Waterfront holiday rentals in Clearwater Beach

Bungalow in Indian Shores

The exterior of a bungalow is surrounded by lush tropical greenery, featuring large leaves and colorful plants. A bright blue wall enhances the entrance, which is flanked by a window. A gravel pathway leads to the door, contributing to a serene environment.

4.92 out of 5 average rating, 243 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

PRIVATE BEACH OPEN!!! ENJOY your own bungalow! (NOT a condo - no crowded elevators, hallways, lobby areas) Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming bungalows. Why spend your Florida vacation in a busy crowded hotel? DOLPHIN BUNGALOW is ONLY 50 steps to beach, sits behind beachfront bungalow but not beachfront. ALL Guests enjoy heated beachfront pool, lounge chairs, umbrellas, fire pit, volleyball, toys. Fully equipped, super clean!

A cozy seating area features a gray sectional sofa, adorned with a patterned pillow. Sunlight filters through white plantation shutters, highlighting the light-colored tile floor. A small wall lamp provides additional lighting, complemented by a colorful coastal decoration above.

4.86 out of 5 average rating, 174 reviews

Free Parking Pool & Water Front

Pool Side Clearwater Beach Condo. This studio style condo is just a few blocks from the famous Clearwater Beach & Pier 60 on the inter-coastal water at the base of Sand Key Bridge. Walking distance to Beach, Restaurants & Shops. You'll love the quiet area! Just 3 steps to the pool! Clearwater Beach Yacht club & boats outside your door! Sleeper sofa, 55” flat screen, beach chairs & umbrella, fishing poles, cooler, Pack n Play. check our reviews we do our best to provide all items our guest need

4.91 out of 5 average rating, 100 reviews

The entrance to the bungalow is lined with a stone pathway and surrounded by tropical landscaping. Colorful plants and shrubs frame the orange exterior of the building, which features two doors leading to separate units. A sign indicates the name of the property.

Flat in Madeira Beach

#3-Sea Turtle Bungalows@John's Pass 1B/1B

Our cozy Bungalow is for 2 to 4 ppl, and provides you with everything you need to enjoy your visit. In the bedroom is a King size bed and a spa styled bathroom. The living space has a sofa that converts into a queen size bed and a 55” Smart HDTV. The kitchen is fully equipped with new SS appliances, a Keriug coffee maker and comp. coffee. This unit has a personal patio for relaxing and is located in the heart of John’s Pass, steps from the boardwalk/village and a short walk to the 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.

4.98 out of 5 average rating, 159 reviews

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.

4.96 out of 5 average rating, 183 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Apartment in Indian Shores

The image shows a view of the beach, with smooth, sandy shores leading to a row of modern condo buildings in the background. The condos are designed with balconies, featuring multiple stories and large windows, under a clear blue sky.

4.91 out of 5 average rating, 415 reviews

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.

Apartment in Indian Shores

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.

4.97 out of 5 average rating, 115 reviews

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.

A tranquil view captures the sandy shoreline meeting the calm waters of the Gulf, with gentle waves lapping at the beach. Lush palm trees are positioned in the foreground, while a small blue trash bin is nestled among the greenery. The sky features soft clouds, hinting at the day's potential.

4.97 out of 5 average rating, 144 reviews

Beach Front Penthouse Riley's Retreat Island Inn

800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

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.

4.86 out of 5 average rating, 587 reviews

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.

Apartment in Indian Rocks Beach

Two inviting armchairs are positioned facing a large sliding glass door, which opens to reveal a serene view of the ocean and beach. The soft evening light highlights the space, creating a calm atmosphere with gentle coastal tones.

4.85 out of 5 average rating, 128 reviews

Winter Storm Escape Sale Ocean View Steps to Beach

Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

4.84 out of 5 average rating, 145 reviews

A welcoming living area is presented with a round dining table and four wooden chairs, positioned near large windows offering views of the waterfront. A ceiling fan adds comfort, while a cozy armchair and side table complete the space, enhancing the serene ambiance.

Flat in Clearwater Beach

Direct Waterfront "The Lily Pad" Walk to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

A wide view of a sandy beach extends towards the horizon, where the clear blue sky meets the ocean. The shoreline is bordered by gentle dunes and sparse vegetation, with a few distant structures visible along the coastline.

4.9 out of 5 average rating, 126 reviews

Resort living on the beach

This modern chic condo hotel suite, located on the 6th, 7th, or 8th floor, offers stunning views of Mandalay Bay, Honeymoon Island, and Clearwater. It has space for 6 people between the King bed, Queen bed, and full-sized sofa bed, along with 2 full bathrooms. The balcony is perfect for people watching and seeing boats make their way to the Gulf. Please note that one of the bedrooms does not have a window

Popular amenities for waterfront rentals in Clearwater Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.9 out of 5 average rating, 105 reviews

A direct view of the Gulf shoreline is visible from the balcony, showcasing a sandy beach with beach chairs and umbrellas. A private pool is located below, surrounded by a patio area with several lounge chairs, creating an inviting setting for relaxation.

Flat in Madeira Beach

Welcome to Gulf-Front Paradise!

4.95 out of 5 average rating, 114 reviews

Flat in Clearwater Beach

Anchors UP #2, WALK to Beach, 1 bed/1 bath apt.

4.92 out of 5 average rating, 198 reviews

A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.

Flat in Indian Shores

Beach Front Condo!

Flat in Indian Rocks Beach

An aerial view captures the beachfront community, showcasing several nearby buildings just steps from the sandy shore. The sun reflects off the Gulf waters, while palm trees and vehicles line the street, indicating a vibrant coastal atmosphere.

4.79 out of 5 average rating, 103 reviews

15 Steps to the Beach! 2 Bedroom Beach Paradise!

Flat in Independence Square

A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.

4.96 out of 5 average rating, 183 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

4.82 out of 5 average rating, 231 reviews

An airy dining area is framed by glass doors that lead to the outside. A wooden table is surrounded by two upholstered chairs with floral patterns and two additional light-toned stools. Neutral tiles cover the floor, adding to the space's light ambiance.

Flat in Clearwater Beach

Cambria Cottage Clearwater Beach

5 out of 5 average rating, 20 reviews

Flat in Treasure Island

Beachfront Gem | Spacious Corner Unit #501

4.99 out of 5 average rating, 135 reviews

An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.

Flat in Treasure Island

Popular Beachside Studio w Relaxing Patio & Palms!

Waterfront house rentals

4.93 out of 5 average rating, 141 reviews

A screened-in patio features a heated swimming pool, surrounded by white decking. The pool offers a view of the canal with palm trees and neighboring properties beyond. The tranquil outdoor space is complemented by a backyard with swings and a dock visible in the background.

Home in Tampa Shores

Waterfront Resort with HEATED POOL!

Home in Indian Rocks Beach

A spacious wooden dock extends over calm waters, flanked by moored boats under a clear blue sky. The dock features sturdy railings and provides an inviting access point to the waterfront scenery.

4.85 out of 5 average rating, 258 reviews

Amazing water front view home newly renovated

Home in Indian Rocks Beach

4.96 out of 5 average rating, 128 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Home in Timberlane Woodlake

A hot tub is set on a wooden deck surrounded by bar stools, with views of a lush backyard and a serene lake beyond. Tall palm trees frame the scene, while the sky displays soft clouds and warm lighting.

4.95 out of 5 average rating, 325 reviews

The perfect lake house getaway near the airport.

4.93 out of 5 average rating, 122 reviews

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

Home in Palm Harbor

Lakefront home near beaches w/ waterview, pets ok

4.97 out of 5 average rating, 246 reviews

Home in Clearwater Beach

Waterfront Townhome w/Game Room & Boat Slip! Walk

4.97 out of 5 average rating, 103 reviews

A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.

Home in Tampa

Lakeview Retreat with Private Pool Perfect Getaway

4.92 out of 5 average rating, 206 reviews

A serene outdoor space is featured, showcasing a circular arrangement of Adirondack chairs surrounding a fire pit. Soft string lights illuminate the area, with a hammock positioned nearby. The backdrop includes the water, a boat dock, and trees under a colorful sunset sky.

Home in Tampa

Luxurious "Riverfront Oasis" - Waterfront w/pool

Waterfront apartment rentals

Apartment in Indian Rocks Beach

A balcony view is showcased, overlooking a vibrant water park with slides and pools. Palm trees frame the scene, while lounge chairs are arranged around the pool area. The nearby building features a light-colored facade, complementing the sunny sky with scattered clouds.

4.81 out of 5 average rating, 145 reviews

Waterfront, Harbourside, Water Park, Beach, #2220

Apartment in Belleair Beach

A sandy pathway leads to a tranquil beach, flanked by lush greenery and coastal plants. Gentle waves can be seen in the distance under a clear blue sky, creating a serene atmosphere that invites relaxation.

4.93 out of 5 average rating, 54 reviews

Beachfront Oasis / Pool, Beach Access & Ocean View

A private balcony overlooks the beach and Gulf of Mexico. Two red chairs are positioned for comfortable seating, while a railing provides safety and unobstructed views. The serene landscape features green grass leading to the sandy shore and the calm blue waters of the ocean.

4.93 out of 5 average rating, 59 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.

4.9 out of 5 average rating, 182 reviews

Waterside Studio in the heart of TI, walk to beach

4.99 out of 5 average rating, 127 reviews

Waterfront • 2 King Suites • Walk to Beach • Pool

Apartment in Indian Shores

The master suite features a spacious bed adorned with soft linens and decorative pillows. A unique art piece composed of wooden paddles is positioned above the headboard. Flanking the bed are nightstands with lamps, while a colorful parrot sculpture adds a whimsical touch to the room.

4.84 out of 5 average rating, 25 reviews

Pipers Run 8 InstaWorthy Beachfront Gem EV Charger

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.

4.99 out of 5 average rating, 211 reviews

Spectacular beach to bay views from this resort.

A spacious bedroom features a comfortable bed adorned with colorful bedding. Floor-to-ceiling glass doors provide direct views of the ocean and access to a balcony. Nearby seating is visible, surrounded by light blue accents matching the coastal theme.