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Apartment holiday rentals in Caladesi Island

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Top-rated apartment rentals in Caladesi Island

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

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Superhost
The spacious kitchen features granite countertops and modern appliances, including a refrigerator and oven. Bar seating with four stools complements a round dining table set with decorative plates. Natural light is filtered through windows, enhancing the bright atmosphere of the open layout.
Apartment in Clearwater Beach

850sf Spacious Condo, 3 min walk to beach

Prime Clearwater Beach location with exceptional walkability. Located in a quiet area just north of Pier 60, within walking distance to restaurants, bars & pier. A public playground & pickleball courts are immediately next door. The beach is 1.5 blocks away (5-min walk), & the pool shown in photos is on the next block (2-min walk). Fully equipped for beach days, with a beach wagon, chairs, umbrella, towels & toys—so you can enjoy full days on the white sand beach and in the beautiful water.

4.78 out of 5 average rating, 327 reviews
Top guest favourite
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.
Apartment in Clearwater Beach

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.

4.98 out of 5 average rating, 183 reviews
Guest favourite
A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.
Apartment in Clearwater Beach

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.

4.9 out of 5 average rating, 490 reviews
Guest favourite
A bright living area features a modern, light-colored sectional sofa and a round coffee table. A comfortable armchair is placed nearby. Large glass doors lead to a private balcony, enhancing views of the waterfront. A ceiling fan and wall-mounted TV are also visible.
Apartment in Belleair Beach

BBC216 - Gulf Breezes & Beachfront Vibes!

🌊 Gulf-Front Condo w/ Balcony | Beach Access | Pool | Sleeps 6 🌴 ~ Managed by Sandy Feet Vacation Rentals ~ ✨ Relax on Your Private Balcony with Stunning Views of Belleair Beach! ✨ Unwind in this beautifully updated boutique beachfront condo located at the exclusive Belleair Beach Club—just minutes from the white sands of Clearwater Beach. Whether you're here for a romantic getaway or a family vacation, this coastal gem offers the perfect mix of comfort, style, and location.

4.84 out of 5 average rating, 111 reviews
Superhost
The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.
Apartment in Treasure Island

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.

4.86 out of 5 average rating, 674 reviews
Top guest favourite
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.
Apartment in Clearwater Beach

#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!

4.95 out of 5 average rating, 108 reviews
Guest favourite
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.
Apartment 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.

4.72 out of 5 average rating, 548 reviews
Top guest favourite
Apartment in Indian Rocks Beach

On Private Beach! Full Kitchen Ground Level Unit 7

Fully remodeled in 2025! We’re back & better than ever! ON Private Beach 1 bd/1ba with breathtaking Gulf views! This 1 bedroom unit w patio leading to private beach features a full kitchen & 1 king bedroom + pullout sofa sleeping 4 guests. Smart TVs, we furnish linens, towels, toiletries, beach chairs/towels & gas grill. 1 free parking space included. For additional availability see IDENTICAL unit same location Tide Vibes #7 and 2 bedroom unit #5, sleeps 6.

4.89 out of 5 average rating, 129 reviews
Guest favourite
Apartment in Indian Rocks Beach

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.

4.82 out of 5 average rating, 104 reviews
Guest favourite
The image captures a view of the Splash Harbour Water Park and adjacent condo building. Bright colors of the water slides contrast with the greenery of palm trees. The inviting pool area is visible, surrounded by lounge chairs and scenic pathways.
Apartment in Indian Rocks Beach

Waterfront, Harbourside, Water Park, Beach, #6620

4 FREE daily water park passes and parking for one car are included! 3/5 minute walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. This 6th-floor "end" unit has a balcony that overlooks the Intracoastal and another that overlooks the Water Park! Come stay in this rare unit. There is a fully stocked kitchen that even includes a stackable washer and dryer.

4.87 out of 5 average rating, 263 reviews
Top guest favourite
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.
Apartment in Indian Rocks Beach

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...

4.98 out of 5 average rating, 171 reviews
Superhost
A vibrant water park features large, spiraling water slides in bright yellow, green, and blue hues. Lush palm trees surround the area, and a clear blue sky enhances the lively atmosphere. The structure includes a tall staircase leading to the slides, with pathways lined by greenery.
Apartment in Indian Rocks Beach

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!

4.89 out of 5 average rating, 126 reviews

Popular amenities for Caladesi Island apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favourite
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.
Apartment in Indian Rocks Beach

Beachside, Lux, 3 Minute Walk, Views Fam.-Friendly

4.95 out of 5 average rating, 129 reviews
Guest favourite
Apartment in Indian Shores

Panoramic Gulf View Beachfront Condo

4.93 out of 5 average rating, 153 reviews
Guest favourite
Apartment in Indian Rocks Beach

Beachfront corner condo 3 bedroom, 2 bathroom.

4.82 out of 5 average rating, 127 reviews
Top guest favourite
A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.
Apartment in Indian Rocks Beach

Work Remote & Stay Beachfront

5.0 out of 5 average rating, 122 reviews
Guest favourite
An aerial view displays the beachfront condominium alongside Indian Rocks Beach, highlighting white sandy shores and a tranquil atmosphere. People can be seen enjoying the beach, with colorful umbrellas scattered across the sand. The proximity of the property to the shoreline is prominently featured.
Apartment in Indian Rocks Beach

Modern, Luxurious Beach Condo -Steps To The Beach!

4.87 out of 5 average rating, 403 reviews
Top guest favourite
An aerial view captures a stretch of beach alongside a series of buildings, including two-story structures and green spaces. The coastline meets the turquoise waters, while a street lined with parked cars runs parallel to the beach, showcasing the proximity of the community to the shore.
Apartment in Indian Rocks Beach

Indian Rocks Beach hidden gem 3/2 modern condo

4.95 out of 5 average rating, 104 reviews
Top guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Apartment in Treasure Island

Spectacular beach to bay views from this resort.

4.99 out of 5 average rating, 231 reviews
Guest favourite
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.
Apartment in Indian Rocks Beach

Golf Cart, 2 bed 2 Bath, Heated Pool

4.9 out of 5 average rating, 148 reviews

Pet-friendly apartment rentals

Top guest favourite
Apartment in Indian Rocks Beach

Walk to Beach, Bars, and Restaurants Nearby

4.85 out of 5 average rating, 125 reviews
Top guest favourite
Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.
Apartment in Clearwater Beach

Steps 2 beach! Beachy and Luxurious! Easy Living!

4.95 out of 5 average rating, 346 reviews
Guest favourite
A bright bedroom features a spacious bed adorned with light blue and white striped linens. Natural light floods the room through sliding glass doors that lead to a private balcony with an ocean view. Two decorative lamps and a textured area rug enhance the serene atmosphere.
Apartment in Sunset Beach

2 Story Penthouse | Pool | Balcony | Gulf View 602

4.89 out of 5 average rating, 160 reviews
Top guest favourite
A modern kitchen area features a large island with seating, complemented by white cabinetry and gleaming countertops. Natural light floods the space through expansive sliding glass doors, which lead to a private terrace with ocean views. A comfortable seating area is arranged nearby.
Apartment in Treasure Island

Luxury Seashell Oceanfront Condo with Pool

4.9 out of 5 average rating, 119 reviews
Top guest favourite
Apartment in Palm Harbor

Innisbrook Condo 1st Floor next to Island Course

5.0 out of 5 average rating, 119 reviews
Top guest favourite
A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.
Apartment in St. Petersburg

Sunny St. Pete Getaway with Dolphins

4.87 out of 5 average rating, 122 reviews
Top guest favourite
A comfortable living area features a round dining table set for four, surrounded by modern chairs. Two seating areas include plush armchairs and a sofa, complemented by a tropical plant. Large windows offer natural light and views of the outdoor scenery.
Apartment in Madeira Beach

Penthouse Condo on Water Steps to Beach+Johns Pass

4.97 out of 5 average rating, 104 reviews
Guest favourite
A balcony view captures the sandy beach and turquoise waters, framed by lush greenery below. A few individuals can be seen enjoying the coastline, with palm trees providing shade. The clear blue sky complements the inviting seaside atmosphere.
Apartment in Indian Shores

Surfside Villas - Apartment B

4.9 out of 5 average rating, 165 reviews

Apartment rentals with a pool

Top guest favourite
A cozy sitting area is featured on the private balcony, highlighted by a circular rattan chair adorned with soft cushions. Green plants provide a touch of nature, while water views and boats can be seen beyond the railing, enhancing the relaxing atmosphere.
Apartment in Clearwater Beach

Waterfront Condo | Steps to Clearwater Beach 2King

4.99 out of 5 average rating, 147 reviews
Top guest favourite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Apartment in Madeira Beach

Rincón Divino MB 2 Balconies, Ocean & Marina Views

4.99 out of 5 average rating, 243 reviews
Top guest favourite
A light blue living room features two armchairs and a sectional sofa, complemented by a white coffee table at the center. Large windows with blinds allow natural light to brighten the space, while a decorative throw and small lamp add subtle accents. A rug covers the floor.
Apartment in Indian Rocks Beach

The Shack at IRB

4.93 out of 5 average rating, 112 reviews
Top guest favourite
A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.
Apartment in Tampa

Tiki Themed Waterfront Condo on Tampa Bay

4.97 out of 5 average rating, 245 reviews
Top guest favourite
A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.
Apartment in Indian Shores

Relax in a Newly Renovated Beach Front Paradise

4.98 out of 5 average rating, 139 reviews
Top guest favourite
A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.
Apartment in Tampa

Modern Waterfront Condo - Captivating Sunset Views

4.95 out of 5 average rating, 386 reviews
Guest favourite
An open living area showcases large sliding glass doors with stunning ocean views. A comfortable seating arrangement features a dark leather couch and coordinating throw pillows. A modern ceiling fan hangs above, while a dining table is set with a centerpiece and blue accents.
Apartment in Indian Rocks Beach

Sea Side Sunsets Unit C

5.0 out of 5 average rating, 37 reviews
Guest favourite
A spacious wooden deck offers lounging chairs facing the beachfront. The uninterrupted view of the Gulf of Mexico extends to the horizon under a bright blue sky, while gentle waves lap against the shore. Lush greenery borders the beach, enhancing the coastal scenery.
Apartment in Belleair Beach

Beachfront Belleair Beach Condo Est. rental 2016

4.97 out of 5 average rating, 34 reviews

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