Pet-friendly holiday rentals in Pinellas County

Guest house in St. Petersburg

4.97 out of 5 average rating, 238 reviews

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

A front view of the home showcases a welcoming porch, vibrant mural, and carefully landscaped green lawn with palm trees. The outdoor space is complemented by a paved driveway and surrounding trees, while the interior is partially visible through the open door.

4.91 out of 5 average rating, 100 reviews

5 min Beaches~Mini Golf~Pool Table~Pets~KING BED +

Experience serenity in a Peaceful Oasis where beach tranquility becomes your everyday life. This exquisite home offers an Artistic, Elegant ambiance curated by Top-Tier Designers and Local Artists. Each piece blends contemporary and coastal, creating charm and comfort. Enjoy the Private Yard, Lanai, and BBQ area. Sunset views, Fire Pit gatherings, and a Mini Golf Course among Outdoor Living. Discover nearby Top Beaches, attractions, and sports teams in this Amazing Location. Your escape awaits!

A welcoming backyard features a large pool surrounded by tropical landscaping and a privacy fence. Colorful pool toys, including a unicorn float, are visible on the water. Strings of lights illuminate the area, enhancing the serene atmosphere of the outdoor space.

4.9 out of 5 average rating, 187 reviews

The Oasis - Arcades - Golf & Games - Firepit

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

4.98 out of 5 average rating, 240 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

4.95 out of 5 average rating, 188 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

4.99 out of 5 average rating, 105 reviews

Casa Flamingo - Private - Outdoor Bar+TV - Games

Welcome to Casa Flamingo where guests "flock" to get away & relax in privacy. Guests will love the central location of this home but also the private oasis the backyard provides. Surrounded by mature palms & native plants guests will experience true Florida living and take advantage of the beautiful weather with an outdoor bar + TV, heated pool, a hammock and more. Just 8 minutes to the beach & within walking distance to Target, Publix & more the Flamingo House is your home away from home.

A light-filled living area is furnished with a comfortable grey sofa and two wooden chairs. A round coffee table sits in the center on a natural fiber rug. A wall-mounted TV displays a scenic view, while large windows with blinds allow natural light to enter.

4.93 out of 5 average rating, 151 reviews

12 Mins to Beach | Patio&Grill | Fenced Yard

Relax in Style at This Centrally Located 2-Bedroom Home. Nestled in a quiet residential neighborhood in Largo, this charming home is just minutes from local shops and restaurants. Whether you're here for a beach getaway, a business or family trip, it's the ideal spot to call home during your visit. After a day spent soaking up the sun at the beach or exploring the nearby parks and charming towns, return to your cozy retreat, perfect for unwinding and recharging for your next adventure.

4.98 out of 5 average rating, 345 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, 215 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 beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

A private backyard features a heated pool surrounded by a spacious patio area. A shaded dining space and lounge chairs are visible alongside the pool. Lush greenery and palm trees provide a natural setting, while a fire pit seating area is positioned on the lawn.

4.96 out of 5 average rating, 103 reviews

Heated Pool-1.5 mile to Beach- 3 Bikes-OutsideTV

Family time and Relax! This spacious 2 bed, 1 bath home opens to an amazing backyard that offers a HEATED POOL, outdoor TV,lounge area,outdoor dining area, fire pit and games. 3 adult bikes included! Bring your family and you are set! Beach chairs, blanket, cooler, sand toys, life jackets, floats, wagon, umbrella, beach bag all included!! Friendly neighborhood - 1.5 mil to Indian Rocks Beach, 9 mil to Clearwater,13 mil to St Pete’s, 23 mil to UTampa,Tampa Airport,10 mil to PI

Cottage in St. Petersburg

4.91 out of 5 average rating, 163 reviews

Adorable Cottage, Pet friendly, near beach & DT

The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.

A bright living room features a large gray sofa adorned with colorful cushions. A light wood coffee table sits at the center, while a flat-screen TV is mounted on a white unit. Natural light illuminates the space through sliding glass doors, leading to a backyard.