Waterfront vacation rentals in Winter Haven
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Winter Haven
Guests agree: these waterfront rentals 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 waterfront rentals
Waterfront apartment rentals
Apartment in Kissimmee
4.83 out of 5 average rating, 116 reviewsSpacious Apartment near Disney
Sep 26 – Oct 3
Apartment in Kissimmee
4.95 out of 5 average rating, 134 reviewsLovely one bedroom apartment.
Dec 29 – Jan 5
Apartment in Orlando
4.9 out of 5 average rating, 133 reviews1804-Near Universal and International Dr
Oct 14 – 21
Apartment in Kissimmee
4.98 out of 5 average rating, 146 reviewsModern Apartment with lake view Close to Disney
Nov 2 – 9
Apartment in Kissimmee
4.93 out of 5 average rating, 121 reviewsBRANDNEW 2BR - LakeView STOREYLAKE - NEARDISNEY
Sep 24 – Oct 1
Apartment in Kissimmee
4.99 out of 5 average rating, 146 reviews2 BR Condo in Resort, just 10 min from Disney_303
Jan 27 – Feb 3
Apartment in Kissimmee
4.9 out of 5 average rating, 111 reviewsLuxury Apt at Storey Lake, close to Disney World
Sep 10 – 17
Apartment in Kissimmee
4.95 out of 5 average rating, 127 reviewsWATER View 4BR/Elevator/DISNEY Area
Aug 21 – 28
Waterfront house rentals
Home in Clermont
4.93 out of 5 average rating, 187 reviewsLake Front Home with private Dock on Lake Louisa
Apr 16 – 23
Home in Lakeland
4.82 out of 5 average rating, 130 reviewsFlorida Lake View With Private Pool And Fishing
Oct 8 – 15
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
Jun 28 – Jul 5
Home in Lakeland
4.92 out of 5 average rating, 143 reviewsFamily Lake House Get Away With a Pool!
Apr 26 – May 3
Home in Winter Haven
4.95 out of 5 average rating, 82 reviews3/2 House w Heated Pool 5mins to Legoland
Sep 23 – 30
Home in Winter Haven
5.0 out of 5 average rating, 11 reviewsCozy Lakefront Home w/ Pool -7 mins from Legoland
Jul 27 – Aug 3
Home in Lakeland
4.96 out of 5 average rating, 80 reviewsCozy Lake House Retreat - Amazing Views !
Nov 7 – 14
Home in Winter Haven
5.0 out of 5 average rating, 16 reviewsCozy on the Canal near Legoland
Oct 8 – 15
Waterfront condo rentals
Condo in Davenport
4.94 out of 5 average rating, 135 reviewsIsland Style at Bahama Bay - Minutes to Disney!
Sep 4 – 11
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
May 21 – 28
Condo in Kissimmee
4.94 out of 5 average rating, 109 reviewsCheery 2BR Condo w/zero entry pool near Disney
Oct 14 – 21
Condo in Orlando
4.9 out of 5 average rating, 128 reviews[Lake View, Modern Decor, 1 Mile to Disney!]
May 28 – Jun 4
Condo in Orlando
4.89 out of 5 average rating, 327 reviewsFantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6
Nov 23 – 30
Condo in Kissimmee
4.98 out of 5 average rating, 289 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
Aug 30 – Sep 6
Condo in Kissimmee
4.96 out of 5 average rating, 154 reviewsWelcome to our Son Shine condo ....
Aug 27 – Sep 3
Condo in Orlando
4.88 out of 5 average rating, 109 reviewsUPSCALE townhouse minutes to all attractions
Jun 30 – Jul 7
Quick stats about waterfront rentals in Winter Haven
Total rentals
70 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
$40 before taxes and fees
Destinations to explore
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