
Cottage vacation rentals in Clearwater
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Clearwater

Total vacation rentals
Explore 60 vacation rentals in Clearwater

Nightly prices starting at
Clearwater vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 6,770 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Clearwater vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Clearwater rentals

4.9 Average rating
Clearwater stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Clearwater's top spots, include Clearwater Marine Aquarium, Pier 60, and Clearwater Jolley Trolley
Top-rated cottage rentals in Clearwater
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

Florida Guest House
Seminole Oaks House...Beautifully appointed new construction 2-story Guesthouse located in a very quiet setting 10 minutes from Indian Rocks Beach. Walking/biking distance from Walsingham Park and Lake and the Pinellas Trail. Enjoy your morning coffee or evening glass of wine on the balcony..or tree shaded rear Patio w/BBQ grill..Great location for exploring all Pinellas has to offer including the Beaches, Downtown St. Pete,and open air Markets..dedicated parking..very peaceful and private ..

Walk to Downtown and Waterfront - Private Yard
Steps to Main Street and minutes to beaches, yet tucked away on a quaint prime downtown street. Private yard with grill in terrific location. Walk to restaurants, breweries, shops, and live music. Walk to Dunedin's gorgeous sunsets or drive minutes to award-winning beaches such as Honeymoon & Caladesi Island & Clearwater Beach. Sleeps 6. Two king bed suites and a luxury leather couch that sleeps 2 more. Loaded for kids, pets and beach days. Treat yourself and book this Dunedin favorite today!

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.

#5 Beach Front Cottage w view- Indian Rocks Beach
LOCATION, location! Closest beach cottage to the water at Indian Rocks beach, view of the water from your porch & easy access to grass for pets. Perfect couples getaway. Enjoy some of Florida’s best beaches. Minimalistic living. *Kitchen recently updated* Shared gazebo & picnic table next door. Shared Washer & dryer takes quarters. Walking distance to local restaurants and bars. Minutes away from Clearwater beach, tourist attractions and mini golf. Property located next 2 public access.

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.

Adorable Villa 1 min to Downtown Dunedin
Welcome to our 1/1 cottage-style villa, which is minutes from Downtown Dunedin. Only a short walk to Main Street and a 12 min drive to Honeymoon/Caladesi Island! Walk to the Pinellas Trail, breweries, eateries, waterfront marina, and Blue Jay baseball stadium. Enjoy award-winning cuisine, live entertainment, and breathtaking sunsets before returning to the peace and quiet of your own private area. Dunedin is a gulf cart friend city with local rental available to cruise around town.

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.

Luxury Beach Cottage | Walk to Dining & Sunset
Welcome to Coco! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits! 🥥

Best Location! Walk to Dining, Trail & Stadium
Charming 1920s cottage in Dunedin just 3 blocks from the water and lively downtown! Walk 2 blocks to the Pinellas Trail, Fenway Hotel, and TD Ballpark. Enjoy a private outdoor retreat surrounded by lush greenery—perfect for morning coffee. Bright, inviting interiors with a sunny kitchen, spacious living area, and cozy beds make this the perfect getaway for beach days, biking, dining, and sunsets! Book early, dates fill fast!

𖤓Updated Stilt home: just steps to the beach!𖤓
Experience a stylish and relaxing beach vacation at our vacation retreat! We are a very popular spot for Honeymooners and anniversaries! As a 4-year Superhost, we offer a charmingly renovated home just steps away from the beach and local restaurants. Explore Indian Rocks Beach with our provided bikes and unwind in the bubbly spa. Escape the everyday and find paradise here! BTR #2292
Popular amenities for Clearwater cottage rentals
Cottage rentals with a hot tub

Private Heated pool/spa home!

Pink Gulfside Cottage, Steps to Beach, Pets OK

Beachy Keen Cottage A only steps to the Beach

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

Cottage - Pool - Free Parking - Walkable

Happy Camper Cottage | Cozy Oasis with Hot Tub

Waterfront Beach Cottage w/Lagoon Pool & Spa

Castle Keep Guest House
Pet-friendly cottage rentals

Bay Lake Cottage

Beautiful Beachfront Cottage on the Water

The Pelicans Roost / Gulfport

Wonderful 2-Br, 2 Bath Cottage near the river.

Coral Sands I -2/2 Porch, Pool Tbl, Best Location!

Vintage Florida Beach Cottage B

Cozy up in a French Country nest NEAR EVERYTHING

Adorable Cottage, Pet friendly, near beach & DT
Private cottage rentals

Cozy Cottage for Lovers

2 bed/1 bath Hummingbird Beach Cottage (4 beds)

Cooper Cabin: Cute, Adorable, Standalone Studio

Island Time Stay: Sunrise

Family Friendly Beach Cottage in Madeira Beach, FL

SOL Retreat • Owner Managed • No Chores

Pass-a-Grille Historic Cottage Unit 2

Private Peaceful Cottage-St Pete, Beaches & Trail!
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 610 | ﺩ.ﺇ 679 | ﺩ.ﺇ 760 | ﺩ.ﺇ 606 | ﺩ.ﺇ 514 | ﺩ.ﺇ 518 | ﺩ.ﺇ 514 | ﺩ.ﺇ 496 | ﺩ.ﺇ 452 | ﺩ.ﺇ 488 | ﺩ.ﺇ 514 | ﺩ.ﺇ 547 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
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- Anna Maria Island
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