Search Caladesi Island State Park 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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cottages in Caladesi Island State Park

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, (189)
"Very smooth process the whole way through. Very clean and cozy stay. Loved that we could get up and walk straight to the beach. Driveway parking was a bonus! "
The price is ￥25,858
￥48,473 total
includes taxes & fees
Aug 18 - Aug 19
The Purple Flower - 30 Second walk to the Beach. Free parking.
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, (10)
"A newly remodeled and great place! "
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
Downtown Dunedin Cottage Near Beaches + Breweries
Exterior

Downtown Dunedin Cottage Near Beaches + Breweries

10.0 out of 10, Exceptional, (67)
"Great cottage. Very clean and property Manager was great. Location to downtown bars and breweries was awesome. Would definitely stay there in the future. "
Downtown Dunedin Cottage Near Beaches + Breweries
Frenchy's Cottage 490 in Clearwater Beach
Exterior

Frenchy's Cottage 490 in Clearwater Beach

9.8 out of 10, Exceptional, (32)
"Very good property and quick to respond "
Frenchy's Cottage 490 in Clearwater Beach
Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool
Exterior

Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool

9.8 out of 10, Exceptional, (55)
"Perfect beach house for a single family! The kids loved the convenience of being on the beach and the heated pool. "
Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool
Adorable Waterfront Cottage
Terrace/patio

Adorable Waterfront Cottage

9.8 out of 10, Exceptional, (17)
"Michael’s place was great and he was super accommodating! "
Adorable Waterfront Cottage
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, (109)
"Place was well furnished and looked just like pictures online. Small issue with sink but handled quickly the next morning. Location perfect with short walk to beautiful beach. "
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
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 ￥13,677
￥31,676 total
includes taxes & fees
Aug 10 - Aug 11
The Flip Flop Waterfront Beach Retreat - Close to Beaches
Canary Beach Cottage - steps to the sand!
Exterior

Canary Beach Cottage - steps to the sand!

9.6 out of 10, Exceptional, (45)
"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!
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 ￥27,328
￥90,576 total
includes taxes & fees
Aug 11 - Aug 12
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
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, (141)
"Location and house were great! Adorable house close to beach! Exactly what we needed!!"
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Beach Lodge:2 Story Sleeps up to 12* Beach front pavilion* heated pool
Exterior

Beach Lodge:2 Story Sleeps up to 12* Beach front pavilion* heated pool

9.2 out of 10, Wonderful, (23)
"Beautiful place and great location! Highly recommend staying at this rental property!"
Beach Lodge:2 Story Sleeps up to 12* Beach front pavilion* heated pool
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
Cozy and roomy cottage
Outdoor pool

Cozy and roomy cottage

10.0 out of 10, Exceptional, (56)
"We absolutely loved our stay here!The pool area was a tropical paradise (just wish the pool had been heated)! It was so relaxing and peaceful. Our unit was beautifully decorated and very comfortable.The location was perfect for us - Dunedin is a quaint little town, close to Clearwater, but off the beaten path."
Cozy and roomy cottage
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
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 ￥21,024
￥53,432 total
includes taxes & fees
Aug 12 - Aug 13
Cozy Cottage - Close to Everything, Nature Lovers Dream!
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 ￥17,057
￥49,174 total
includes taxes & fees
Aug 13 - Aug 14
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Historic Beach Cottage steps from beach. Pet friendly!
Exterior

Historic Beach Cottage steps from beach. Pet friendly!

9.2 out of 10, Wonderful, (120)
"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 ￥19,702
￥51,722 total
includes taxes & fees
Aug 10 - Aug 11
Historic Beach Cottage steps from beach. Pet friendly!
Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico
Property grounds

Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico

10.0 out of 10, Exceptional, (177)
"We had a wonderful stay here. Everything was perfect. Clean and comfortable. Great location close to everything. "
Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer
Outdoor dining

Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer

7.8 out of 10, Good, (95)
"Great place. Accurate listing. Has some west and test per listing but clean, great location! It was just what we needed fir our get away!"
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer
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

Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

10/10 Excellent
"Room was gorgeous! Lobby smelled amazing upon entering. Pool was amazing! "
Ali 7-night trip
Posted 3 hours ago
Hyatt Regency Clearwater Beach Resort & Spa

Frequently asked questions

Why book your cottage in Caladesi Island State Park with Expedia?
We think that vacations 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.