Pet-friendly holiday rentals in Clearwater

4.99 out of 5 average rating, 344 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.

Guest house 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.

4.92 out of 5 average rating, 141 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

4.97 out of 5 average rating, 190 reviews

A spacious sleeping area features a large bed adorned with decorative pillows. A comfortable seating area with a gray sofa complements the room. Natural light enters through the window, illuminating a patterned rug on the floor, adding a touch of greenery.

Guest house in Seminole

The Florida Room. private entry.driveway parking.

Not a shared space. No "Plug ins' or harsh cleaning products . slightly sented detergents, No fabric softener. Close to Tampa, St. Pete , All beaches and Airport's Restaurants directly across the street. Publix, Starbucks within walking distance. Keyless private entry. Small fenced fenced area that is convenient for your pet. There's room enough for 1 car, 1 Animal Only. This includes service or non-service due to the size of the unit and consideration of the animals comfort. No guest Cats

4.99 out of 5 average rating, 145 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.

Guest house in St. Petersburg

4.97 out of 5 average rating, 190 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

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

A view of a heated saltwater pool is framed by two lounge chairs, positioned on a grassy area. Red umbrellas provide shade for seating areas, and a spacious patio can be seen in the background, featuring modern outdoor furniture and a neutral-colored house.

4.9 out of 5 average rating, 113 reviews

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

Relax in style at our modern beach home, boasting a spacious layout and easy access to local attractions. Dive into pure Beach Bliss with a heated saltwater pool (Nov 1 - May 1) and a soothing hot tub—your perfect getaway awaits! Nestled in a peaceful, safe and friendly neighborhood near Eagle Park, just minutes from Clearwater and Indian Rocks Beaches, enjoy scenic bike trails and local attractions. Bring your furry friends along for a pet-friendly adventure!

Guest house in Clearwater

A light green room features a queen-size bed with a white quilt and decorative pillows. A small dining area with a round table and two chairs is visible alongside a neutral-toned sofa. Large windows provide natural light, and indoor plants are seen through the glass doors.

4.88 out of 5 average rating, 224 reviews

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Holiday home in Clearwater Beach

A well-lit living area features a cozy couch facing a television. A small dining table and chairs are present nearby, and a ceiling fan hangs above. Large windows allow natural light to fill the room, complementing light-colored walls and wood-look flooring.

4.92 out of 5 average rating, 142 reviews

Coastal Waterside 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. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

4.85 out of 5 average rating, 146 reviews

NEW Clearwtr10min2beach&5min2 Dunedindwtn/king bed

🌴 Wake up under palm trees, sip coffee in a lush backyard, and spend your days between charming Downtown Dunedin and the sugar sands of Clearwater Beach. Our bright 2BR retreat is freshly renovated for comfort, style, and relaxation. Enjoy brand-new furniture, Smart TVs, & vibrant decor for a refreshing vacation or productive remote work stay. Whether exploring beaches, dining, or unwinding, our modern retreat has it all. ✨

Popular amenities for Clearwater pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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.

4.96 out of 5 average rating, 162 reviews

Cozy Stylish Home w/ Heated Pool & Big Parking

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

A private backyard features a heated swimming pool surrounded by lounge chairs and a hammock. Colorful inflatable rafts float in the water. Shade is provided by a patio umbrella over a dining table, creating a perfect space for relaxation and outdoor enjoyment.

4.98 out of 5 average rating, 135 reviews

[Kids Favourite] Family Fun Oasis | Heated Pool, H

The outdoor space features a heated pool surrounded by a spacious patio. The clear blue water reflects the sky, with palm trees providing shade nearby. Lounge chairs are placed around the pool for relaxing in the sun.

4.95 out of 5 average rating, 118 reviews

Largo Poolside Paradise Heated Pool 10Min To Beach

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

4.94 out of 5 average rating, 125 reviews

An outdoor area features a heated pool surrounded by a screened enclosure, providing a bright and airy setting. Comfortable lounge chairs are positioned nearby, with greenery visible outside the enclosure. Natural light filters through the screens, creating a serene space for relaxation.

Home in Palm Harbor

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr

4.91 out of 5 average rating, 400 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!

4.88 out of 5 average rating, 256 reviews

Modern/8min by car to beach/queen bed/Free parking

Pet-friendly home rentals with a pool

5 out of 5 average rating, 3 reviews

Largo Resort Getaway Heated Pool ~Spa ~Arcade Fun!

Lush landscaping features vibrant palm trees and flowering plants, creating a serene outdoor space. The well-maintained lawn is bordered by curved paths and mulch beds, enhancing the tropical atmosphere. Sunlight filters through the foliage, casting interesting shadows on the ground.

4.91 out of 5 average rating, 54 reviews

Tropical Paradise - Private Pool, Spa & BBQ !

4.98 out of 5 average rating, 103 reviews

A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.

Home in Bay Crest Park

CANAL Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

5 out of 5 average rating, 14 reviews

Apartment in Clearwater

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, 167 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

A spacious living room with high vaulted ceilings features a large, comfortable sectional sofa adorned with various colorful pillows. A decorative area rug lies beneath a central coffee table. The wall displays playful artwork, complemented by soft lighting and neutral tones throughout the space.

4.87 out of 5 average rating, 142 reviews

Clearwater Game House! Bowling, Golf, Heated Pool

4.92 out of 5 average rating, 66 reviews

A cozy living area features a teal sofa adorned with yellow and white cushions. A round coffee table sits atop a decorative rug. Natural light streams in through the large window, which is dressed in sheer white curtains, illuminating the space alongside a vibrant wall art piece.

Apartment in Clearwater

Happy Clearwater Condo in The Avalon/King bed/gym

Holiday home in Clearwater

A single-story home is presented with a blue roof and white exterior. The front yard includes well-maintained landscaping with colorful plants. A vibrant red door serves as a focal point. The driveway leads to an attached garage, and lush trees provide shade in the foreground.

4.92 out of 5 average rating, 39 reviews

Beautiful Clearwater home!

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

Guest house in Clearwater

A serene beach-themed bedroom features a light-colored wooden bed with a blue and white patterned comforter. The walls are painted a calming turquoise, and decorative elements include fish wall art and round mirrors. A ceiling fan is present, contributing to airflow.

4.84 out of 5 average rating, 50 reviews

Private Beach Retreat

A spacious living area features a light-colored sectional sofa surrounding a black coffee table. A large flat-screen TV is mounted on the wall, complemented by a stylish wooden console. Natural light filters through multiple wide windows, enhancing the room's airy feel.

5 out of 5 average rating, 17 reviews

Modern 3BR/2B Oasis/ Patio & PS4 – Sleeps 8

A modern kitchen space is presented with open shelving displaying an assortment of ceramic mugs and containers. A decorative sign with the letter 'B' in a checkered pattern is featured in the foreground on a marble countertop, complemented by a small potted plant.

4.93 out of 5 average rating, 89 reviews

Vintage Style House minutes from the beach

4.94 out of 5 average rating, 79 reviews

A covered patio features four comfortable wicker chairs surrounding a glass-top table. Large windows provide views of palm trees and the sunset over the water, creating a serene outdoor space for relaxation.

Flat in Clearwater

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

4.94 out of 5 average rating, 93 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.

Flat in Clearwater

Relaxing beach gateway

The exterior of the home is shown at twilight, featuring a welcoming entrance with a dark door and modern accents. Lush greenery and palm trees complement the manicured lawn, while the circular driveway enhances accessibility to the front of the house.