Vacation Rentals with Pool in Southwest Gulf Coast

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Filtering by: Swimming pool

6,455 vacation rentals
    32

    Bonita Beach - 4 BR Beach House w/ huge Pool/Spa

    Southwest Gulf Coast / Bonita Springs

    Bonita Springs house

    4 8 min stay varies

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

    Price per night from

    $944

    Responds fast!
    avg. 2 hours 5 minutes

    Price per night from

    $944

    (4)  

      73

      Shorewalk Entire Condo 2/2 1st FL 15 min to Beach

      Southwest Gulf Coast / Bradenton

      Bradenton condo

      2 6 min stay varies

      • 2 bedrooms
      • sleeps 6
      • min stay varies
      • Nearest beach 6 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $120

      Responds fast!
      avg. 2 hours 52 minutes

      Price per night from

      $120

      (23) Excellent 

        34

        THE PARADISE COTTAGE- Exclusive location!

        Southwest Gulf Coast / Fort Myers Beach

        Fort Myers Beach house

        4 8 7 nights min

        • 4 bedrooms
        • sleeps 8
        • 7 nights min
        • Beach / lakeside relaxation
        • Swimming pool
        • Child Friendly
        “Homie keys feel on the west coast!” Absolutely a beautiful, relaxing home :) this house is filled with everything you need from a pool, full kitchen with all cooking supplies, to washer and dryer, as well as a large jacusi bath tub. Beach and intraco

        Price per night from

        $300

        Price per night from

        $300

        (1) Excellent 

          18

          House Baltic Sea

          Southwest Gulf Coast / Cape Coral

          Cape Coral house

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $178

          Responds fast!
          avg. 2 hours 16 minutes

          Price per night from

          $178

          (4) Excellent 

            29

            Paradise in Cape Coral II- Luxurious Private Pool

            Southwest Gulf Coast / Cape Coral

            Cape Coral house

            3 6 3 nights min

            • 3 bedrooms
            • sleeps 6
            • 3 nights min
            • Swimming pool
            • Child Friendly
            • Car not necessary
            “Winter Break” Location great, Short drive to Cape Coral Downtown. Access to Fort Meyers Beach within 1/2 hr. Would stay again.

            Price per night from

            $120

            Price per night from

            $120

              31

              079 - Blue Macaw

              Southwest Gulf Coast / North Captiva Island

              North 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

              $130

              Price per night from

              $130

              (19) Excellent 

                27

                Beautiful Private 3 Bedroom Pool Home in South Fl

                Southwest Gulf Coast / Port Charlotte

                Port Charlotte house

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 8 mi
                • Swimming pool
                “comfortable house, quiet” The house is well equipped and comfortable. It is quiet, close to shopping and provides a good starting point for excursions.

                Price per night from

                $111

                Responds fast!
                avg. 3 hours 46 minutes

                Price per night from

                $111

                  129

                  NEW LISTING! Stunning waterfront home on a canal w/ a dock and private pool!

                  Southwest Gulf Coast / Cape Coral

                  Cape Coral house

                  5 12 7 nights min

                  • 5 bedrooms
                  • sleeps 12
                  • 7 nights min
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $174

                  Responds fast!
                  avg. 1 hour 26 minutes

                  Price per night from

                  $174

                  (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

                    Price per night from

                    $142

                    Responds fast!
                    avg. 24 minutes

                    Price per night from

                    $142

                    (13) Excellent 

                      49

                      Southern exposure home with over-sized pool &!!!

                      Southwest Gulf Coast / Cape Coral

                      Cape Coral house

                      3 6 min stay varies

                      • 3 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Nearest beach 5 mi
                      • Swimming pool
                      • Child Friendly
                      “All you need get-away house” Really great place to stay that has everything you need. Very very clean house, large open living room/kitchen area. Pool has immaculate, nice little seating area and BBQ to use. Plenty of towels, blankets, pots & pans and

                      Price per night from

                      $132

                      Price per night from

                      $132

                      (2) Very Good 

                        24

                        BEACHFRONT | Beautiful | Relaxing Views of the Gulf | Little Gasparilla Island

                        Southwest Gulf Coast / Little Gasparilla Island

                        Little Gasparilla Island condo

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Nearest beach 0.1 mi
                        • Swimming pool
                        • Child Friendly

                        Price per night from

                        $172

                        Responds fast!
                        avg. 1 hour 49 minutes

                        Price per night from

                        $172

                        (8) Excellent 

                          17

                          Villa Florida – Canal Front with Boat Dock

                          Southwest Gulf Coast / Cape Coral

                          Cape Coral house

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Nearest beach 0 mi
                          • Swimming pool
                          • Child Friendly
                          “Great house , great vacation .” We stayed at Villa Florida for one week in June 2014 and had a wonderful time . The house is very well appointed and the photos are accurate . Couldn't imagine needing anything else . The lanai area is beautiful and the

                          Price per night from

                          $155

                          Price per night from

                          $155

                            0

                            NEW LISTING! Spacious, waterfront home w/private pool & grill -near downtown

                            Southwest Gulf Coast / Cape Coral

                            Cape Coral house

                            2 6 7 nights min

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

                            Price per night from

                            $81

                            Responds fast!
                            avg. 2 hours 1 minutes

                            Price per night from

                            $81

                            (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

                              (41) Excellent 

                                20

                                Two Pools, Two Hot Tubs and Tiki Bar&Grill

                                Southwest Gulf Coast / Marco Island

                                Marco Island apartment

                                1 4 min stay varies

                                • 1 bedroom
                                • sleeps 4
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Nearest beach 4 mi
                                • Swimming pool
                                “so accommodating!” Bob, great place! You were very caring towards us. Looking forward to our next stay in your condo. Kelly

                                Price per night from

                                $74

                                Responds fast!
                                avg. 3 hours 27 minutes

                                Price per night from

                                $74

                                (4) Excellent 

                                  29

                                  Enjoy dreamy sunsets / SW-Exp. / Modern Furnished

                                  Southwest Gulf Coast / Cape Coral

                                  Cape Coral villa

                                  3 6 min stay varies

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

                                  Price per night from

                                  $156

                                  Price per night from

                                  $156

                                  (5) Very Good 

                                    26

                                    Naples - Vanderbilt Beach / Luxury Manager Villa

                                    Southwest Gulf Coast / Naples

                                    Naples house

                                    4 11 min stay varies

                                    • 4 bedrooms
                                    • sleeps 11
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child Friendly

                                    Price per night from

                                    $526

                                    Responds fast!
                                    avg. 2 hours 5 minutes

                                    Price per night from

                                    $526

                                    (1) Excellent 

                                      8

                                      A luxury four bedroom house, with S/W facing Pool

                                      Southwest Gulf Coast / Port Charlotte

                                      Port Charlotte house

                                      4 9 7 nights min

                                      • 4 bedrooms
                                      • sleeps 9
                                      • 7 nights min
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $189

                                      Price per night from

                                      $189

                                      (11) Very Good 

                                        35

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

                                        Southwest Gulf Coast / Naples

                                        Naples house

                                        4 9 min stay varies

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

                                        Price per night from

                                        $471

                                        Responds fast!
                                        avg. 24 minutes

                                        Price per night from

                                        $471

                                          4

                                          Marriott Marco Island FL 2 BR 2 BA Ocean-Front Crystal Shores Villa Summer 2019

                                          Southwest Gulf Coast / Marco Island

                                          Marco Island villa

                                          2 8 7 nights min

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

                                          Price per night from

                                          $629

                                          Responds fast!
                                          avg. 30 minutes

                                          Price per night from

                                          $629

                                          (1) Excellent 

                                            17

                                            Burnt Store Harbor Towers - above the trees - Gulf & Sunset View!

                                            Southwest Gulf Coast / Punta Gorda

                                            Punta Gorda condo

                                            2 4 6 nights min

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

                                            Price per night from

                                            $92

                                            Price per night from

                                            $92

                                            (17) Excellent 

                                              8

                                              Fresh and Bright, Ground Floor Condo, No Stairs.

                                              Southwest Gulf Coast / Naples

                                              Naples apartment

                                              2 4 7 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 7 nights min
                                              • Beach / lakeside relaxation
                                              • Nearest beach 15 mi
                                              • Swimming pool
                                              “We felt like we were in Hawaii!!” Location was ideal. Closeness to pool was very important to us. Quietness from road traffic/noise was exceptional. Look forward to returning next winter.

                                              Price per night from

                                              $102

                                              Responds fast!
                                              avg. 3 hours 56 minutes

                                              Price per night from

                                              $102

                                                17

                                                LUXURY RENTALS~ Sand Castle Beach House~Heart of Naples, close to beaches.

                                                Southwest Gulf Coast / Naples

                                                Naples house

                                                5 10 min stay varies

                                                • 5 bedrooms
                                                • sleeps 10
                                                • min stay varies
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $915

                                                Price per night from

                                                $915

                                                (32) Very Good 

                                                  20

                                                  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

                                                  Price per night from

                                                  $172

                                                  Price per night from

                                                  $172

                                                  (1) Excellent 

                                                    24

                                                    Tranquil Cape Coral House with Private Lanai&Pool!

                                                    Southwest Gulf Coast / Cape Coral

                                                    Cape Coral house

                                                    3 8 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $126

                                                    Responds fast!
                                                    avg. 32 minutes

                                                    Price per night from

                                                    $126

                                                    (27) Excellent 

                                                      44

                                                      SUNNY POOL GULF ACCESS CANAL 3 BEDROOMS HOUSE

                                                      Southwest Gulf Coast / Cape Coral

                                                      Cape Coral house

                                                      3 6 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child Friendly
                                                      “Can't wait to come back!” This house was huge and it was stocked with everything you could need. From pool floats, to a grill, to beach chairs and umbrellas, to bicycles, you won't be bored! Bob and Elayne were excellent, giving tips on what to do a

                                                      Price per night from

                                                      $111

                                                      Responds fast!
                                                      avg. 2 hours 48 minutes

                                                      Price per night from

                                                      $111

                                                        24

                                                        Punta Gorda Waterfront Home w/Private Pool & Dock!

                                                        Southwest Gulf Coast / Port Charlotte

                                                        Port Charlotte house

                                                        3 8 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $149

                                                        Responds fast!
                                                        avg. 32 minutes

                                                        Price per night from

                                                        $149

                                                        (13) Excellent 

                                                          47

                                                          3 BR/2 BA- Quiet South end of Fort Myers Beach

                                                          Southwest Gulf Coast / Fort Myers Beach

                                                          Fort Myers Beach condo

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child Friendly
                                                          “Great Location to Beach” Looking on line to find a property to rent can be a long and harrowing experience. Then when you do find one, getting answers back on availability and additional information can be just as crazy. When I found this rental, I i

                                                          Price per night from

                                                          $160

                                                          Price per night from

                                                          $160

                                                          (28) Very Good 

                                                            38

                                                            Comfortable villa with unobstructed view of the Gulf on Resort, C2424B

                                                            Southwest Gulf Coast / Cape Haze

                                                            Cape Haze villa

                                                            3 8 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Ask about children
                                                            • Air conditioning
                                                            “Great get away for a few days” The location could not have been better. The view was terrific and the beach, pool, and tennis were steps away. It's a bit of a hassle to unload your belongs onto a golf cart and then get it to the property (especially w

                                                            Price per night from

                                                            $335

                                                            Price per night from

                                                            $335

                                                            (1) Excellent 

                                                              26

                                                              Stunning 3BR Bonita Springs House w/Private Pool!

                                                              Southwest Gulf Coast / Bonita Springs

                                                              Bonita Springs house

                                                              3 8 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning
                                                              “Very Nice” My husband and I rented this house for 7 days for our youngest son's wedding in Bonita Springs,FL, the house was very clean, and big enough for our oldest son and his family, plus my mother. The beds were comfortable, plenty room for all of

                                                              Price per night from

                                                              $101

                                                              Responds fast!
                                                              avg. 41 minutes

                                                              Price per night from

                                                              $101

                                                                23

                                                                Tropical Paradise with Heated Pool

                                                                Southwest Gulf Coast / Cape Coral

                                                                Cape Coral house

                                                                3 6 min stay varies

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

                                                                Price per night from

                                                                $142

                                                                Price per night from

                                                                $142

                                                                (3) Very Good 

                                                                  20

                                                                  Duplex Sunny Splash / Westside

                                                                  Southwest Gulf Coast / Cape Coral

                                                                  Cape Coral house

                                                                  2 6 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 13 mi
                                                                  • Swimming pool

                                                                  Price per night from

                                                                  $95

                                                                  Price per night from

                                                                  $95

                                                                  (2) Excellent 

                                                                    15

                                                                    *ISLAND TIME* PRIVATE POOL,SUN,FUN RELAX 3/2 WATERFRONT,9MILES TO BEACH

                                                                    Southwest Gulf Coast / Bradenton

                                                                    Bradenton house

                                                                    3 9 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 9
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    “GREAT” The location is great near stores and not so far of the beach .Excellent to be WITH THE FAMILY AND friends..I will really stay again.

                                                                    Price per night from

                                                                    $144

                                                                    Responds fast!
                                                                    avg. 53 minutes

                                                                    Price per night from

                                                                    $144

                                                                    (3) Excellent 

                                                                      49

                                                                      Sandals n" Sandtraps - Live-Laugh-Love in Gated Golf Community

                                                                      Southwest Gulf Coast / Bonita Springs

                                                                      Bonita Springs condo

                                                                      2 4 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Nearest beach 6 mi
                                                                      • Swimming pool
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $79

                                                                      Price per night from

                                                                      $79

                                                                      (1) Excellent 

                                                                        37

                                                                        Oceanfront home w/sunset views of Sarasota Bay

                                                                        Southwest Gulf Coast / Sarasota

                                                                        Sarasota house

                                                                        3 8 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Nearest beach 10 mi
                                                                        • Swimming pool
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $401

                                                                        Responds fast!
                                                                        avg. 1 hour 19 minutes

                                                                        Price per night from

                                                                        $401

                                                                        (7) Excellent 

                                                                          18

                                                                          North Captiva Hidden Beach House with Private Pool

                                                                          Southwest Gulf Coast / North Captiva Island

                                                                          North Captiva Island house

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          “Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.

                                                                          Price per night from

                                                                          $318

                                                                          Responds fast!
                                                                          avg. 58 minutes

                                                                          Price per night from

                                                                          $318

                                                                          (4) Excellent 

                                                                            23

                                                                            Very Nice with Excellent view and Access to Resort Amenities, B3322A

                                                                            Southwest Gulf Coast / Placida

                                                                            Placida villa

                                                                            2 4 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Ask about children
                                                                            • Air conditioning
                                                                            “Paradise found!” Although we were there for just a few days - it was the most relaxing and comfortable stay we've had in a long time. Staff was accomodating and pleasant. Our room was comfortable and clean and the view was priceless! Can't wait to go

                                                                            Price per night from

                                                                            $285

                                                                            Price per night from

                                                                            $285

                                                                              29

                                                                              Villa Spain - Florida vacation living at it's best in the SW of Cape Coral

                                                                              Southwest Gulf Coast / Cape Coral

                                                                              Cape Coral villa

                                                                              3 8 1 night min

                                                                              • 3 bedrooms
                                                                              • sleeps 8
                                                                              • 1 night min
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $126

                                                                              Responds fast!
                                                                              avg. 3 hours 15 minutes

                                                                              Price per night from

                                                                              $126