Discover the magic of Clearwater Beach, a captivating locale in Florida. Known for its exceptional cottages, the region offers 1,574 options to make your stay unforgettable.

In Clearwater Beach, cottages range from rustic hideaways to luxurious sanctuaries. Prices start at $39 and can go up to $11,400. Top features often include Air conditioner, offering a unique stay.

Top Features: Air conditioner, Kitchen / Kitchenette, Internet / Wifi, TV and Parking

Local Highlights: Busch Gardens Tampa Bay, ZooTampa at Lowry Park, St. Pete Pier™, Philippe Park and Raymond James Stadium

Unlock the secrets of Clearwater Beach by booking your cottages now. Experience the diverse culture and scenery of Florida.

Top Cottages in Clearwater Beach

Property grounds
4.9
Outstanding(152 Reviews)
Cottage
 in Clearwater
Brand New! 30 Second walk to the Beach. PRIVATE & PERFECT FOR SOCIAL DISTANCING
4 guests · 1 bedroom · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Experience vacation in Clearwater Beach with our Cottage, Brand New! 30 Second walk to the Beach. PRIVATE & PERFECT FOR SOCIAL DISTANCING. Enjoy amenities such as Air conditioner, Internet / Wifi and Laundry, and more.

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Sun loungers, beach towels
5.0
Outstanding(116 Reviews)
Cottage
 in Clearwater
1BR/1BA NEW Coastal Boutique Cottage. HGTV Worthy! Sleeps 4. Steps to Beach!
4 guests · 1 bedroom · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Experience the best of Clearwater Beach with this Cottage available for $304. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Fridge, microwave, oven, stovetop
5.0
Outstanding(119 Reviews)
Cottage
 in Clearwater
BRAND NEW! Cozy Bungalow - Steps to the Beach- Perfect for Social Distancing.
4 guests · 1 bedroom · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

The best choice in Clearwater Beach for Cottage, for $206 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Sun loungers
4.8
Outstanding(125 Reviews)
Cottage
 in Clearwater
THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.
3 guests · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

This attractive Cottage in Clearwater Beach, $261 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Outdoor pool, a heated pool
4.9
Outstanding(97 Reviews)
Cottage
 in Clearwater
COCONUT CABANA Heated Pool, two minutes walk to Beach.
5 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Clearwater Beach? This Cottage offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

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Outdoor pool, a heated pool
5.0
Outstanding(102 Reviews)
Cottage
 in Clearwater
The Lazy Lemon Cottage Steps From the Beach, Frenchys and Palm Pavilion.
5 guests · 2 bedrooms · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Nestled in Clearwater Beach, this Cottage is perfect for your next vacation. Enjoy The Lazy Lemon Cottage Steps From the Beach, Frenchys and Palm Pavilion.'s top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

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Outdoor pool, a heated pool
4.8
Outstanding(107 Reviews)
Cottage
 in Clearwater
TANGERINE DREAM spacious 2 BR 2BA perfect location heated pool.
5 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Clearwater Beach, at $243 per night for your next great vacation.

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Outdoor pool, a heated pool
4.8
Outstanding(109 Reviews)
Cottage
 in Clearwater
MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions.
2 guests · 1 bath
Garden · Pool · Kitchen / Kitchenette

Business stays, family stays, couples stay, getaway vacation, and rental in Clearwater Beach at MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions. for $137 for your next trip.

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Smart TV, DVD player, books
4.7
Outstanding(106 Reviews)
Cottage
 in Clearwater
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
6 guests · 2 bedrooms · 3 baths
Pool · Pets allowed · Kitchen / Kitchenette

The best choice in Clearwater Beach for Cottage, for $465 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Beach nearby, sun loungers, beach towels
4.8
Outstanding(95 Reviews)
Cottage
 in Clearwater
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
4 guests · 1 bedroom · 1 bath
Pool · Pets allowed · Kitchen / Kitchenette

Experience vacation in Clearwater Beach with our Cottage, White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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Outdoor pool, a heated pool
5.0
Outstanding(78 Reviews)
Cottage
 in Clearwater
KEYLIME COTTAGE Heated Pools, steps from the beach perfect location
5 guests · 2 bedrooms · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Nestled in Clearwater Beach, this Cottage is perfect for your next vacation. Enjoy KEYLIME COTTAGE Heated Pools, steps from the beach perfect location's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

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Snow and ski sports
4.6
Outstanding(112 Reviews)
Cottage
 in Clearwater
Historic Beach Cottage steps from beach. Pet friendly!
5 guests · 1 bedroom · 1 bath
Garden · Pool · Pets allowed

Experience the best of Clearwater Beach with this Cottage available for $432. This property is equipped with amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

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Search by amenity

Vacation rentals with air conditioning in Clearwater Beach

Outdoor pool, a heated pool
4.8
Outstanding(71 Reviews)
Cottage
 in Clearwater
ORANGE BLOSSOM COTTAGE two minute Walk to Beach
5 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

This Cottage in Clearwater Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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Snow and ski sports
4.6
Outstanding(68 Reviews)
Cottage
 in Clearwater
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
7 guests · 2 bedrooms · 1 bath
Garden · Pool · Pets allowed

Looking for a memorable stay in Clearwater Beach? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Pets allowed, and more during your stay.

$$$$
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Outdoor pool, a heated pool
4.9
Outstanding(45 Reviews)
Cottage
 in Clearwater
BANANA BREEZE COTTAGE. Steps away from the beach Heated pool.
5 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Clearwater Beach, at $251 per night for your next great vacation.

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Snow and ski sports
4.7
Outstanding(49 Reviews)
Cottage
 in Clearwater
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
5 guests · 2 bedrooms · 1 bath
Pool · Pets allowed · Kitchen / Kitchenette

Cottage in Clearwater Beach, for $630 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Outdoor pool, a heated pool
4.6
Outstanding(49 Reviews)
Cottage
 in Clearwater
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage
4 guests · 1 bedroom · 1 bath
Garden · Pool · Pets allowed

Are you ready to indulge in a relaxing getaway? Our Cottage in Clearwater Beach has everything you need for a rejuvenating stay. Treat yourself to Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage's exceptional amenities, such as Air conditioner, Internet / Wifi and Pets allowed.

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Beach
4.7
Outstanding(41 Reviews)
Cottage
 in Clearwater Beach
Sabal Palm Unit 1 1 Beach Getaway
4 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Clearwater Beach, at $234 per night for your next great vacation.

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Bar (on property)
4.5
Excellent(37 Reviews)
Cottage
 in Clearwater
Family Beach Apartment steps from the beach. Pet Friendly!
6 guests · 2 bedrooms · 1 bath
Pool · Pets allowed · Kitchen / Kitchenette

This inviting Cottage in Clearwater Beach can fit your needs for many types of vacations, at $557 per night.

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Snow and ski sports
4.5
Excellent(40 Reviews)
Cottage
 in Clearwater
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
6 guests · 2 bedrooms · 2 baths
Pool · Pets allowed · Kitchen / Kitchenette

Looking for a memorable stay in Clearwater Beach? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

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Aerial view
5.0
Outstanding(24 Reviews)
Cottage
 in Clearwater
HUGE Spa- Quick Walk to the BEACH - 2 Family Rooms - Screened Patio
8 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

This Cottage for $368 in Clearwater Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Beach nearby
4.5
Excellent(27 Reviews)
Cottage
 in Clearwater Beach
Island Vibes Cottage | Amazing Location
4 guests · 1 bedroom · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Cottage in Clearwater Beach, for $253 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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Aerial view
4.8
Outstanding(18 Reviews)
Cottage
 in Clearwater Beach
Frenchy's Cottage 490 in Clearwater Beach
6 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Cottage in Clearwater Beach has everything you need for a rejuvenating stay. Treat yourself to Frenchy's Cottage 490 in Clearwater Beach's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

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Aerial view
4.8
Outstanding(17 Reviews)
Cottage
 in Clearwater Beach
Frenchy's Cottage 480 in Clearwater Beach
8 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen / Kitchenette · Air conditioner

Discover the beauty of Clearwater Beach with a stay at Frenchy's Cottage 480 in Clearwater Beach, a top rated Cottage with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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