Lake Mary Rentals

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357 Houses

    24

    NEW! Sleek 4BR Lake Mary House w/Private Backyard

    Florida / Lake Mary

    Lake Mary house

    4 8 2 nights min

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

    Price per night from

    $228

    Responds fast!
    avg. 41 minutes

    Price per night from

    $228

    (1) Very Good 

      25

      3 bed/2 both Lake Front home

      Florida / Lake Mary

      Lake Mary house

      3 6 2 nights min

      • 3 bedrooms
      • sleeps 6
      • 2 nights min
      • Nearest beach 59 mi
      • Child Friendly
      • Air conditioning

      Price per night from

      $113

      Responds fast!
      avg. 1 hour 18 minutes

      Price per night from

      $113

        30

        NEW! Comfortable Lake Mary Apt w/Shared Pool+Lanai

        Florida / Lake Mary

        Lake Mary apartment

        2 5 min stay varies

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

        Price per night from

        $98

        Responds fast!
        avg. 39 minutes

        Price per night from

        $98

          18

          Heathrow Rentals LLC. Fully Renovated House Orlando, Lake Mary/Sanford ,Florida

          Florida / Lake Mary

          Lake Mary house

          3 6 3 nights min

          • 3 bedrooms
          • sleeps 6
          • 3 nights min
          • Nearest beach 40 mi
          • Child Friendly
          • Air conditioning

          Price per night from

          $172

          Price per night from

          $172

          Great rentals within 20 miles that match your search

          Distance approx 10.82 km from Lake Mary

            21

            Altamonte Springs/Bear Lake/ 32min to DISNEY

            Central Florida / Altamonte Springs

            Altamonte Springs house

            3 5 min stay varies

            • 3 bedrooms
            • sleeps 5
            • min stay varies
            • Child Friendly
            • Air conditioning
            • Private garden

            Price per night from

            $154

            Price per night from

            $154

            Distance approx 7.31 km from Lake Mary

            (2) Excellent 

              27

              Ninovan on the Shore, A river retreat with history

              Central Florida / Sanford

              Sanford house

              4 13 3 nights min

              • 4 bedrooms
              • sleeps 13
              • 3 nights min
              • Beach / lakeside relaxation
              • Child Friendly
              • Air conditioning

              Price per night from

              $325

              Responds fast!
              avg. 1 hour 39 minutes

              Price per night from

              $325

              Distance approx 17.27 km from Lake Mary

                19

                Beautiful Fab Condo! Close to Airport/Attractions!

                Central Florida / Orlando

                Orlando condo

                2 4 4 nights min

                • 2 bedrooms
                • sleeps 4
                • 4 nights min
                • Child Friendly

                Price per night from

                $90

                Price per night from

                $90

                Distance approx 13.42 km from Lake Mary

                  27

                  Orlando Luxury home with Swimming Pool!

                  Florida / Apopka

                  Apopka house

                  5 10 2 nights min

                  • 5 bedrooms
                  • sleeps 10
                  • 2 nights min
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $341

                  Price per night from

                  $341

                  Distance approx 16.18 km from Lake Mary

                    20

                    Spacious Pool Home Away From Home

                    Central Florida / Orlando

                    Orlando house

                    4 12 30 nights min

                    • 4 bedrooms
                    • sleeps 12
                    • 30 nights min
                    • Child Friendly

                    Price per night from

                    $200

                    Responds fast!
                    avg. 2 hours 20 minutes

                    Price per night from

                    $200

                    Distance approx 12.89 km from Lake Mary

                      20

                      UCF - European Art Gallery

                      Florida / Alafaya

                      Alafaya house

                      2 4 1 night min

                      • 2 bedrooms
                      • sleeps 4
                      • 1 night min
                      • Nearest beach 60 mi
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $143

                      Price per night from

                      $143

                      Distance approx 15.98 km from Lake Mary

                        4

                        A week in a one bed room villa

                        Central Florida / Orlando

                        Orlando villa

                        1 4 1 night min

                        • 1 bedroom
                        • sleeps 4
                        • 1 night min
                        • Child Friendly

                        Price per night from

                        $325

                        Price per night from

                        $325

                        Distance approx 18.78 km from Lake Mary

                          28

                          DeLand Florida Vacation Rental

                          Florida / DeLand

                          DeLand house

                          2 7 5 nights min

                          • 2 bedrooms
                          • sleeps 7
                          • 5 nights min
                          • Child Friendly
                          • Air conditioning
                          • Pet Friendly

                          Price per night from

                          $166

                          Price per night from

                          $166

                          Distance approx 16.84 km from Lake Mary

                            24

                            Cottage Grove Townhome #231702

                            Florida / Ventura

                            Ventura house

                            3 6 14 nights min

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

                            Price per night from

                            $270

                            Price per night from

                            $270

                            Distance approx 6.15 km from Lake Mary

                              27

                              Cozy Longwood Home w/Screened-In Porch & Gas Grill

                              Florida / Longwood

                              Longwood house

                              4 9 min stay varies

                              • 4 bedrooms
                              • sleeps 9
                              • min stay varies
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $160

                              Responds fast!
                              avg. 19 minutes

                              Price per night from

                              $160

                              Distance approx 13.55 km from Lake Mary

                                11

                                2br - 2200ft2 - Beautiful one story 2 bed/3bath

                                Central Florida / Orlando

                                Orlando house

                                2 4 7 nights min

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

                                Price per night from

                                $358

                                Price per night from

                                $358

                                Distance approx 4.51 km from Lake Mary

                                  27

                                  NEW! Lavish Sanford Apt. w/Gourmet Kitchen & Patio

                                  Central Florida / Sanford

                                  Sanford apartment

                                  1 2 3 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 3 nights min
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $137

                                  Responds fast!
                                  avg. 19 minutes

                                  Price per night from

                                  $137

                                  Distance approx 16.16 km from Lake Mary

                                  (1)  

                                    12

                                    Free delivery and pick to Disney ft wilderness campground,2018 model sleeps 8

                                    Central Florida / Orlando

                                    Orlando camper van

                                    1 7 1 night min

                                    • 1 bedroom
                                    • sleeps 7
                                    • 1 night min
                                    • Child Friendly
                                    • Air conditioning
                                    • Pet Friendly

                                    Price per night from

                                    $126

                                    Responds fast!
                                    avg. 44 minutes

                                    Price per night from

                                    $126

                                    Distance approx 10.89 km from Lake Mary

                                    (8) Very Good 

                                      5

                                      Pleasant Point River Retreat

                                      Florida / Geneva

                                      Geneva log cabin

                                      1 3 2 nights min

                                      • 1 bedroom
                                      • sleeps 3
                                      • 2 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 40 mi
                                      • Air conditioning

                                      Price per night from

                                      $204

                                      Responds fast!
                                      avg. 1 hour 17 minutes

                                      Price per night from

                                      $204

                                      Distance approx 17.25 km from Lake Mary

                                      (27) Excellent 

                                        38

                                        Elegant Modern Condo/Apt. in Sunny Orlando !

                                        Central Florida / Orlando

                                        Orlando apartment

                                        2 6 28 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 28 nights min
                                        • Nearest beach 89 mi
                                        • Swimming pool
                                        • Child Friendly
                                        “Fantastic Vacation in Orlando” Thanks to Jan we probably had the best vacation in years. The condo is very well situated. It’s only a five minute drive from restaurants and supermarkets, such as Aldi and WalMart. For us it was very important since we

                                        Price per night from

                                        $87

                                        Responds fast!
                                        avg. 2 hours 18 minutes

                                        Price per night from

                                        $87

                                        Distance approx 4.74 km from Lake Mary

                                        (1) Excellent 

                                          16

                                          2BR BUNGALOW IN SANFORD HISTORIC DISTRICT

                                          Central Florida / Sanford

                                          Sanford bungalow

                                          2 4 3 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 3 nights min
                                          • Nearest beach 35 mi
                                          • Air conditioning
                                          • Private garden

                                          Price per night from

                                          $149

                                          Price per night from

                                          $149

                                          Distance approx 8.6 km from Lake Mary

                                            13

                                            Home, Sweet Home Orlando

                                            Florida / Aloma

                                            Aloma house

                                            4 8 4 nights min

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

                                            Price per night from

                                            $166

                                            Price per night from

                                            $166

                                            Distance approx 10.52 km from Lake Mary

                                              16

                                              Home Away From Home Private Pool Home

                                              Florida / Deltona Pines

                                              Deltona Pines house

                                              3 8 1 night min

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

                                              Price per night from

                                              $149

                                              Price per night from

                                              $149

                                              Distance approx 13.11 km from Lake Mary

                                                18

                                                The Lake House (Tiny House)

                                                Florida / Fairvilla

                                                Fairvilla house

                                                1 4 1 night min

                                                • 1 bedroom
                                                • sleeps 4
                                                • 1 night min
                                                • Child Friendly
                                                • Air conditioning
                                                • Pet Friendly

                                                Price per night from

                                                $78

                                                Responds fast!
                                                avg. 3 hours 44 minutes

                                                Price per night from

                                                $78

                                                Distance approx 17.51 km from Lake Mary

                                                  11

                                                  Exquisite 2 bedroom 2 Bathroom Condo In Ventura Country Club

                                                  Central Florida / Orlando

                                                  Orlando apartment

                                                  2 4 14 nights min

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

                                                  Price per night from

                                                  $79

                                                  Price per night from

                                                  $79

                                                  Distance approx 5.63 km from Lake Mary

                                                    22

                                                    NEW! Artsy Longwood Condo near Cranes Roost Park!

                                                    Florida / Longwood

                                                    Longwood condo

                                                    2 4 min stay varies

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

                                                    Price per night from

                                                    $109

                                                    Responds fast!
                                                    avg. 38 minutes

                                                    Price per night from

                                                    $109

                                                    Distance approx 16.16 km from Lake Mary

                                                      4

                                                      Marriott's Grande Vista # 1

                                                      Central Florida / Orlando

                                                      Orlando villa

                                                      1 4 7 nights min

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

                                                      Price per night from

                                                      $318

                                                      Price per night from

                                                      $318

                                                      Distance approx 17.91 km from Lake Mary

                                                        23

                                                        5 bed villa with pool, spa, close to theme parks ( 45844)

                                                        Central Florida / Orlando

                                                        Orlando house

                                                        5 10 6 nights min

                                                        • 5 bedrooms
                                                        • sleeps 10
                                                        • 6 nights min
                                                        • Child Friendly

                                                        Price per night from

                                                        $156

                                                        Responds fast!
                                                        avg. 1 hour 13 minutes

                                                        Price per night from

                                                        $156

                                                        Distance approx 12.12 km from Lake Mary

                                                          24

                                                          NEW! Updated Osteen Home w/Dock on St. Johns River

                                                          Florida / Osteen

                                                          Osteen house

                                                          4 8 3 nights min

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • 3 nights min
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $200

                                                          Responds fast!
                                                          avg. 38 minutes

                                                          Price per night from

                                                          $200

                                                          Distance approx 15.41 km from Lake Mary

                                                          (3) Excellent 

                                                            58

                                                            **Discount Available**Free Shuttle,Official Encore WaterPark,Movie,Game,StarWars

                                                            Central Florida / Orlando

                                                            Orlando villa

                                                            5 13 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 13
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $315

                                                            Responds fast!
                                                            avg. 3 hours 22 minutes

                                                            Price per night from

                                                            $315

                                                            Distance approx 10.88 km from Lake Mary

                                                            (2) Excellent 

                                                              13

                                                              2br - 1000ft2 - Winter Park House

                                                              Central Florida / Winter Park

                                                              Winter Park house

                                                              2 5 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 5
                                                              • 7 nights min
                                                              • Nearest beach 88 mi
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $163

                                                              Responds fast!
                                                              avg. 1 hour 25 minutes

                                                              Price per night from

                                                              $163

                                                              Distance approx 19.73 km from Lake Mary

                                                                21

                                                                2 Bed/2 bath Condo Near Universal Studios, I-Drive

                                                                Central Florida / Orlando

                                                                Orlando condo

                                                                2 6 1 night min

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • 1 night min
                                                                • Nearest beach 70 mi
                                                                • Air conditioning

                                                                Price per night from

                                                                $113

                                                                Responds fast!
                                                                avg. 1 hour 54 minutes

                                                                Price per night from

                                                                $113

                                                                Distance approx 16.16 km from Lake Mary

                                                                (3) Excellent 

                                                                  25

                                                                  Villa 6 BR/4BA South Pool/Spa Near Disney

                                                                  Central Florida / Orlando

                                                                  Orlando villa

                                                                  6 12 3 nights min

                                                                  • 6 bedrooms
                                                                  • sleeps 12
                                                                  • 3 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $147

                                                                  Price per night from

                                                                  $147

                                                                  Distance approx 11.38 km from Lake Mary

                                                                    35

                                                                    "Lakeside" in old Winter Park (exclusive 32789zip)

                                                                    Central Florida / Winter Park

                                                                    Winter Park villa

                                                                    4 8 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    • Private garden

                                                                    Price per night from

                                                                    $679

                                                                    Price per night from

                                                                    $679

                                                                    Distance approx 4.52 km from Lake Mary

                                                                      24

                                                                      Gorgeous Sanford House w/ Yard - Walk to Downtown!

                                                                      Central Florida / Sanford

                                                                      Sanford apartment

                                                                      2 6 3 nights min

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

                                                                      Price per night from

                                                                      $171

                                                                      Responds fast!
                                                                      avg. 39 minutes

                                                                      Price per night from

                                                                      $171

                                                                      Distance approx 19.8 km from Lake Mary

                                                                      (2) Excellent 

                                                                        13

                                                                        Quiet, Pet Friendly, Cul-de-sac Home

                                                                        Lake County / Mount Dora

                                                                        Mount Dora house

                                                                        2 4 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 3 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning
                                                                        • Pet Friendly

                                                                        Price per night from

                                                                        $147

                                                                        Responds fast!
                                                                        avg. 1 hour 20 minutes

                                                                        Price per night from

                                                                        $147

                                                                        Distance approx 19.48 km from Lake Mary

                                                                          61

                                                                          Swiss- FL B&B, with breakfast, STUDIO has kitchen, near Universy/City (y)

                                                                          Florida / DeLand

                                                                          DeLand b and b

                                                                          1 1 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 1
                                                                          • 1 night min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 20 mi
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $79

                                                                          Responds fast!
                                                                          avg. 1 hour 41 minutes

                                                                          Price per night from

                                                                          $79

                                                                          Distance approx 16.16 km from Lake Mary

                                                                            11

                                                                            Wyndham Bonnet Creek Resort

                                                                            Central Florida / Orlando

                                                                            Orlando condo

                                                                            2 8 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 8
                                                                            • 7 nights min
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $143

                                                                            Price per night from

                                                                            $143

                                                                            Distance approx 14.76 km from Lake Mary

                                                                              13

                                                                              Perfect Home Away-Orlando King size Bed

                                                                              Central Florida / Orlando

                                                                              Orlando house

                                                                              2 6 2 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 2 nights min
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              • Private garden

                                                                              Price per night from

                                                                              $86

                                                                              Price per night from

                                                                              $86