Pet-friendly holiday rentals in Clearwater Beach

Apartment in Clearwater Beach

Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.

4.95 out of 5 average rating, 303 reviews

Steps 2 beach! Beachy and Luxurious! Easy Living!

Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

Flat 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

Just a short walk to the beach, this a great beach getaway for couples or families with one child. On your way stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2024, this unit is updated, very clean & worry free. This cottage is located in a quiet residential neighborhood and a great place to relax. Laundry on shared screened porch. Dogs allowed ($35 extra) add them on # of guests page . Easy refund policy. Level 2 EV charger

4.99 out of 5 average rating, 146 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

A bright and airy living room features a large, blue sectional couch adorned with decorative pillows. A flat-screen TV is mounted on a stone accent wall, while natural light filters in through sheer white curtains. A wooden coffee table displays a small decorative tray.

4.94 out of 5 average rating, 120 reviews

Best Location in Clw! Near Beach & Saltwater Pool!

PRIME LOCATION NEAR BEACH! Welcome to our newly renovated vacation home in beautiful Clearwater, FL. Located in the heart of downtown Clearwater within walking distance to several restaurants and shops and just a few mins drive to Clearwater Beach. This coastal styled home comes with a heated pool (at no extra charge), putting green, and a fun little game room for kids! The entire home is yours to enjoy and comes fully stocked with everything you need for a relaxing beach getaway vacation.

Cottage in Indian Rocks Beach

An inviting heated saltwater pool is softly lit in the evening, surrounded by sun loungers. The vibrant mural features a large tropical flower. A close-up shows a decorative pillow with the word 'SUNSET.' The living area offers a cozy seating arrangement with colorful cushions and a decorative coffee table.

4.96 out of 5 average rating, 165 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes! Welcome to #MangoIRB, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf of Mexico beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, #MangoIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

Apartment 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

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

4.81 out of 5 average rating, 124 reviews

A spacious efficiency unit features a comfortable king-sized bed covered with crisp white linens. A plush couch is positioned nearby, complemented by a light fixture with multiple globes. Large windows allow natural light to fill the room, showcasing the warm, inviting color of the walls.

Flat in Clearwater Beach

Fresh for 2025: Retro Beach Oasis with Color Pop

Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

4.97 out of 5 average rating, 175 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.

4.97 out of 5 average rating, 229 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

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.

4.97 out of 5 average rating, 160 reviews

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

Welcome to The Merry Mint! A family & pet friendly 2/1 oasis located 4mi from the #1 beach in America; Clearwater This colorful & whimsical property is just minutes from grocery, 5 star restaurants, & every convenience. Only a short drive to the beach! Or stay in & enjoy: ★ 24x12 Pool w/LED multicolor pool light ★ 34X18 Pool Deck ★ Loungers ★ 16x20 Grill Deck ★ Fire-Pit w/grill grate ★ Yard Games (regulation corn hole, jenga, connect four, etc) ★ BBQ Grill ★ string lights

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!

4.97 out of 5 average rating, 342 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

Experience modern coastal luxury in this stylish, spacious upstairs 2-bedroom cottage with designer decor. Steps from Main Street Dunedin, short walk to gorgeous sunsets at the waterfront, quick drive to award winning beaches--Honeymoon Island & Clearwater Beach. Stroll to restaurants, shops, & breweries. Pet-friendly w/ 2 king beds, a sleeper sectional, & lovely treetop views. Treat yourself! Book your getaway at the Barefoot Parrot by Lucky Guest.

Popular amenities for Clearwater Beach pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 116 reviews

A cozy living area showcases a dark sectional couch complemented by a decorative wall featuring framed artwork. A round mirror reflects light, while a nearby table with a geometric lamp adds warm illumination. Soft textures are provided by the area rug beneath.

Home in Seminole

Suite w/ Private Entrance

5 out of 5 average rating, 185 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

4.96 out of 5 average rating, 162 reviews

A private in-ground pool is surrounded by lush landscaping, featuring a unique unicorn float. A shaded umbrella stands nearby, offering a cozy spot to relax while enjoying the tranquil outdoor setting.

Home in Largo

Cozy Stylish Home w/ Heated Pool & Big Parking

Home in Indian Rocks Beach

4.96 out of 5 average rating, 125 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

4.99 out of 5 average rating, 143 reviews

A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.

Home in Palm Harbor

Tropical Oasis Retreat w/ Heated Pool

A fenced backyard features a circular fire pit surrounded by two colorful Adirondack chairs. A patio umbrella, secured on a pole, stands nearby, providing shade. The lawn is well-maintained, and additional seating is visible, creating a cozy outdoor gathering space.

4.9 out of 5 average rating, 166 reviews

Beautiful renovated 2br home near Clearwater Beach

4.91 out of 5 average rating, 401 reviews

A spacious outdoor entertainment area features a tropical saltwater pool surrounded by a screened enclosure. Colorful loungers in vibrant pink and green are positioned near the pool, complemented by a dining table. A shaded area offers comfort for relaxing in the sun.

Home in St. Petersburg

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

A vibrant outdoor space features a heated pool surrounded by tropical plants and lounge areas. Colorful floats adorn the water, while a built-in barbecue and seating area provide options for relaxation and entertainment. Soft lighting enhances the inviting atmosphere during twilight.

4.86 out of 5 average rating, 114 reviews

Heated Pool, Golf, FUN! Clearwater Game Villa

Pet-friendly home rentals with a pool

Apartment in Belleair Beach

An open living area features a comfortable seating arrangement with a light-colored couch and a dark chair, complemented by a round coffee table. Large glass doors provide access to the balcony, while coastal views of the Gulf are visible in the background.

4.8 out of 5 average rating, 71 reviews

BBC313 - Amazing Rates! Pool is Open!

Apartment in Belleair Beach

A modern living area is visible, featuring a gray sectional sofa adorned with colorful pillows. A round coffee table is centered on a light floor. Large windows offer views of the beach and ocean, while a dining area for four is positioned nearby, complemented by bright natural light.

4.82 out of 5 average rating, 65 reviews

BBC113 Renovated Beachfront Condo W/Pool

Townhouse in Clearwater Beach

A spacious living area features a large, comfortable sectional sofa facing a wooden coffee table. Floor-to-ceiling windows provide a view of the water, complemented by soft curtains. A flat-screen TV is mounted on a natural wood console, enhancing the modern coastal decor.

4.99 out of 5 average rating, 81 reviews

Waterfront Oasis 3 BR/4 beds~3 min walk to beach.

4.98 out of 5 average rating, 94 reviews

Apartment in Clearwater

Lovely Condo minutes from beach & King bed

Home in Indian Rocks Beach

A private pool is featured, with a sun shelf and loungers positioned alongside it. Two large umbrellas provide shade over the loungers. The calm waterfront is visible in the background, framed by palm trees and dock structures.

5 out of 5 average rating, 7 reviews

WTFR home heated pool, golf cart, kayaks, SUP

4.91 out of 5 average rating, 217 reviews

The spacious studio cabin features wooden accents and high ceilings with exposed beams. Large windows allow natural light to fill the room. A comfortable sofa, a flat-screen TV, and a queen bed are present, alongside a small side table and two chairs.

Flat in Dunedin

Downtown Dunedin B&B - Rustic Cabin Studio with He

5 out of 5 average rating, 15 reviews

A serene outdoor space is illuminated by string lights hanging from trees. A winding stone path leads to wooden steps ascending to a deck. Lush green grass surrounds a picnic table positioned on one side, enhancing the tranquil atmosphere of the lakefront setting.

Home in Palm Harbor

Waterfront Gem Near Clearwater • Swim Spa + Nature

Apartment in Clearwater Beach

A serene view overlooks a marina at sunset, showcasing various boats docked along the water. Colorful skies reflect orange and purple hues, while buildings line the waterfront. A staircase and white railing are visible in the foreground, leading to a peaceful outdoor space.

4.83 out of 5 average rating, 147 reviews

Beach Retreat # 24| Pool, Free Parking

Private, pet-friendly home rentals

5 out of 5 average rating, 23 reviews

An outdoor space features a small patio area with two metal chairs and a side table. A grill is positioned nearby. Green grass is laid down on the ground, and flowering plants frame the space, creating a relaxing retreat. A wooden fence borders the area.

Guest house in Largo

Restful Palms

5 out of 5 average rating, 37 reviews

An open-concept kitchen and living area showcases modern design elements. A large island with a sink and sleek countertop is highlighted, accompanied by elegant pendant lighting. Expansive windows bring in natural light, while a comfortable seating area and dining space are visible in the background.

Townhouse in Dunedin

Rooftop+Balcony! Luxury Stay in Downtown Dunedin

Apartment in Indian Shores

The image showcases a serene beach scene framed by lush green trees. Soft sand meets gentle waves under a bright blue sky. Vibrant coastal vegetation leads to the sandy shoreline, where silhouettes of beachgoers can be seen in the distance, enjoying the tranquil setting.

5 out of 5 average rating, 48 reviews

Stylish Beachfront Condo, Stunning Views

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, 177 reviews

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

4.89 out of 5 average rating, 402 reviews

A spacious bedroom features a large bed adorned with a patterned blue and white bedspread. Soft lighting from a bedside lamp provides a warm ambiance. A ceiling fan and two windows with sheer curtains contribute to the bright atmosphere, while a decorative piece hangs on the wall.

Flat in Clearwater

Comfy Guesthouse # 1 - 4 miles to Clearwater Beach

Home in Independence Square

A sunlit sunroom opens to a private deck overlooking the water. Bright blue outdoor chairs are positioned on the deck. Textured walls are complemented by a lamp and potted plant, creating a coastal vibe, while a sign labeled 'BEACH' is displayed above the doorway.

5 out of 5 average rating, 25 reviews

Playa Vista Villa

4.97 out of 5 average rating, 95 reviews

A serene beach scene captures the gentle waves lapping at the shore under a colorful sunset. The sandy beach is lined with sparse vegetation, while the horizon showcases soft hues of orange, pink, and blue reflecting off the water.

Guest house in Seminole

Ollie's Beach House