Vacation rentals with a pool in Winter Park
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Winter Park
Guests agree: these homes with a pool 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 Park rentals with a pool
House rentals with a pool
Home in Fraser
4.78 out of 5 average rating, 27 reviewsPanoramic Mountain Views
Nov 3 – 10
Home in Winter Park
5.0 out of 5 average rating, 20 reviewsMountain Cabin 44 - $500 Free Activities Daily
Aug 28 – Sep 4
Home in Winter Park
4.85 out of 5 average rating, 13 reviewsThe Evangeline Haus
Sep 27 – Oct 4
Home in Winter Park
5.0 out of 5 average rating, 39 reviewsRendezvous Winter Park Cabin / Private Hot Tub
Jan 27 – Feb 3
Home in Granby
5.0 out of 5 average rating, 23 reviewsColorado's Coolest Ski In/Out Home
May 4 – 11
Home in Granby
5.0 out of 5 average rating, 17 reviewsGranby Ski & Golf Getaway - Pank's Peak
May 2 – 9
Home in Granby
5.0 out of 5 average rating, 39 reviewsBeautiful Granby Ranch home close to ski hill.
Oct 9 – 16
Home in Granby
4.96 out of 5 average rating, 82 reviewsSummer Relaxation in Private Home at Granby Ranch!
May 6 – 13
Condo rentals with a pool
Condo in Winter Park
4.86 out of 5 average rating, 233 reviewsWalk to Downtown | Hot Tub | Near River | Private
Jun 23 – 30
Condo in Granby
4.85 out of 5 average rating, 117 reviewsStudio~Ski Winter Park. Near RMNP w/ Pool/Hot Tub
Aug 21 – 28
Condo in Granby
4.89 out of 5 average rating, 204 reviewsQueen Studio~Resort Amenities~19 Mls to West RMNP
Oct 24 – 31
Condo in Granby
4.93 out of 5 average rating, 121 reviewsMountain Escape Condo-Pool/Hot Tub RMNP WinterPark
Aug 30 – Sep 6
Condo in Fraser
4.95 out of 5 average rating, 101 reviewsMountain Delight Near Winter Park
Oct 6 – 13
Condo in Granby
4.86 out of 5 average rating, 180 reviewsSandy and Ryan's Granby Getaway!
Mar 24 – 31
Condo in Granby
4.88 out of 5 average rating, 240 reviewsCozy King Suite~Views~Pool~4 Hot Tubs
Sep 20 – 27
Condo in Granby
4.87 out of 5 average rating, 494 reviewsGranby Mountain Retreat
Aug 9 – 16
Quick stats about vacation rentals with a pool in Winter Park
Total rentals
570 properties
Rentals with dedicated workspaces
420 properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
420 properties are a good fit for families
Total number of reviews
15K reviews
Nightly prices starting at
€ 47 before taxes and fees
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