Pet-friendly vacation rentals in Clearwater

Walk to Downtown and Waterfront - Private Yard

Bright and beachy with stylish modern décor and an open floor plan. Concrete construction, a private yard, and a gas grill makes this cottage feel like your personal oasis. Steps from Main Street Dunedin and a short walk to the water. Enjoy gorgeous sunsets and easy access to restaurants, breweries, shops, and live music. A quick drive to award-winning beaches like Honeymoon Island and Clearwater Beach. The perfect getaway in delightful Dunedin—come be our guest at the Barefoot Parrot Cottages.

The Oasis | Heated Pool - Arcades - Mini Golf

Staying at The Oasis is the perfect blend of vacation and home. Every detail was carefully thought out to provide guests two things: comfort and fun. The ULTIMATE vacation awaits you. Whether a group of friends or your family vacation, this home was designed with relaxation AND fun in mind. Located within walking distance to Largo’s beautiful Central Park and a few miles to the beach, you can spend the day exploring the area or truly relax in the resort style, private backyard. BUT! No parties

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets

BEACHFRONT HOUSE  Private Heated Pool & Spa, Pets OK *** Photos updated Jan 26th 2025 Enjoy amazing sunsets & white sandy beaches from this unique property.  About 1/4 acre, beach front property directly on the Gulf of Mexico. Located on a quiet street in Treasure Island, just a few blocks to John's Pass shops. ENJOY great family times, never ending views of sunsets, boating, dolphins, sea birds.  Great location walk to John's Pass for great shopping, restaurants, boat rentals, fishing trips.

Artsy oasis in Clearwater

This centrally-located Clearwater house is just a short drive to the 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 wide variety of flowering plants. There are 2 bedrooms and a bonus room. There is a queen bed in 1 bedroom, bunkbeds in the other bedroom, a trundle bed with extra pullout bed in the bonus area, and a pullout queen bed in the common area. Pet and family friendly.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows + heated pool

The Pink Flamingo! Heated Pool| 10min to CL beach

Welcome to the Pink Flamingo – Your Heated Pool Oasis! Just 10 minutes from Clearwater Beach, the Pink Flamingo is perfect for bachelorette weekends, family reunions, and any special gathering. Our vibrant home sleeps up to 16 guests in three spacious bedrooms. Enjoy our newly resurfaced pool and stylish indoor-outdoor living area. Note: For your safety, we have two exterior cameras (by the door and garage) with motion and noise monitoring. Pool service scheduled on Fridays and Mondays.

Mermaid Cottage

Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.

Tropical Retreat w/ Heated Pool & Firepit

Experience ultimate relaxation in this inviting home, perfect for families and friends. With 4 bedrooms, 2 baths, a private heated pool, and a cozy firepit, it’s ideal for your next getaway. Located just minutes from Clearwater Beach and Dunedin’s waterfront, the home features a fully fenced backyard, Smart TVs, and essential beach gear. Whether you’re sun-soaking or exploring local attractions, this space has everything you need for a memorable stay.

Palm Paradise - Family Amenities+Central Location

Welcome to Palm Paradise! This modern home is perfectly laid out & well equipped, especially for families with children. Whether it's time to relax or play, this extraordinary home has something for everyone! Enjoy those Florida nights in the bohemian inspired outdoor space or heated pool. Gather the group to play mini golf, outdoor bowling, corn hole or one of our many games inside and out. The ultimate vacation awaits you.