A beach with people swimming and sunbathing.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Caladesi Island State Park cottages

A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

1. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (36 reviews)
"Had an amazing stay at this beautiful cottage! The place was very clean, spacious, and comfortable, making it the perfect spot to relax and enjoy our time away. I felt safe throughout the stay, and the location was excellent, with cafés and restaurants within walking distance. The host was wonderful (very easy to communicate back and forth with, even left an itinerary with recommendations, LOVEDDD THATTT) and truly, appreciated the opportunity to stay here. Would absolutely recommend this...
United States
Nayeli
The price is AED 319
AED 695 total
includes taxes & fees
4 Nov - 5 Nov
Key West Style Cottage - with pool/hot-tub
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

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

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
9.8 out of 10, Exceptional, (232 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is AED 453
AED 931 total
includes taxes & fees
5 Nov - 6 Nov
The Purple Flower - 30 Second walk to the Beach. Free parking.
A hot tub on a wooden deck with a house in the background.

3. Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Palm Harbor
9.8 out of 10, Exceptional, (23 reviews)
"Great place for my wife and I for a weekend getaway. Allison was an attentive host and replied promptly to our needs. Off the beaten path but close to everything, including the beaches. Will stay here again."
United States
Mike C.
The price is AED 378
AED 946 total
includes taxes & fees
8 Nov - 9 Nov
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

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

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
9.8 out of 10, Exceptional, (180 reviews)
"Loved our stay, had everything we needed for a quick weekend getaway!"
United States
Ryleigh G.
The price is AED 694
AED 1,269 total
includes taxes & fees
4 Dec - 5 Dec
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
A waterfront patio with red seating and palm trees.

5. Pool Cottage King Suite

Pool Cottage King Suite
Clearwater
9.8 out of 10, Exceptional, (11 reviews)
"Very conveniently located to the beach and various restaurants. The room was so beautiful and perfect for mine and my husband’s honeymoon! Very romantic vibes🤗"
United States
Bailey
The price is AED 345
AED 860 total
includes taxes & fees
4 Nov - 5 Nov
Pool Cottage King Suite
A poolside area with lounge chairs, a small pool, and a covered patio.

6. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.2 out of 10, Wonderful, (39 reviews)
"Great quiet location. Very comfortable"
United States
dan g.
The price is AED 319
AED 695 total
includes taxes & fees
8 Nov - 9 Nov
Key West Style Cottage - with pool/hot-tub
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

7. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (45 reviews)
"Best location to enjoy everything in Dunedin with all the things you would need. Lovely cottage!"
United States
Amy H.
The price is AED 441
AED 1,487 total
includes taxes & fees
8 Nov - 9 Nov
Downtown Dunedin Cozy 1 bedroom Cottage
A two-story house with a covered porch, a front door, and a small outdoor seating area with chairs.

8. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (23 reviews)
"This place was very accommodating, clean and updated like new. The pool was wonderful and grounds were very nice. A short drive (2 min) or 10 min walk to all the restaurants and breweriesWe would definitely stay there again"
United States
Tom D.
The price is AED 319
AED 695 total
includes taxes & fees
8 Nov - 9 Nov
Key West Style Cottage - with pool/hot-tub
An outdoor patio with two Adirondack chairs, a grill, and a hot tub.

9. 'sea Turtle Suite' Condo w/ Clearwater Beach Views

'sea Turtle Suite' Condo w/ Clearwater Beach Views
3.0 star property
Clearwater Beach
8.0 out of 10, Very good, (3 reviews)
"We had a great time at Sea Turtle. It was clean and comfortable. Super location -- a few steps to the beach and only a short walk to our favorite bars and restaurants."
United States
James
The price is AED 771
AED 1,659 total
includes taxes & fees
16 Nov - 17 Nov
'sea Turtle Suite' Condo w/ Clearwater Beach Views
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

10. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (11 reviews)
"Great communication and location is perfect for a quick walk to downtown Dunedin."
United States
Thomas C.
The price is AED 319
AED 698 total
includes taxes & fees
9 Nov - 10 Nov
Key West Style Cottage - with pool/hot-tub
A single-story house with a front porch, a small deck, and a pathway leading to the entrance.

11. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (18 reviews)
"Perfect stay at this cozy cottage. Peaceful, quiet and clean. Will definitely be returning when we are back in the area. The location was great and we walked everywhere"
United States
Shane S.
The price is AED 349
AED 733 total
includes taxes & fees
4 Nov - 5 Nov
Key West Style Cottage - with pool/hot-tub
A covered outdoor seating area with a thatched roof, overlooking a beach with surfboards and a distant island.

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

Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Downtown Dunedin
10.0 out of 10, Exceptional, (33 reviews)
"Excellent location. The host pulled out all the stops - they had everything to make the stay amazing!!"
United States
Lori A.
The price is AED 597
AED 1,295 total
includes taxes & fees
5 Nov - 6 Nov
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

13. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
8.6 out of 10, Excellent, (7 reviews)
"Great place to stay for two!"
United States
Greg F.
The price is AED 319
AED 695 total
includes taxes & fees
4 Nov - 5 Nov
Key West Style Cottage - with pool/hot-tub
An indoor swimming pool with a water feature, surrounded by palm trees and ambient lighting.

14. Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub

Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
Clearwater
6.8 out of 10, (3 reviews)
"New management is friendly and onsite. Great improvement"
United States
Darrick J.
Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
A covered outdoor seating area with a view of the beach and ocean.

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

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Downtown Dunedin
10.0 out of 10, Exceptional, (27 reviews)
"Clean and convenient! Nice getaway spot!"
United States
Drew A.
The price is AED 626
AED 1,335 total
includes taxes & fees
10 Nov - 11 Nov
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
A covered outdoor seating area with a view of the beach and ocean.

16. Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Downtown Dunedin
10.0 out of 10, Exceptional, (18 reviews)
"Great location, easy walk to all the fun stuff. "
United States
Patrick G.
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
An indoor swimming pool with a hot tub, surrounded by palm trees and ambient lighting.

17. MANGO Steps to beach DOG Friendly Sleeps 5 FULL Beach Gear

MANGO Steps to beach DOG Friendly Sleeps 5 FULL Beach Gear
Clearwater Beach
MANGO Steps to beach DOG Friendly Sleeps 5 FULL Beach Gear
A white building with black shutters, a neon sign, and a flamingo decoration.

18. Birds of Paradise- Pool + Putting, Walk to Beach

Birds of Paradise- Pool + Putting, Walk to Beach
Indian Rocks Beach
10.0 out of 10, Exceptional, (11 reviews)
"Plenty of great restaurants, shopping, bars, and activities to enjoy nearby"
United States
KDrCS
Birds of Paradise- Pool + Putting, Walk to Beach
A beachfront hotel with multiple balconies, a sandy beach, and a clear blue sky.

19. 'driftwood Beach Suite' - Walk to Clearwater Bch

'driftwood Beach Suite' - Walk to Clearwater Bch
3.0 star property
Clearwater Beach
The price is AED 804
AED 1,772 total
includes taxes & fees
4 Nov - 5 Nov
'driftwood Beach Suite' - Walk to Clearwater Bch
A single-story house with a white garage, a front door, and a small porch.

20. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Garden Cottage ,Cozy 2 BR Near Clearwater Beach
Largo
The price is AED 383
AED 704 total
includes taxes & fees
16 Nov - 17 Nov
Garden Cottage ,Cozy 2 BR Near 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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Top Caladesi Island State Park Hotel Reviews

Sailport Waterfront Suites

Sailport Waterfront Suites

10/10 Excellent
"I Love this Place. We will continuously stay here, Me and My Family 😊"
Alcendrea 1-night trip
Posted 4 hours ago
Sailport Waterfront Suites

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