Vacation rentals in Clearwater

4.99 out of 5 average rating, 361 reviews

The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.

Guesthouse in Largo

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

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.

4.93 out of 5 average rating, 185 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

4.98 out of 5 average rating, 169 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

Apartment in Clearwater Beach

An open living area features a blue couch and two bar stools at a kitchen counter. A green bed is visible in the background, with a light-colored dresser against the wall. Soft lighting brightens the space, which has light blue walls and patterned flooring.

4.93 out of 5 average rating, 150 reviews

NEW! High End King Mattress! 10 Steps to the beach

AMAZING LOCATION! Located within crawling distance of the sugary white sands of the world famous Clearwater Beach! Equipped with a Premium King Casper Wave Hybrid Snow Mattress which retails at $4,000, to ensure an amazing nights sleep. Located in a small building with just 6 units, only 1 house from the beach. Walking distance to practically everything in town including many great restaurants, bars, shops, Pier 60, the marina & more, yet still located on a quiet street. No car is necessary!

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, 183 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.

Townhouse in Clearwater Beach

The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.

4.99 out of 5 average rating, 133 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

4.95 out of 5 average rating, 114 reviews

The image displays a collage of the Splash House. Upper left shows a cozy seating area with modern furnishings in light colors. Upper right features a bright bedroom with a spacious bed and decorative accents. Lower left highlights a tranquil pool area surrounded by a patio. Lower right showcases a bathroom with modern fixtures and a stylish double sink.

Home in Largo

Splash House - Relaxation Haven/Private Pool

Cozy Home in Largo Florida just 10 minutes from Indian Rocks beach and about 15 min from Clearwater Beach. Take time to relax in the comfort of this vacation home and be at ease while you spend time with your family. Peaceful and centrally-located. There is no neighbor behind because it connects to the Pinellas trail which offers miles and miles of uninterrupted biking and running. There is a delicious restaurant just a few blocks away called Latin Bowl.

5 out of 5 average rating, 155 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

4.93 out of 5 average rating, 103 reviews

Condo in Clearwater

Hmmm...Peace and Tranquility! Just Relax!

30 min from Tampa International Airport and in 15 minutes from St Pete International Airport, you get to this Location. The resortlike complex, is only 3 miles away from beautiful Clearwater Beach which has been consistently and constantly rated as one of the Best Beaches in America. We hope you and your loved ones make joyful memories filled with laughter, memorable moments, a restful and safe vacation at our place.

4.98 out of 5 average rating, 124 reviews

A modern kitchen is showcased with stainless steel appliances and a central island featuring bar seating. Sleek cabinetry and a bright light fixture enhance the space. Natural light fills the room, emphasizing the clean lines and functional design.

Condo in Clearwater

Clearwater Retreat • Gated Community + Heated Pool

✨ Welcome to your Cozy Clearwater Retreat! This modern 1-bedroom condo in The Avalon gated community offers comfort and convenience just minutes from Clearwater Beach. Enjoy vaulted ceilings, an open layout, in-unit laundry, fast WiFi, and a screened patio. Guests love the clean space, safe location, and the resort-style pool just steps away—perfect for couples, solo travelers, or small families.

4.85 out of 5 average rating, 204 reviews

A spacious room is highlighted by a large bed with a geometric patterned comforter. A desk with a chair is positioned next to the bed, accompanied by wall decor and a standing mirror. Light from a window illuminates the area, creating a welcoming environment.

Apartment in Clearwater

Beautiful studio with cute garden (2mile to Beach)

This is a wonderful studio in the beautiful city of Clearwater. Within a few mins driving or biking distance to the famous Clearbeach, you'll enjoy the gorgeous sunset ocean view. Easy access to local restaurants, bars, and stores. No matter you just want to chill out in the sunset or attend the concern in Coachment Park, this studio will be your perfect choice.

4.82 out of 5 average rating, 212 reviews

A spacious living area features a leather sofa and loveseat centered around a decorative stone fireplace. A wall-mounted television is positioned opposite the seating, and a round mirror hangs above a vintage-style coffee table. Natural light filters in through the windows, enhancing the room's welcoming ambiance.

Bungalow in Clearwater

Sweet Craftsman home, free bikes, near beach & DT

This beautifully renovated 1925 Craftsman style house located minutes to downtown Dunedin, downtown Clearwater and the beaches will make you feel right at home. Whether you are looking for a solo, family, romantic, friends getaway or you are working remotely, this home will provide you comfort, serenity and convenience along with fast Wi-Fi and great location.

Popular amenities for Clearwater vacation rentals

Self check-in

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Stay near Clearwater's top sights

Clearwater Beach

1,928 locals recommend

Clearwater Marine Aquarium

1,070 locals recommend

Pier 60

155 locals recommend

Caladesi Island State Park

200 locals recommend

Frenchy's Rockaway Grill

404 locals recommend

Sandpearl Resort

16 locals recommend

Clearwater beach vacation rentals

Bungalow in Indian Shores

5 out of 5 average rating, 233 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

4.92 out of 5 average rating, 119 reviews

A clear view of a turquoise pool is presented, surrounded by lounge chairs. Beyond the pool, the white sandy beach stretches out, dotted with blue umbrellas. The calm waters of the Gulf of Mexico can be seen in the background under a bright sky.

Condo in Madeira Beach

Beach Front Gulf View at John’s Pass Medeira Beach

4.71 out of 5 average rating, 516 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

4.96 out of 5 average rating, 185 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

Superhost

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.

Apartment in Clearwater Beach

4.82 out of 5 average rating, 233 reviews

Cambria Cottage Clearwater Beach

Condo in Clearwater Beach

A panoramic view captures the beach at sunset, showcasing soft white sand and tranquil turquoise waters. The sun sets gently on the horizon, casting warm colors across the sky and illuminating the landscape.

4.94 out of 5 average rating, 158 reviews

Beachfront Condo with Centerline Sunsets

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

4.97 out of 5 average rating, 203 reviews

An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.

Condo in Treasure Island

*Shore Thing* Walk to Beach | Intercoastal Views

Other great vacation rentals in Clearwater

5 out of 5 average rating, 22 reviews

Heated Pool & Spa Oasis Near Clearwater Beach

4.93 out of 5 average rating, 43 reviews

Lux *Home MINS to *Beach*, *Hospital* & *Downtown*

4.97 out of 5 average rating, 31 reviews

Elegant Living: Spacious 4-Bedroom, 3-Bath Home

Guest suite in Clearwater

4.95 out of 5 average rating, 41 reviews

Romantic house with Jacuzzi 10 minutes from the beach

Apartment in Safety Harbor

A stylish sleeping area features a king-sized adjustable bed dressed in luxury linens, situated beside a cozy couch. Decorative pillows add a pop of color, while a soft area rug provides comfort underfoot. Warm light emanates from bedside lamps, enhancing the calm ambiance.

5 out of 5 average rating, 66 reviews

Newly Renovated Suite Close to Downtown - Unit 3

Superhost

A single-story home is set amidst lush greenery, featuring a light-colored facade with a blue front door. Palm trees frame the entrance, while a manicured lawn extends before the house. A garage door is visible on the right side, adding to the inviting exterior.

Home in Largo

4.84 out of 5 average rating, 32 reviews

Sunrise Rock Retreat

Cottage in Indian Rocks Beach

A family beach house is showcased, featuring a main structure with a covered porch and large windows. Adjacent is a smaller cottage. Both buildings have a light-colored exterior and are surrounded by soft sandy ground and palm trees, highlighting the beachfront location.

4.97 out of 5 average rating, 35 reviews

Kamp Komfort Historic Family Beach House