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 Pinellas County cottage rentals
Cottage rentals with a hot tub
Cottage in Clearwater
4.77 out of 5 average rating, 137 reviewsPink Gulfside Cottage, Steps to Beach, Pets OK
Cottage in Dunedin
4.9 out of 5 average rating, 70 reviewsSunny - Key West Vibe Cottage - Pool - Walkable
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 35 reviewsBeachy Keen Cottage A only steps to the Beach
Cottage in Safety Harbor
4.9 out of 5 average rating, 67 reviewsDowntown Luxe Comfort Cottage with Hot Tub!
Cottage in Dunedin
5 out of 5 average rating, 11 reviews1000 Oaks Cottage 3bed/2bath with hot tub
Cottage in Palm Harbor
4.83 out of 5 average rating, 90 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
Cottage in Largo
5 out of 5 average rating, 32 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
Cottage in Saint Petersburg
4.99 out of 5 average rating, 72 reviews"TROPI COTTAGE"
Pet-friendly cottage rentals
Cottage in Largo
4.78 out of 5 average rating, 60 reviewsCottage by the Coast 2 bd - Pet Friendly
Cottage in Clearwater
4.98 out of 5 average rating, 65 reviewsAmazing! Coastal Home+ 10 Mins to Dunedin & Beach
Cottage in Indian Rocks Beach
4.91 out of 5 average rating, 23 reviewsBeach Cottage #1! 20 steps to beach! Beach gear!
Cottage in St. Petersburg
4.94 out of 5 average rating, 17 reviewsModern Cottage
Cottage in Indian Shores
5 out of 5 average rating, 54 reviewsPrivate beach access, Dog-friendly home
Cottage in Palm Harbor
4.7 out of 5 average rating, 69 reviewsCrystal Beach Yellow Cottage
Cottage in Clearwater
4.94 out of 5 average rating, 31 reviewsBeach Access, Fenced Yard, Pets, Local Quiet Beach
Cottage in Tarpon Springs
4.92 out of 5 average rating, 49 reviewsCharming Blue Bungalow With Amazing Yard
Private cottage rentals
Cottage in Indian Shores
4.87 out of 5 average rating, 95 reviewsYour Beach Paradise Awaits!
Cottage in Tarpon Springs
5 out of 5 average rating, 24 reviewsNew! Close to Downtown/Sponge Docks/Beaches/Trails
Cottage in Dunedin
4.84 out of 5 average rating, 57 reviewsCozy Cottage in the Heart of Dunedin
Cottage in Clearwater
5 out of 5 average rating, 30 reviewsNEW! 2BR/2BA Finest Vacation Home Steps to Beach
Cottage in Madeira Beach
4.79 out of 5 average rating, 98 reviewsWater Front Super Chic 2BD/ 1 bath - Cottage Wi-Fi
Cottage in Tarpon Springs
4.85 out of 5 average rating, 97 reviewsPalm Cottage * King Bed * Tropical Yard
Cottage in St. Petersburg
4.99 out of 5 average rating, 90 reviewsSt Petersburg Cottage- Beaches, Downtown & Trail
Cottage in Safety Harbor
5 out of 5 average rating, 41 reviewsSafety Harbor Cottage
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