
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 cottage rentals in Pinellas County
Cottage rentals with a hot tub

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

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

Happy Camper Cottage | Cozy Oasis with Hot Tub

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

Hidden Oasis #1, just a few mins to the beach
Pet-friendly cottage rentals

Artsy guest house; near downtown w/ private patio

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

Modern Cottage

Adorable Dog-Friendly Cottage in Quaint Dunedin

Vintage Florida Beach Cottage B

Beachy Paradise

2 bed/1 bath Hummingbird Beach Cottage

Old Florida Paradise Secret Lair Cottage
Private cottage rentals

Cottage by the Coast 2 bd - Pet Friendly

Close to Downtown/Sponge Docks/Beaches/Trails

Wow! Coastal Home+ 10 Mins to Dunedin & Beach

Charming Newly Reno 1 min to Downtown Dunedin

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

Mango Cottage, pet friendly, steps to gulf

Charming Blue Bungalow With Amazing Yard

Seaside Retreat Cottages #3
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Weeki Wachee Springs
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- Vinoy Park
- North Beach
- Jannus Live
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
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