Condo vacation rentals in Caladesi Island

Steps 2 beach! Beachy and Luxurious! Easy Living!

Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Beachfront Steps to Sand - New Remodeled Bathroom

Escape to our cozy 1-bed, 1-bath gulfside condo for ultimate relaxation. We have a newly renovated bathroom with a walk-in shower. Unwind on the front porch or walk to the beach just moments away. Nestled in a peaceful coastal area, discover nearby restaurants within a 10-min walk. Short term or long term stays (ask for SNOWBIRD deals). NO Pets are allowed. Check local swim advisories. The community shower is located near the beach & round picnic tables. These tables are for the community.

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.

Beach Haven in South Clearwater Beach

This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Indian Shores Gulf Front Rental

Beautiful 2 bed 1 bath luxury condo on the Gulf of Mexico. We are steps from the beach. Unit has partial water view. Beautiful state of the art kitchen and luxurious furnishings. Everything you need for your perfect vacation. Totally non-smoking unit. Come and stay with us. This is a second floor walk up condo. There are 27 steps. May not be suitable for the elderly or small children. Check in 3pm. Check out 10am Our maximum occupancy is 4 people including children.

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Luxury Blue Haven - Stunning Tampa Bay Views!

Experience breathtaking waterfront views from your private balcony at Sailport Waterfront Suites, Tampa. This stunning 1BR/1BA condo is beautifully renovated and offers direct water views, providing the perfect balance of relaxation and adventure for you and your group. Enjoy easy access to exciting local attractions while indulging in the peace and tranquility of this desirable location. With an array of amenities, your stay is sure to be comfortable and memorable.

Casa de B.O.B ... Best on Beach

Welcome to Casa de B.O.B. (Best on Beach)! This is a recently remodeled, renovated, 2 bedroom (with 2 king beds), 2 bathroom condo with panoramic direct Gulf front views. Unit has newer furnishings, and is decorated with contemporary flair, a little local art and a bit of Rock-n-Roll edge. Unit has 2 Gulf front balconies - one off living area and another off master bedroom. Each opens up wide to view spectacular sunsets, crashing waves and jumping dolphins.

Beach Days & Family Fun - Last Minute Openings

Beachfront & Beautiful Gulf Views - EVERY Room ★Gorgeously updated ★Stunning views from balcony & interior ★ Private beach access ★Hotel Like Amenities: TVs in all rooms, Toiletries, Coffee provided, Pickle Ball & Tennis ★ Walkable to restaurants, stores & Trolley stop ★ Beach equipment provided ★ Fully-stocked kitchen & Laundry in-unit ★ High-speed internet & workspace ★ Kid & Dog-friendly ★ New landscaping, pool deck & court resurfacing

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...