Search Cottages in Caladesi Island State Park

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Caladesi Island State Park and around

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

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 €269
includes taxes & fees
26 Aug - 27 Aug
The Purple Flower - 30 Second walk to the Beach. Free parking.
Private family waterfront beach cottage. Best location step out to bay and gulf
Exterior

Private family waterfront beach cottage. Best location step out to bay and gulf

9.0 out of 10, Wonderful, (92)
"This was the most lovely rustic little beach house. Just perfect. I’d live here. "
Private family waterfront beach cottage. Best location step out to bay and gulf
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Property grounds

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

9.6 out of 10, Exceptional, (111)
"Great location and amenities! The place was cozy and the short walk to the beach was amazing. The bed was a little stiff and was a little warm being on the upper floor of the house but still a great stay overall!"
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Terrace/patio

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 €318
includes taxes & fees
20 Aug - 21 Aug
Cozy Cottage - Close to Everything, Nature Lovers Dream!
The Flip Flop Waterfront Beach Retreat - Close to Beaches
Terrace/patio

The Flip Flop Waterfront Beach Retreat - Close to Beaches

10.0 out of 10, Exceptional, (1)
"Loved our stay, super cute house! Very clean, beds were comfortable. We fished in the pond at the back of the property and caught a few fish! The T.V. doesn't work good, but internet was great. Very close to honeymoon island beach and beautiful park at the end of the road you can walk to and watch the sun set. Local restaurants are great and a dunkin right around the corner. Very quiet neighborhood. We'll definitely come back. "
The price is €279
includes taxes & fees
25 Aug - 26 Aug
The Flip Flop Waterfront Beach Retreat - Close to Beaches
Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
Aerial view

Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level

10.0 out of 10, Exceptional, (28)
"One of our favorite places to stay"
Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
Canary Beach Cottage - steps to the sand!
Exterior

Canary Beach Cottage - steps to the sand!

9.6 out of 10, Exceptional, (46)
"Cute cottage in a great location for our beach getaway. Great staff and place was perfect. Would stay again. "
Canary Beach Cottage - steps to the sand!
Downtown Dunedin Cottage Near Beaches + Breweries
Exterior

Downtown Dunedin Cottage Near Beaches + Breweries

10.0 out of 10, Exceptional, (67)
"The stay was amazing, property manager was amazing to work with and answered all the questions. Definitely worth staying at this location."
Downtown Dunedin Cottage Near Beaches + Breweries
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Exterior

100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

9.0 out of 10, Wonderful, (76)
"Cute quiet place Fair price and close to beach and restaurants. Would stay again"
The price is €527
includes taxes & fees
25 Aug - 26 Aug
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Beachside Historic Cottage – Steps to Sand!
Property grounds

Beachside Historic Cottage – Steps to Sand!

10.0 out of 10, Exceptional, (13)
"Great location. Beautiful beach. I’d like to visit again "
Beachside Historic Cottage – Steps to Sand!
Historic Beach Cottage steps from beach. Pet friendly!
Exterior

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 €308
includes taxes & fees
19 Aug - 20 Aug
Historic Beach Cottage steps from beach. Pet friendly!
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Fridge, microwave, oven, stovetop

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

9.8 out of 10, Exceptional, (143)
"This was a great place for a quick getaway. The proximity to the beach is so convenient! The rental was clean and had everything we needed. Located on a quiet street but close enough to walk to Pier 60, shopping, and restaurants. Definitely plan to stay here again on our next trip!"
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
BEACHFRONT COTTAGE! Step out the door and into the sand! On the Gulf of Mexico!!
Property grounds

BEACHFRONT COTTAGE! Step out the door and into the sand! On the Gulf of Mexico!!

9.8 out of 10, Exceptional, (215)
"My wife & I totally enjoyed our stay in Linda’s little bungalow on the ocean. Perfect beach location."
BEACHFRONT COTTAGE! Step out the door and into the sand! On the Gulf of Mexico!!
Island Vibes Cottage | Amazing Location
Beach nearby

Island Vibes Cottage | Amazing Location

9.0 out of 10, Wonderful, (35)
"We had a beautiful stay in Clearwater. The cottage was perfect for two and great walk to the beach as well as downtown. Great food everywhere we turned! We will be back!"
Island Vibes Cottage | Amazing Location
Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico
Outdoor dining

Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico

10.0 out of 10, Exceptional, (159)
"Our stay with Myrtle at Sandy Shores was fantastic! We stayed in the Patio Cottage and had everything we needed in a cozy cabin-like atmosphere. We enjoyed the beautiful lush gardens and the spectacular sunsets. We met several other guests while there, who were all repeat guests, that shared their love for Sandy Shores with us - and we now understand why. Staying here is like a warm hug. We’ll definitely be back! "
Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!
Exterior

“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!

9.8 out of 10, Exceptional, (57)
"The house is right across the street from beach access. It was the perfect place to stay for our trip"
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Beach nearby, sun-loungers, beach towels

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

8.6 out of 10, Excellent, (53)
"Host was very nice & accommodating "
The price is €288
includes taxes & fees
19 Aug - 20 Aug
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
Exterior

Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!

10.0 out of 10, Exceptional, (11)
"A newly remodeled and great place! "
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
Cheerful Coastal Cottage Close to Beach
Fridge, microwave, oven, stovetop

Cheerful Coastal Cottage Close to Beach

9.4 out of 10, Exceptional, (3)
"Lovely little cottage had all that two people needed."
Cheerful Coastal Cottage Close to Beach
Frenchy's Cottage 480 in Clearwater Beach
Exterior

Frenchy's Cottage 480 in Clearwater Beach

9.8 out of 10, Exceptional, (23)
"Great location, restaurants and very clean "
Frenchy's Cottage 480 in Clearwater Beach
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
Sign in
Sign up, it's free

Top Caladesi Island State Park Hotel Reviews

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

10/10 Excellent
"Newly updated hotel. Clean and comfortable. Good breakfast. Close to beaches, shopping and dining. Convenient transportation to town. Customers should be made aware of the $35 daily parking rate."
kenneth 2-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Clearwater Beach

Frequently asked questions

Why book your cottage in Caladesi Island State Park with Expedia?
We think that holidays should be a walk in the park, so if you're after cottages in Caladesi Island State Park at a great price, Expedia has got you covered. Keep the budget in check and pick a wallet-friendly option surrounded by wilderness, or splurge on a luxury cottage to treat your loved ones.
How can I find cheap cottages in Caladesi Island State Park?
With Expedia's handy filter tool, getting your hands on cheap cottages in Caladesi Island State Park is a cinch. To find properties that'll make your wallet happy, tailor your search results by star rating, amenities and budget.