Vacation Rentals with Pool in Sanibel Island

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Filtering by: Swimming pool

2,416 vacation rentals

(7) Excellent 

    20

    Pointe Santo Modern Penthouse Condo with Great Gulf Views!

    Southwest Gulf Coast / Sanibel Island

    Sanibel Island apartment

    2 6 7 nights min

    • 2 bedrooms
    • sleeps 6
    • 7 nights min
    • Beach / lakeside relaxation
    • Nearest beach 0.1 mi
    • Swimming pool

    Price per night from

    $214

    Price per night from

    $214

    (15) Excellent 

      20

      Waterfront ground level 1bedroom - Mariner Pointe 951

      Southwest Gulf Coast / Sanibel Island

      Sanibel Island condo

      1 2 7 nights min

      • 1 bedroom
      • sleeps 2
      • 7 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Air conditioning
      “Great Stay on Sanibel!” Truly a delightful place to stay. In addition to the incredible view of San Carlos Bay, you'll find everything you need in this well maintained and nicely decorated condo. As you would expect, the kitchen and bathroom were equi
      …see more

      Price per night from

      $142

      Responds fast!
      avg. 1 hour 2 minutes

      Price per night from

      $142

      (62) Excellent 

        27

        Beachfront Sundial B407, panoramic Gulf views

        Southwest Gulf Coast / Sanibel Island

        Sanibel Island apartment

        1 4 min stay varies

        • 1 bedroom
        • sleeps 4
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 0 mi
        • Swimming pool
        “Can't Beat This One” This condo located on the 4th floor (buildings limited to 4 stories on Sanibel Island) offers excellent views of the Gulf of Mexico. The condo is located, literally 100 steps from the beach and a two minute walk to the pool. This
        …see more

        Price per night from

        $212

        Price per night from

        $212

          32

          Once Upon a Tide... Gorgeous Sanibel Island beach home. Near Bowman’s Beach!

          Southwest Gulf Coast / Sanibel Island

          Sanibel Island house

          3 8 28 nights min

          • 3 bedrooms
          • sleeps 8
          • 28 nights min
          • Nearest beach 1 mi
          • Swimming pool
          • Child Friendly

          Price per night from

          $343

          Responds fast!
          avg. 8 minutes

          Price per night from

          $343

          (69) Excellent 

          Certificate of Excellence

            54

            B-2 Breakers West, 2BR/2BA Condo, Olde-Fla Charm

            Southwest Gulf Coast / Sanibel Island

            Sanibel Island apartment

            2 5 min stay varies

            • 2 bedrooms
            • sleeps 5
            • min stay varies
            • Beach / lakeside relaxation
            • Nearest beach 0.914 mi
            • Swimming pool
            “Awesome rental” Awesome rental! The place is spacious and clean, 100 yards from the beach and has everything you need! Comes fully equipped with all kitchen needs, towels, beach toys and chairs, WiFi etc! The owners are amazing and super responsive an
            …see more

            Certificate of Excellence

            Price per night from

            $217

            Responds fast!
            avg. 2 hours 1 minutes

            Price per night from

            $217

            (4) Very Good 

              15

              EAST END-SANIBEL ARMS WEST 1ST FL CONDO-LOCATION!

              Southwest Gulf Coast / Sanibel Island

              Sanibel Island apartment

              2 6 3 nights min

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

              Price per night from

              $135

              Price per night from

              $135

                28

                Coquina Beach 4D - Just 201 Steps to the Beach!!!!

                Southwest Gulf Coast / Sanibel Island

                Sanibel Island apartment

                2 6 7 nights min

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

                Price per night from

                $164

                Responds fast!
                avg. 4 minutes

                Price per night from

                $164

                (1) Excellent 

                  28

                  Sanibel Surfside #122:Gulf-Front Panoramic Views, Wake-up to Sunrises in Bed!

                  Southwest Gulf Coast / Sanibel Island

                  Sanibel Island apartment

                  2 4 7 nights min

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

                  Price per night from

                  $286

                  Price per night from

                  $286

                  (32) Very Good 

                    18

                    Sanibel Island Florida

                    Southwest Gulf Coast / Sanibel Island

                    Sanibel Island apartment

                    2 4 5 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 5 nights min
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Child Friendly
                    “"A vacation to remember!!!"” This was the perfect vacation!!!! The minute you walked into the place, you could feel the warmth and relaxation, but most importantly this apartment was clean, which is a must!!! You immediately get the beachy, but yet ni
                    …see more

                    Price per night from

                    $155

                    Price per night from

                    $155

                      14

                      Loggerhead 133

                      Southwest Gulf Coast / Sanibel Island

                      Sanibel Island apartment

                      2 5 min stay varies

                      • 2 bedrooms
                      • sleeps 5
                      • min stay varies
                      • Swimming pool
                      • Ask about children
                      • Air conditioning

                      Price per night from

                      $181

                      Price per night from

                      $181

                        30

                        Beach Lovers paradise! Spectacular 6 bedroom home

                        Southwest Gulf Coast / Sanibel Island

                        Sanibel Island house

                        6 14 7 nights min

                        • 6 bedrooms
                        • sleeps 14
                        • 7 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $1,317

                        Responds fast!
                        avg. 1 hour 45 minutes

                        Price per night from

                        $1,317

                        (2) Excellent 

                          12

                          Kava- Gumbo Limbo Pool House

                          Southwest Gulf Coast / Sanibel Island

                          Sanibel Island house

                          3 6 28 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 28 nights min
                          • Swimming pool
                          • Ask about children
                          • Air conditioning
                          “Privacy in a local neighborhood” We loved our house on Kava. The open-plan living area, private pool, privacy with landscaping around the pool area, resulted in a month long stay that gave us the feel of being islanders, not tourists. We hopped on t
                          …see more

                          Price per night from

                          $174

                          Price per night from

                          $174

                          (7) Excellent 

                          Certificate of Excellence

                            15

                            Island Beach Club penthouse. luxurious new renovation

                            Southwest Gulf Coast / Sanibel Island

                            Sanibel Island condo

                            2 4 7 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 7 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0 mi
                            • Swimming pool

                            Certificate of Excellence

                            Price per night from

                            $300

                            Price per night from

                            $300

                            (10) Excellent 

                              30

                              Pointe Santo E-6 - Stevenson Retreat

                              Southwest Gulf Coast / Sanibel Island

                              Sanibel Island apartment

                              2 6 7 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 7 nights min
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly
                              “18 Wonderful Days on Sanibel Island” Just returned from 18 wonderful days in Unit E6 at Pointe Santo de Sanibel. The condo is well decorated and very clean. No steps to climb and DIRECT access to the beach! Great location for groceries, restaurants
                              …see more

                              Price per night from

                              $285

                              Responds fast!
                              avg. 3 hours 16 minutes

                              Price per night from

                              $285

                                28

                                Janthina 3A

                                Southwest Gulf Coast / Sanibel Island

                                Sanibel Island apartment

                                3 6 min stay varies

                                • 3 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Swimming pool
                                • Ask about children
                                • Air conditioning

                                Price per night from

                                $409

                                Price per night from

                                $409

                                (7) Excellent 

                                Certificate of Excellence

                                  42

                                  Luxury Home, Private Heated Pool, Magnificent views, Great Location, 3-D Theatre

                                  Southwest Gulf Coast / Sanibel Island

                                  Sanibel Island house

                                  3 8 min stay varies

                                  • 3 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 2 mi
                                  • Swimming pool

                                  Certificate of Excellence

                                  Price per night from

                                  $344

                                  Responds fast!
                                  avg. 3 hours 18 minutes

                                  Price per night from

                                  $344

                                    0

                                    Sanibel Siesta on the Beach Unit 112

                                    Southwest Gulf Coast / Sanibel Island

                                    Sanibel Island condo

                                    2 6 3 nights min

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

                                    Price per night from

                                    $316

                                    Responds fast!
                                    avg. 3 hours 57 minutes

                                    Price per night from

                                    $316

                                      35

                                      Coquina 3H

                                      Southwest Gulf Coast / Sanibel Island

                                      Sanibel Island apartment

                                      2 6 7 nights min

                                      • 2 bedrooms
                                      • sleeps 6
                                      • 7 nights min
                                      • Swimming pool
                                      • Ask about children
                                      • Air conditioning

                                      Price per night from

                                      $150

                                      Price per night from

                                      $150

                                      (1) Excellent 

                                        21

                                        Bring the Family to Sanibel Blind Pass Condo F108!

                                        Southwest Gulf Coast / Sanibel Island

                                        Sanibel Island condo

                                        3 8 7 nights min

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

                                        Price per night from

                                        $194

                                        Price per night from

                                        $194

                                        (1) Excellent 

                                          24

                                          DIRECT OCEANFRONT * SAT - SAT NOT REQUIRED * MODERN-* ON BEACH * QUIET * NETFLIX

                                          Southwest Gulf Coast / Sanibel Island

                                          Sanibel Island condo

                                          2 8 4 nights min

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

                                          Price per night from

                                          $40

                                          Responds fast!
                                          avg. 1 hour 0 minutes

                                          Price per night from

                                          $40

                                          (8) Excellent 

                                            25

                                            Great 2/2 Sanibel Condo, Nice Pool, Private Beach

                                            Southwest Gulf Coast / Sanibel Island

                                            Sanibel Island apartment

                                            2 6 7 nights min

                                            • 2 bedrooms
                                            • sleeps 6
                                            • 7 nights min
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child Friendly
                                            “Sunshine, beaches, What's not to love?” My husband and I stayed at this pleasant 2 bedroom condo with 2 grown children and one son-in-law. The two bedrooms and two baths worked fine for our group. Our married daughter and hubby had to share a bedroom
                                            …see more

                                            Price per night from

                                            $154

                                            Price per night from

                                            $154

                                              19

                                              1238 Parview - 3 Bedroom Pool on the Golf Course

                                              Southwest Gulf Coast / Sanibel Island

                                              Sanibel Island house

                                              3 6 28 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 28 nights min
                                              • Swimming pool
                                              • Ask about children
                                              • Air conditioning

                                              Price per night from

                                              $215

                                              Price per night from

                                              $215

                                                20

                                                Sayana 103

                                                Southwest Gulf Coast / Sanibel Island

                                                Sanibel Island apartment

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Swimming pool
                                                • Ask about children
                                                • Air conditioning

                                                Price per night from

                                                $273

                                                Price per night from

                                                $273

                                                  28

                                                  Breakers A5 - Steps to the sand !

                                                  Southwest Gulf Coast / Sanibel Island

                                                  Sanibel Island apartment

                                                  2 6 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Ask about children
                                                  • Air conditioning

                                                  Price per night from

                                                  $258

                                                  Price per night from

                                                  $258

                                                  (4) Excellent 

                                                    29

                                                    Loggerhead Cay #562 Fun for Families & Pets

                                                    Southwest Gulf Coast / Sanibel Island

                                                    Sanibel Island house

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Ask about children
                                                    • Air conditioning
                                                    “Awesome vacay!” We had a great time. LC562 was as advertised. The place was clean, condo was tastefully decorated. We felt at home, kitchen was complete with all the cooking utensils. Only thing was we saw ants in the guest bathroom BUT I believe that
                                                    …see more

                                                    Price per night from

                                                    $157

                                                    Price per night from

                                                    $157

                                                      27

                                                      Calypso Tides: Magnificent Newly Built Pool Home w Elevator in Golf Community

                                                      Southwest Gulf Coast / Sanibel Island

                                                      Sanibel Island house

                                                      3 10 28 nights min

                                                      • 3 bedrooms
                                                      • sleeps 10
                                                      • 28 nights min
                                                      • Swimming pool
                                                      • Ask about children
                                                      • Air conditioning

                                                      Price per night from

                                                      $169

                                                      Price per night from

                                                      $169

                                                        25

                                                        Elinor House

                                                        Southwest Gulf Coast / Sanibel Island

                                                        Sanibel Island house

                                                        3 6 28 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 28 nights min
                                                        • Swimming pool
                                                        • Ask about children
                                                        • Air conditioning

                                                        Price per night from

                                                        $181

                                                        Price per night from

                                                        $181

                                                        (9) Excellent 

                                                        Certificate of Excellence

                                                          36

                                                          Breakers West, end unit B1 (extra windows)

                                                          Southwest Gulf Coast / Sanibel Island

                                                          Sanibel Island apartment

                                                          2 6 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 2 nights min
                                                          • Nearest beach 0.25 mi
                                                          • Swimming pool
                                                          • Child Friendly
                                                          “Quiet Relaxing Getaway” Our week at Breakers West unit B1, was delightful. The condo was very comfortable, spacious and spotless. The kitchen had everything needed to prepare meals and there is a dishwasher and washer and dryer available to use as wel
                                                          …see more

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $292

                                                          Responds fast!
                                                          avg. 55 minutes

                                                          Price per night from

                                                          $292

                                                          (5) Excellent 

                                                            12

                                                            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

                                                            (9) Excellent 

                                                              24

                                                              Sanibel Surf Sounds & Beachfront View, Bikes/Wifi

                                                              Southwest Gulf Coast / Sanibel Island

                                                              Sanibel Island apartment

                                                              2 6 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly
                                                              “It was just great!” We really enjoyed our stay. The unit is very attractive, modern, nicely decorated. Things are excellent quality. You look right at the ocean, so close you always feel the ocean breeze. The beach is great sand, nice water, some fun
                                                              …see more

                                                              Price per night from

                                                              $574

                                                              Responds fast!
                                                              avg. 2 hours 19 minutes

                                                              Price per night from

                                                              $574

                                                              (1) Excellent 

                                                                26

                                                                Sanibel Surfside #111: Direct Gulf-Front Corner Unit 2 Lanais 2BR w/ K&Q bed

                                                                Southwest Gulf Coast / Sanibel Island

                                                                Sanibel Island apartment

                                                                2 4 7 nights min

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

                                                                Price per night from

                                                                $303

                                                                Price per night from

                                                                $303

                                                                (3) Average 

                                                                  27

                                                                  Coquina 2A

                                                                  Southwest Gulf Coast / Sanibel Island

                                                                  Sanibel Island apartment

                                                                  2 5 7 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Ask about children
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $181

                                                                  Price per night from

                                                                  $181

                                                                  (2) Excellent 

                                                                    21

                                                                    SANIBEL HARBOR RESORT 2/2 PANORAMIC BAYFRONT CONDO

                                                                    Southwest Gulf Coast / Sanibel Island

                                                                    Sanibel Island apartment

                                                                    2 4 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 0 mi
                                                                    • Swimming pool

                                                                    Price per night from

                                                                    $264

                                                                    Price per night from

                                                                    $264

                                                                    (2) Excellent 

                                                                      25

                                                                      Glorious sunrise view & steps from the beach -- enjoy the Beauty of Sanibel!

                                                                      Southwest Gulf Coast / Sanibel Island

                                                                      Sanibel Island condo

                                                                      2 6 7 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.05 mi
                                                                      • Swimming pool

                                                                      Price per night from

                                                                      $654

                                                                      Responds fast!
                                                                      avg. 53 minutes

                                                                      Price per night from

                                                                      $654

                                                                        11

                                                                        Beach Retreat: Adorable Island Cottage Across from Beach with Private Pool!

                                                                        Southwest Gulf Coast / Sanibel Island

                                                                        Sanibel Island house

                                                                        2 6 28 nights min

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

                                                                        Price per night from

                                                                        $154

                                                                        Price per night from

                                                                        $154

                                                                        (1) Excellent 

                                                                          28

                                                                          NEWLY REMODELED - Gulf Front, Just steps to the Beach! Enjoy Beach Chairs, Umbr

                                                                          Southwest Gulf Coast / Sanibel Island

                                                                          Sanibel Island apartment

                                                                          2 6 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          “Yes.....We will go back to E 32....” We have been staying at Pointe Santo since it was being built in 1974. We have stayed in every building many times. E 32 is in our top three[3]! Wonderful view of the complex, beach, ocean, and the western sky
                                                                          …see more

                                                                          Price per night from

                                                                          $174

                                                                          Responds fast!
                                                                          avg. 4 minutes

                                                                          Price per night from

                                                                          $174

                                                                          (4) Excellent 

                                                                            26

                                                                            BEAUTIFUL GULF VIEWS!! LOVELY KIMBALL LODGE #302 - 100 YARDS TO THE BEACH

                                                                            Southwest Gulf Coast / Sanibel Island

                                                                            Sanibel Island apartment

                                                                            1 4 7 nights min

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

                                                                            Price per night from

                                                                            $162

                                                                            Responds fast!
                                                                            avg. 4 minutes

                                                                            Price per night from

                                                                            $162

                                                                            (25) Excellent 

                                                                            Certificate of Excellence

                                                                              103

                                                                              Island Beach Club Penthouse Near CasaYbel Resort

                                                                              Southwest Gulf Coast / Sanibel Island

                                                                              Sanibel Island apartment

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              “Great location for a great vacation” This penthouse was perfect for our family of four (me and my husband and our kids, ages 18 and 23.) The condo was super clean, had everything we needed, and was in a great location on the island. The owner was grea
                                                                              …see more

                                                                              Certificate of Excellence

                                                                              Price per night from

                                                                              $229

                                                                              Responds fast!
                                                                              avg. 52 minutes

                                                                              Price per night from

                                                                              $229