
Cottage holiday rentals in Pinellas County
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Top-rated cottage rentals in Pinellas County
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pinellas County cottage rentals
Cottage rentals with a hot tub

Sunny - Key West Vibe Cottage - Pool - Walkable

Beachy Keen Cottage A only steps to the Beach

Heart of Safety Harbor | Hot Tub | Luxe Comfort

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

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

Happy Camper Cottage | Cozy Oasis with Hot Tub

Hidden Oasis #1, just a few mins to the beach

Cottage - Pool - Free Parking - Walkable
Pet-friendly cottage rentals

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

Vintage Florida Beach Cottage B

6B Newly Renovated Casita at Coastal Cottages!

Beachy Paradise

Charming Blue Bungalow With Amazing Yard

Mango Cottage, pet friendly, steps to gulf

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB

Old Florida Paradise Secret Lair Cottage
Private cottage rentals

Close to Downtown/Sponge Docks/Beaches/Trails

Wow! Coastal Home+ 10 Mins to Dunedin & Beach

"Sweet Harbor Cottage" Walk to Downtown

Charming Newly Reno 1 min to Downtown Dunedin

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

Oceanside Cottage

Beach Cottage- Pass a Grille- Steps to beach

🏡Cottage near Clearwater & Belleair Beaches🏖🌴☀️
Destinations to explore
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- Cottage rentals Florida
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- 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
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