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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Caladesi Island State Park

The Purple Flower - 30 Second walk to the Beach. Free parking.
Enjoy al fresco dining on the patio with a table and chairs surrounded by a fence, grill, and lush greenery.

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

9.8 out of 10, Exceptional, (187)
"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 AU$505
includes taxes & fees
11 Aug - 12 Aug
The Purple Flower - 30 Second walk to the Beach. Free parking.
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
Relax in this stylish living area with a beige sofa, round coffee table, and ceiling fan.

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
Enjoy a tranquil beach experience with access to the ocean.

Downtown Dunedin Cottage Near Beaches + Breweries

10.0 out of 10, Exceptional, (66)
"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
Relax on the wide sandy beach, enjoy scenic views from the long pier, and unwind in comfort.

Frenchy's Cottage 490 in Clearwater Beach

9.8 out of 10, Exceptional, (31)
"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
Walk along the beach path surrounded by lush greenery.

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
Relax by the water's edge on this deck, featuring a fire pit and comfortable seating for two.

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!
Stunning lighthouse stands proudly on the beach, offering breathtaking ocean views.

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
Relax in a cozy living space with a sofa, armchairs, and dining table for two.

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 AU$369
includes taxes & fees
26 Aug - 27 Aug
The Flip Flop Waterfront Beach Retreat - Close to Beaches
Canary Beach Cottage - steps to the sand!
Stroll along the beachfront pathway to a charming collection of houses, each with its own unique style and character.

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
Relax by the ocean with beach umbrellas and lounge chairs set up along the shoreline.

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 AU$963
includes taxes & fees
11 Aug - 12 Aug
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Enjoy cooking in this well-lit kitchen with a stainless steel refrigerator, microwave, and toaster.

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

9.8 out of 10, Exceptional, (140)
"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
Relax in a shaded patio area with a sofa, chairs, and table, surrounded by lush greenery and residential views.

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
On the beach

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

9.0 out of 10, Wonderful, (91)
"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
Relax by the serene pool surrounded by lush tropical vegetation and comfortable lounge chairs.

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
Enjoy sunbathing and beach activities on the wide sandy beach, surrounded by a mix of residential and commercial properties.

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!
Enjoy cooking and dining in this well-lit kitchen with a refrigerator, oven, and microwave, and a window with blinds offering a view of the outdoors.

Cozy Cottage - Close to Everything, Nature Lovers Dream!

10.0 out of 10, Exceptional, (60)
"The little touches made this stay great perfect for people traveling with a dog very dog friendly"
The price is AU$571
includes taxes & fees
3 Aug - 4 Aug
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Enjoy a serene beach experience with palm trees, umbrellas, and a lifeguard tower.

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

8.6 out of 10, Excellent, (53)
"Host was very nice & accommodating "
The price is AU$523
includes taxes & fees
13 Aug - 14 Aug
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Historic Beach Cottage steps from beach. Pet friendly!
Relax on the beach with palm trees providing shade and lounge chairs available.

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 AU$561
includes taxes & fees
10 Aug - 11 Aug
Historic Beach Cottage steps from beach. Pet friendly!
Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico
Enjoy a serene beach experience with breathtaking ocean views and lively coastal wildlife.

Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico

10.0 out of 10, Exceptional, (176)
"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
Guests can enjoy stunning views of the marina from the hotel's waterfront location.

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.
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