
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 G$12,547 GYD per night before taxes and fees

Verified guest reviews
Over 6,420 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
50 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 Countryside 12
Top-rated cottage rentals in Clearwater
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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 5 Guests 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

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

The Pelicans Roost / Gulfport
The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

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

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 ..

Walkable, fun, local Dunedin experience
Stay in this charming 1920s cottage, where you can walk to local restaurants, breweries, and shops, or take a short walk to the marina for a sunset. Perfectly located in the heart of Dunedin, this home makes it easy to explore the area on foot. Spend your days enjoying nearby beaches, biking the Pinellas Trail, or catching a game at TD Ballpark to watch the Toronto Blue Jays. After a day of beach fun, baseball, or exploring, then enjoy an easy walk for dinner, drinks, or live music downtown.

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.

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.

Walk to Downtown and Waterfront - Private Yard
Steps to Main Street and minutes to beaches, yet tucked away on a quaint street. Private yard with grill in a prime 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 Island, Caladesi Island & Clearwater Beach. Sleeps 6. Two king bed suites and a luxury couch that sleeps 2 more. Fully loaded for kids, pets and beach days. Book this Dunedin favorite and treat yourself today!

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 Clearwater cottage rentals
Cottage rentals with a hot tub

Pink Gulfside Cottage, Steps to Beach, Pets OK

Lemon Cottage Steps from Beach

Beachy Keen Cottage A only steps to the Beach

Heart of Town Cottage with Hot Tub

Happy Camper Cottage | Cozy Oasis with Hot Tub

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

Cozy Cottage Near Beach | Hot Tub • Pet Friendly

Cottage - Pool - Free Parking - Walkable
Pet-friendly cottage rentals

Gasparilla Bayshore Good Vibes cottage

Sunny PaG Island rental w/bikes-just steps2beach

Yachtsman Beachfront Cottage w/ Heated Pool

Artsy guest house; near downtown w/ private patio

Little Manatee River Cottage

Beautiful Beachfront Cottage on the Water

Turtle Nest A - Pet Friendly and Hot Tub!

Gulfport Art District - One Block From Beach!
Private cottage rentals

Coral Cottage pool/firepit 3 bed 2 bth sleeps 6

Wow! Coastal Home+ 10 Mins to Dunedin & Beach

Stay in Downtown Dunedin • Walk Everywhere

NEW! 2BR/2BA Finest Vacation Home Steps to Beach

Coveted Sunset Beach Rental: Beautiful 2 Bdrm

Charming Blue Bungalow With Amazing Yard

🏡Cottage near Clearwater & Belleair Beaches🏖🌴☀️

2bedroom house! Great spot! You can see the sand
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,713 GYD | G$38,686 GYD | G$43,286 GYD | G$34,503 GYD | G$29,276 GYD | G$29,485 GYD | G$29,276 GYD | G$28,230 GYD | G$25,721 GYD | G$27,812 GYD | G$29,276 GYD | G$31,158 GYD |
| 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 |
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Destin Vacation rentals
- Rentals with lake access Clearwater
- Aparthotel rentals Clearwater
- Villa rentals Clearwater
- Family-friendly rentals Clearwater
- Smoking-friendly rentals Clearwater
- Hotel rooms Clearwater
- Townhouse rentals Clearwater
- Fitness-friendly rentals Clearwater
- Serviced apartment rentals Clearwater
- Rentals with a fireplace Clearwater
- Rentals with pools Clearwater
- Beach condo rentals Clearwater
- Rentals with an accessible height toilet Clearwater
- Rentals with beach access Clearwater
- Rentals with a hot tub Clearwater
- Beach house rentals Clearwater
- Private suite rentals Clearwater
- Beachfront rentals Clearwater
- Pet-friendly rentals Clearwater
- Guesthouse rentals Clearwater
- Resort rentals Clearwater
- Rentals with a kayak Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Rentals with a sauna Clearwater
- Boutique hotels Clearwater
- Apartment rentals Clearwater
- House rentals Clearwater
- Mansion rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Waterfront rentals Clearwater
- Condo rentals Clearwater
- Rentals with outdoor seating Clearwater
- Rentals with a patio Clearwater
- Bungalow rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Luxury rentals Clearwater
- Cottage rentals Pinellas County
- Cottage rentals Florida
- Cottage rentals United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Hard Rock Casino
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- River Strand Golf and Country Club
- University of South Florida
- Busch Gardens
- ZooTampa at Lowry Park
- Things to do Clearwater
- Art and culture Clearwater
- Nature and outdoors Clearwater
- Sightseeing Clearwater
- Tours Clearwater
- Things to do Pinellas County
- Sports activities Pinellas County
- Art and culture Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Food and drink Pinellas County
- Sightseeing Pinellas County
- Things to do Florida
- Tours Florida
- Art and culture Florida
- Wellness Florida
- Food and drink Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Entertainment Florida
- Sports activities Florida
- Things to do United States
- Food and drink United States
- Art and culture United States
- Sightseeing United States
- Nature and outdoors United States
- Tours United States
- Wellness United States
- Entertainment United States
- Sports activities United States







