
Cottage holiday rentals in Pinellas County
Find and book unique cottages on Airbnb
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

Tiki Cottage Sleeps 6, Pets OK, Steps to Beach

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

The Pelicans Roost / Gulfport

Artsy guest house; near downtown w/ private patio

Modern Cottage

Adorable Dog-Friendly Cottage in Quaint Dunedin

Vintage Florida Beach Cottage B

Beachy Paradise

2 bed/1 bath Hummingbird Beach Cottage

Gulfport Art District - One Block From Beach!
Private cottage rentals

Cottage by the Coast 2 bd - Pet Friendly

Wow! Coastal Home+ 10 Mins to Dunedin & Beach

Near Indian Rocks Beach April and May Openings!

Private beach access, Dog-friendly home

Charming Newly Reno 1 min to Downtown Dunedin

Oceanside Cottage

Beach Cottage- Pass a Grille- Steps to beach

Mango Cottage, pet friendly, steps to gulf
Destinations to explore
- Private suite rentals Pinellas County
- Rentals with an accessible-height toilet Pinellas County
- Family-friendly rentals Pinellas County
- Beach apartment rentals Pinellas County
- Townhouse rentals Pinellas County
- Villa rentals Pinellas County
- Rentals with a sauna Pinellas County
- Flat rentals Pinellas County
- Beachfront rentals Pinellas County
- Guest house rentals Pinellas County
- Rentals with a patio Pinellas County
- Rentals with pools Pinellas County
- Rentals with outdoor seating Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washing machine and dryer Pinellas County
- Family-friendly rentals Pinellas County
- Rentals with an EV charger Pinellas County
- Bungalow rentals Pinellas County
- Rentals with an accessible-height bed Pinellas County
- Smoking-friendly rentals Pinellas County
- Rentals with a kayak Pinellas County
- Apartment rentals Pinellas County
- Rentals with a hot tub Pinellas County
- Rentals with breakfast Pinellas County
- Pet-friendly rentals Pinellas County
- Rentals with a fireplace Pinellas County
- House rentals Pinellas County
- Boutique hotel rentals Pinellas County
- Rentals with a firepit Pinellas County
- Tiny house rentals Pinellas County
- Waterfront rentals Pinellas County
- Hotel rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Rentals with lake access Pinellas County
- Cottage rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Things to do Pinellas County
- Art and culture Pinellas County
- Sports activities Pinellas County
- Nature and outdoors Pinellas County
- Sightseeing Pinellas County
- Tours Pinellas County
- Things to do Florida
- Art and culture Florida
- Wellness Florida
- Sightseeing Florida
- Tours Florida
- Nature and outdoors Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States