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372 vacation rentals

(1) Excellent 

    17

    Low Off Season Rates! boat slip included if you need one!

    Southwest Gulf Coast / Captiva Island

    Captiva Island house

    3 8 7 nights min

    • 3 bedrooms
    • sleeps 8
    • 7 nights min
    • Swimming pool
    • Child Friendly
    • Car not necessary

    Price per night from

    $253

    Responds fast!
    avg. 3 hours 53 minutes

    Price per night from

    $253

      16

      Hideaway Captiva Island

      Southwest Gulf Coast / Captiva Island

      Captiva Island condo

      2 4 7 nights min

      • 2 bedrooms
      • sleeps 4
      • 7 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Child Friendly

      Price per night from

      $393

      Price per night from

      $393

        36

        Paradise Captiva! Your own private beach resort. 5BR/5BA, 3min walk to beach!

        Southwest Gulf Coast / Captiva Island

        Captiva Island house

        5 10 7 nights min

        • 5 bedrooms
        • sleeps 10
        • 7 nights min
        • Nearest beach 0.1 mi
        • Swimming pool
        • Child Friendly

        Price per night from

        $1,145

        Price per night from

        $1,145

        (1) Excellent 

          13

          South Seas Club Captiva Island FL 2 bed/2 bath condo sleeps 6

          Southwest Gulf Coast / Captiva Island

          Captiva Island condo

          2 6 7 nights min

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

          Price per night from

          $164

          Price per night from

          $164

          (3) Excellent 

            36

            MANATEE COVE

            Southwest Gulf Coast / Captiva Island

            Captiva Island house

            5 8 7 nights min

            • 5 bedrooms
            • sleeps 8
            • 7 nights min
            • Beach / lakeside relaxation
            • Nearest beach 0.1 mi
            • Swimming pool

            Price per night from

            $488

            Price per night from

            $488

            Great rentals within 20 miles that match your search

            Distance approx 16.74 km from Captiva Island

              8

              Beautiful sunsets overlooking a marina

              Southwest Gulf Coast / Fort Myers

              Fort Myers apartment

              2 6 30 nights min

              • 2 bedrooms
              • sleeps 6
              • 30 nights min
              • Child Friendly

              Price per night from

              $152

              Price per night from

              $152

              Distance approx 10.86 km from Captiva Island

              (24) Excellent 

                34

                Villa Nuala

                Southwest Gulf Coast / Cape Coral

                Cape Coral villa

                3 6 min stay varies

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

                Price per night from

                $187

                Price per night from

                $187

                Distance approx 10.88 km from Captiva Island

                  12

                  Sanibel Siesta on the Beach Unit 405

                  Southwest Gulf Coast / Sanibel Island

                  Sanibel Island condo

                  2 6 3 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 3 nights min
                  • Swimming pool
                  • Child Friendly
                  • Car not necessary

                  Price per night from

                  $312

                  Price per night from

                  $312

                  Distance approx 9.89 km from Captiva Island

                  (50) Excellent 

                    12

                    My Sanibel Condo- Steps 2 the Beach!

                    Southwest Gulf Coast / Sanibel Island

                    Sanibel Island condo

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Nearest beach 0 mi
                    • Swimming pool
                    “Wonderful in every way!” Clean, clean, clean. Beautiful large kitchen with island. Great for families. The views are magnificent. The beach and lagunes are loverly. Pool was not real large but large enough and heated. They have activities for childre

                    Price per night from

                    $125

                    Price per night from

                    $125

                    Distance approx 10.88 km from Captiva Island

                      10

                      Sanibel Siesta on the Beach Unit 602

                      Southwest Gulf Coast / Sanibel Island

                      Sanibel Island condo

                      2 4 4 nights min

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

                      Price per night from

                      $345

                      Price per night from

                      $345

                      Distance approx 17.62 km from Captiva Island

                        20

                        Villa Del Mar 402

                        Southwest Gulf Coast / Fort Myers Beach

                        Fort Myers Beach condo

                        2 6 min stay varies

                        • 2 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Swimming pool
                        • Child Friendly
                        • Car not necessary

                        Price per night from

                        $120

                        Price per night from

                        $120

                        Distance approx 10.73 km from Captiva Island

                        (1) Excellent 

                          36

                          Shellbox Cottage. MARCH FULL MONTH RENTAL ONLY PLEASE - FEB & APR ARE RENTED!

                          Southwest Gulf Coast / Sanibel Island

                          Sanibel Island cottage

                          2 6 1 night min

                          • 2 bedrooms
                          • sleeps 6
                          • 1 night min
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $201

                          Price per night from

                          $201

                          Distance approx 19.75 km from Captiva 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 19.38 km from Captiva Island

                              10

                              Seven Lakes 55 and over Golf and Tennis Resort

                              Southwest Gulf Coast / Fort Myers

                              Fort Myers condo

                              2 4 120 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 120 nights min
                              • Nearest beach 28 mi
                              • Child Friendly

                              Price per night from

                              $40

                              Price per night from

                              $40

                              Distance approx 7.89 km from Captiva Island Show on Map

                                13

                                Island Home Curacao - Park your boat on trailer for free!

                                Florida / Matlacha

                                Matlacha house

                                2 5 1 night min

                                • 2 bedrooms
                                • sleeps 5
                                • 1 night min
                                • Child Friendly
                                • Air conditioning
                                • Private garden

                                Price per night from

                                $68

                                Responds fast!
                                avg. 3 hours 35 minutes

                                Price per night from

                                $68

                                Distance approx 11.24 km from Captiva Island

                                  11

                                  East Gulf Condo #942

                                  Southwest Gulf Coast / Fort Myers Beach

                                  Fort Myers Beach condo

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Swimming pool
                                  • Child Friendly
                                  • Car not necessary

                                  Price per night from

                                  $266

                                  Price per night from

                                  $266

                                  Distance approx 11.24 km from Captiva Island

                                    12

                                    East Gulf Condo #442

                                    Southwest Gulf Coast / Fort Myers Beach

                                    Fort Myers Beach condo

                                    2 6 min stay varies

                                    • 2 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Swimming pool
                                    • Child Friendly
                                    • Car not necessary

                                    Price per night from

                                    $266

                                    Price per night from

                                    $266

                                    Distance approx 11.24 km from Captiva Island

                                      11

                                      East Gulf Condo #542

                                      Southwest Gulf Coast / Fort Myers Beach

                                      Fort Myers Beach condo

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Swimming pool
                                      • Child Friendly
                                      • Car not necessary

                                      Price per night from

                                      $324

                                      Price per night from

                                      $324

                                      Distance approx 11.28 km from Captiva Island

                                      (6) Excellent 

                                        13

                                        Sanibel Arms D6...Updated Beach Side Condo...Gulf Front Complex..Steps to Beach!

                                        Southwest Gulf Coast / Sanibel Island

                                        Sanibel Island condo

                                        1 2 7 nights min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 7 nights min
                                        • Swimming pool
                                        • Air conditioning

                                        Price per night from

                                        $140

                                        Responds fast!
                                        avg. 20 minutes

                                        Price per night from

                                        $140

                                        Distance approx 11.24 km from Captiva Island

                                          12

                                          East Gulf Condo #122

                                          Southwest Gulf Coast / Fort Myers Beach

                                          Fort Myers Beach condo

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Swimming pool
                                          • Child Friendly
                                          • Car not necessary

                                          Price per night from

                                          $415

                                          Price per night from

                                          $415

                                          Distance approx 16.1 km from Captiva Island

                                            23

                                            125 Mango Street

                                            Southwest Gulf Coast / Fort Myers Beach

                                            Fort Myers Beach house

                                            2 5 7 nights min

                                            • 2 bedrooms
                                            • sleeps 5
                                            • 7 nights min
                                            • Swimming pool
                                            • Child Friendly
                                            • Car not necessary

                                            Price per night from

                                            $237

                                            Price per night from

                                            $237

                                            Distance approx 16.51 km from Captiva Island

                                              5

                                              Caper Beach #313

                                              Southwest Gulf Coast / Fort Myers Beach

                                              Fort Myers Beach condo

                                              2 5 min stay varies

                                              • 2 bedrooms
                                              • sleeps 5
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly
                                              • Car not necessary

                                              Price per night from

                                              $227

                                              Price per night from

                                              $227

                                              Distance approx 15.82 km from Captiva Island

                                                44

                                                275 Ohio Avenue

                                                Southwest Gulf Coast / Fort Myers Beach

                                                Fort Myers Beach house

                                                4 8 7 nights min

                                                • 4 bedrooms
                                                • sleeps 8
                                                • 7 nights min
                                                • Swimming pool
                                                • Car not necessary

                                                Price per night from

                                                $371

                                                Price per night from

                                                $371

                                                Distance approx 11.24 km from Captiva Island

                                                  9

                                                  East Gulf Condo #1432

                                                  Southwest Gulf Coast / Fort Myers Beach

                                                  Fort Myers Beach condo

                                                  2 4 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Car not necessary

                                                  Price per night from

                                                  $286

                                                  Price per night from

                                                  $286

                                                  Distance approx 0.1 km from Captiva Island Show on Map

                                                    53

                                                    BEACH VACATION! LOVELY 1BR VILLA, 3 POOLS, TENNIS, WATERSLIDES, PARKING, GYM

                                                    Florida / Saint James City

                                                    Saint James City apartment

                                                    1 4 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $217

                                                    Price per night from

                                                    $217

                                                    Distance approx 0.1 km from Captiva Island Show on Map

                                                      53

                                                      FANTASTIC 1BR VILLA! ACCESS TO ALL RESORT AMENITIES, BEACH, 3 POOLS, TENNIS

                                                      Florida / Saint James City

                                                      Saint James City apartment

                                                      1 4 min stay varies

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $217

                                                      Price per night from

                                                      $217

                                                      Distance approx 0.1 km from Captiva Island Show on Map

                                                        53

                                                        WHITE SAND BEACH ESCAPE. GREAT 1BR VILLA! 3 POOLS, TENNIS, WATERSLIDES

                                                        Florida / Saint James City

                                                        Saint James City apartment

                                                        1 4 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $217

                                                        Price per night from

                                                        $217

                                                        Distance approx 0.1 km from Captiva Island Show on Map

                                                          53

                                                          VALUE SEASON DEAL! 1BR VILLA! PRIVATE BEACH, 3 POOLS, TENNIS, PARKING, GYM

                                                          Florida / Saint James City

                                                          Saint James City apartment

                                                          1 4 min stay varies

                                                          • 1 bedroom
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child Friendly

                                                          Price per night from

                                                          $194

                                                          Price per night from

                                                          $194

                                                          Distance approx 10.72 km from Captiva Island

                                                            51

                                                            MARVELOUS ISLAND VIEW 1BR, PRIVATE BEACH, 5 POOLS, GYM

                                                            Florida / Saint James City

                                                            Saint James City apartment

                                                            1 4 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $286

                                                            Price per night from

                                                            $286

                                                            Distance approx 10.72 km from Captiva Island

                                                              45

                                                              SPACIOUS COASTAL VIEW 2BR/2BA, PRIVATE BEACH, 5 POOLS, GYM

                                                              Florida / Saint James City

                                                              Saint James City apartment

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $343

                                                              Price per night from

                                                              $343

                                                              Distance approx 10.72 km from Captiva Island

                                                                45

                                                                FANTASTIC GULF VIEW 2BR/2BA, PRIVATE BEACH, 5 POOLS, GYM

                                                                Florida / Saint James City

                                                                Saint James City apartment

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $343

                                                                Price per night from

                                                                $343

                                                                Distance approx 14.64 km from Captiva Island

                                                                  14

                                                                  BEACH STAY! FANTASTIC STUDIO WITH GULF VIEWS, POOL, BREAKFAST FOR 2

                                                                  Southwest Gulf Coast / Fort Myers Beach

                                                                  Fort Myers Beach apartment

                                                                  1 4 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $228

                                                                  Price per night from

                                                                  $228

                                                                  Distance approx 14.64 km from Captiva Island

                                                                    15

                                                                    RIGHT ON THE BEACH! FANTASTIC 1BR APARTMENT, POOL

                                                                    Southwest Gulf Coast / Fort Myers Beach

                                                                    Fort Myers Beach apartment

                                                                    1 4 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $286

                                                                    Price per night from

                                                                    $286

                                                                    Distance approx 14.64 km from Captiva Island

                                                                      15

                                                                      BEACH VACATION! INCREDIBLE 1BR APARTMENT, POOL

                                                                      Southwest Gulf Coast / Fort Myers Beach

                                                                      Fort Myers Beach apartment

                                                                      1 4 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $286

                                                                      Price per night from

                                                                      $286

                                                                      Distance approx 14.64 km from Captiva Island

                                                                        16

                                                                        RIGHT ON THE BEACH! AMAZING 2BR APARTMENT, POOL, PARKING

                                                                        Southwest Gulf Coast / Fort Myers Beach

                                                                        Fort Myers Beach apartment

                                                                        2 6 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $367

                                                                        Price per night from

                                                                        $367

                                                                        Distance approx 14.64 km from Captiva Island

                                                                          16

                                                                          BEACH STAY! FANTASTIC 2BR APARTMENT, POOL, PARKING, GYM

                                                                          Southwest Gulf Coast / Fort Myers Beach

                                                                          Fort Myers Beach apartment

                                                                          2 8 min stay varies

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

                                                                          Price per night from

                                                                          $435

                                                                          Price per night from

                                                                          $435

                                                                          Distance approx 14.64 km from Captiva Island

                                                                            16

                                                                            BEACH VACATION! 2 LOVELY 2BR APARTMENTS, POOL, GYM, PARKING

                                                                            Southwest Gulf Coast / Fort Myers Beach

                                                                            Fort Myers Beach apartment

                                                                            4 12 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 12
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $732

                                                                            Price per night from

                                                                            $732

                                                                            Distance approx 14.64 km from Captiva Island

                                                                              16

                                                                              BEACH STAY! 2 AMAZING 2BR APARTMENTS, POOL, GYM, PARKING

                                                                              Southwest Gulf Coast / Fort Myers Beach

                                                                              Fort Myers Beach apartment

                                                                              4 12 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 12
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $732

                                                                              Price per night from

                                                                              $732