Vacation rentals in Clearwater

4.95 out of 5 average rating, 144 reviews

Cottage in Largo

Walk to beach shops food drinks “The Sweet”

Cozy, romantic, 1 king bed, super cute and super sweet! Just a short walk to beautiful Indian Rocks Beach, nature parks with trails, shopping, orange grove, and many restaurants and fun beach bars! Guests have private entrance, private full bath, kitchenette, sofa sleeper, large back yard with fire pit, bbq grill, beach chairs, wagon and cooler. Zoning permits 2 people per bed only and one on futon. All guests must be listed on the reservation. No Pets allowed. Florida State License # DWE6215889

4.88 out of 5 average rating, 129 reviews

3 BR/2B pool home WiFI and Brand new furnishings

Lots to Love about this centrally located Clearwater beauty. This pool home is 25 minutes from the Tampa airport and 15 minutes to famous Clearwater Beach and less than a half hour to downtown St. Pete, not to mention a 10 minute walk to Phillies spring training stadium and minutes by car to hundreds of Shoppes and Restaurants. Enjoy this spacious home with split bedroom plan and brand new furnishings. Sweet dreams on the Casper mattresses. Relax Poolside in the screened lania or by the firepit

Condo in Clearwater Beach

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

4.96 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.

4.95 out of 5 average rating, 116 reviews

A spacious bedroom features a plush king bed with a light-colored blanket and two dark nightstands on either side. Vertical windows offer natural light, while neutral gray walls and wood flooring create a calm atmosphere.

Apartment in Clearwater

Relaxing beach gateway

Kick back and relax in this calm, stylish space.Only 5 miles from Clearwater beach! Newly renovated spacious studio with brand new bathroom and kitchenette! Spacious studio featuring 1 king bed, a fully equipped kitchenette , free 1 parking spot, high speed internet, flat screen TV. Quiet area located 5 min away from downtown Clearwater and steps away from beautiful park. There is also a dog park 5 minutes away. No smoking No parties Pets allowed 2 parking spot available

4.91 out of 5 average rating, 248 reviews

A private yard is showcased with a spacious patio featuring a picnic table and four chairs arranged around a firepit. Lush green grass surrounds a stone pathway, and a large umbrella offers shade. The home’s blue exterior is visible in the background.

Tiny home in Gulfport

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

A cozy outdoor area is enhanced by a fire pit surrounded by multiple seating options. The pool glows invitingly under the evening sky, with soft lighting strung above. A sun shade protects this relaxing space, creating an ideal setting for gatherings.

4.9 out of 5 average rating, 108 reviews

Watch the Sunrise at Sunrise! @ Clearwater home.

Welcome to your perfect vacation getaway! Our beautiful home offers a heated pool, perfect for relaxing any time of year—whether you’re enjoying a sunny afternoon swim or a peaceful evening under the stars. The property features plenty of space for everyone to feel comfortable, both indoors and outdoors. With open living areas, comfortable furnishings, and a spacious layout, it’s ideal for families, friends, or groups looking to unwind and create unforgettable memories.

A light-filled living space features a blue sofa and armchair against neutral walls, complemented by a plush area rug. A round coffee table sits center stage, while a dining area with four chairs can be seen in the background, beside sliding glass doors leading to the patio.

4.87 out of 5 average rating, 183 reviews

Newly Built Spacious Home- mins from Beach!

Welcome to our newly built comfy home! With stunning upscale white tile, 9ft ceilings, and modern yet charming details. Exceptionally comfortable for your Clearwater Beach getaway! Conveniently located 12mins from both Clearwater Beach and Belleair Beach! What You'll Love: -Spacious patio with beautiful lights, grill, and 2 person hammock! -Living room equipped with 65' Roku TV, kids books, and board games -Ergonomic work desk and chair -220+ mbps WiFi -Beach supplies

4.84 out of 5 average rating, 131 reviews

Apartment in Clearwater

Coastal Escape Near the Beach • Pet Friendly

Experience the perfect getaway at Clearwater Beach, America’s most beautiful white sandy beach. Ideal for a long weekend or extended stay to relax, work, and play. This cozy apartment sleeps 4 with a comfortable double bed and pull-out couch. Amenities include free onsite parking, lightning-fast Wi-Fi, shared washer & dryer, thorough cleaning, fully equipped kitchen, air conditioning, 45” Smart TV with Roku, and essentials provided.

Apartment in Clearwater Beach

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.

4.84 out of 5 average rating, 145 reviews

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.

4.93 out of 5 average rating, 273 reviews

Family/Group Getaway w/ Pool Near Clearwater Beach

Welcome to your perfect Clearwater getaway! This inviting 4-bedroom home is designed for families and groups looking to relax, reconnect, and enjoy everything the Gulf Coast has to offer — just 9 minutes from Clearwater Beach. With a private pool, oversized backyard, and cozy firepit lounge, this home makes it easy to unwind after sunny beach days.

4.9 out of 5 average rating, 136 reviews

A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.

Cottage in Ruskin

Little Manatee River Cottage

This cottage is located on the Little Manatee River. Sun City Center 10 min, Moffit Cancer Center 3 miles. Abundant fishing charters, manatee viewing center and Simmons Park all within minutes. Fully furnished, linens, kitchen utensils; bath towels; blankets pillows comfy furnishings. View sunsets from the dock or front sitting area.

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

1,069 locals recommend

Pier 60

155 locals recommend

Caladesi Island State Park

200 locals recommend

Frenchy's Rockaway Grill

403 locals recommend

Sandpearl Resort

16 locals recommend

Clearwater beach vacation rentals

4.97 out of 5 average rating, 115 reviews

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.

Condo in Indian Shores

Relax in a Newly Renovated Beach Front Paradise

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

Apartment in Clearwater Beach

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.

4.82 out of 5 average rating, 231 reviews

Cambria Cottage Clearwater Beach

4.91 out of 5 average rating, 127 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

4.9 out of 5 average rating, 103 reviews

An aerial view captures the spacious beachfront property bordered by crystal-clear waters and soft sand. The five-story building features a sunlit exterior and is surrounded by lush green landscapes, with nearby residential areas and waterways visible in the background.

Condo in Sunset Beach

Direct Gulf View On The Beach w/ Music & Food #502

4.91 out of 5 average rating, 414 reviews

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.

Condo in Indian Shores

Indian Shores Gulf Front Rental

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

Cottage in Indian Rocks Beach

The porch features a circular daybed with decorative cushions, accompanied by a small table and two chairs. Direct views of the bright blue sky and nearby palm trees are visible, enhancing the outdoor relaxation space.

4.97 out of 5 average rating, 174 reviews

𖤓Updated Stilt home: just steps to the beach!𖤓

Other great vacation rentals in Clearwater

5 out of 5 average rating, 7 reviews

Central Clearwater | 3BR Modern Retreat

4.93 out of 5 average rating, 41 reviews

A single-story home with a yellow exterior is framed by a white picket fence. A gravel driveway leads to a garage, and large windows provide light to the interior. Lush greenery offers shade around the entrance, creating an inviting first impression.

Home in Seminole

Pool Home close to Indian Rocks Beach Pet Friendly

Lush landscaping surrounds a charming pathway leading to a white cottage. Vibrant green plants and colorful foliage are prominently featured. The patio is bordered by well-maintained mulch and manicured grass, creating an inviting outdoor space for relaxation.

4.98 out of 5 average rating, 49 reviews

Mango Tree Cottage: bike trail

Condo in Indian Rocks Beach

A spacious balcony features two wooden chairs and a small table, offering unobstructed views of the sandy beach and calm ocean waters. The tranquil atmosphere is highlighted by the bright blue sky and gentle waves, creating an ideal spot to enjoy the surrounding natural beauty.

4.99 out of 5 average rating, 78 reviews

BEACHFRONT/Panoramic Views of the Gulf #301

5 out of 5 average rating, 11 reviews

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

Home in On Top of the World

The retro-style home is set back in a spacious driveway, framed by palm trees and lovely landscaping. A classic red pickup truck is parked in front, with a fenced yard visible to the side. A clear blue sky complements the inviting atmosphere of the property.

5 out of 5 average rating, 87 reviews

Florida Retro AIRBnB

Condo in Clearwater 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!

An open-concept living area is shown, featuring a comfortable seating arrangement that includes a sofa and two armchairs. A dining table with chairs is visible. Large glass doors lead to a private outdoor patio, allowing natural light to fill the space.