Vacation rentals in Clearwater

4.92 out of 5 average rating, 125 reviews

An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.

Home in Largo

Heated Pool and Spa | 5 min to beach

Welcome to our home in Largo, Florida. This is a modern and comfortable place with a heated pool and spa, just minutes from Clearwater and Indian Rocks beaches. The kitchen has everything you need, and the living spaces are meant for relaxed stays with family or friends. The house has 3 bedrooms and 2 bathrooms and sleeps up to 6 guests comfortably. Whether you spend the day at the beach or by the pool, you’ll have an easy place to unwind and enjoy your time here. We hope you feel at home.

A serene outdoor space features a heated saltwater pool with gentle lighting, surrounded by a screened enclosure. Comfortable seating areas are arranged nearby, with a covered space for relaxation and an outdoor bar in the background, creating an inviting atmosphere for leisure and gatherings.

4.94 out of 5 average rating, 125 reviews

Luxury Oasis • Heated Salt Pool • Near Beaches

Welcome to Paradise Palms 🌴☀️- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

Home in Historic Old Northeast

A light green door framed by a wooden trellis casts soft shadows on the wall. A utility meter is mounted nearby, and a large planter with blooming flowers adds a touch of color, enhancing the entryway's welcoming appeal.

5 out of 5 average rating, 53 reviews

Boutique Stay Near the Bay | Walk to Downtown.

Feel both transported and perfectly at home. The Barefoot House is your serene escape in the heart of Historic Old Northeast — where charm, comfort, and culture meet. Tucked away in a quiet alley, this thoughtfully designed retreat is just blocks from St. Pete’s stunning waterfront parks and a 5-minute stroll to downtown’s vibrant mix of restaurants, cafés, bars, museums, and art galleries. Guests love our blend of calming details & walkable access to everything St. Pete has to offer.

4.98 out of 5 average rating, 346 reviews

A two-story beach-style house is depicted, featuring a covered porch with white railings and blue shutters on the windows. Potted plants adorn the porch, complementing the light exterior. Lush greenery is visible in the background, providing a tropical ambiance.

Home in Dunedin

Barefoot Parrot /Walk DT & Waterfront/Sleeps 8

Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to gorgeous sunsets, shops, dining, breweries, and Pinellas Trail. Perfect for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this Dunedin favorite!

5 out of 5 average rating, 16 reviews

Home in Largo

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

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, 140 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.

A modern living area features a gray sofa and a light wooden coffee table, complemented by a decorative rug. The open kitchen showcases sleek cabinetry, bar stools, and modern appliances. A wall-mounted television is positioned opposite the seating area, enhancing the communal ambiance.

5 out of 5 average rating, 13 reviews

Oak Oasis Cozy Getaway

Welcome to Oak Oasis Cozy Getaway! Whether you’re here for the sun, sand, or local eats, this comfy home is the perfect base. 5–10 minutes to Clearwater Beach Peaceful neighborhood on Oak Ave Fully equipped kitchen & fast Wi-Fi Comfortable beds & fresh linens Free street parking Ideal for couples, families, or small groups Enjoy your morning coffee on the patio, or head out to explore everything Clearwater has to offer. Your perfect Florida stay starts here!

4.94 out of 5 average rating, 286 reviews

Family/Group Getaway w/ Pool Near Clearwater Beach

🏖️ Private pool + 4BR | 9 mins to Clearwater Beach Bring the whole group to this spacious 4-bedroom home designed for relaxing and entertaining. Enjoy a private pool, oversized backyard, and plenty of room for families and friends to spread out. ✔ Sleeps large groups comfortably ✔ Private pool + outdoor space ✔ Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractions—your ideal home base for a fun, easy Gulf Coast getaway.

Guest suite in Clearwater

A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.

5 out of 5 average rating, 115 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

Apartment in Clearwater Beach

A bright living area features a navy blue sofa paired with a circular wooden side table and a lamp. Wall art includes framed phrases and decorative elements, while light wood flooring enhances the openness. A kitchenette is visible in the background, adding to the functional design.

4.92 out of 5 average rating, 138 reviews

Coastal Waterfront Condo 2 blocks 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—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤

4.93 out of 5 average rating, 169 reviews

A living room features exposed wooden beams and a brick accent wall, enhancing the cozy environment. A flat-screen television is mounted on one wall, and a coffee table sits centrally on a patterned rug. A lounge sofa and a chair provide comfortable seating options.

Loft in Clearwater Beach

CWB Retreats at Baymont Lofts - Loft A

Loft A at Baymont is one block from the Sand Pearl entrance to the beach. Walk down the stairs from the spacious 2 bedroom loft, with private patio, and enjoy the local restaurants and convenient shops. Additionally, there is a queen sleeper sofa in living room. Washer and dryer in the unit is a huge perk. Full kitchen. One free, dedicated parking space per unit. 57 Baymont Street to map. New pool available at 617 Bay Esplanade you can walk to.

4.95 out of 5 average rating, 137 reviews

Artsy oasis in Clearwater

This centrally-located Clearwater house is just a short drive to beaches, airports, Dunedin, and downtown Tampa. This single-family home has a private in-ground pool, screened in porch, pergola, fire table, outdoor shower, and a variety of flowering plants. There are 2 bedrooms and a bonus room. There is a queen bed in each bedroom, bunkbeds in the bonus room, and two queen sofa beds in the living room. Pet and family friendly.

Popular amenities for Clearwater vacation rentals

Self check-in

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Stay near Clearwater's top sights

Clearwater Beach

1,929 locals recommend

Clearwater Marine Aquarium

1,093 locals recommend

Pier 60

159 locals recommend

Caladesi Island State Park

201 locals recommend

Frenchy's Rockaway Grill

416 locals recommend

Sandpearl Resort

16 locals recommend

Clearwater beach vacation rentals

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, 240 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Superhost

Condo in Indian Rocks Beach

5 out of 5 average rating, 8 reviews

403 Sandcastle North Beach front

4.88 out of 5 average rating, 26 reviews

A spacious living area features large windows that provide stunning views of the ocean. Light-colored leather sofas are arranged around a wooden coffee table, while a ceiling fan hangs above. A flat-screen TV is mounted on the wall opposite the seating area, complementing the coastal decor.

Condo in Sand Key

CBC 1-19F – Availability - Exclusive Savings!

Bungalow in Indian Shores

4.96 out of 5 average rating, 193 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

4.72 out of 5 average rating, 531 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

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.

4.91 out of 5 average rating, 316 reviews

Beachfront in exclusive resort

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.

4.98 out of 5 average rating, 41 reviews

Kamp Komfort Historic Family Beach House

Apartment in Indian Rocks Beach

4.9 out of 5 average rating, 107 reviews

On Private Beach! Full Kitchen, Ground Level Unit5

Other great vacation rentals in Clearwater

5 out of 5 average rating, 66 reviews

A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.

Condo in Clearwater

Wonderful Condo at Avalon - Fully Renovated

Superhost

Condo in Indian Shores

5 out of 5 average rating, 4 reviews

2BR | Oceanfront, Backyard Beach, Fully Equipped

5 out of 5 average rating, 34 reviews

Fun, Funky, Fire Pit, Pool! 4 miles to Beach

5 out of 5 average rating, 14 reviews

Sunny Groove Oasis: Heated Pool, Playset @Clearwat

Superhost

Villa in Clearwater

4.61 out of 5 average rating, 33 reviews

5BR Pool Villa | Game Room | Near Clearwater Beach

4.91 out of 5 average rating, 55 reviews

A serene outdoor space is highlighted with a saltwater pool surrounded by tropical landscaping. Lounge chairs offer a relaxing spot under a white umbrella, while a variety of lush plants and trees create a private oasis.

Bungalow in Gulfport

GulfPort Paradise, Bali-like Oasis with Pool

5 out of 5 average rating, 63 reviews

The exterior of the coastal home is highlighted by well-manicured landscaping featuring tropical plants and greenery. A pathway leads to the entrance, and an American flag is displayed prominently. The home’s light-colored facade contrasts with the vibrant foliage, creating a welcoming atmosphere.

Home in Clearwater Beach

Huge Spa - Quick Walk to the Beach - 2 Family Room