
Vacation rentals in Winter Springs
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Top-rated vacation rentals in Winter Springs
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winter Springs vacation rentals
Other great vacation rentals in Winter Springs
Top guest favourite

Bungalow in Maitland
4.88 out of 5 average rating, 564 reviewsMaitland-Orlando Area, FL. Pool House Bungalow
Guest favourite

Private room in Orlando
4.88 out of 5 average rating, 230 reviewsSaltlake Oasis
Top guest favourite

Guesthouse in Lake Mary
4.97 out of 5 average rating, 117 reviewsCozy Cottage in the heart of Lake Mary
Guest favourite

Private room in Oviedo
4.83 out of 5 average rating, 202 reviews* Paris Stay * | UCF | Dine-In Kitchenette
Top guest favourite

Home in Casselberry
5 out of 5 average rating, 9 reviewsWana Chill Spot *Pool *Spa *Bar *Ping Pong *BBQ
Top guest favourite

Private room in Chuluota
4.94 out of 5 average rating, 103 reviewsPrivate Room & Bath in Lakefront Home-Orlando/UCF
Guest favourite

Home in Winter Springs
4.91 out of 5 average rating, 11 reviewsPure Vida - Your home away from home!
Top guest favourite

Private room in Winter Park
4.99 out of 5 average rating, 104 reviewsTop Floor French Style Studio.
Quick stats about vacation rentals in Winter Springs
Total rentals
80 properties
Nightly prices starting at
$27 CAD before taxes and fees
Total number of reviews
3.3K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Universal Orlando Resort
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Amway Center
- Magic Kingdom Park
- Epcot
- Titusville Beach
- Daytona International Speedway
- Aquatica
- Reunion West
- Walt Disney World Resort Golf
- Island H2O Water Park
- ChampionsGate Golf Club
- Blue Spring State Park
- Disney's Hollywood Studios
- Kissimmee Lakefront Park