Holiday rentals with lake access in Winter Park
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Top-Rated Accommodation with Lake Access in Winter Park
Guests agree: These options for accommodation with lake access 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 Park lake access rentals
Lake access house rentals
Home in Lake Mary
4.83 out of 5 average rating, 256 reviewsIndependent Unique Guest house lake/kayaks/jacuzzy
24–31 Jan
Home in Orlando
4.87 out of 5 average rating, 195 reviewsCharming Orlando Cottage - Close to Everything!
17–24 May
Home in Ocoee
4.9 out of 5 average rating, 122 reviewsLakeview Sunsets with Loft Escape West of Orlando
3–10 Aug
Home in Mount Dora
4.94 out of 5 average rating, 109 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
22–29 Jul
Home in Sanford
4.93 out of 5 average rating, 164 reviews“The Shed" in Historic Downtown Sanford
14–21 Oct
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 Orlando
4.88 out of 5 average rating, 164 reviews*Lakefront Pool Home *paddleboard*kayak*game room*
12–19 Sep
Home in Orlando
4.95 out of 5 average rating, 167 reviewsThe Lake House - Next to Universal Studios - NEW ♥️
1–8 Oct
Lake access apartment rentals
Apartment in St. Cloud
4.97 out of 5 average rating, 388 reviewsLake Front Apartment w/ FREE use of Kayaks & Canoe
10–17 Nov
Apartment in Sanford
4.94 out of 5 average rating, 304 reviewsLakeview Steps to Downtown Sanford and Lake Monroe
23–30 Oct
Apartment in Kissimmee
4.83 out of 5 average rating, 116 reviewsSpacious Apartment near Disney
26 Sep – 3 Oct
Apartment in Kissimmee
4.92 out of 5 average rating, 319 reviewsGreat Full Apartment. Just 5' from Disney Orlando
8–15 Oct
Apartment in Kissimmee
4.83 out of 5 average rating, 115 reviewsModern 2Bed 2Bath FREE Waterpark @ Storey Lake
15–22 May
Apartment in Windermere
4.99 out of 5 average rating, 104 reviewsRelaxing 2BR Lakeview Retreat Close to Attractions
6–13 Sep
Apartment in Kissimmee
4.89 out of 5 average rating, 188 reviewsFree Water Park luxury 2 Bd Condo near theme parks
29 Aug – 5 Sep
Apartment in Kissimmee
4.94 out of 5 average rating, 163 reviewsGorgeous Apartment Close to Disney (Storey Lake)
14–21 Sep
Lake access cottage rentals
Cottage in Orlando
4.96 out of 5 average rating, 141 reviewsMills Cottage
5–12 Jul
Cottage in Orlando
4.92 out of 5 average rating, 131 reviewsEdgeWater HideAway Overlooking Lake Concord
14–21 Sep
Cottage in Tavares
4.92 out of 5 average rating, 131 reviewsCypress Boathouse Retreat
19–26 Oct
Cottage in Sanford
4.98 out of 5 average rating, 128 reviewsLakefront,Sanford airport, Boombah, Venue 1902
30 Dec – 6 Jan
Cottage in Polk City
4.85 out of 5 average rating, 199 reviewsCozy Historical Cottage
6–13 Dec
Cottage in Kissimmee
4.88 out of 5 average rating, 219 reviewsPerfect place for a perfect vacation
19–26 Sep
Cottage in Kissimmee
4.99 out of 5 average rating, 139 reviewsTahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
30 Nov – 7 Dec
Cottage in Kissimmee
4.87 out of 5 average rating, 151 reviewsLakehouse Cottage - 4 Miles to Disney!
7–14 Dec
Quick stats about holiday rentals with lake access in Winter Park
Total rentals
50 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.1K reviews
Destinations to explore
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- Rentals with lake access United States
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