Condo holiday rentals in Caladesi Island

An inviting living area showcases a comfortable blue couch with a colorful throw blanket. A wooden dining table is positioned nearby, and natural light flows through expansive glass doors leading to a balcony with a glimpse of trees and water outside.

4.95 out of 5 average rating, 128 reviews

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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Condo in Clearwater Beach

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

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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4.98 out of 5 average rating, 182 reviews

Condo in Clearwater Beach

A private balcony is seen featuring two white chairs and a table, offering uninterrupted views of the Gulf of Mexico. The calming blue sky meets the horizon, enhancing the serene beachfront experience.

Beachfront in exclusive resort

This upper floor, 3-bedroom modern chic condo hotel suite offers sweeping views of the Gulf of Mexico from private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the shrimp trawlers making their way out to sea. Enjoy a cocktail while watching the sunset over the open water of the Gulf of Mexico. This suite can sleep 8, with King or Queen-size beds in each of the three bedrooms, a comfortable full-sized sofa bed in the living room & 3-1/2 bathrooms.

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4.91 out of 5 average rating, 337 reviews

Condo in Clearwater Beach

A spacious bed is positioned in front of large windows offering views of the Gulf of Mexico. Soft blue accent pillows complement the bedding. Outside, two chairs on the balcony overlook the sandy beach, creating a serene coastal ambiance.

#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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4.95 out of 5 average rating, 107 reviews

4.72 out of 5 average rating, 548 reviews

A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.

Condo in Belleair Beach

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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Superhost

A view from the balcony showcases a vibrant water park, featuring winding lazy rivers and colorful water slides. Sun loungers are arranged around the pools, complemented by lush palm trees. The bright blue sky enhances the resort's lively atmosphere, inviting relaxation and fun.

4.94 out of 5 average rating, 163 reviews

Waterfront, Harbourside, Water Park, Beach, #5520

Enjoy views of the Intracoastal from this unit's back balcony and the water park from the front balcony. 4 FREE daily water park passes and parking for one car are included! This 5th-floor 2/2 condo has been totally renovated and is located at the 'Harbourside@Marker 33' and 'Splash Harbour Water Park '. A fully stocked kitchen and stackable washer/dryer are provided. Unit 5520 comes with 4 free daily Splash Harbour Water Park passes and one parking pass.

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4.82 out of 5 average rating, 104 reviews

Beachfront Condo | Gulf Views & Stunning Sunsets

Wake up to the sound of the waves and breathtaking Gulf views from this beautifully updated beachfront condo on the sugar-white sands of Indian Rocks Beach. This inviting 2-bedroom, 2-bath retreat features renovated bathrooms, unobstructed ocean views, and a private balcony perfect for morning coffee or unforgettable sunsets. Steps from the beach, it's the perfect escape for couples, families, and friends seeking the ultimate Florida Gulf Coast getaway.

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A comfortable living area is presented with a spacious sectional sofa adorned with decorative pillows. A large flat-screen TV is mounted on a wooden accent wall, enhancing the cozy atmosphere. The open layout leads towards a bright kitchen visible in the background.

4.9 out of 5 average rating, 148 reviews

Golf Cart, 2 bed 2 Bath, Heated Pool

The Chunky Mermaid is new with tasteful decorations to pull the space together. Big 75" TV, big double queen guest room, and king sized master bedroom. The Chunky Mermaid is the perfect beach house to get your toes in the water in minutes, the perfect beach community to walk to local cuisine, with the perfect creature comforts of home. The space is built for families/groups that want to have fun together with epic sunsets perfect for sun downers.

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4.91 out of 5 average rating, 121 reviews

On Private Beach! Full Kitchen, Ground Level Unit5

Fully remodeled in 2025! We are back and better than ever! On the Private Beach! Breathtaking Gulf views! 2 bedroom 1 bath unit +bunkbeds & patio leading to private beach, full kitchen 2 queen beds plus twin bunkbed. Sleeps 6 guests. We furnish linens, towels, toiletries, beach towels, beach chairs. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.

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A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

4.98 out of 5 average rating, 170 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...

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4.93 out of 5 average rating, 152 reviews

Condo in Indian Shores

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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An aerial view showcases a coastal area with multiple buildings, including a three-story blue structure and a low-rise building with a tan roof. Lush greenery surrounds the buildings, leading to a sandy beach with gentle waves in the background, creating a serene beachside setting.