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Cottage holiday rentals in Clearwater Beach

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Top-rated cottage rentals in Clearwater Beach

Guests agree: these cottages are highly rated for location, cleanliness and more.

Guest favourite
Cottage in Dunedin
Walk to Waterfront & Downtown ~Barefoot Parrot 1
Treat yourself to modern coastal luxury in this beautiful first floor cottage in charming Downtown Dunedin. Steps to Main Street, a short stroll to the waterfront & easy drive to Honeymoon/Caladesi Island & Clearwater Beach. Walk to waterfront marina, restaurants, shops, breweries, & Pinellas Exercise Trail. Enjoy award-winning dining, live music, & gorgeous sunsets then take the short walk back to the quiet of your own private space. Fully equipped kitchen. Pets permitted w/ approval & fee.
Individual Host
Guest favourite
Cottage in Indian Shores
*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*
Step out the door and into the sand! Ground floor DIRECT beachfront one- bedroom/one-bath cottage with public beach access, private beach area, and awesome amenities for the perfect Gulf Beach getaway! Enjoy a cozy bedroom, living/dining area, fully-equipped kitchen, beachfront patio and private beach area with lounge chairs and umbrellas. Conveniently located near a trolley stop for easy access to local restaurants, shops, and attractions. Book now for an unforgettable beach vacation!l
Individual Host
Guest favourite
Cottage in Indian Shores
OPEN! Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.
Individual Host

Popular amenities for cottage rentals in Clearwater Beach

Cottage rentals with a hot tub

Superhost
Cottage in Clearwater
Tiki Cottage Sleeps 6, Pets OK, Steps to Beach
Professional Host
Guest favourite
Cottage in Safety Harbor
Harbor Oasis with Hot Tub
Individual Host
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Cottage in Anna Maria
Turtle Cottage - Anna Maria Island
Individual Host
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Cottage in Indian Rocks Beach
NEW! Updated Stilt Home STEPS TO BEACH!
Superhost
Cottage in Indian Rocks Beach
Turtle Nest Cottage
Individual Host
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Cottage in Palm Harbor
Happy Camper Cottage | Cozy Oasis with Hot Tub
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Cottage in Largo
Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
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Cottage in Largo
Hidden Oasis #1, just a few minutes to the beaches
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Cottage in Treasure Island
Casa Sunset by Agua Salá
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Cottage in Dunedin
Sunny Side Cottages ~ 6 min to downtwon
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Cottage in Indian Rocks Beach
Beachy Keen Cottage A only steps to the Beach
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Cottage in Tampa
Hot tub, riverfront, Bush Gardens, kajaks, 2floors
Individual Host

Pet-friendly cottage rentals

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Cottage in Indian Rocks Beach
Your Perfect Beach Getaway Awaits at our Cottage!
Individual Host
Guest favourite
Cottage in Indian Rocks Beach
Vintage Florida Beach Cottage
Individual Host
Superhost
Cottage in Saint Pete Beach
Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
Professional Host
Guest favourite
Cottage in Clearwater
Beach Guest Cottage. Gulf Semi Private Area.
Individual Host
Guest favourite
Cottage in Palm Harbor
Coral cottage located near trail & gulf side park
Individual Host
Superhost
Cottage in Indian Rocks Beach
Coastal Modern 2/2 Coral Sands II at IRB
Individual Host
Guest favourite
Cottage in Tampa
Bay Lake Cottage
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Cottage in Gulfport
Gulfport Art District - One Block From Beach!
Individual Host
Superhost
Cottage in Tampa
Eclectic cottage nestled in million $ street
Professional Host
Guest favourite
Cottage in St. Petersburg
Homey Cottage Close To It All
Individual Host
Guest favourite
Cottage in Gulfport
The Pelicans Roost / Gulfport
Individual Host
Superhost
Cottage in Indian Rocks Beach
#5 Beach Front Cottage w view- Indian Rocks Beach
Individual Host

Private cottage rentals

Superhost
Cottage in Treasure Island
Historic Holly House on Treasure Island
Individual Host
Guest favourite
Cottage in Madeira Beach
Flipper's @ Mad Beach Cottage
Individual Host
Guest favourite
Cottage in Treasure Island
Peacock Beach Cabana beach in 100 steps
Individual Host
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Cottage in Largo
Walk to Indian Rocks Beach! “The Sweet”
Professional Host
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Cottage in Gulfport
Gulfport Cottage STEPS to Beach & Restaurants
Individual Host
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Cottage in Dunedin
Downtown Dunedin Historic Orange Blossom Cottage 1
Professional Host
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Cottage in Tarpon Springs
Cooper Cottage: Cozy, Convenient and Comfortable
Professional Host
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Cottage in St. Petersburg
Beachy St. Pete Cottage Retreat!
Individual Host
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Cottage in Dunedin
Downtown Keylime Cottages 3
Individual Host
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Cottage in Belleair Beach
Newly Renovated ON Beach/2King Beds&a twin bunk
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Cottage in Treasure Island
"Waves" Cottage on Sunset Beach
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Cottage in Clearwater
NEW! 2BR/2BA Finest Vacation Home Steps to Beach
Individual Host

Quick stats about cottage rentals in Clearwater Beach

Total rentals

10 properties

Wifi availability

10 properties include access to wifi

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.1K reviews

Nightly prices starting at

£79 before taxes and fees

Destinations to explore