
Cottage holiday rentals in Clearwater Beach
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Top-rated cottage rentals in Clearwater Beach
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Cooper Cabin: Cute, Adorable, Standalone Studio
Cooper Cabin is a super cute and sparkling clean stand alone studio with a full eat-in kitchen and bath. Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue! Located within walking distance of all things Tarpon Springs and just a short 7 min drive to Fred Howard Beach, Cooper Cabin is decorated with fun decor and a relaxing front porch balcony with bistro set. Bikes and beach gear provided!

Vintage Florida Beach Cottage B
Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Kooky Koconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2019, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Common laundry on shared screened porch. Dogs allowed (extra $45 cleaning). Easy refund policy. Level 2 EV charger

Hideaway in the Heights*Early Check-in
A perfect balance between suburban serenity & urban convenience in this historic Tampa neighborhood. Central air, Roku, strong Wi-Fi, coffee, tea, snacks. Easy self-check-in. The ideal home base for your Tampa adventures. Quick 10 min drive to TPA Airport, Busch Gardens, Fla Amphitheater, Raymond James Stadium, Aquarium, Cruise Port, USF, UT, Ybor City, Armature Works & Downtown. 35 min to countrys best beaches, 70 min to Orlando. Plus great restaurants & breweries within walking distance.

Clearwater Cottage Short Drive to Beach & Dunedin!
Perfectly nestled between the quaint town of Dunedin & Clearwater. Just a short drive across the bridge & you’ll be Sinking your toes into the beautiful white sandy beaches of Honeymoon Island State Park or Clearwater Beach. Enjoy Honeymoon Island natural beauty or exciting tourist attractions of Clearwater beach! Take a cruise on the dinner boats to watch the beautiful sunset. Walk or rent a bike & explore the Pinellas trail. Kayak or jet ski the Gulf. Max 5 Adult guests with government ID.

Walk Downtown and Waterfront, Designer Getaway
Experience modern coastal luxury in this stylish, spacious upstairs 2-bedroom cottage with beautiful decor. Steps from Main Street Dunedin. Walk to restaurants, shops, & breweries or take a short stroll to gorgeous sunsets at Dunedin's waterfront. Make the quick drive to award winning beaches, Honeymoon Island & Clearwater Beach. Pet-friendly w/ 2 king beds, a sleeper sectional, & serene treetop views. Your sunny escape awaits. Treat yourself & book your getaway at the Barefoot Parrot today.

A little piece of Heaven
2 people max cozy cottage with all the amenities of home with a lakefront view. There's a firepit for those colder nights and kayaks & peddleboats for the more adventurous ones, or just sit back and take in some sun on our beautiful dock. Centrally located in between the Veterans Expressway and I 275, minutes from shopping, Lake Park, Adventure Island and Busch Gardens ...Lutz has something for everyone, don't let your friends and family stay in a hotel, we've got it all waiting right here!

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.
1925 beach house just steps to the beach. . All shops and resturaunts just a few blocks walk. Beach is 120 steps away. Part of Clearwater Cottages, a group of historic beach houses. This is an entire small house that will sleep 4 Restored antique kitchen. Just cute as a button. Families with pets welcome shared commercial hot tub in recreation area. has queen size bed in private master bedroom and pull out sofa bed in living room . as well as an additional twin bed in the living room

Luxury Beach Bungalow | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes! Welcome to #MangoIRB, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf of Mexico beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, #MangoIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

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.

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Mermaid Cottage
Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.

B - BEACH HOUSE 3 MIN WALK TO THE BEACH
3 MIN WALK TO THE BEACH. beach cottage, 2 br, 1 bath, well equipped kitchen, Beautyrest beds, very clean. all included, 4 beach chairs, a cooler, beach toys, 18 towels: 4 beach, 4 shower, 4 hand, 4 face cloths, 2 kitchen towels, no stairs, parking up frond for 4 cars, outdoor sitting+ dining, charcoal grill, private laundry room free, high speed Internet 200 megabytes, cable TV, Wi-Fi, short walk to baseball /pickleball/ tennis/ basketball/ skateboard field, no steps.
Popular amenities for cottage rentals in Clearwater Beach
Cottage rentals with a hot tub

Tiki Cottage Sleeps 6, Pets OK, Steps to Beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Lemon Cottage Steps from Beach

Beachy Keen Cottage A only steps to the Beach

Sunny - Key West Vibe Cottage - Pool - Walkable

New Listing Hidden Gem 3 Bedroom Home

Heart of Safety Harbor | Hot Tub | Luxe Comfort

Happy Camper Cottage | Cozy Oasis with Hot Tub
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row

The Pelicans Roost / Gulfport

Artsy guest house; near downtown w/ private patio

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

Little Manatee River Cottage

Cozy up in a French Country nest NEAR EVERYTHING

Gulfport Art District - One Block From Beach!

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

"Sweet Harbor Cottage" Walk to Downtown

6B Newly Renovated Casita at Coastal Cottages!

Private Oasis Luxury King Bed Walk To Restaurants

🏡Cottage near Clearwater & Belleair Beaches🏖🌴☀️

Cozy Cottage - Nature Lovers Dream - Horses - Lake
Quick stats about cottage rentals in Clearwater Beach
Total holiday rentals
Explore 10 holiday rentals in Clearwater Beach
Nightly prices starting at
Clearwater Beach holiday rentals start at £67 per night before taxes and fees
Verified guest reviews
Over 1,460 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 of Clearwater Beach holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Clearwater Beach rentals
4.8 Average rating
Clearwater Beach stays are highly rated by guests – averaging 4.8 out of 5!
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- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Raymond James Stadium
- Dunedin Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens