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 Tarpon Springs
4.96 out of 5 average rating, 180 reviewsTree House Treasure
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, 111 reviewsDowntown Dunedin! Bikes,golf cart,marina, brewery
Home in Clearwater
4.95 out of 5 average rating, 156 reviewsCoastal Cottage A - Bikes and Beach items!
Home in Palm Harbor
4.94 out of 5 average rating, 187 reviewsWell Appointed 100% Private Suite/Lake View
Home in Largo
4.96 out of 5 average rating, 104 reviewsStars by the Sea - Cozy home close to beaches
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 Largo
4.92 out of 5 average rating, 187 reviewsModern/8min by car to beach/queen bed/Free parking
Caladesi Island cabin rentals
Cabin in Palmetto
4.97 out of 5 average rating, 133 reviewsRainforest Shower, Fireplace, Grill, Private Yard
Cabin in Odessa
4.97 out of 5 average rating, 62 reviewsCozy 1960’s Cabin in Gated Lake Community
Cabin in Holiday
5.0 out of 5 average rating, 9 reviewsTropical Cabin
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, 54 reviewsTiny Lakefront Cabin
Cabin in Riverview
4.95 out of 5 average rating, 21 reviewsTaste of Old Florida
Cabin in Seminole
4.84 out of 5 average rating, 25 reviewsLakefront Vacation Cabin on Lake Seminole #411
Cabin in St. Petersburg
4.83 out of 5 average rating, 12 reviewsStudio-Private Entrance/Bathroom
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, 465 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Guest suite in Tarpon Springs
4.95 out of 5 average rating, 110 reviewsPrivate suite in heart of Tarpon Springs!
Apartment in Tarpon Springs
4.91 out of 5 average rating, 129 reviewsBeaches Sunset/Free Bikes
Apartment in Clearwater
4.91 out of 5 average rating, 158 reviewsThe Breezeway Bungalow 2 @ Clearwater Beach!
Cottage in Dunedin
4.92 out of 5 average rating, 168 reviewsDowntown Keylime Cottages 3
Tiny home in Oldsmar
4.96 out of 5 average rating, 252 reviewsLouisa's Cottage
Apartment in Treasure Island
4.91 out of 5 average rating, 281 reviewsAttractive Beachfront Studio - Live Like a Local!
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