A beach with people swimming and sunbathing.

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

Our top choices for Caladesi Island State Park vacation 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 ￥17,991
￥40,825 total
includes taxes & fees
Oct 21 - Oct 22
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.
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 ￥17,856
￥53,482 total
includes taxes & fees
Oct 29 - Oct 30
Clearwater Beach Cottage 13H Steps to Beach | Beach Gear Included!
A cozy room with a television, a desk with a welcome book, a sofa, and a ceiling fan.

4. '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 ￥26,705
￥69,895 total
includes taxes & fees
Nov 8 - Nov 9
'Sea Turtle Suite' Condo w/ Clearwater Beach Views
A modern kitchen with a central island, dark cabinetry, and a hexagonal patterned backsplash.

5. 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 ￥19,484
￥48,659 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Bungalow on a Permaculture Homestead
A hot tub with a waterfall backdrop, a bottle of wine, and two glasses.

6. "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 ￥16,355
￥35,866 total
includes taxes & fees
Oct 19 - Oct 20
"Romantic home with jacuzzi, 10 minutes from Clearwater Beach
A snowy beach with a clear sky and a distant airplane.

7. 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, (136 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 ￥31,288
￥69,725 total
includes taxes & fees
Oct 19 - Oct 20
Clearwater Beach House: Directly on White Sand with Unmatched Gulf Views!
A covered outdoor seating area with a view of the beach and ocean.

8. Designer Home for 8 Walk to Downtown Dunedin and Waterfront Pets Ok

Designer Home for 8 Walk to Downtown Dunedin and Waterfront Pets Ok
Downtown Dunedin
10.0 out of 10, Exceptional, (73 reviews)
"Great house with amazing location in downtown Dunedin"
United States
Doug H.
The price is ￥26,282
￥70,317 total
includes taxes & fees
Oct 19 - Oct 20
Designer Home for 8 Walk to Downtown Dunedin and Waterfront Pets Ok
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 ￥27,021
￥76,428 total
includes taxes & fees
Oct 19 - Oct 20
'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 ￥21,965
￥27,981 total
includes taxes & fees
Oct 19 - Oct 20
Cozy house near Clearwater Beach, downtown Dunedin, Spring Training
A modern living room with a sofa, armchairs, a coffee table, and a bed with a headboard.

11. Private Oasis! Luxury King Bed! Walk To Restaurants!

Private Oasis! Luxury King Bed! Walk To Restaurants!
Downtown Palm Harbor
9.6 out of 10, Exceptional, (17 reviews)
"The host was very welcoming! The VRBO was clean, well-equipped, and in a great location for our needs. "
United States
Michael l.
The price is ￥25,125
￥51,620 total
includes taxes & fees
Oct 28 - Oct 29
Private Oasis! Luxury King Bed! Walk To Restaurants!
A circular outdoor seating area with four Adirondack chairs and a small table, surrounded by a white fence and potted plants.

12. 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.
The price is ￥18,488
￥52,733 total
includes taxes & fees
Oct 31 - Nov 1
Crystal Beach Cozy Cottage - Your Perfect Vacation Escape!
A room with a large window, a welcome sign, and a potted plant on a table.

13. 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 ￥31,288
￥69,251 total
includes taxes & fees
Oct 20 - Oct 21
Rare Clearwater Beach House -Direct Gulf Views & Steps to Sand!
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 ￥10,240
￥29,910 total
includes taxes & fees
Oct 28 - Oct 29
Restful Get -A - Away. 10 min from the beach!!
A beachside view of a hotel with a curved road, palm trees, and a view of the ocean.

15. Family ready-8min to beach by car & walk to dwtn

Family ready-8min to beach by car & walk to dwtn
Downtown Largo
10.0 out of 10, Exceptional, (16 reviews)
"Fantastic location, excellent facilities. Beautiful upkeep and great communication. This is how Vrbo should be done!!!"
United States
Andrew F.
The price is ￥15,805
￥47,757 total
includes taxes & fees
Oct 19 - Oct 20
Family ready-8min to beach by car & walk to dwtn
A dining area with a yellow table set for four, a kitchen in the background, and a ceiling fan.

16. 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 lifeguard tower and palm trees on a beach at sunset.

17. 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 ￥53,569
￥148,714 total
includes taxes & fees
Oct 29 - Oct 30
Coastal 'Sea Side' Townhome - Walk to Beach!
A modern kitchen with white cabinetry, a central island, and a bright orange accent wall.

18. Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!

Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!
Ozona
10.0 out of 10, Exceptional, (43 reviews)
"Location was great "
United States
ALexandra D.
The price is ￥38,818
￥120,252 total
includes taxes & fees
Oct 19 - Oct 20
Amenity Paradise! Theater, Game-room, Mini Golf, Outdoor Bowling & Hot Tub!
A swimming pool with a glass enclosure, surrounded by outdoor seating and potted plants.

19. 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 ￥34,496
￥97,774 total
includes taxes & fees
Nov 16 - Nov 17
Palm Harbor Paradise | Spacious Home with Pool & Hot Tub
A sunset over a calm sea with a clear sky.

20. 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 ￥41,954
￥90,082 total
includes taxes & fees
Oct 19 - Oct 20
Cozy and friendly. All is Well - no damage
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

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

10/10 Excellent
"Great hotel!"
Larissa 1-night trip
Posted 1 hour ago
Grand Hyatt Tampa Bay

Find out more about Caladesi Island State Park

Caladesi Island State Park Vacation Homes information

Number of reviews
1,175
Accommodation
742 Vacation Homes
Lowest Price
￥27,981
Highest Price
￥148,714

Explore a world of travel with Expedia