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Check prices for these dates

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

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, (189)
"Loved this place! Perfect with all the needed amenities. Will definitely stay here again if in the area."
The price is AU$468
includes taxes & fees
18 Aug - 19 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
On the beach

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!
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)
"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!
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, (61)
"The little touches made this stay great perfect for people traveling with a dog very dog friendly"
The price is AU$562
includes taxes & fees
12 Aug - 13 Aug
Cozy Cottage - Close to Everything, Nature Lovers Dream!
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$339
includes taxes & fees
2 Sept - 3 Sept
The Flip Flop Waterfront Beach Retreat - Close to Beaches
Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
Enjoy stunning ocean views from the comfort of your room, with access to the beach and a relaxing atmosphere.

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!
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!
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, (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
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$952
includes taxes & fees
11 Aug - 12 Aug
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Beachside Historic Cottage – Steps to Sand!
Guests can enjoy a serene lake view with a clear view of the sandy bottom.

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!
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$548
includes taxes & fees
14 Aug - 15 Aug
Historic Beach Cottage steps from beach. Pet friendly!
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, (142)
"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!
BEACHFRONT COTTAGE! Step out the door and into the sand! On the Gulf of Mexico!!
Enjoy a serene beach experience with gentle ocean waves and breathtaking sunsets.

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

9.8 out of 10, Exceptional, (214)
"My wife & I totally enjoyed our stay in Linda’s little bungalow on the ocean. Perfect beach location."
The price is AU$686
includes taxes & fees
13 Aug - 14 Aug
BEACHFRONT COTTAGE! Step out the door and into the sand! On the Gulf of Mexico!!
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
Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico
Relax in a serene beachfront setting with ocean views from two comfortable chairs and a small table.

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

10.0 out of 10, Exceptional, (159)
"Sandy Shores was a perfect place to soak up the sun and enjoy a balance of peace and quiet and activities. The Patio Cottage was clean and comfortable with all the amenities we needed. A king size bed, cable tv, internet, kitchen, bath, grill, patio and right next to the beach. Good restaurants within walking distance. Our hostess, Myrtle responded to emails and texts and really made us feel welcome. Our area did not feel overly commercial and had a nice neighborhood feel. It was great and we...
Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!
Walking distance to the beach, with calm waters and gentle waves.

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

9.8 out of 10, Exceptional, (55)
"Great location! One block from beach. Host provided all the beach necessities including chairs, towels, umbrellas, coolers, & boogie boards. Walking distance to restaurants, bars, coffee shops & ice cream. And then you can relax at night in the hot tub. We loved our stay!"
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!
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$513
includes taxes & fees
13 Aug - 14 Aug
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
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!!
Cheerful Coastal Cottage Close to Beach
Enjoy cooking in this well-equipped kitchen with a stainless steel sink, coffee maker, and ample counter space.

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
Enjoy beach access and stunning ocean views from your balcony.

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.
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