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Featured Cottages in Clearwater and around

Clearwater Cottage - 2 BR / 1 Bath

8.8 out of 10, Excellent, (13)
"Enjoyed our stay. The house is in a convenient location and very easy to get to. The owners were accommodating to our needs. The neighborhood is quiet and safe. I would recommend for small groups."
Clearwater Cottage - 2 BR / 1 Bath

Mango Tree Cottage on a bike trail

10.0 out of 10, Exceptional, (1)
"This cottage was exactly as pictured and delivered the ideal retreat with easy access to amenities and activities.Its proximity to the rail trail made walking or riding for coffee/dinners easy, and Sam provides two bikes with locks for excursions.The cottage is beautifully tucked away amid a variety of trees and plants.Sam thoughtfully included several coffee/hot chocolate options for the Keurig and even left us some delish pastries on check-in day! The kitchen was equipped with all the...
Mango Tree Cottage on a bike trail

Coastal Retreat & Biking Bliss

10.0 out of 10, Exceptional, (8)
"Nice place, had everything we needed. We would come back again."
Coastal Retreat & Biking Bliss

5 Mi to Beach: Family-friendly Home in Clearwater!

3.0 star property
10.0 out of 10, Exceptional, (2)
5 Mi to Beach: Family-friendly Home in Clearwater!

Clearwater Oasis: Gas Grill, Beach Chairs & More!

3.0 star property
Clearwater Oasis: Gas Grill, Beach Chairs & More!

Updated Clearwater Vacation Rental in Central Spot

3.0 star property
Updated Clearwater Vacation Rental in Central Spot

Contemporary Clearwater Home With Private Pool!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Awesome stay for me and my family, only 20 min away from Clearwater Beach. Beautiful pool area pace was alot bigger than what the pics showed!! Very spacious. "
Contemporary Clearwater Home With Private Pool!

Clearwater Family Home w/ Private Hot Tub!

3.0 star property
Clearwater Family Home w/ Private Hot Tub!

Peaceful Clearwater Retreat by Lake

10.0 out of 10, Exceptional, (9)
"Perfect place for us! Very clean, great floor plan, new appliances! Great amenities! Leslie is a gracious, friendly host!"
Peaceful Clearwater Retreat by Lake

Calming Getaway: 9 Mi to Clearwater Beach!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The host is very attentive to details. We had more than what we thought. The neighbors were quiet, but friendly once we saw them. The neighborhood overall is calm and clean. Definitely would rebook!"
Calming Getaway: 9 Mi to Clearwater Beach!

Clearwater 'seaside Bungalow': Patio & Grill!

3.0 star property
9.6 out of 10, Exceptional, (4)
"I chose the property as they allowed dogs and from that perspective it did not disappoint. There was a fenced yard with an outdoor dining table and a fire pit. The decor was nice—very beach-y. On a less positive note, there was only 1 bathroom for a house advertised as sleeping 6, and no indoor dining area. Fortunately we had good weather, so made use of the outdoor table."
Clearwater 'seaside Bungalow': Patio & Grill!

Beautiful Clearwater Getaway < 6 Mi to Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excelentes días en familia. Mucha tranquilidad y logramos descansar Me gustaría volver a ir"
Beautiful Clearwater Getaway < 6 Mi to Beach!

Modern Clearwater Home w/ Deck: 9 Mi to Beach

3.0 star property
Modern Clearwater Home w/ Deck: 9 Mi to Beach

Charming Cottage Near Beach And Downtown Dunedin

9.0 out of 10, Wonderful, (14)
"We enjoyed our stay there. The cottage is very clean and cosy. The kitchen is equipped with various utensils, dishes and pans which make cooking easy. Beach chairs were a bonus! The only suggestions from me would be: 1) to somehow install an exterior fan in the bathroom and 2) provide a dehumidifier as the inside humidity is very high. "
Charming Cottage Near Beach And Downtown Dunedin

Charming Home w/ Yard ~ 5 Mi to Clearwater Beach!

3.0 star property
Charming Home w/ Yard ~ 5 Mi to Clearwater Beach!

Chic Clearwater Home w/ Backyard Space & Fire Pit!

3.0 star property
Chic Clearwater Home w/ Backyard Space & Fire Pit!

Clearwater Vacation Home Rental w/ Tiki Bar!

3.0 star property
Clearwater Vacation Home Rental w/ Tiki Bar!

Pet-friendly Clearwater Home - 7 Mi to Beach!

3.0 star property
Pet-friendly Clearwater Home - 7 Mi to Beach!

Family-friendly Clearwater Home w/ Game Room!

3.0 star property
Family-friendly Clearwater Home w/ Game Room!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Clearwater

Heated Pool | 2BD 2BA | Home near Beaches

9.8 out of 10, Exceptional, (16)
"This was one of the best rentals we've ever stayed in! Beautiful, spacious home with tons of ammenities for our family (pool floats, pack and play, walker, even sippy cups!). The kitchen was fully stocked with all things needed for cooking including spices, oil, etc. 10/10 recommend!! We will be back!"
Heated Pool | 2BD 2BA | Home near Beaches

Clearwater Charm

10.0 out of 10, Exceptional, (4)
"Great stay"
Clearwater Charm

Studio in Clearwater Perfect for 2

2.0 star property
Studio in Clearwater Perfect for 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Clearwater cost?
Prepare to pay between and per night for cottages in Clearwater. Whatever your budget, an epic stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Clearwater?
Clearwater has multiple cottages with a total average guest review rating of 9.6. Sunshine Cosy Cottages is a good option if you like nature and a relaxing pace. Visitors of this 2.5-star stay can enjoy conveniences like a barbecue grill and pillow top mattresses. Our Yellow Beach Cottage Nestled In The Heart Of Indian Rocks Beach is another popular pick. This 3-star cottage offers a nearby seaside and an oven.
How many cottages are there in Clearwater?
You can choose from 20 cottages in Clearwater. Whether you’re taking a trip with the family or planning a retreat with your besties, Expedia will help you find the right space to immerse yourself in nature.
Are there any family-friendly cottages in Clearwater?
Holidaying with your group in Clearwater is a cinch at Sunshine Cosy Cottages. With conveniences including laundry facilities and a picnic area, you’ll find all the necessary comforts at this 2.5-star cottage. Our Yellow Beach Cottage Nestled In The Heart Of Indian Rocks Beach is another family-friendly property where you and the rest of your crew can escape the daily grind of city life. This cottage has a 3-star rating and conveniences including an oven and a bicycle. After checking in and chilling together in your cosy digs, it’s time to hit the road and discover the local sights. Tampa Bay Grand Prix and Congo River Golf - Clearwater are fun family-friendly attractions in Clearwater.
Why book your cottage in Clearwater with Expedia?
Reserving a cottage in Clearwater is as simple as working out your travel dates and picking an ideal place for a getaway in the outdoors. From upscale retreats to inexpensive properties and cottages that feature perks like a pool, Expedia has something for all tastes. As for awesome deals? We’ve got them too!
How can I find cheap cottages in Clearwater?
Expedia is here to help you easily locate cheap cottages in Clearwater. To book your special stay in a matter of clicks, simply use our convenient filter tool to tailor your search results by star rating, budget and amenities.
What is there to do in Clearwater near my cottage?
Clearwater has enough sights to keep you entertained for weeks (or months!), beginning with Celebration Station. Suncoast Star Playhouse Dinner Theatre, SimCenter and Ruth Eckerd Hall are other awesome attractions. If you’re hanging around a while, Eddie C. Moore Softball Complex and BayCare Ballpark are nice finishing touches to your itinerary.