Vacation rentals in Clearwater Beach

4.95 out of 5 average rating, 222 reviews

Two beach bungalows are visible on either side of the sandy pathway leading towards the shore. The vibrant blue bungalow is located on the left, while a pastel-colored bungalow stands to the right, both elevated on pilings. Lush greenery borders the sandy area.

Home in Belleair Beach

Steps to a Private Beach Clearwater Belleair

Looking better than ever! So many upgrades!. You will love our design! No surrounding construction - 100% 5 stars reviews after renovation. An amazing Key West style beach bungalow retreat 20 steps to the Shore. The bungalow is located on the third row of houses with direct access to the beach. 5-Star bright and spacious PRIVATE beach Key West style beach bungalow retreat perfect for enjoying and experience all that Belleair Beach has to offer. This unique space is great for a family that wan

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.95 out of 5 average rating, 126 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

4.99 out of 5 average rating, 142 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Bungalow in Indian Shores

A serene beachfront scene showcases soft sand and gentle waves under a clear sky. Lounge chairs are arranged in the foreground, while umbrellas and beach tents are visible further along the shoreline. The bungalow's outdoor seating area is seen, surrounded by lush greenery.

4.96 out of 5 average rating, 165 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows + heated pool

Apartment 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, 175 reviews

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

The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

4.97 out of 5 average rating, 174 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.

Condo in Pass-a-Grille Beach

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

5 out of 5 average rating, 161 reviews

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

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, 105 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.

Bungalow in Indian Shores

A serene beach scene captures gentle waves lapping against the shore. The tranquil ocean extends towards a clear blue sky, creating a calm and peaceful atmosphere. Soft sand covers the foreground, while the horizon showcases a seamless blend of sea and sky.

4.93 out of 5 average rating, 272 reviews

Beach Bungalow -Step in to the Sand! Indian Shores

If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!

Bungalow in Indian Rocks Beach

A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.

4.9 out of 5 average rating, 138 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

An original early 1900 Indian Rocks Beach bungalow, beautiful and bright with pool! Across Gulf Boulevard from 8th Ave beach access with all the comforts of home. Rest in the tropical garden pool, hang out in the private tiki hut out back , hop on the trolley to explore the area. Many shops and restaurants are within walking distance. Splash Harbour water park at the Holiday Inn is walking distance for a day of fun! Have an unforgettable stay! City tax#1479

Bungalow in Indian Shores

An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.

5 out of 5 average rating, 221 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

5 out of 5 average rating, 146 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Popular amenities for Clearwater Beach vacation rentals

Stay near Clearwater Beach's top sights

Clearwater Beach

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Clearwater Marine Aquarium

1,037 locals recommend

Caladesi Island State Park

200 locals recommend

Clearwater Beach beach vacation rentals

A spacious balcony features two chairs and a round table, providing a stunning view of the Gulf. The horizon shows a clear sky above the tranquil water, with sunbathers visible along the beach. Lush greenery and a palm tree are seen framing the scene.

4.92 out of 5 average rating, 145 reviews

"Jewel At The Shores" Gulf Front, sleeps 5

4.99 out of 5 average rating, 210 reviews

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.

Condo in Madeira Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

A private balcony overlooks the Gulf, featuring seating arranged around a glass-top table. Blue beach chairs are visible on the sandy shore, while the ocean stretches out into the horizon under a clear sky.

4.94 out of 5 average rating, 118 reviews

Beachfront Condo, Heated Pool and SPA!

4.9 out of 5 average rating, 121 reviews

A well-lit living area features a round dining table surrounded by four white chairs. A comfortable sofa and armchair are positioned near large windows, offering views of the outdoors. Light-colored walls and soft furnishings enhance the bright, airy ambiance.

Condo in Treasure Island

2/2 Newly remodeled Beach Front - Sunset Vistas

Condo in Clearwater Beach

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.

4.9 out of 5 average rating, 397 reviews

Amazing views on beachfront

Superhost

A sandy beach is visible, featuring several blue umbrellas and lounge chairs arranged along the shoreline. Gentle waves can be seen in the calm water, while fluffy white clouds float in the blue sky above, creating a serene coastal atmosphere.

4.93 out of 5 average rating, 162 reviews

Gulf front 1 BR condo-

4.89 out of 5 average rating, 202 reviews

A cozy dining area is framed by large windows, offering a direct view of the beach and ocean. Two light-colored chairs surround a round wooden table. Outside, lounge chairs are positioned on the sand, with stunning sunset colors reflecting on the water.

Cottage in Indian Shores

*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*

4.95 out of 5 average rating, 142 reviews

Condo in Sunset Beach

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Pet-friendly vacation rentals in Clearwater Beach

Apartment in Indian Rocks Beach

A roadside view of a pink cottage features large windows inviting natural light. A white door is visible, with two chairs placed on the gravel-covered area. Surrounding greenery enhances the outdoor space, while a parking lot provides convenient access.

4.95 out of 5 average rating, 195 reviews

Vintage Florida Beach Efficiency

Townhouse in Indian Rocks Beach

A multi-level condo building is shown, featuring a sturdy grey roof and pastel-colored walls. A paved driveway leads to garages below, framed by well-maintained landscaping. The backdrop reveals the Gulf of Mexico's turquoise waters and white sandy beach, with palm trees dotting the surroundings.

4.98 out of 5 average rating, 176 reviews

♥ BEACH CONDO ♥ NEW ♥ SLEEPS 10 ♥ 3 BD 2.5 BA ♥ U4

4.97 out of 5 average rating, 227 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

Bay Lake Cottage

4.9 out of 5 average rating, 113 reviews

Home in Clearwater

Clearwater Escape • Pool • Spa • Pet Friendly

Tiny home in Tarpon Springs

A modern sleeping area is defined by flowing curves and a bright green and white color scheme. Two spacious beds feature plush pillows and decorative accents. Soft lighting highlights the unique wall design and climate control unit, contributing to a fresh and clean ambiance.

4.93 out of 5 average rating, 112 reviews

Luxury Modern Tiny Home

4.97 out of 5 average rating, 341 reviews

The exterior of a coastal cottage is shown, featuring a gravel driveway and tropical landscaping with palm trees. Two wicker chairs are positioned under a covered porch, inviting relaxation. Large windows allow natural light to brighten the welcoming facade.

Cottage in Dunedin

Walk Downtown and Waterfront, Mins to Beaches

4.95 out of 5 average rating, 118 reviews

An inviting outdoor space features a heated pool and a shaded area adorned with cafe lights. Two hanging egg chairs and comfortable seating arrangements complement the modern wooden furniture. The stylish striped rug enhances the atmosphere, while the pool's tranquil blue water is visible in the background.

Home in Largo

Palm Paradise - Family Amenities+Central Location

Superhost

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

Home in Clearwater

4.92 out of 5 average rating, 139 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Clearwater Beach house rentals

4.96 out of 5 average rating, 136 reviews

Home in Largo

Stars by the Sea - Cozy home close to beaches

4.98 out of 5 average rating, 126 reviews

The exterior of a charming blue beach house is surrounded by lush palm trees and vibrant landscaping. A spacious front yard features a green lawn and neatly trimmed bushes, while a driveway accommodates parked vehicles. Sunlight filters down, creating a warm atmosphere.

Home in Clearwater Beach

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

A serene pool area is featured, surrounded by palm trees and lounge seating. A pink inflatable mermaid floats in the crystal-clear water. The view includes a tranquil saltwater canal with residential homes in the background, enhancing the peaceful coastal vibe.

4.9 out of 5 average rating, 152 reviews

Heated pool, boat dock, golf cart & best location

5 out of 5 average rating, 9 reviews

Waterfront Manatee Home Pool, Dock, Optional Boat

5 out of 5 average rating, 79 reviews

Home in Palm Harbor

The Palm Haus • Heated Pool • Near Beach • Games

4.97 out of 5 average rating, 239 reviews

Home in Clearwater Beach

Clearwater Beach Townhome w/Game Room & Boat Slip!

A dining area features a wooden table set for six with simple dishware. Surrounding the table, woven chairs offer a natural touch. A stone fireplace serves as a focal point, complemented by soft lighting and colorful artwork adorning the walls. An inviting living space is visible in the background.

5 out of 5 average rating, 11 reviews

Oceanfront Boho Bungalow Breeze