Caladesi Island vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
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
Other great vacation rentals in Caladesi Island
Home in Palm Harbor
4.89 out of 5 average rating, 167 reviewsCute Lil' House Near Historic Downtown Palm Harbor
Home in Clearwater Beach
4.93 out of 5 average rating, 160 reviewsThe Cottage - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill. Just Steps from the beach.
Home in Palm Harbor
4.94 out of 5 average rating, 185 reviewsPrivate Entrance/Well Appointed Suite/ Lake View
Home in Largo
4.96 out of 5 average rating, 103 reviewsStars by the Sea - Cozy home close to beaches
Home in Dunedin
4.97 out of 5 average rating, 110 reviewsDowntown Dunedin! Bikes,golf cart,marina, brewery
Home in Largo
4.92 out of 5 average rating, 184 reviewsModern/8min by car to beach/queen bed/Free parking
Home in Clearwater
4.92 out of 5 average rating, 103 reviewsNEW! renovated duplex minutes from the Beach!
Home in Clearwater
4.95 out of 5 average rating, 327 reviewsCoastal Cottage 1318 - Bikes and Beach items!
Caladesi Island beach vacation rentals
Cottage in Dunedin
5.0 out of 5 average rating, 196 reviewsDowntown Dunedin Historic Orange Blossom Cottage 2
Guest suite in Tarpon Springs
4.95 out of 5 average rating, 109 reviewsPrivate suite in heart of Tarpon Springs!
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, 461 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Tiny home in Oldsmar
4.96 out of 5 average rating, 250 reviewsLouisa's Cottage
Guest suite in Dunedin
4.95 out of 5 average rating, 187 reviewsKrō Haus, 1 block to Main St, 10 min. to the beach
Apartment in Indian Rocks Beach
4.93 out of 5 average rating, 123 reviewsVintage Florida Beach Efficiency
Cottage in Dunedin
4.97 out of 5 average rating, 266 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 3
Beach house rentals in Caladesi Island
Home in Indian Rocks Beach
4.98 out of 5 average rating, 99 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Home in Tarpon Springs
4.96 out of 5 average rating, 320 reviewsTarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
Home in Indian Rocks Beach
4.95 out of 5 average rating, 118 reviewsBig 1/1 Beach house w/ Sunset Balcony
Home in Clearwater
5.0 out of 5 average rating, 116 reviewsBeach House
Home in Seminole
4.91 out of 5 average rating, 262 reviewsBeachy Home Minutes from sugary sand beaches
Home in Clearwater Beach
4.97 out of 5 average rating, 198 reviewsClearwater Beach Townhome w/Game Room & Boat Slip!
Home in Indian Rocks Beach
4.86 out of 5 average rating, 135 reviews1 - BEACH DUPLEX - 3 MIN WALK TO BEACH, REMODELED
Home in Indian Rocks Beach
4.86 out of 5 average rating, 306 reviewsStunning views! Spot dolphins from the pool!
Destinations to explore
- Tampa Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Naples Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom