A beach with people swimming and sunbathing.

Caladesi Island State Park Holiday Rentals

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Our top choices for Caladesi Island State Park holiday rentals

1. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (758 reviews)
"Excellent accommodations for the price point"
United States
Yvette
The price is NZ$259
includes taxes & fees
24 Sept - 25 Sept
Beso Del Sol Resort

2. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (594 reviews)
"4 or 5th time staying here . This place is by far the best place in Clearwater to stay . You don’t need to move your car once you check in . Everything right near you and the place is always clean !!"
United States
David
The price is NZ$464
includes taxes & fees
13 Sept - 14 Sept
The Avalon Club

3. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
8.8 out of 10, Excellent, (1,105 reviews)
"loved the stay"
United States
Carina Yamilet
The price is NZ$301
includes taxes & fees
30 Aug - 31 Aug
Pelican Pointe Clearwater Beach Hotel

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (29 reviews)
"It was perfect for what we needed. It was clean and maintained well. Great location close to the heart of town."
United States
Sean
The price is NZ$338
includes taxes & fees
26 Aug - 27 Aug
Key West Style Cottage - with pool/hot-tub

5. Enchanted Inn Suite #2: Waterfront, Pool, Fishing Dock, Boat Docks & Tiki Bar!

Enchanted Inn Suite #2: Waterfront, Pool, Fishing Dock, Boat Docks & Tiki Bar!
Clearwater
10.0 out of 10, Exceptional, (33 reviews)
"Room was clean and great location "
United States
Anonymous traveller
Enchanted Inn Suite #2: Waterfront, Pool, Fishing Dock, Boat Docks & Tiki Bar!

6. Beach Side Cottage 20 Steps to Beach | Beach Gear Included!

Beach Side Cottage 20 Steps to Beach | Beach Gear Included!
Clearwater
10.0 out of 10, Exceptional, (57 reviews)
"Great location, comfortable place. We really enjoyed our stay!"
United States
Mike C.
Beach Side Cottage 20 Steps to Beach | Beach Gear Included!

7. 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, (220 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is NZ$447
includes taxes & fees
1 Sept - 2 Sept
The Purple Flower - 30 Second walk to the Beach. Free parking.

8. 2/2 Penthouse, Clearwater Beach, 801 Avalon!

2/2 Penthouse, Clearwater Beach, 801 Avalon!
Clearwater
9.8 out of 10, Exceptional, (111 reviews)
"The place was clean and great location. Would love to stay again. Perfect"
United States
William M.
The price is NZ$783
includes taxes & fees
1 Sept - 2 Sept
2/2 Penthouse, Clearwater Beach, 801 Avalon!

9. 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, (170 reviews)
"Perfect location for the beach and restaurants. "
United States
Heather S.
The price is NZ$434
includes taxes & fees
1 Sept - 2 Sept
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

10. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,198 reviews)
"Very attractive siting on water"
United States
David
The price is NZ$227
includes taxes & fees
6 Sept - 7 Sept
Sailport Waterfront Suites

11. The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,013 reviews)
"Great location"
United States
Karen
The price is NZ$260
includes taxes & fees
26 Aug - 27 Aug
The Fold Hotels Indian Shores

12. Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (1,016 reviews)
"Amazing stay !"
United States
craig
The price is NZ$250
includes taxes & fees
26 Aug - 27 Aug
Barefoot Beach Resort

13. Great Studio - Under 2 minute walk to beach where dogs are welcome

Great Studio - Under 2 minute walk to beach where dogs are welcome
Clearwater Beach
10.0 out of 10, Exceptional, (162 reviews)
"Great place "
United States
Amy z.
The price is NZ$601
includes taxes & fees
19 Sept - 20 Sept
Great Studio - Under 2 minute walk to beach where dogs are welcome

14. Downtown Dunedin Walking District

Downtown Dunedin Walking District
Downtown Dunedin
10.0 out of 10, Exceptional, (300 reviews)
"Wonderful stay we absolutely enjoyed our selves!"
United States
Chelsey H.
The price is NZ$727
includes taxes & fees
27 Aug - 28 Aug
Downtown Dunedin Walking District

15. Pelican Pointe 418:Walk to Beach~Pool~Free Parking

Pelican Pointe 418:Walk to Beach~Pool~Free Parking
Clearwater Beach
9.6 out of 10, Exceptional, (47 reviews)
"Great time. Location was perfect for walking everywhere. "
United States
Laura M.
The price is NZ$329
includes taxes & fees
30 Aug - 31 Aug
Pelican Pointe 418:Walk to Beach~Pool~Free Parking

16. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (28 reviews)
"Very nice view onto copperhead course from the balcony. Spacious condo. Perfect for our stay."
United States
Clive C.
The price is NZ$493
includes taxes & fees
26 Aug - 27 Aug
Beautiful condo on Copperhead. Beaches nearby!

17. Luxury Condo Hotel Suite on the Beach

Luxury Condo Hotel Suite on the Beach
Clearwater
9.6 out of 10, Exceptional, (91 reviews)
"The rooms were impeccably clean, host was very attentive, the beach was literally right there ,it was a great stay me and my family loved it"
United States
aisha F.
The price is NZ$844
includes taxes & fees
26 Aug - 27 Aug
Luxury Condo Hotel Suite on the Beach

18. Modern Condo Hotel Suite on the beach

Modern Condo Hotel Suite on the beach
Clearwater Beach
9.8 out of 10, Exceptional, (174 reviews)
"Great location"
United States
Christine D.
The price is NZ$920
includes taxes & fees
26 Aug - 27 Aug
Modern Condo Hotel Suite on the beach

19. 2/2 located at JW Marriott on Clearwater Beach,715

2/2 located at JW Marriott on Clearwater Beach,715
Clearwater Beach
9.8 out of 10, Exceptional, (53 reviews)
"Excellent condo in JW Marriott. Would definitely stay again."
United States
Adam J.
The price is NZ$1,358
includes taxes & fees
26 Aug - 27 Aug
2/2 located at JW Marriott on Clearwater Beach,715

20. BeachTrail Lodging

BeachTrail Lodging
3.0 star property
Indian Rocks Beach
9.8 out of 10, Exceptional, (101 reviews)
"Our room was spotless, staff was amazing, all the amenities were included. Great location, dog friendly, and the owner was super nice :-)"
United States
Joseph
The price is NZ$662
includes taxes & fees
27 Aug - 28 Aug
BeachTrail Lodging
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

Find out more about Caladesi Island State Park

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Caladesi Island State Park holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Caladesi Island State Park. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Caladesi Island State Park. Seeing all the best attractions is bound to make you fall in love with Caladesi Island State Park. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Caladesi Island State Park short-term rentals, that won’t be hard to do.

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