House vacation rentals in Winter Haven
Find and book unique houses on Airbnb
Top-rated house rentals in Winter Haven
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Haven house rentals
House rentals with a pool
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
Home in Davenport
4.98 out of 5 average rating, 104 reviewsSunset Villa
Home in Auburndale
4.94 out of 5 average rating, 146 reviewsLake Whistler Beach House with lakefront pool
Home in Davenport
4.87 out of 5 average rating, 120 reviewsDisney getaway
Home in Davenport
4.9 out of 5 average rating, 104 reviewsCharming Home near Disney with Private Heated Pool
Home in Davenport
4.81 out of 5 average rating, 131 reviewsWelcoming fully equipped villa in Davenport
Home in Davenport
4.79 out of 5 average rating, 102 reviewsMintra’s Villa Pool & Spa
Home in Winter Haven
4.94 out of 5 average rating, 16 reviewsKid-friendly Home w/ Pool & BBQ
Weekly house rentals
Home in Winter Haven
4.89 out of 5 average rating, 37 reviewsNewly remodeled House 3BR/2BA
Home in Lake Alfred
4.95 out of 5 average rating, 41 reviewsCentral FL Bungalow! 2BR/1B With Fully Fenced Yard
Home in Winter Haven
5.0 out of 5 average rating, 14 reviewsScottlee's Magnolia Farmhouse
Home in Winter Haven
4.94 out of 5 average rating, 18 reviewsOverlook Joy
Home in Winter Haven
4.96 out of 5 average rating, 46 reviewsThe Family Friendly Fun House
Home in Winter Haven
5.0 out of 5 average rating, 3 reviewsPeaceful Lakeside Escape
Home in Lake Wales
4.96 out of 5 average rating, 28 reviewsLa Casita Redonda
Home in Winter Haven
5.0 out of 5 average rating, 11 reviewsCozy Legoland Pool House
Private house rentals
Home in Lake Wales
4.86 out of 5 average rating, 51 reviewsHidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area
Home in Lakeland
4.99 out of 5 average rating, 97 reviewsSwan Studio Lakeland
Home in Lakeland
4.96 out of 5 average rating, 79 reviewsCozy Lake House Retreat - Amazing Views !
Home in Lakeland
5.0 out of 5 average rating, 20 reviewsModern 2 Queens-Walk to Downtown
Home in Davenport
4.95 out of 5 average rating, 59 reviewsSweet vacation home.
Home in Haines City
4.81 out of 5 average rating, 16 reviewsVilla Blanca Villa Villa
Home in Winter Haven
4.88 out of 5 average rating, 52 reviews3-br peaceful home near Legoland
Home in Auburndale
4.9 out of 5 average rating, 21 reviewsA Cozy Place!
Quick stats about house rentals in Winter Haven
Total rentals
260 properties
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
8.3K reviews
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- Family travel hub Tips and inspiration
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