
Caladesi Island vacation rentals
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Top-rated vacation rentals in Caladesi Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caladesi Island vacation rentals
Caladesi Island house rentals

Why pay beach rates. Nice home near the beaches.

House at North Tampa 3BR & 2BA + Backyard

Beautiful Home In S Tampa Near Water & Downtown

The day has arrived, enjoy.

Stylish Seminole Heights House

Cali Casa by Crescent Lake & downtown St. Pete

Lagoonside Escape

Delightful elegant lake home
Caladesi Island cabin rentals

The Rooster Hut

Little beautiful home

Studio-Private Entrance/Bathroom

Frenchy's Cottage 482 in Clearwater Beach

Unique Cabin In The City*large Pool,gameroom

Beautiful Cabin w/all the amenities! (Fauna)

River Cabin Million Dollar View! New Management!

Lakehouse Suite & Renovated Vintage Camper
Caladesi Island beach vacation rentals

Beach Fun With Views - Indian Shores, Florida

Condo On The Beach - Heated Pool - Self Check-in

Beachfront w/ Stunning Sunsets in Prime Location.

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Arie Dam 302, Beach Front Condo - 2Bed/2Bath

Heated Pool & Hot Tub 0.7 mile from Beach

Beach Bungalow -Step in to the Sand! Indian Shores

Beach days and sunshine—what more could you want?
Destinations to explore
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- Anna Maria Island
- Anna Maria Public Beach
- Dunedin Beach
- Weeki Wachee Springs
- John's Pass
- Bean Point Beach
- Cortez Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- Clearwater Beach
- North Beach
- Coquina Beach
- Vinoy Park
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Jannus Live
- Splash Harbour Water Park
- Adventure Island
- River Strand Golf and Country Club
- Clearwater Marine Aquarium