A beach with people swimming and sunbathing.

Holiday Homes in Caladesi Island State Park

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Caladesi Island State Park holiday homes

A kitchen with wooden beams, white cabinets, a large island with stools, and a view of the outdoors.

1. Charming Bungalow Downtown

Charming Bungalow Downtown
Dunedin
9.6 out of 10, Exceptional, (45 reviews)
"Cutest cottage! Great decor and bed is comfy. Very convenient to downtown. Very clean and laundry is a bonus. Host was responsive to any concerns."
United States
Melodie J.
The price is NZ$459
includes taxes & fees
21 Oct - 22 Oct
Charming Bungalow Downtown
An aerial view of a beachside hotel with multiple buildings, a sandy beach, and the ocean.

2. Beachside Courtyard Retreat 15A Steps to Beach | Beach Gear Included!

Beachside Courtyard Retreat 15A Steps to Beach | Beach Gear Included!
Clearwater
9.2 out of 10, Wonderful, (19 reviews)
"Great location and amenities. "
United States
TAMMY F.
The price is NZ$522
includes taxes & fees
16 Oct - 17 Oct
Beachside Courtyard Retreat 15A Steps to Beach | Beach Gear Included!
A coastal hotel with multiple buildings, a beach, and a pier.

3. Clearwater Beach Cottage 13H Steps to Beach | Beach Gear Included!

Clearwater Beach Cottage 13H Steps to Beach | Beach Gear Included!
Clearwater
9.8 out of 10, Exceptional, (27 reviews)
"Great spot for our family of four. Had everything we needed. Terrific location."
United States
Clary C.
The price is NZ$596
includes taxes & fees
29 Oct - 30 Oct
Clearwater Beach Cottage 13H Steps to Beach | Beach Gear Included!
An interior space with a dining table, chairs, a coffee table, and a lamp. There are two windows with blinds, a door leading outside, and a small outdoor area visible through the door.

4. The Bungalow | 2BR Beach House on Mandalay

The Bungalow | 2BR Beach House on Mandalay
Clearwater
6.0 out of 10, (2 reviews)
"The Bangalow is very nice. Perfect location. Walking distance to the beach and not far from the Clearwater Beach area. "
United States
Angie T.
The price is NZ$841
includes taxes & fees
19 Oct - 20 Oct
The Bungalow | 2BR Beach House on Mandalay
A cozy room with a television, a desk with a welcome book, a sofa, and a ceiling fan.

5. 'Sea Turtle Suite' Condo w/ Clearwater Beach Views

'Sea Turtle Suite' Condo w/ Clearwater Beach Views
Clearwater Beach
9.4 out of 10, Exceptional, (128 reviews)
"Great location!"
United States
Teagan N.
The price is NZ$819
includes taxes & fees
8 Nov - 9 Nov
'Sea Turtle Suite' Condo w/ Clearwater Beach Views
A modern kitchen with a central island, dark cabinetry, and a hexagonal patterned backsplash.

6. Cozy Bungalow on a Permaculture Homestead

Cozy Bungalow on a Permaculture Homestead
Spring Branch
10.0 out of 10, Exceptional, (49 reviews)
"Nice house and very convenient to all of the attractions in the area. Would definitely stay here again. "
United States
Robert L.
The price is NZ$543
includes taxes & fees
16 Oct - 17 Oct
Cozy Bungalow on a Permaculture Homestead
A hot tub with a waterfall backdrop, a bottle of wine, and two glasses.

7. "Romantic home with jacuzzi, 10 minutes from Clearwater Beach

"Romantic home with jacuzzi, 10 minutes from Clearwater Beach
Clearwater
9.8 out of 10, Exceptional, (21 reviews)
"Hot tub was very nice and so was my host. would definitely book again if im in the area!"
United States
richard s.
The price is NZ$404
includes taxes & fees
19 Oct - 20 Oct
"Romantic home with jacuzzi, 10 minutes from Clearwater Beach
A snowy beach with a clear sky and a distant airplane.

8. Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!

Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!
Clearwater
9.4 out of 10, Exceptional, (135 reviews)
"Beautiful location. We stayed for 4 nights and it was absolutely perfect. From the beautiful sunsets to being right on the beach, we had a wonderful time. Andrew was a great host and made sure to check in. I will be planning a girls trip to this location."
United States
Tamara L.
The price is NZ$763
includes taxes & fees
18 Oct - 19 Oct
Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!
A sandy beach path leading to the ocean, flanked by dunes and wooden fences.

9. 'Driftwood Beach Suite' - Walk to Clearwater Bch

'Driftwood Beach Suite' - Walk to Clearwater Bch
Clearwater
9.4 out of 10, Exceptional, (138 reviews)
"We had a nice stay"
United States
Larry S.
The price is NZ$837
includes taxes & fees
18 Oct - 19 Oct
'Driftwood Beach Suite' - Walk to Clearwater Bch
A room with a green wall, a dark green armchair, and white louvered closets.

10. Cozy house near Clearwater Beach, downtown Dunedin, Spring Training

Cozy house near Clearwater Beach, downtown Dunedin, Spring Training
Spring Branch
8.8 out of 10, Excellent, (17 reviews)
"Nice property, with all you need to feel at home… and a big backyard."
United States
Javier
The price is NZ$316
includes taxes & fees
16 Oct - 17 Oct
Cozy house near Clearwater Beach, downtown Dunedin, Spring Training
A circular outdoor seating area with four Adirondack chairs and a small table, surrounded by a white fence and potted plants.

11. Crystal Beach Cozy Cottage - Your Perfect Vacation Escape!

Crystal Beach Cozy Cottage - Your Perfect Vacation Escape!
Palm Harbor
10.0 out of 10, Exceptional, (66 reviews)
"Great place and close to everything you need "
United States
Vickie H.
Crystal Beach Cozy Cottage - Your Perfect Vacation Escape!
A room with a large window, a welcome sign, and a potted plant on a table.

12. Rare Clearwater Beach House -Direct Gulf Views & Steps to Sand!

Rare Clearwater Beach House -Direct Gulf Views & Steps to Sand!
Clearwater
9.6 out of 10, Exceptional, (145 reviews)
"We had a fantastic stay, the view was amazing."
United States
Carrie B.
The price is NZ$763
includes taxes & fees
18 Oct - 19 Oct
Rare Clearwater Beach House -Direct Gulf Views & Steps to Sand!
A covered outdoor seating area with a view of the beach and ocean.

13. No Hurricane Damage Walk to Downtown Dunedin and Waterfront Private Home for 8

No Hurricane Damage Walk to Downtown Dunedin and Waterfront Private Home for 8
Downtown Dunedin
10.0 out of 10, Exceptional, (73 reviews)
"Great house with amazing location in downtown Dunedin"
United States
Doug H.
No Hurricane Damage Walk to Downtown Dunedin and Waterfront Private Home for 8
A kitchen with white cabinets, a stainless steel trash can, and a framed beach scene on the wall.

14. Restful Get -A - Away. 10 min from the beach!!

Restful Get -A - Away. 10 min from the beach!!
Downtown Largo
8.4 out of 10, Very good, (52 reviews)
"Everything was great!!"
United States
Jon G.
The price is NZ$339
includes taxes & fees
28 Oct - 29 Oct
Restful Get -A - Away. 10 min from the beach!!
A modern kitchen with white cabinetry, stainless steel appliances, and a dining area with a glass table and woven placemats.

15. Oreo Cottage, Peaceful, BBQ

Oreo Cottage, Peaceful, BBQ
Downtown Largo
9.8 out of 10, Exceptional, (29 reviews)
"Clean Convenient Nice neighborhood "
United States
daniel g.
The price is NZ$644
includes taxes & fees
8 Nov - 9 Nov
Oreo Cottage, Peaceful, BBQ
A swimming pool with a glass enclosure, surrounded by outdoor seating and potted plants.

16. Palm Harbor Paradise | Spacious Home with Pool & Hot Tub

Palm Harbor Paradise | Spacious Home with Pool & Hot Tub
Pipers Meadow
9.0 out of 10, Wonderful, (135 reviews)
"Everything was great, the neighborhood is quiet and beautiful, a little ways away from shops and beaches "
United States
Allyssa P.
The price is NZ$1,107
includes taxes & fees
16 Oct - 17 Oct
Palm Harbor Paradise | Spacious Home with Pool & Hot Tub
A dining area with a yellow table set for four, a kitchen in the background, and a ceiling fan.

17. Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island

Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
Clearwater
10.0 out of 10, Exceptional, (38 reviews)
"Excellent hospitality and superb decor! My family and I really enjoyed our trip! Highly recommended!!!!"
United States
Laura
Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
A sunset over a calm sea with a clear sky.

18. Cozy and friendly. All is Well - no damage

Cozy and friendly. All is Well - no damage
Clearwater Beach
10.0 out of 10, Exceptional, (133 reviews)
"Very close proximity to the ocean, easy walk. Joe was very attentive to any questions or concerns we had during our stay."
United States
Deborah C.
The price is NZ$1,004
includes taxes & fees
19 Oct - 20 Oct
Cozy and friendly. All is Well - no damage
A lifeguard tower and palm trees on a beach at sunset.

19. Coastal 'Sea Side' Townhome - Walk to Beach!

Coastal 'Sea Side' Townhome - Walk to Beach!
Clearwater
10.0 out of 10, Exceptional, (50 reviews)
"Very close to the beach. Will stay here again. It had lots of room and fit our family perfectly. No complaints!"
United States
Dean H.
The price is NZ$1,656
includes taxes & fees
20 Oct - 21 Oct
Coastal 'Sea Side' Townhome - Walk to 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.
View all properties
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

Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

10/10 Excellent
"The location is great. Walkable or they provided a golfcart shuttle to the beach 4 blocks away. They will also shuttle you to nearby restaurants. Friendly helpful staff. Only downfall is we upgraded to a water view room and the view was just a sliver out the window."
LISA 1-night trip
Posted 11 hours ago
Fairfield Inn & Suites by Marriott Clearwater Beach

Find out more about Caladesi Island State Park

Caladesi Island State Park Holiday Homes information

Number of reviews
1,160
Accommodation
742 Holiday Homes
Lowest Price
NZ$316
Highest Price
NZ$1,656

Explore a world of travel with Expedia