
Cottage vacation rentals in Madeira Beach
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Top-rated cottage rentals in Madeira Beach
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 Madeira Beach cottage rentals
Cottage rentals with a hot tub

Harbor Oasis | Hot Tub | Private | Lush Backyard

Pink Gulfside Cottage, Steps to Beach, Pets OK

Beachy Keen Cottage A only steps to the Beach

Sunny - Key West Vibe Cottage - Pool - Walkable

Heart of Safety Harbor | Hot Tub | Luxe Comfort

Sunset Beach cozy boutique cottage

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.

Happy Camper Cottage | Cozy Oasis with Hot Tub
Pet-friendly cottage rentals

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

The Pelicans Roost / Gulfport

Artsy guest house; near downtown w/ private patio

Cottage with Rooftop Patio & Private Beach Access

Perfect Location Cottage in Delightful Dunedin

Cozy up in a French Country nest NEAR EVERYTHING

Beachy Paradise

The Cottage at Wishing Well, Gulfport
Private cottage rentals

Cottage by the Coast 2 bd - Pet Friendly

Adorable Villa 1 min to Downtown Dunedin

"Sweet Harbor Cottage" Walk to Downtown

2 Bedroom Beach House | Private Beach Access

6B Newly Renovated Casita at Coastal Cottages!

Beachside Historic Cottage – Steps to Sand!

🏡Cottage near Clearwater & Belleair Beaches🏖🌴☀️

Elegant Crystal Beach cottage within sea glimpse
Destinations to explore
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- Cottage rentals Pinellas County
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Dunedin Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Amalie Arena
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Honeymoon Island Beach