Rent Your Vacation Home or Condo in Winter Haven, Florida

Positive vacation rental trends in Winter Haven, Florida include an increase in people renting out their homes on sites like Airbnb and VRBO. These are two of the most popular platforms used by people to rent out their properties and earn extra income. If you’re looking to make some extra cash while you unwind during your vacation, this is an option that could work well for you. If you decide to rent out your property, the best thing you can do is create a great listing that will attract a lot of attention from potential guests. Make sure to describe your home and its amenities in detail so that it’s easy for guests to find what they’re looking for. Another trend that’s gaining traction with travelers is short-term rentals as a way to experience places more deeply. With these types of rentals, guests can get a better sense of what it’s like living in a particular place because they have time to get to know the area. This could be something that appeals to people who are interested in long-term travel or those who want to get a deeper understanding of how locals live.

When partnering with RedAwning for your property management needs, we can make sure your Winter Haven rental is set up correctly and ready to generate the most amount of revenue possible per stay.

Current Vacation Rental Trends in Winter Haven

During the month of November, Winter Haven is projected to generate over $171/night for a 3 bedroom vacation rental, on average! There were 325 vacation active rental properties in Winter Haven.  250 are renting the entire place, and 75 are shared rooms.  On average, during the month of November 2023, each vacation rental property in Winter Haven is booked 51% of the time, and most hosts are projected to generate $2,167 or more during the month of November! See how much you could earn with our free vacation rental income calculator.

$171.00 Per Night*


51% Occupied*


$2,167.00 Per Month*

* Based on the median average of all vacation rentals in the Winter Haven area.
Get a free estimate for your home or condo.

Vacation Rentals in Winter Haven are generating record profits with RedAwning.
Find out how you can exceed your revenue goals with RedAwning's property management resources.

Successful short-term vacation rentals in Winter Haven, Florida

When it comes to finding the right type of vacation home for your needs and budget, there are a few things to consider. First, how much time do you have? Do you plan on renting out your home while you are away, or do you need something that can serve as your primary residence as well? Second, what are your vacation rental goals? Are you looking to make some extra money on the side? Or do you just want to get out of the house for a few days and relax? Finally, where are you looking to rent out your Winter Haven home? Is it a destination or a local area? If you know exactly what kind of property you’re looking for, then it will be easier to find the perfect short-term rental match.

Positive vacation rental trends in Winter Haven, Florida help to make renting out your Winter Haven home as a short-term rental more popular among renters. Here are some of the reasons why:

RedAwning takes the guess-work out of Winter Haven property management, and we work with you to ensure your Winter Haven short-term rental is set up perfectly to attract guests and maximize your rental revenue, from day-one.

See how much your Winter Haven vacation rental could earn:

Revenue Projections for Vacation Rentals in Winter Haven, Florida during December, 2023

Based on a 3 bedroom, which is the most common Winter Haven vacation rental home size, we've come up with an estimated rental amount you could charge per night and how much demand there is for each day in December. Higher bars below can command higher prices, if your Winter Haven vacation rental is available during these days.

Average Daily Price & Percent Occupied Next Month In Winter Haven

Note: These averages are based on a 3 bedroom home in Winter Haven. If you'd like to find out how much revenue your home could make by providing the number of bedrooms and specifics about your vacation rental, please try our  free vacation rental calculator and/or speak with one of our vacation rental experts about your vacation home, condo or unique vacation rental experience.

Interested in learning how you can maximize your vacation rental revenue in Winter Haven, Florida?

If you are a speculative home buyer or have another home in Florida, check out our other Florida Vacation Rental Management reports in Bradenton BeachBradentonBrooksvilleCape CanaveralCaptivaClearwater BeachClearwaterClermontCocoa BeachDade CityDaniaDavenportDaytona BeachEnglewoodFort LauderdaleFort MyersHaines CityHollywoodJacksonville BeachJacksonvilleJensen BeachKey WestKissimmeeMarathonMarco IslandMiami BeachOrlandoMiamiNaplesNavarreNew Port RicheyNorth Weeki WacheePalm BeachPompano BeachPunta GordaSaint PetersburgSanibelSarasotaSatellite BeachSt. AugustineSt. PetersburgStuartSurfsideTampaVero BeachWest Palm BeachFt. WaltonDestinPanama City BeachMiramarSiesta KeyPalm CoastFlagler BeachGeorgetownDatona BeachNew Smyrna BeachOak HillMelbornePalm BayFort PierceDelray BeachBoca RatonBrunswickHudsonVeniceBoca GrandeBonita SpringsEverglades CityOkaloosa IslandCape CoralDaytonaPort St. JoeCrystal RiverGainesvilleFort Myers BeachFort Walton BeachFernandina BeachSanta Rosa BeachHolmes BeachCape HazeSaint AugustineMiramar BeachTreasure IslandAnna MariaInlet BeachNavarre BeachInvernessChampions GateHollywood BeachSunny IslesPlacidaSeacrest BeachRosemary BeachHainesSunny Isles BeachIndian Rocks BeachDaytona Beach ShoresOkeechobeeLongboat KeyReunionPalm HarborProvidenceLake Buena VistaHernandoCortezOakland ParkMelbourneSeagrove BeachFour CornersFt Myers BeachOrmond BeachPanama CityCrescent CityLargoDavnportBlue Mountain BeachSaint Augustine BeachPanama Beach CityChampion GateSt. Pete BeachPlantationKissimmieeKissimmeMarco IsandPalmettoMarcoMirimar BeachSt AugustineHallandale BeachSeminoleIndian ShoresDvenportDeltonaDunedinFt. Myers BeachRotonda WestLauderdaleHainescityEastpointGrayton BeachSeasidePensacola BeachLake PlacidShalimarPort St. LucieOcalaPensacolaWilton ManorsDaviePort RicheyOcoeeHorseshoe BeachNorth Miami BeachMargateLehigh AcresLake PanasoffkeeCutler BayHaverhillLake WalesGolden BeachSea Ranch LakesPort CharlotteMiami LakesFloral CityHomesteadSt. CloudOrange ParkGulf BreezeNorth PortLighthouse PointHawthorneTarpon SpringsDuck KeyRiviera BeachDunnellonSouth DaytonaTamaracTallahasseeAuburndalePine HillsSebastianBrandonFernandinaCape San BlasCabo CoralSebringFort WhiteInterlachenSaint James CityPt CanaveralDoralIndialanticInd Hbr BchHomosassa SpringsRuskinPlant CityPoincianaQuail HeightsTemple TerrMiami GardensWest MiamiVlg WellingtnPonte Vedra BeachCoral SpringsDeerfield BeachSpring HillSaint Aug Beach,  and Palmetto Bay, Florida or view all of our vacation rental market reports

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