
Cottage holiday rentals in Pinellas County
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Top-rated cottage rentals in Pinellas County
Guests agree: these cottages are highly rated for location, cleanliness and more.
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

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.

Sunset Beach cozy boutique cottage

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

Wow! Coastal Home+ 10 Mins to Dunedin & Beach

Vintage Florida Beach Cottage B

Perfect Location Cottage in Delightful Dunedin

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

Cottage by the Coast 2 bd - Pet Friendly

Coral Cottage pool/firepit 2 bedr 2 bth sleeps 6

Close to Downtown/Sponge Docks/Beaches/Trails

Near Indian Rocks Beach April and May Openings!

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
Destinations to explore
- Rentals with a fireplace Pinellas County
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- Rentals with a hot tub Pinellas County
- 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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