Waterfront holiday rentals in Winter Haven
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Winter Haven
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Haven waterfront rentals
Waterfront apartment accommodation
Apartment in Kissimmee
4.95 out of 5 average rating, 134 reviewsLovely one bedroom apartment.
17–24 Nov
Apartment in Kissimmee
4.8 out of 5 average rating, 152 reviewsPerfect and Close to Disney!
16–23 Sep
Apartment in Kissimmee
4.87 out of 5 average rating, 102 reviews*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*
20–27 Sep
Apartment in Orlando
4.9 out of 5 average rating, 133 reviews1804-Near Universal and International Dr
11–18 Aug
Apartment in Kissimmee
4.98 out of 5 average rating, 146 reviewsModern Apartment with lake view Close to Disney
30 Nov – 7 Dec
Apartment in Kissimmee
4.93 out of 5 average rating, 121 reviewsBRANDNEW 2BR - LakeView STOREYLAKE - NEARDISNEY
12–19 Oct
Apartment in Kissimmee
4.99 out of 5 average rating, 146 reviews2 BR Condo in Resort, just 10 min from Disney_303
26 Jun – 3 Jul
Apartment in Kissimmee
4.9 out of 5 average rating, 112 reviewsLuxury Apt at Storey Lake, close to Disney World
28 Jun – 5 Jul
Waterfront house rentals
Home in Clermont
4.93 out of 5 average rating, 188 reviewsLake Front Home with private Dock on Lake Louisa
10–17 Jul
Home in Lakeland
4.82 out of 5 average rating, 130 reviewsFlorida Lake View With Private Pool And Fishing
11–18 Nov
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
21–28 Apr
Home in Davenport
4.89 out of 5 average rating, 100 reviewsPrivate Waterfront Pool Home - "Lily Pad Landing"
18–25 Apr
Home in Lakeland
4.92 out of 5 average rating, 143 reviewsFamily Lake House Get Away With a Pool!
14–21 Nov
Home in Winter Haven
4.95 out of 5 average rating, 84 reviews3/2 House w Heated Pool 5mins to Legoland
27 Jun – 4 Jul
Home in Winter Haven
5.0 out of 5 average rating, 11 reviewsCozy Lakefront Home w/ Pool -7 mins from Legoland
13–20 Oct
Home in Winter Haven
5.0 out of 5 average rating, 17 reviewsCozy on the Canal near Legoland
8–15 Oct
Waterfront condo accommodation
Condo in Davenport
4.94 out of 5 average rating, 135 reviewsIsland Style at Bahama Bay - Minutes to Disney!
8–15 Sep
Condo in Orlando
4.88 out of 5 average rating, 109 reviewsUPSCALE townhouse minutes to all attractions
22–29 May
Condo in Kissimmee
4.98 out of 5 average rating, 290 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
21–28 Nov
Condo in Orlando
4.97 out of 5 average rating, 297 reviewsLuxurious Waterfront Resort near Disney &Universal
29 Aug – 5 Sep
Condo in Kissimmee
4.96 out of 5 average rating, 155 reviewsWelcome to our Son Shine condo ....
4–11 Jan
Condo in Kissimmee
4.97 out of 5 average rating, 160 reviewsNew Lovely 3-bedroom Condo 5 minutes from Disney’s
11–18 Apr
Condo in Orlando
4.9 out of 5 average rating, 128 reviews[Lake View, Modern Decor, 1 Mile to Disney!]
2–9 Aug
Condo in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
30 Jul – 6 Aug
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
$67 NZD before taxes and fees
Destinations to explore
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