Search Clearwater Cottage Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Clearwater Cottages

Our top choices for Clearwater cottages

Cozy St Pete Home ~ 2 Mi to Madeira Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Spacious for a one bedroom flat. Exceptionally quiet. Would stay there again. A good value. "
The price is CA $122
CA $310 total
includes taxes & fees
Aug 21 - Aug 22
Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Kayaks, Canoe, Private Lake Community

9.4 out of 10, Exceptional, (12)
"Great space to spread out while on holiday. Awesome communication and quick responses. Really had a wonderful time."
The price is CA $124
CA $283 total
includes taxes & fees
Aug 25 - Aug 26
Kayaks, Canoe, Private Lake Community

Key West Style Cottage - with pool/hot-tub

8.8 out of 10, Excellent, (15)
"We really enjoyed our stay and the cottage was very clean and quiet! It is within walking distance of shops and restaurants! We would definitely like to stay here again! The pool area and common area were very nice as well!"
The price is CA $90
CA $238 total
includes taxes & fees
Aug 24 - Aug 25
Key West Style Cottage - with pool/hot-tub

Cozy Cottage - Close to Everything, Nature Lovers Dream!

10.0 out of 10, Exceptional, (61)
"The little touches made this stay great perfect for people traveling with a dog very dog friendly"
The price is CA $198
CA $518 total
includes taxes & fees
Aug 21 - Aug 22
Cozy Cottage - Close to Everything, Nature Lovers Dream!

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

8.6 out of 10, Excellent, (53)
"Host was very nice & accommodating "
The price is CA $160
CA $456 total
includes taxes & fees
Aug 24 - Aug 25
Sleeps 6 Daily Rentals, Pets OK, Hot Tub

Historic Beach Cottage steps from beach. Pet friendly!

9.2 out of 10, Wonderful, (122)
"We LOVED staying at Capt. Al's corner cottage. It was such a cute place and perfect for what we were looking for. Walking distance to everything, steps away from the beach and so relaxing! We especially loved the hot tub that was just out the back door and the atmosphere was so "beachy"....5 stars is not enough for this little gem of a place!"
The price is CA $185
CA $493 total
includes taxes & fees
Aug 25 - Aug 26
Historic Beach Cottage steps from beach. Pet friendly!

Openings for April and May at our Beach Cottage-3 minutes to the Gulf of Mexico!

9.6 out of 10, Exceptional, (5)
"The property was beautiful and beachy! So many small special touches! Wish we had more time, and could have stayed longer! I will definitely be back on my next trip down!"
The price is CA $181
CA $527 total
includes taxes & fees
Aug 25 - Aug 26
Openings for April and May at our Beach Cottage-3 minutes to the Gulf of Mexico!

Family Beach Apartment steps from the beach. Pet Friendly!

8.8 out of 10, Excellent, (39)
"Place qas disgusting and dirty. Old mattresses electric went off all sandy floor when checked in. Dark and dingy place. Extremely disappointing "
The price is CA $167
CA $649 total
includes taxes & fees
Aug 24 - Aug 25
Family Beach Apartment steps from the beach. Pet Friendly!

The Purple Flower - 30 Second walk to the Beach. Free parking.

9.8 out of 10, Exceptional, (190)
"Loved this place! Perfect with all the needed amenities. Will definitely stay here again if in the area."
The price is CA $212
CA $420 total
includes taxes & fees
Aug 25 - Aug 26
The Purple Flower - 30 Second walk to the Beach. Free parking.

Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

10.0 out of 10, Exceptional, (24)
"Wonderful place. Host was great. Thanks for having us. "
The price is CA $204
CA $476 total
includes taxes & fees
Aug 24 - Aug 25
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

9.2 out of 10, Wonderful, (57)
"Great location and vibe. Owner Captain Al and housekeeper Nancy were both awesome hosts! They were around when you needed them, but never intrusive. We can't wait to go back! "
The price is CA $210
CA $786 total
includes taxes & fees
Aug 24 - Aug 25
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

Moon Lake Cottage Retreat in New Port Richey - 3 br/1bath w/ RV Access!

The price is CA $200
CA $313 total
includes taxes & fees
Aug 21 - Aug 22
Moon Lake Cottage Retreat in New Port Richey - 3 br/1bath w/ RV Access!

Sunny PaG Island rental w/bikes-just steps2beach

9.0 out of 10, Wonderful, (18)
"Cute little beach house a short walk to the beach, property shared with several other rentals but felt peaceful and quiet. Parking is on street nearby. Convenient location to explore the St. Petersburg area."
The price is CA $175
CA $365 total
includes taxes & fees
Sep 3 - Sep 4
Sunny PaG Island rental w/bikes-just steps2beach

Key West Style Cottage - with pool/hot-tub

9.0 out of 10, Wonderful, (4)
"It was an amazing place. Peaceful and quite yet very close to the city and all the activities. We loved our stay and will return soon."
The price is CA $108
CA $258 total
includes taxes & fees
Sep 14 - Sep 15
Key West Style Cottage - with pool/hot-tub

Coastal Escape - Downtown Palm Harbor

10.0 out of 10, Exceptional, (1)
"Very clean and great communication. "
The price is CA $186
CA $371 total
includes taxes & fees
Aug 21 - Aug 22
Coastal Escape - Downtown Palm Harbor

Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage

9.2 out of 10, Wonderful, (51)
"We enjoyed our stay. Bed was comfortable, close to everything. Cottage was just as described. Nothing too fancy but good"
The price is CA $190
CA $627 total
includes taxes & fees
Aug 21 - Aug 22
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage

Key West Style Cottage - with pool/hot-tub

10.0 out of 10, Exceptional, (3)
"Worked out great for our needs"
The price is CA $98
CA $249 total
includes taxes & fees
Sep 1 - Sep 2
Key West Style Cottage - with pool/hot-tub

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2

10.0 out of 10, Exceptional, (17)
"We absolutely loved our stay and Jen was very responsive and helpful. We’ll definitely be back."
The price is CA $205
CA $478 total
includes taxes & fees
Aug 24 - Aug 25
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2

Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

10.0 out of 10, Exceptional, (3)
"The property was so well appointed with a cute decor. Everything was clean and well stocked with necessities. Enjoyed our visit, highly recommend!"
The price is CA $266
CA $571 total
includes taxes & fees
Aug 21 - Aug 22
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Happy Camper Cottage - Cozy Oasis with Outdoor Hot Tub - No Cleaning Fee

10.0 out of 10, Exceptional, (9)
"Perfect place to stay! Our family really enjoyed this rental. Definitely would come and stay again!"
The price is CA $227
CA $284 total
includes taxes & fees
Aug 27 - Aug 28
Happy Camper Cottage - Cozy Oasis with Outdoor Hot Tub - No Cleaning Fee
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Clearwater Hotel Reviews