
Cottage vacation rentals in Osceola County
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Top-rated cottage rentals in Osceola County
Guests agree: these cottages 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 Osceola County cottage rentals
Cottage rentals with a hot tub

Cozy Private Cottage 5 miles from Disney!

15min away from Disney- Family home and pool

Getaway Cottage Near Disney

Sherwood Forest Vacation Home Near Disney

Cozy Tiny Home Getaway minutes from Disney

Hidden Lake View Cottage 4 miles from Disney!

""Perfect Cottage Near Disney &Attractions!!!""

Beautiful Cottage 2 Bedroom
Pet-friendly cottage rentals

10% OFF | Charming 2BR Cottage with Private Pool

Rare 2 Bed + Hot Tub nr Disney in Margaritaville

Charming Cottage #1

Flexible Early Check ins / Late Check outs*

Private Cottage. Only 5 miles from Disney.

Tropical 4BD Cottage in Margaritaville nr Disney!

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

Entire house Close to Disney
Private cottage rentals

Cottage Retreat 3BR w Free Parking near WDW

2BD Cottage in Margaritaville w Playground in back

Cottage with Resort Amenities

Sherwood - Disney Get'A'Way

Entire cottage for 5, close to Disney, Universal!

Cozy Home in Davenport

Cozy Orlando Area Cottage Near Disney - 5 miles

Entire Cottage for 4 Near Disney - Bliss Bitty
Destinations to explore
- Rentals with lake access Osceola County
- Rentals with beach access Osceola County
- Rentals with a home theater Osceola County
- Rentals with a fire pit Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Private suite rentals Osceola County
- Luxury rentals Osceola County
- Condo rentals Osceola County
- Waterfront rentals Osceola County
- Bed and breakfasts Osceola County
- Hotel rentals Osceola County
- Rentals with a kayak Osceola County
- Campsite rentals Osceola County
- Loft rentals Osceola County
- Rentals with a hot tub Osceola County
- Villa rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Resort rentals Osceola County
- House rentals Osceola County
- Tiny house rentals Osceola County
- Rentals with pools Osceola County
- Smoking-friendly rentals Osceola County
- Ski-in/ski-out rentals Osceola County
- Family-friendly rentals Osceola County
- Rentals with a patio Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Rentals with outdoor seating Osceola County
- Serviced apartment rentals Osceola County
- Boutique hotel rentals Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a fireplace Osceola County
- Cabin rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Rentals with an accessible height bed Osceola County
- Cottage rentals Florida
- Cottage rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Sebastian Inlet
- ESPN Wide World of Sports
- Magic Kingdom Park
- Playalinda Beach
- Epcot
- Amway Center
- Aquatica
- Titusville Beach
- Island H2O Water Park
- Walt Disney World Resort Golf
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk
- Kissimmee Lakefront Park