Condo vacation rentals in Caladesi Island

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Top-rated condo rentals in Caladesi Island

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Guest favorite

Condo in Indian Shores

4.99 out of 5 average rating, 108 reviews

Tropical Beachfront Penthouse-Beach Cottages II

Welcome to this spacious top floor oceanfront condo, located in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of Mexico. This exquisite condo with magnificent oceanfront views is just fabulous! We've taken great care to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High Speed Internet, Premium TV, Garage Parking, Private Beach, and Pool/Spa.

Guest favorite

Condo in Palm Harbor

4.82 out of 5 average rating, 179 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!

Guest favorite

Condo in Clearwater

4.95 out of 5 average rating, 112 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

For your best vacation, welcome to stay in our newly renovated and tastefully decorated condo for having a relaxed vacation ! Family with kids, young retired or just couples who want to spend romantic moments, everybody is welcome.The condo is located in a beautiful gated community, 10 min. by car from Clearwater Beach, voted # 1 beach in U.S. in 2013 and 2018. You can enjoy a large, beautiful heated swimming pool with salt water, a barbecue area, fitness center and an elegant clubhouse.

Guest favorite

Condo in Clearwater

4.9 out of 5 average rating, 305 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.

Guest favorite

Condo in Tampa

4.95 out of 5 average rating, 255 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Laundry and dryers are coin operated located at third floor. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach. Some parts of the resort are under repairs due to damage cause by hurricane Helene and Milton.

Guest favorite

Condo in Indian Shores

4.94 out of 5 average rating, 155 reviews

1 BR Beachfront Amazing sunsets-

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.

Guest favorite

Condo in Clearwater

4.89 out of 5 average rating, 189 reviews

Very cozy quality condo close to Clearwater Beach

Modern and very cozy one-bedroom condo, clean, quiet, and comfortable. Convenient big kitchen space and bathroom. King bed in master. Sleeping sofa in the living room. All appliances, kitchen pots, and all you need to make yourself home. TV in the living room and Master. Full cable. Fast WiFi. Roku. Beach towels, umbrella, chairs, cooler. 10 min from Clearwater Beach. 20 min from the airport. I put a lot of <3 INTO! You will feel at home in my place!:)

Guest favorite

Condo in St. Petersburg

4.97 out of 5 average rating, 101 reviews

Waterfront quiet condo w Pool by Madeira Beach

Incredible open water views from this 1 bedroom 1 bath QUIET CORNER UNIT on Boca Ciega Bay! Beautiful sunsets over water from your private 20ft balcony or from the heated pool and spa area with full views of Boca Ciega Bay. Private fishing pier on site. Exercise room overlooking pool. One of quitest units in building. Minutes to War Veterans’ Memorial Park, boat launch, boat rentals, trails, Madeira Beach, downtown St Pete

Guest favorite

Condo in Indian Shores

4.99 out of 5 average rating, 102 reviews

Oceanfront living on Indian Shores Beach

Oceanfront condo right on the beach! Newly renovated with designer appointed accommodations. This beach front property makes you feel like you are staying in a 5 star hotel. PLEASE READ BEFORE BOOKING: This property will accomodate 4 adults. However, there is a blow up mattress for an additional two guests that can be used in the bedroom with the two twin beds. YOU MUST REQUEST 1 OR 2 MORE PEOPLE TO STAY BEFORE BOOKING!

Guest favorite

Condo in Indian Rocks Beach

4.97 out of 5 average rating, 105 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Guest favorite

Condo in Indian Shores

4.96 out of 5 average rating, 112 reviews

Serenity by the Sea * Steps to the Ocean*

*** 2nd story condo with no hurricane damage. The resort amenities are down for the time being. Would love to host those who are in need the most** . Welcome to Serenity by the Sea! This 1-bedroom condo is nestled right across from the pristine beach of Indian Shores, Fl. This beachside haven promises an unforgettable getaway with a myriad of enticing features designed to make your stay truly exceptional!

Guest favorite

Condo in Dunedin

4.88 out of 5 average rating, 163 reviews

Lovely Condo mins away from Honeymoon Island

There is no better way to enjoy your Florida retreat than right by the beach. This beautiful 2 br/1 ba is located right on the Dunedin Causeway and steps away from Honeymoon Island. It’s also only 10 min away from downtown Dunedin, 15 min from Clearwater & Tarpon Springs. It has everything needed for your vacation- 4 beach chairs, beach umbrella, cooler and many beach towels available for use.