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
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Popular amenities for Caladesi Island vacation rentals
Other great vacation rentals in Caladesi Island
Home in Palm Harbor
4.89 out of 5 average rating, 166 reviewsCute Lil' House Near Historic Downtown Palm Harbor
Oct 3 – 10
Home in Tarpon Springs
4.95 out of 5 average rating, 176 reviewsTree House Treasure
Aug 10 – 17
Home in Clearwater
4.95 out of 5 average rating, 326 reviewsCoastal Cottage 1318 - Bikes and Beach items!
Jan 27 – Feb 3
Home in Largo
4.87 out of 5 average rating, 236 reviewsBanyan Bungalow
Jul 14 – 21
Home in Largo
4.96 out of 5 average rating, 100 reviewsStars by the Sea - Cozy home close to beaches
Oct 6 – 13
Home in Clearwater
4.96 out of 5 average rating, 138 reviewsBeautiful renovated duplex minutes from the Beach!
Oct 29 – Nov 5
Home in Palm Harbor
4.94 out of 5 average rating, 183 reviewsPrivate Entrance/Well Appointed Suite/ Lake View
Nov 25 – Dec 2
Home in Largo
4.95 out of 5 average rating, 114 reviewsThe Seafoam Bungalow - close to beaches!
May 15 – 22
Caladesi Island cabin rentals
Cabin in Odessa
4.97 out of 5 average rating, 62 reviewsCozy 1960’s Cabin in Gated Lake Community
Feb 13 – 20
Cabin in Land O' Lakes
4.96 out of 5 average rating, 52 reviewsTiny Lakefront Cabin
Dec 6 – 13
Cabin in Holiday
5.0 out of 5 average rating, 9 reviewsTropical Cabin
Apr 15 – 22
Cabin in Seminole
4.83 out of 5 average rating, 18 reviewsLakefront Vacation Cabin on Lake Seminole #404
Jun 17 – 24
Cabin in St. Petersburg
4.71 out of 5 average rating, 7 reviewsStudio-Private Entrance/Bathroom
Jun 26 – Jul 3
Cabin in Clearwater
4.69 out of 5 average rating, 13 reviewsFrenchy's Cottage 490 in Clearwater Beach
Aug 19 – 26
Cabin in Safety Harbor
5.0 out of 5 average rating, 15 reviewsSafety Harbor Cottage
Apr 5 – 12
Cabin in Lutz
4.94 out of 5 average rating, 18 reviewsLakehouse Suite & Renovated Vintage Camper
Jun 5 – 12
Caladesi Island beach vacation rentals
Apartment in Dunedin
4.95 out of 5 average rating, 171 reviewsCozy Apartment Overlooking Downtown Dunedin
Aug 13 – 20
Guest suite in Tarpon Springs
4.95 out of 5 average rating, 107 reviewsPrivate suite in heart of Tarpon Springs!
Jul 11 – 18
Tiny home in Oldsmar
4.96 out of 5 average rating, 246 reviewsLouisa's Cottage
Sep 27 – Oct 4
Condo in Dunedin
4.91 out of 5 average rating, 167 reviewsResort Condo Close to Beach/Free Bikes
Jul 8 – 15
Apartment in Indian Rocks Beach
4.93 out of 5 average rating, 119 reviewsVintage Florida Beach Efficiency
Aug 8 – 15
Cottage in Dunedin
5.0 out of 5 average rating, 226 reviewsDowntown Dunedin Historic Orange Blossom Cottage 1
Sep 1 – 8
Apartment in Treasure Island
4.92 out of 5 average rating, 162 reviewsTreasure Island Beach Apartment #1
Dec 5 – 12
Apartment in Dunedin
4.96 out of 5 average rating, 226 reviewsPrivate Balcony Apt Overlooking Dunedins Main St
Sep 9 – 16
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