      Price per night from

      $344

      Price per night from

      $344

      (6) Very Good 

        53

        Poinciana, pet friendly no steps 4 min walk/ one block and half to beach

        Fort Myers Beach / Estero Island

        Fort Myers Beach house

        3 8 min stay varies

        • 3 bedrooms
        • sleeps 8
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 0.152 mi
        • Swimming pool

        Price per night from

        $218

        Responds fast!
        avg. 26 minutes

        Price per night from

        $218

          10

          Gulf Front Fort Myers Beach, FL Condo

          Fort Myers Beach / Estero Island

          Fort Myers Beach condo

          1 4 7 nights min

          • 1 bedroom
          • sleeps 4
          • 7 nights min
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $160

          Price per night from

          $160

            26

            Estero Beach & Tennis Club

            Fort Myers Beach / Estero Island

            Fort Myers Beach condo

            1 4 7 nights min

            • 1 bedroom
            • sleeps 4
            • 7 nights min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child Friendly

            Price per night from

            $110

            Responds fast!
            avg. 3 hours 13 minutes

            Price per night from

            $110

            (11) Very Good 

            Certificate of Excellence

              25

              Lovers Key Beach Club #404

              Fort Myers Beach / Estero Island

              Fort Myers Beach condo

              1 4 6 nights min

              • 1 bedroom
              • sleeps 4
              • 6 nights min
              • Beach / lakeside relaxation
              • Swimming pool
              • Child Friendly
              “Great place!” As advertised! The apartment has a great view over the bay were you can see the dolphins roaming around. Enjoy the pelicans perching in the marina and fishing in the calm waters. The balcony was perfect in the early mornings for having a

              Certificate of Excellence

              Price per night from

              $344

              Responds fast!
              avg. 2 hours 28 minutes

              Price per night from

              $344

              (1) Excellent 

                10

                Palm View Beach Cabana

                Fort Myers Beach / Estero Island

                Fort Myers Beach house

                1 4 3 nights min

                • 1 bedroom
                • sleeps 4
                • 3 nights min
                • Beach / lakeside relaxation
                • Child Friendly
                • Car not necessary

                Price per night from

                $109

                Responds fast!
                avg. 26 minutes

                Price per night from

                $109

                (5) Excellent 

                  34

                  Upscale 2 Bed/2 Bath Condo - Steps to the Beach

                  Fort Myers Beach / Estero Island

                  Fort Myers Beach condo

                  2 4 min stay varies

                  • 2 bedrooms
                  • sleeps 4
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Nearest beach 0.1 mi
                  • Swimming pool

                  Price per night from

                  $91

                  Responds fast!
                  avg. 3 hours 54 minutes

                  Price per night from

                  $91

                    38

                    The Beach House

                    Fort Myers Beach / Estero Island

                    Fort Myers Beach condo

                    2 6 3 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 3 nights min
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $401

                    Responds fast!
                    avg. 2 hours 41 minutes

                    Price per night from

                    $401

                    (6) Excellent 

                      25

                      Widgeon Cottage. Heated pool/spa. Amazing resort! Registration #: 19-0175

                      Fort Myers Beach / Estero Island

                      Fort Myers Beach house

                      3 6 5 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 5 nights min
                      • Beach / lakeside relaxation
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $264

                      Responds fast!
                      avg. 1 hour 20 minutes

                      Price per night from

                      $264

                      (1) Excellent 

                        35

                        The Calmest Place In FMB- Wendy

                        Fort Myers Beach / Estero Island

                        Fort Myers Beach house

                        3 6 1 night min

                        • 3 bedrooms
                        • sleeps 6
                        • 1 night min
                        • Beach / lakeside relaxation
                        • Nearest beach 0.3 mi
                        • Swimming pool

                        Price per night from

                        $343

                        Responds fast!
                        avg. 3 hours 24 minutes

                        Price per night from

                        $343

                        (12) Very Good 

                          30

                          Twins Wendy+Barbie

                          Fort Myers Beach / Estero Island

                          Fort Myers Beach house

                          6 12 1 night min

                          • 6 bedrooms
                          • sleeps 12
                          • 1 night min
                          • Beach / lakeside relaxation
                          • Nearest beach 0 mi
                          • Swimming pool

                          Price per night from

                          $400

                          Responds fast!
                          avg. 3 hours 24 minutes

                          Price per night from

                          $400

                          Great rentals within 20 miles that match your search

                          Distance approx 18.52 km from Estero Island

                            11

                            LUXURY RENTALS ~Sand Dollar Beach House~Close to down town, beach and shopping

                            Southwest Gulf Coast / Naples

                            Naples house

                            3 6 min stay varies

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

                            Price per night from

                            $455

                            Price per night from

                            $455

                            Distance approx 1.71 km from Estero Island Show on Map

                            (4) Excellent 

                            Certificate of Excellence

                              17

                              Direct Gulf Front on Fort Myers Beach - Free WiFi

                              Southwest Gulf Coast / Fort Myers Beach

                              Fort Myers Beach condo

                              1 2 7 nights min

                              • 1 bedroom
                              • sleeps 2
                              • 7 nights min
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly

                              Certificate of Excellence

                              Price per night from

                              $89

                              Price per night from

                              $89

                              Distance approx 13.76 km from Estero Island

                                24

                                NEW! 3BR Naples Home w/Private Pool!

                                Southwest Gulf Coast / Naples

                                Naples house

                                3 6 4 nights min

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

                                Price per night from

                                $223

                                Responds fast!
                                avg. 40 minutes

                                Price per night from

                                $223

                                Distance approx 5.83 km from Estero Island

                                (12) Excellent 

                                  20

                                  Beautiful pool home on cull de sac with fenced side yard for pets

                                  Southwest Gulf Coast / Fort Myers

                                  Fort Myers house

                                  3 6 5 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 5 nights min
                                  • Swimming pool
                                  • Child Friendly
                                  • Air conditioning
                                  “A Beautiful Home” My family and I as well as our little dog stay a week in this beautiful home. Everything was clean and bright. The pool was wonderful on those hot Florida days, I don't think we could have managed it with out it! Very private, no one

                                  Price per night from

                                  $114

                                  Price per night from

                                  $114

                                  Distance approx 9.05 km from Estero Island

                                    16

                                    CONDO FOR SNOW BIRDS - FLORIDA GULF COAST

                                    Florida / Biggar

                                    Biggar condo

                                    1 2 min stay varies

                                    • 1 bedroom
                                    • sleeps 2
                                    • min stay varies
                                    • Swimming pool
                                    • Air conditioning
                                    • Pet Friendly

                                    Price per night from

                                    $46

                                    Price per night from

                                    $46

                                    Distance approx 7.89 km from Estero Island

                                    (12) Excellent 

                                      19

                                      Villa with pool on lake

                                      Southwest Gulf Coast / Estero

                                      Estero villa

                                      3 6 min stay varies

                                      • 3 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 10 mi
                                      • Swimming pool

                                      Price per night from

                                      $156

                                      Price per night from

                                      $156

                                      Distance approx 18.02 km from Estero Island

                                      (12) Very Good 

                                        39

                                        Captiva Bayfront 4 bedroom/4 bath, boat dock, pool

                                        Southwest Gulf Coast / Captiva Island

                                        Captiva Island house

                                        4 8 7 nights min

                                        • 4 bedrooms
                                        • sleeps 8
                                        • 7 nights min
                                        • Beach / lakeside relaxation
                                        • Swimming pool
                                        • Child Friendly
                                        “Most amazing vacation on Captiva Island!” We had a great time on Captiva Island. We have stayed there several times, but this time we chose to stay at this private home on the bay. My husband and I were relaxed and the kids had plenty of room to run

                                        Price per night from

                                        $813

                                        Price per night from

                                        $813

                                        Distance approx 18.12 km from Estero Island

                                        (1) Excellent 

                                          25

                                          Totally updated. New kitchen and baths.

                                          Southwest Gulf Coast / Captiva Island

                                          Captiva Island house

                                          3 6 7 nights min

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

                                          Price per night from

                                          $310

                                          Price per night from

                                          $310

                                          Distance approx 8.91 km from Estero Island

                                          (4) Excellent 

                                            21

                                            3BR/2BA Luxury Condo - Direct Gulf Front

                                            Southwest Gulf Coast / Sanibel Island

                                            Sanibel Island apartment

                                            3 8 7 nights min

                                            • 3 bedrooms
                                            • sleeps 8
                                            • 7 nights min
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $238

                                            Price per night from

                                            $238

                                            Distance approx 9.41 km from Estero Island

                                              27

                                              Quaint Bonita Springs Home w/Patio-5 Mins to Beach

                                              Southwest Gulf Coast / Bonita Springs

                                              Bonita Springs cottage

                                              2 4 min stay varies

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

                                              Price per night from

                                              $115

                                              Responds fast!
                                              avg. 14 minutes

                                              Price per night from

                                              $115

                                              Distance approx 8.2 km from Estero Island

                                              (28) Excellent 

                                                26

                                                South Facing Direct Access Home in Yacht Club Area

                                                Southwest Gulf Coast / Cape Coral

                                                Cape Coral house

                                                3 6 min stay varies

                                                • 3 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Nearest beach 19 mi
                                                • Swimming pool
                                                “An amazing home” We were delighted with this villa which is located in a peaceful area of Cape Coral. It was exactly as described in the write up and as shown in the photographs. The house was clean and well presented. The only that could be improved

                                                Price per night from

                                                $180

                                                Price per night from

                                                $180

                                                Distance approx 6.33 km from Estero Island

                                                  9

                                                  Lighthouse Resort and Club

                                                  Southwest Gulf Coast / Sanibel Island

                                                  Sanibel Island apartment

                                                  2 6 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • 3 nights min
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child Friendly

                                                  Price per night from

                                                  $149

                                                  Price per night from

                                                  $149

                                                  Distance approx 15.06 km from Estero Island

                                                  (20) Excellent 

                                                    23

                                                    BOWMAN'S BEACH HOUSE, Sanibel Island, Florida

                                                    Southwest Gulf Coast / Sanibel Island

                                                    Sanibel Island house

                                                    3 6 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0 mi
                                                    • Air conditioning
                                                    “A wonderful treetop beach house” We loved our time at Bowman's Beach House. The home is spacious, beautifully yet comfortably appointed with little extras, ideal for the weather with many doors to let in breezes as well as a fireplace for a cool eve

                                                    Price per night from

                                                    $200

                                                    Price per night from

                                                    $200

                                                    Distance approx 10.69 km from Estero Island

                                                    (4) Very Good 

                                                      71

                                                      Giselle's Snowbird Paradise

                                                      Southwest Gulf Coast / Cape Coral

                                                      Cape Coral condo

                                                      2 2 60 nights min

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

                                                      Price per night from

                                                      $132

                                                      Price per night from

                                                      $132

                                                      Distance approx 11.65 km from Estero Island

                                                        28

                                                        Cape Coral Sun

                                                        Florida / Matlacha

                                                        Matlacha house

                                                        3 6 3 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 3 nights min
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $421

                                                        Responds fast!
                                                        avg. 2 hours 9 minutes

                                                        Price per night from

                                                        $421

                                                        Distance approx 13.16 km from Estero Island

                                                          24

                                                          NEW! Premium 4BR Naples House w/Private Pool!

                                                          Southwest Gulf Coast / Naples

                                                          Naples house

                                                          4 8 4 nights min

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

                                                          Price per night from

                                                          $258

                                                          Responds fast!
                                                          avg. 10 minutes

                                                          Price per night from

                                                          $258

                                                          Distance approx 5.57 km from Estero Island

                                                            26

                                                            Condo-10 min. from the beach! 9 miles to Sanibel

                                                            Southwest Gulf Coast / Fort Myers

                                                            Fort Myers apartment

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0 mi
                                                            • Swimming pool

                                                            Price per night from

                                                            $44

                                                            Responds fast!
                                                            avg. 2 hours 49 minutes

                                                            Price per night from

                                                            $44

                                                            Distance approx 6.83 km from Estero Island

                                                              17

                                                              Relaxing Vacation Home

                                                              Southwest Gulf Coast / Fort Myers

                                                              Fort Myers house

                                                              3 6 14 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 14 nights min
                                                              • Car not necessary
                                                              • Air conditioning
                                                              • Pet Friendly

                                                              Price per night from

                                                              $115

                                                              Price per night from

                                                              $115

                                                              Distance approx 13.56 km from Estero Island

                                                                18

                                                                Naples - Vanderbilt Beach - 2BR/2.5BA Luxury Beach Condo in Phoenician Sands

                                                                Florida / Vanderbilt Beach

                                                                Vanderbilt Beach condo

                                                                2 4 min stay varies

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

                                                                Price per night from

                                                                $189

                                                                Responds fast!
                                                                avg. 2 hours 5 minutes

                                                                Price per night from

                                                                $189

                                                                Distance approx 10.83 km from Estero Island

                                                                (38) Excellent 

                                                                  54

                                                                  AWARDED TOP RENTAL BY TRIPADVISOR 3 YEARS RUNNING

                                                                  Southwest Gulf Coast / Cape Coral

                                                                  Cape Coral villa

                                                                  4 8 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 3 mi
                                                                  • Swimming pool
                                                                  “Exceeded our expectations, a Awesome!” We thoroughly enjoyed our stay at Villa Asure. Spent time mostly swimming in the warm pool, watching sunsets from the dock, grilling and cocktails. Loved the lush plantings surrounding the home! So beautiful w

                                                                  Price per night from

                                                                  $116

                                                                  Price per night from

                                                                  $116

                                                                  Distance approx 8.99 km from Estero Island

                                                                    19

                                                                    Beatiful 3 Bedroom Condo in a Lovely Resort Style Community

                                                                    Southwest Gulf Coast / Fort Myers

                                                                    Fort Myers condo

                                                                    3 6 min stay varies

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

                                                                    Price per night from

                                                                    $68

                                                                    Responds fast!
                                                                    avg. 19 minutes

                                                                    Price per night from

                                                                    $68

                                                                    Distance approx 11.01 km from Estero Island

                                                                    (1) Very Good 

                                                                      59

                                                                      THE ILLOURA.LOFT STYLE.WATERFRONT.ELECT&SOLAR POOL

                                                                      Southwest Gulf Coast / Cape Coral

                                                                      Cape Coral house

                                                                      3 8 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 5 mi
                                                                      • Swimming pool

                                                                      Price per night from

                                                                      $149

                                                                      Price per night from

                                                                      $149

                                                                      Distance approx 1.73 km from Estero Island Show on Map

                                                                      (9) Very Good 

                                                                        50

                                                                        NATURES VIEW FAMILY REUNION HOME STR#20-0064

                                                                        Southwest Gulf Coast / Fort Myers Beach

                                                                        Fort Myers Beach house

                                                                        5 14 min stay varies

                                                                        • 5 bedrooms
                                                                        • sleeps 14
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0.001 mi
                                                                        • Swimming pool
                                                                        “Great family fun!” Our extended family live far apart so we rented the house for a week to spend some time together. There were 13 of us staying in the house, 5 ages thirteen and under! We had a great time. The kids loved the pool and all the space

                                                                        Price per night from

                                                                        $572

                                                                        Responds fast!
                                                                        avg. 2 hours 10 minutes

                                                                        Price per night from

                                                                        $572

                                                                        Distance approx 17.18 km from Estero Island

                                                                        (2) Excellent 

                                                                          23

                                                                          Villa Max - Gulf access, Pool and Spa

                                                                          Southwest Gulf Coast / Cape Coral

                                                                          Cape Coral house

                                                                          4 8 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 8
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $143

                                                                          Responds fast!
                                                                          avg. 1 hour 29 minutes

                                                                          Price per night from

                                                                          $143

                                                                          Distance approx 17.77 km from Estero Island

                                                                          (1) Excellent 

                                                                            33

                                                                            Villa Starfish Lake your Florida dream Vacation

                                                                            Southwest Gulf Coast / Cape Coral

                                                                            Cape Coral villa

                                                                            3 6 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $147

                                                                            Price per night from

                                                                            $147

                                                                            Distance approx 3.13 km from Estero Island Show on Map

                                                                            (6) Excellent 

                                                                              25

                                                                              Beachfront*QuietNorthEnd*5Min.WalkToTimesSquare

                                                                              Southwest Gulf Coast / Fort Myers Beach

                                                                              Fort Myers Beach condo

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              “Absolutely fabulous condo on beautiful Ft. Myers Beach” We took a girls trip to Ft Myers Beach and stayed at the Endres condo. The condo is beautifully decorated and very well taken care of. The Lanai was perfect for our morning coffee; and our evenin

                                                                              Price per night from

                                                                              $235

                                                                              Price per night from

                                                                              $235