
Condo holiday rentals in Caladesi Island
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Top-rated condo rentals in Caladesi Island
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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!
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Rincón Divino MB 2 Balconies, Ocean & Marina Views
EXCLUSIVE: Saturday checkout is at 5pm. This condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.
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Beachside, Lux, 3 Minute Walk, Views Fam.-Friendly
Completely remodeled luxury beachside condo with balcony. Water/beach view- balcony and living room. Short walk down to beach. Saatva Luxury mattress in Master. 2nd Bed- has double over double bunk bed with twin trundle. Couch -pullout bed that sleeps two more. Kid-friendly! Pack n play with memory foam mattress and diaper genie. Toys, child-proofing, kid utensils etc in unit. Beach supplies, towels, wagon, chairs, toys umbrellas.. below in storage. Paddleboard and bike rental available nearby!
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Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.
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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.
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Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.
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#1- SALE! Nice 2/2 Condo-Directly on the sand!
Kick back and relax in this calm & quiet beachfront condo, located directly on beautiful North Clearwater Beach! Unit is located on the 2nd floor with gorgeous views of the Gulf of Mexico. 2 Bedrooms, 2 bathrooms with a private balcony overlooking the beach. Sleeps 6 with the air mattress. WiFi included, Smart TV's, beach chairs, towels, toys, etc. Just bring yourselves and you are ready to go! Fully equipped full-sized kitchen with enough supplies to get you started!
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BEACHFRONT Condo - Belleair Beach Club - RENOVATED
RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.
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Work Remote & Stay Beachfront
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
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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...
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Waterfront, Harbourside, Water Park, Beach, #5516
Just Listed and Renovated! Includes 4 DAILY Water Park Passes! 3- to 5-minute walk to Indian Rocks Beach!!! This gorgeous and remodeled 2/2 condo is located at the 'Harbourside@Marker 33' and 'Splash Harbour Water Park' complex. Unit 5516 is on the 5th floor and has a balcony overlooking the Intracoastal waterway, where you can watch the boats go by and the dolphins play!
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Panoramic Gulf View Beachfront Condo
Escape to our 7th-floor beachfront condo at Sand Castle II in Indian Shores! This spacious 3-bedroom, 2-bath sanctuary comfortably sleeps 8. Enjoy panoramic Gulf views from your private balcony, perfect for watching dolphins. With direct beach access, a heated pool, and a hot tub, this is the ultimate coastal getaway. Walk to Caddy's for dinner and live music!
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Popular amenities for Caladesi Island condo rentals
Weekly condo rentals

Beachfront Condo | Gulf Views & Stunning Sunsets
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Relax in a Newly Renovated Beach Front Paradise
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Indian Shores Gulf Front Rental
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Indian Rocks Beach hidden gem 3/2 modern condo
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Beachfront Treasure Island | Pool | Penthouse
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BBC216 - Gulf Breezes & Beachfront Vibes!
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The Seascape Premier Beachfront Cottage-Gulf View
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Quiet Locale King Beds 1 Mile To Honeymoon Island
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Pet-friendly condo rentals

Innisbrook Condo 1st Floor next to Island Course
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Luxury Seashell Oceanfront Condo with Pool
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2 Story Penthouse | Pool | Balcony | Gulf View 602
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Walk to Beach, Bars, and Restaurants Nearby
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Penthouse Condo on Water Steps to Beach+Johns Pass
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SolMate 2/2, kayaks, beach, views, boat slip
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Surfside Villas - Apartment B
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Sunny St. Pete Getaway with Dolphins
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Condo rentals with a pool

Golf Cart, 2 bed 2 Bath, Heated Pool
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Stunning Views Beach Front Condo
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Cozy Family Condo | Heated Pool + Steps to Beach!
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Clearwater Vista | Gulf-Front Beach Penthouse
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Huge Private Balcony, Pool & Hot Tub. Sunsets!
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Sun Haven~Remodeled~Waterfront~Walk to Beach
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August Deal - Beach Front Corner Penthouse!
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Ocean Front Condo where Sea Renity Awaits
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Destinations to explore
- Miami Holiday rentals
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Hard Rock Casino
- University of South Florida
- Dunedin Beach
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Tropicana Field
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- Img Academy
- Fort De Soto Park
- Cortez Beach
- River Strand Golf and Country Club
- Busch Gardens





