
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

Sunny - Key West Vibe Cottage - Pool - Walkable

Beachy Keen Cottage A only steps to the Beach

New Listing Hidden Gem 3 Bedroom Home

Heart of Safety Harbor | Hot Tub | Luxe Comfort

Sunset Beach cozy boutique cottage

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

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Pet-friendly cottage rentals

Sunny PaG Island rental w/bikes-just steps2beach

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
Private cottage rentals

Cottage by the Coast 2 bd - Pet Friendly

"Sweet Harbor Cottage" Walk to Downtown

NEW! 2BR/2BA Finest Vacation Home Steps to Beach

6B Newly Renovated Casita at Coastal Cottages!

Turtle Nest A

Safety Harbor Cottage

The Cottage at Wishing Well, Gulfport

Beachside Historic Cottage – Steps to Sand!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
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- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
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- Vinoy Park
- Amalie Arena
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- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- Tampa Palms Golf & Country Club