Condo vacation rentals in Caladesi Island

Find and book unique condos on Airbnb

Top-rated condo rentals in Caladesi Island

Guests agree: these condos are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Condo in Largo

4.89 out of 5 average rating, 180 reviews

Modern and Cozy Condo 6 Minutes from the Beach !

This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

Oct. 26 – Nov. 2

$195 CAD per night

Superhost

Condo in Redington Beach

4.85 out of 5 average rating, 570 reviews

Condo II:Beach 2 min walk:Heated Pool:2Bikes:Grill

My place is close to public transport, parks, and white sand beaches. You’ll love my place because of the location, the neighborhood, and the outdoors space. My place is good for couples, solo adventurers, a parent and a child. Its a small studio condo, but it has a nice queen bed with ironed white sheets, bath towels, beach towels, shampoo & toiletries, beach chairs & bikes. So if you like to spend your time outdoors:at the pool,sunbathing at the beautiful sand beach, biking you will have fun.

Nov. 15 – 22

$188 CAD per night

Guest favourite

Condo in Palm Harbor

4.8 out of 5 average rating, 156 reviews

Lakeside 2- Bed Apartment Near Clearwater Beaches

Ideally located on Florida's Gulf Coast minutes from many of America’s best beaches. The apartment is situated on the shores of beautiful Lake Tarpon, just north of Clearwater. The big exciting city of Tampa is just 30 mins away with the big theme parks in Orlando only 90 mins away. The pool & jacuzzi are also by the water & decking. Come stay, relax & recharge your batteries in a comfortable peaceful setting yet close by you have all the activities & amenities that you could ever wish for!

Oct. 28 – Nov. 4

$169 CAD per night

Guest favourite

Condo in Redington Beach

4.97 out of 5 average rating, 459 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Nov. 9 – 16

$166 CAD per night

Guest favourite

Condo in Clearwater

4.92 out of 5 average rating, 232 reviews

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Sep. 30 – Oct. 7

$1,024 CAD per night

Guest favourite

Condo in Indian Rocks Beach

4.79 out of 5 average rating, 226 reviews

Waterfront Condo w/ Boat dock, 2 min walk to beach

This cozy one bedroom, one bath condo is only 2 blocks from the beach with family-friendly activities, nightlife, and public transportation nearby. The place is perfect for solo travelers, couples, & even small families who looking to have a relaxing time. Located right on the intercostal waterway. You can enjoy your coffee on the dock while watching the sunrise. Also, a great spot for seeing dolphins. Shops, food , and entertainment are all located within walking distance. BTR #266

Nov. 11 – 18

$204 CAD per night

Guest favourite

Condo in Tierra Verde

4.96 out of 5 average rating, 238 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

May 26 – 31

$207 CAD per night

Guest favourite

Condo in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

Dec. 10 – 17

$255 CAD per night

Guest favourite

Condo in Dunedin

4.91 out of 5 average rating, 167 reviews

Resort Condo Close to Beach/Free Bikes

A Self check-in private condo in a resort, it sleeps up to 3 guests.**We have another condo in the same resort, it’s a 1 bed/2 baths and sleeps up to 4 guests, click on my profile pic to see it. *Walking distance to Downtown Dunedin. *A 10 min drive to honeymoon Island and the ferry to Caladesi Island. *A 15 minute drive to Clearwater Beach (the exact time may vary on weekends and holidays). *Jolley Trolley Bus stop is outside of the entrance.

Feb. 8 – 15

$583 CAD per night

Guest favourite

Condo in Redington Beach

4.84 out of 5 average rating, 174 reviews

Royal Orleans at Redington Beach

Royal Orleans #116 is a one-bedroom, two-bathroom condo that sleeps 2 (Single guest, or couple). The condo is located on the first floor across from the pool . A super relaxing Gulf shore vacation that puts you within walking distance of the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans #116, you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Sep. 29 – Oct. 6

$180 CAD per night

Superhost

Condo in Dunedin

4.84 out of 5 average rating, 100 reviews

SEAVIEW at Honeymoon Island, On The Causeway! NEW!

SEAVIEW is your BEACH OASIS at HONEYMOON ISLAND CAUSEWAY, with WATER VIEWS on a salt water canal! A short walk from your front door to sit on the sand on the Causeway beach & watch the dolphins, drive or cycle to Honeymoon Island Beach, one of the most beautiful and pristine beaches on our coast. Take your evening stroll on the sand to watch spectacular Sunsets, walk to a variety of fabulous restaurants. Seaview is your Beach Life Location!

Feb. 3 – 10

$320 CAD per night

Guest favourite

Condo in Redington Beach

4.9 out of 5 average rating, 149 reviews

2min walk to the beach/pool, BBQ/great area, RO110

Enjoy a great getaway in this well maintained 1 bedroom 2 bath condo in a quiet small complex, only a 2 minute walk to one of the best beaches on the west coast of Florida. This area is amazing and has a ton of things to do and see and great restaurants within walking distance. We have provided the majority of the necessary beach gear, towels,etc... Full kitchen, keurig and coffee maker & heat/pool. Parking is available for 1 car only.

Aug. 31 – Sep. 7

$196 CAD per night