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1,888 Houses

    24

    Longwood Family House w/ Pool - 40 Min to Disney!

    Florida / Longwood

    Longwood house

    4 8 min stay varies

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

    Price per night from

    $252

    Responds fast!
    avg. 8 minutes

    Price per night from

    $252

      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

      $161

      Responds fast!
      avg. 8 minutes

      Price per night from

      $161

        14

        Eagles Nest - North of Orlando

        Florida / Longwood

        Longwood house

        5 10 4 nights min

        • 5 bedrooms
        • sleeps 10
        • 4 nights min
        • Child Friendly
        • Air conditioning
        • Private garden

        Price per night from

        $178

        Price per night from

        $178

          24

          4BR House Near Shopping & 15 Miles From Orlando

          Florida / Longwood

          Longwood house

          4 8 min stay varies

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

          Price per night from

          $161

          Responds fast!
          avg. 58 minutes

          Price per night from

          $161

            19

            Gorgeous 2BR/2BA Rental - Close to Disney

            Florida / Longwood

            Longwood house

            2 5 2 nights min

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

            Price per night from

            $148

            Responds fast!
            avg. 1 hour 24 minutes

            Price per night from

            $148

              34

              NEW! Longwood Family House w/ 1-Acre Yard & Pool!

              Florida / Longwood

              Longwood house

              3 9 3 nights min

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

              Price per night from

              $155

              Responds fast!
              avg. 58 minutes

              Price per night from

              $155

                11

                Storey Lake - 4819 Brier Rose Lane

                Florida / Longwood

                Longwood house

                4 8 min stay varies

                • 4 bedrooms
                • sleeps 8
                • min stay varies
                • Swimming pool
                • Car not necessary

                Price per night from

                $217

                Price per night from

                $217

                  24

                  Longwood Studio w/Pool by Seminole Wekiva Trail

                  Florida / Longwood

                  Longwood studio

                  Studio 3 3 nights min

                  • Studio
                  • sleeps 3
                  • 3 nights min
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $81

                  Responds fast!
                  avg. 8 minutes

                  Price per night from

                  $81

                    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

                    $110

                    Responds fast!
                    avg. 21 minutes

                    Price per night from

                    $110

                    Great rentals within 20 miles that match your search

                    Distance approx 7.24 km from Longwood

                      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

                      $132

                      Responds fast!
                      avg. 3 hours 59 minutes

                      Price per night from

                      $132

                      Distance approx 19.67 km from Longwood

                      (15) Excellent 

                        28

                        Vista Cay Townhome..Luxury Resort..Great Location!

                        Central Florida / Orlando

                        Orlando hotel apartment

                        3 8 4 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 4 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 103 mi
                        • Swimming pool
                        “Great Place!” We stayed at this property at the end of February for the Disney Princess 1/2 marathon. We were 3 person, and the place was roomy enough to give us all privacy, while giving a great living/dining/kitchen area for us to gather. It was cle
                        …see more

                        Price per night from

                        $161

                        Price per night from

                        $161

                        Distance approx 13.34 km from Longwood

                        (2) Average 

                          17

                          Orlando / Gated Golf Community / Ventura / 2 Bed/

                          Central Florida / Orlando

                          Orlando apartment

                          2 6 30 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 30 nights min
                          • Ask about children
                          • Air conditioning

                          Price per night from

                          $104

                          Responds fast!
                          avg. 1 hour 49 minutes

                          Price per night from

                          $104

                          Distance approx 8.44 km from Longwood

                            24

                            Elegant Sanford Studio w/ Courtyard Near Downtown!

                            Central Florida / Sanford

                            Sanford studio

                            Studio 2 3 nights min

                            • Studio
                            • sleeps 2
                            • 3 nights min
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $138

                            Responds fast!
                            avg. 9 minutes

                            Price per night from

                            $138

                            Distance approx 10.85 km from Longwood

                              12

                              The Vue at Downtown Orlando

                              Central Florida / Orlando

                              Orlando condo

                              1 4 30 nights min

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

                              Price per night from

                              $138

                              Price per night from

                              $138

                              Distance approx 18.85 km from Longwood

                                9

                                A week of dream in a resort

                                Central Florida / Orlando

                                Orlando house

                                1 4 7 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 7 nights min
                                • Child Friendly

                                Price per night from

                                $201

                                Responds fast!
                                avg. 22 minutes

                                Price per night from

                                $201

                                Distance approx 12.02 km from Longwood

                                (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

                                  $127

                                  Responds fast!
                                  avg. 44 minutes

                                  Price per night from

                                  $127

                                  Distance approx 12.75 km from Longwood

                                    24

                                    Spacious 3BR Orlando House w/Wifi, Private Screened Porch & Lush Landscaping - Just 30 Minutes from Disney/Universal Studios! Close to Lakes, Shopping, Beaches & More!

                                    Florida / Chuluota

                                    Chuluota house

                                    3 8 min stay varies

                                    • 3 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Child Friendly
                                    • Air conditioning
                                    Inquire for Rates

                                    Responds fast!
                                    avg. 21 minutes

                                    Inquire for Rates

                                    Distance approx 10.27 km from Longwood

                                      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

                                      $144

                                      Price per night from

                                      $144

                                      Distance approx 18.39 km from Longwood

                                        19

                                        Cozy 3BR 2Bth Home with Private Pool, Spa and Gameroom 20 Minutes to Legoland

                                        Central Florida / Orlando

                                        Orlando house

                                        3 6 5 nights min

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

                                        Price per night from

                                        $138

                                        Responds fast!
                                        avg. 1 hour 30 minutes

                                        Price per night from

                                        $138

                                        Distance approx 19.69 km from Longwood

                                        (16) Excellent 

                                          51

                                          Lake View at Vista Cay Resort International Drive

                                          Orlando / Vista Cay

                                          Orlando penthouse

                                          3 8 3 nights min

                                          • 3 bedrooms
                                          • sleeps 8
                                          • 3 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 60 mi
                                          • Swimming pool

                                          Price per night from

                                          $110

                                          Responds fast!
                                          avg. 3 hours 12 minutes

                                          Price per night from

                                          $110

                                          Distance approx 18.39 km from Longwood

                                            24

                                            Luxury 6 bedroom 5.5 bath Watersong Resort home from $155nt

                                            Central Florida / Orlando

                                            Orlando house

                                            6 12 min stay varies

                                            • 6 bedrooms
                                            • sleeps 12
                                            • min stay varies
                                            • Child Friendly

                                            Price per night from

                                            $178

                                            Responds fast!
                                            avg. 1 hour 30 minutes

                                            Price per night from

                                            $178

                                            Distance approx 18.39 km from Longwood

                                              36

                                              Inviting 5BR 4Bath Solterra Resort home with Private Pool and Spa

                                              Central Florida / Orlando

                                              Orlando house

                                              5 10 min stay varies

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

                                              Price per night from

                                              $188

                                              Responds fast!
                                              avg. 1 hour 29 minutes

                                              Price per night from

                                              $188

                                              Distance approx 18.39 km from Longwood

                                              (1) Excellent 

                                                52

                                                New 5BR 4bath Champions Gate Townhouse w/private splash pool from $138 a night!

                                                Central Florida / Orlando

                                                Orlando townhouse

                                                5 10 min stay varies

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

                                                Price per night from

                                                $159

                                                Responds fast!
                                                avg. 1 hour 30 minutes

                                                Price per night from

                                                $159

                                                Distance approx 18.39 km from Longwood

                                                (1) Excellent 

                                                  45

                                                  NEW LUXURY 5BR 5bath Champions Gate home w/pool, spa & gameroom from $198/nt

                                                  Central Florida / Orlando

                                                  Orlando house

                                                  5 10 min stay varies

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

                                                  Price per night from

                                                  $228

                                                  Responds fast!
                                                  avg. 1 hour 29 minutes

                                                  Price per night from

                                                  $228

                                                  Distance approx 18.39 km from Longwood

                                                    17

                                                    Fabulous 4BR 3Bath Home with Private Pool & Game Room from $178/night

                                                    Central Florida / Orlando

                                                    Orlando house

                                                    4 8 min stay varies

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

                                                    Price per night from

                                                    $153

                                                    Responds fast!
                                                    avg. 1 hour 29 minutes

                                                    Price per night from

                                                    $153

                                                    Distance approx 18.39 km from Longwood

                                                      37

                                                      Stunning 5BR/5Ensuites Reunion Resort home with Private Pool and Gameroom

                                                      Central Florida / Orlando

                                                      Orlando house

                                                      5 10 min stay varies

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

                                                      Price per night from

                                                      $291

                                                      Responds fast!
                                                      avg. 1 hour 29 minutes

                                                      Price per night from

                                                      $291

                                                      Distance approx 18.4 km from Longwood

                                                        15

                                                        Luxury 5 bedroom 4 bath Champions Gate townhouse from $130nt

                                                        Central Florida / Orlando

                                                        Orlando townhouse

                                                        5 10 min stay varies

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

                                                        Price per night from

                                                        $150

                                                        Responds fast!
                                                        avg. 1 hour 29 minutes

                                                        Price per night from

                                                        $150

                                                        Distance approx 18.39 km from Longwood

                                                        (1) Excellent 

                                                          41

                                                          Luxury 5BR 4bath Champions Gate townhouse w/private splash pool from $138/nt

                                                          Central Florida / Orlando

                                                          Orlando townhouse

                                                          5 10 min stay varies

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

                                                          Price per night from

                                                          $159

                                                          Responds fast!
                                                          avg. 1 hour 30 minutes

                                                          Price per night from

                                                          $159

                                                          Distance approx 18.39 km from Longwood

                                                            21

                                                            Stylish 3 BR 3.5 bath townhouse w/ private Jacuzzi 4 miles to Disney from $123nt

                                                            Central Florida / Orlando

                                                            Orlando townhouse

                                                            3 6 min stay varies

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

                                                            Price per night from

                                                            $133

                                                            Responds fast!
                                                            avg. 1 hour 29 minutes

                                                            Price per night from

                                                            $133

                                                            Distance approx 18.39 km from Longwood

                                                              48

                                                              Breathtaking 8BR 5bth Champions Gate home w/pool, spa & gameroom

                                                              Central Florida / Orlando

                                                              Orlando house

                                                              9 16 min stay varies

                                                              • 9 bedrooms
                                                              • sleeps 16
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $301

                                                              Responds fast!
                                                              avg. 1 hour 30 minutes

                                                              Price per night from

                                                              $301

                                                              Distance approx 11.31 km from Longwood

                                                              (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

                                                                $318

                                                                Responds fast!
                                                                avg. 3 hours 22 minutes

                                                                Price per night from

                                                                $318

                                                                Distance approx 12.02 km from Longwood

                                                                (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

                                                                  $148

                                                                  Price per night from

                                                                  $148

                                                                  Distance approx 18.39 km from Longwood

                                                                    18

                                                                    Comfortable 5 bedroom 3 beth Highlands Reserve home from $188nt

                                                                    Central Florida / Orlando

                                                                    Orlando house

                                                                    5 10 min stay varies

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

                                                                    Price per night from

                                                                    $215

                                                                    Responds fast!
                                                                    avg. 1 hour 30 minutes

                                                                    Price per night from

                                                                    $215

                                                                    Distance approx 18.39 km from Longwood

                                                                      42

                                                                      Amazing 4BR 3 bath Storey Lake Townhouse w/private splash pool from $128 a night

                                                                      Central Florida / Orlando

                                                                      Orlando townhouse

                                                                      4 8 min stay varies

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

                                                                      Price per night from

                                                                      $148

                                                                      Responds fast!
                                                                      avg. 1 hour 29 minutes

                                                                      Price per night from

                                                                      $148

                                                                      Distance approx 18.39 km from Longwood

                                                                        51

                                                                        6 Bedroom 5 bath Champions Gate Resort home with Private Pool, Spa & Air Hockey

                                                                        Central Florida / Orlando

                                                                        Orlando house

                                                                        6 12 min stay varies

                                                                        • 6 bedrooms
                                                                        • sleeps 12
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $268

                                                                        Responds fast!
                                                                        avg. 1 hour 29 minutes

                                                                        Price per night from

                                                                        $268

                                                                        Distance approx 18.39 km from Longwood

                                                                          39

                                                                          Stunning 8 bedroom 5 bath Champions Gate home w/ Private South Facing Pool & Spa

                                                                          Central Florida / Orlando

                                                                          Orlando house

                                                                          8 16 min stay varies

                                                                          • 8 bedrooms
                                                                          • sleeps 16
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $303

                                                                          Responds fast!
                                                                          avg. 1 hour 30 minutes

                                                                          Price per night from

                                                                          $303

                                                                          Distance approx 18.39 km from Longwood

                                                                            47

                                                                            Gorgeous 6BR 5.5bth Champions Gate home w/pool, spa and gameroom from $233/night

                                                                            Central Florida / Orlando

                                                                            Orlando house

                                                                            6 12 min stay varies

                                                                            • 6 bedrooms
                                                                            • sleeps 12
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $268

                                                                            Responds fast!
                                                                            avg. 1 hour 29 minutes

                                                                            Price per night from

                                                                            $268

                                                                            Distance approx 18.39 km from Longwood

                                                                              54

                                                                              Beautiful 8BR 5bth Champions Gate home w/Private Pool, Spa and Gameroome

                                                                              Central Florida / Orlando

                                                                              Orlando house

                                                                              8 16 min stay varies

                                                                              • 8 bedrooms
                                                                              • sleeps 16
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $303

                                                                              Responds fast!
                                                                              avg. 1 hour 29 minutes

                                                                              Price per night from

                                                                              $303