Waterfront holiday rentals in Winter Haven
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Top-rated waterfront rentals in Winter Haven
Guests agree: these waterfront rentals 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 waterfront rentals in Winter Haven
Waterfront apartment rentals
Flat in Kissimmee
4.95 out of 5 average rating, 134 reviewsLovely one bedroom apartment.
29 Dec – 5 Jan
Flat in Kissimmee
4.98 out of 5 average rating, 146 reviewsModern Apartment with lake view Close to Disney
16–23 Oct
Flat in Kissimmee
4.83 out of 5 average rating, 116 reviewsSpacious Apartment near Disney
20–27 Jul
Flat in Orlando
4.9 out of 5 average rating, 133 reviews1804-Near Universal and International Dr
14–21 Oct
Flat in Kissimmee
4.99 out of 5 average rating, 146 reviews2 BR Condo in Resort, just 10 min from Disney_303
14–21 Oct
Flat in Kissimmee
4.87 out of 5 average rating, 102 reviews*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*
13–20 Oct
Flat in Kissimmee
4.9 out of 5 average rating, 111 reviewsLuxury Apt at Storey Lake, close to Disney World
10–17 Sept
Flat in Kissimmee
4.95 out of 5 average rating, 127 reviewsWATER View 4BR/Elevator/DISNEY Area
20–27 Aug
Waterfront house rentals
Home in Babson Park
4.97 out of 5 average rating, 108 reviewsAuthentic "Old Florida" on Crooked Lake!
14–21 May
Home in Clermont
4.93 out of 5 average rating, 187 reviewsLake Front Home with private Dock on Lake Louisa
16–23 Apr
Home in Lakeland
4.82 out of 5 average rating, 130 reviewsFlorida Lake View With Private Pool And Fishing
8–15 Oct
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
28 Jun – 5 Jul
Home in Lakeland
4.92 out of 5 average rating, 143 reviewsFamily Lake House Get Away With a Pool!
3–10 Jan
Home in Winter Haven
5.0 out of 5 average rating, 11 reviewsCozy Lakefront Home w/ Pool -7 mins from Legoland
27 Sept – 4 Oct
Home in Winter Haven
4.95 out of 5 average rating, 82 reviews3/2 House w Heated Pool 5mins to Legoland
27 Jul – 3 Aug
Home in Lakeland
4.96 out of 5 average rating, 79 reviewsCozy Lake House Retreat - Amazing Views !
7–14 Nov
Waterfront apartment rentals
Apartment in Davenport
4.94 out of 5 average rating, 135 reviewsIsland Style at Bahama Bay - Minutes to Disney!
28 Aug – 4 Sept
Apartment in Orlando
4.87 out of 5 average rating, 167 reviewsBeautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA
21–28 May
Apartment in Kissimmee
4.94 out of 5 average rating, 109 reviewsCheery 2BR Condo w/zero entry pool near Disney
14–21 Oct
Apartment in Kissimmee
4.98 out of 5 average rating, 289 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
3–10 Apr
Apartment in Kissimmee
4.96 out of 5 average rating, 154 reviewsWelcome to our Son Shine condo ....
31 Oct – 7 Nov
Apartment in Orlando
4.88 out of 5 average rating, 109 reviewsUPSCALE townhouse minutes to all attractions
30 Jun – 7 Jul
Apartment in Orlando
4.9 out of 5 average rating, 128 reviews[Lake View, Modern Decor, 1 Mile to Disney!]
28 May – 4 Jun
Apartment in Davenport
4.86 out of 5 average rating, 119 reviewsA Resort Getaway with many amenities
14–21 Oct
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
£32 before taxes and fees
Destinations to explore
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Tampa Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
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- Key West Holiday rentals
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- Fitness-friendly rentals Winter Haven
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