
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.

Walk to beach shops food drinks “The Cottage”
Island Rum Suites has another cozy little cottage on the list of awesome places to stay near Indian Rocks Beach only 1/2 mile away! Location is everything and this is it! 25 miles from TIA, and all major attractions in Tampa. You will be in walking distance to the beach (IRB), beautiful sunsets, nature parks, nature trails, bike trails, marina, boat launch, shopping, sports bars, restaurants, pizza and ice cream! There is even a water park less than 1/2 mile away! fall special stay 4 get 1 free

Cooper Cottage: Cozy, Convenient and Comfortable
Cooper Cottage is for cyclists, boaters, beach goers or those who just want to relax! The Cottage is the front half of a duplex in downtown Tarpon with all the amenities including bikes and beach gear! Walk/bike to Restaurants, Churches, Museums and Parks in under 12 minutes or drive to Fred Howard Beach or Sunset Beach in 7 minutes! 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.

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.

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.

Luxury Beach Bungalow | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! Welcome to Mango, 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, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

Kooky Coconut Cottage, Indian Rocks Beach
Coconut Cottage only steps away from the beautiful beaches of Indian Rocks Beach. 2 bedroom,1 bath. The entire cottage has been renovated. Next door to the local famous Kooky Coconut Cafe. Perfect for couple, friends or small families. ONLY 3 GUESTS ALLOWED. NO sleeping on the sofa ALLOWED. If you bring more then 3 guests you will be charged $100.00 surcharge per night per extra guest. Due to cleaning restriction we DO NOT allow cooking with CURRY or FISH OIL in the cottage.

Lemon Cottage Steps from Beach
1925 beach cottage with king size mattress, new kitchen with granite countertops LG stainless steel double over, just 130 steps to the sand with no streets to cross. Sofa bed in living room total 2 sleeping areas. Great location with Frenchy s Rockaway Grill and Crabby s just 2 blocks away with the Pier 50 five blocks walk Enjoy a commercial size hot tub right out your back door with large wood party deck tin roof gazebo Private brick patio and awning overlooks Mandalay Ave

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.

Ground-Floor Beachfront | Walk-Out to the Sand
Walk straight from your door onto the sand. This rare ground-floor, direct beachfront one-bedroom cottage sits right on the Gulf of Mexico with unobstructed water views and effortless beach access — no stairs, no elevators, no roads. Enjoy your private beachfront patio, a cozy and newly remodeled interior, and your own stretch of sand with lounge chairs just steps away. Perfect for couples or longer stays looking for a relaxed, front-row beach experience in Indian Shores.

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.

Island Time Stay: Happy Hour
Check out our large studio cottage located on Gulf Blvd in Treasure Island, FL. It is located less than 300 steps from the beautiful sand of Treasure Island Beach and 5 blocks from the world famous boardwalk, shopping and restaurants of John’s Pass Village in Madeira Beach. We have a crosswalk conveniently located in front of the property. You can stop traffic with the push of a button to safely walk across the street toward the boardwalk.

Walk Downtown and to Waterfront, Mins to Beaches
Just steps to Main Street and minutes to the beach, this stylish upstairs 2-bedroom cottage offers modern coastal comfort. Thoughtfully designed and fully stocked, with two king beds, a sleeper sectional, and peaceful treetop views. Walk to dining, shops, breweries, and Dunedin’s stunning waterfront sunsets. A short drive to Honeymoon Island and Clearwater Beach. Pet-friendly. Welcome to the Barefoot Parrot.
Popular amenities for Clearwater Beach cottage rentals
Cottage rentals with a hot tub

Pink Gulfside Cottage, Steps to Beach, Pets OK

Beachy Keen Cottage A only steps to the Beach

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

Cozy Cottage Near Beach | Hot Tub • Pet Friendly

"Dunes" Gulf-View Historic Beachside Cottage 1/1
Pet-friendly cottage rentals

Gasparilla Bayshore Good Vibes cottage

The Pelicans Roost / Gulfport

Artsy guest house; near downtown w/ private patio

Steps2Beach-Walk everywhere-Bikes & gear Included

Little Manatee River Cottage

Vintage Florida Beach Cottage B

Cozy up in a French Country nest NEAR EVERYTHING

Beachy Paradise
Private cottage rentals

Cottage by the Coast 2 bd - Pet Friendly

Close to Downtown/Sponge Docks/Beaches/Trails

Stay in Downtown Dunedin • Walk Everywhere

"Sweet Harbor Cottage" Walk to Downtown

Home w/Private Beach Access and Rooftop Access!

2BR Charming Beach House Steps To The Beach 2nd FL

Coveted Sunset Beach Rental: Beautiful 2 Bdrm

Safety Harbor Cottage
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 $408Â NZD per night before taxes and fees

Verified guest reviews
Over 1,460 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Clearwater Beach holiday rentals include Wi-Fi 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!
Destinations to explore
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- Cottage rentals Florida
- Cottage rentals United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Anna Maria Island Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- Jannus Live
- St Pete Beach
- Anna Maria Public Beach
- Hard Rock Casino
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




