Pet-friendly holiday rentals in Pinellas County

4.99 out of 5 average rating, 370 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.

Guest house in St. Petersburg

4.97 out of 5 average rating, 244 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!!!

Superhost

A bedroom features a spacious bed adorned with a light-colored throw. Two bedside tables, each with a lamp, flank the bed. Natural light enters through the window, which is dressed with sheer curtains. A ceiling fan is positioned above, and a closet is visible in the corner.

Flat in Largo

4.89 out of 5 average rating, 218 reviews

WestBay Villa A - 4 miles to the beaches

We would love to welcome everybody to our newly renovated little spot near Florida's beautiful beaches. Enjoy a relaxing experience at this centrally-located home. It's a private, pet-friendly apartment that has been outfitted with a beach/coastal theme to inspire your stay. We hope that you'll enjoy our little slice of the Sunshine State. We are minutes from Largo Central Park. Only 3.5 miles from Belleair Beach, 4.8 miles from Indian Rocks Beach, and less than 6 miles from Clearwater Beach.

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, 102 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.

4.91 out of 5 average rating, 193 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

4.95 out of 5 average rating, 193 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

4.98 out of 5 average rating, 111 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, 153 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.

5 out of 5 average rating, 221 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.

4.98 out of 5 average rating, 387 reviews

A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.

Home in Seminole

Utopia! Heated Pool Hot Tub 2 KING bed 5 min ocean

UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

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.

4.92 out of 5 average rating, 119 reviews

Cozy home minutes from the beach

Welcome to our warm and inviting Airbnb home, your personal sanctuary in sunny Largo, Florida. Our prime location grants easy access to the breathtaking Gulf of Mexico beaches, just minutes from Clearwater and St. Pete. The area offers amazing parks, charming boardwalks, delightful dining, and countless golf fields. It's a great place for water sports and adventure-seeking. We can't wait to extend our warmest welcome, ensuring that your stay is truly unforgettable!