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
Home in Dunedin
4.93 out of 5 average rating, 121 reviewsEverything you'll need, plus! Park Model RV
Home in Palm Harbor
4.89 out of 5 average rating, 168 reviewsCute Lil' House Near Historic Downtown Palm Harbor
Home in Clearwater Beach
4.93 out of 5 average rating, 162 reviewsThe Cottage - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill. Just Steps from the beach.
Home in Tarpon Springs
4.96 out of 5 average rating, 181 reviewsTree House Treasure
Home in Indian Rocks Beach
4.95 out of 5 average rating, 119 reviewsBig 1/1 Beach house w/ Sunset Balcony
Home in Dunedin
4.93 out of 5 average rating, 118 reviewsMermaid Haven Downtown, Trail, Stadium
Home in Dunedin
4.97 out of 5 average rating, 112 reviewsDowntown Dunedin! Bikes,golf cart,marina, brewery
Home in Largo
4.96 out of 5 average rating, 105 reviewsStars by the Sea - Cozy home close to beaches
Caladesi Island cabin rentals
Cabin in Palmetto
4.97 out of 5 average rating, 135 reviewsRainforest Shower, Fireplace, Grill, Private Yard
Cabin in Palmetto
4.81 out of 5 average rating, 167 reviewsLog Cabin
Cabin in Holiday
5.0 out of 5 average rating, 9 reviewsTropical Cabin
Cabin in Odessa
4.97 out of 5 average rating, 63 reviewsCozy 1960’s Cabin in Gated Lake Community
Cabin in Wesley Chapel
4.98 out of 5 average rating, 43 reviewsStilt House & Pool
Cabin in Land O' Lakes
4.96 out of 5 average rating, 55 reviewsTiny Lakefront Cabin
Cabin in St. Petersburg
4.85 out of 5 average rating, 13 reviewsStudio-Private Entrance/Bathroom
Cabin in Seminole
4.84 out of 5 average rating, 25 reviewsLakefront Vacation Cabin on Lake Seminole #411
Caladesi Island beach vacation rentals
Guest suite in Safety Harbor
4.99 out of 5 average rating, 205 reviewsSuite Outlook-Upstairs unit with Spectacular views
Condo in Redington Beach
4.97 out of 5 average rating, 466 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Tiny home in Oldsmar
4.96 out of 5 average rating, 252 reviewsLouisa's Cottage
Apartment in Dunedin
4.95 out of 5 average rating, 173 reviewsCozy Apartment Overlooking Downtown Dunedin
Cottage in Palm Harbor
4.78 out of 5 average rating, 168 reviewsCrystal Beach Cottage #1
Guest suite in Dunedin
4.95 out of 5 average rating, 188 reviewsKrō Haus, 1 block to Main St, 10 min. to the beach
Apartment in Tarpon Springs
4.91 out of 5 average rating, 129 reviewsBeaches Sunset/Free Bikes
Cottage in Dunedin
4.97 out of 5 average rating, 271 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 3
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- Family travel hub Tips and inspiration
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