
Cottage vacation 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.
Vacation 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

Harbor Oasis with Hot Tub

Pink Gulfside Cottage, Steps to Beach, Pets OK

Beachy Keen Cottage A only steps to the Beach

Downtown Luxe Comfort Cottage + Hot Tub!

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

Happy Camper Cottage | Cozy Oasis with Hot Tub

Hidden Oasis #1, hot tub near the beach

Castle Keep Guest House
Pet-friendly cottage rentals

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

The Pelicans Roost / Gulfport

Cozy Cottage Near Downtown + Waterfront

Artsy guest house; near downtown w/ private patio

Luxury Beach Bungalow | Walk to Dining & Sunset

Gulfport Art District - One Block From Beach!

Mango Cottage, pet friendly, steps to gulf

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

Private and Romantic I The Highland Hideaway

3B Newly Renovated Casita at Coastal Cottages!

Crystal Beach Yellow Cottage

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

Beach Cottage- Pass a Grille- Steps to beach

Beachside Historic Cottage – Steps to Sand!

🏡Cottage near Clearwater & Belleair Beaches🏖🌴☀️

Elegant Crystal Beach cottage within sea glimpse
Destinations to explore
- Rentals with an accessible height bed Pinellas County
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Weeki Wachee Springs
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- Coquina Beach
- Clearwater Beach
- North Beach
- Vinoy Park
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Jannus Live
- Things to do Pinellas County
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- Things to do Florida
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- Art and culture United States
- Sightseeing United States
- Nature and outdoors United States
- Wellness United States
- Tours United States
- Entertainment United States
- Food and drink United States
- Sports activities United States