Pet-friendly holiday rentals in St. Petersburg

Guest house in St. Petersburg

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!!!

4.97 out of 5 average rating, 260 reviews

4.97 out of 5 average rating, 179 reviews

A spacious backyard is featured, bordered by a wooden fence for privacy and lined with tropical plants and trees. A concrete patio area is included, which features a grill covered for protection. The lawn is open and well-maintained, providing a serene outdoor space.

Cottage in Gulfport

The Pelicans Roost / Gulfport

The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

Guest house in St. Petersburg

A charming yellow cottage is framed by lush palm trees and tropical plants, featuring a welcoming front door at the end of a paved walkway. Sunlight filters through the greenery, creating a bright and inviting atmosphere near the entrance.

St Pete Casita Studio with Salt Water Pool & Yard

Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!

4.91 out of 5 average rating, 184 reviews

4.94 out of 5 average rating, 124 reviews

*Fenced Yard* 8 min to Downtown - FAST Wifi

Add my listing to your wishlist by clicking the <3 in upper right corner • 2 off-street parking spaces • Smart Locks + self check-in • Ring camera for security • Fully equipped kitchen + essentials “Very clean and cute place! It’s close to downtown and near great restaurants." • Dedicated Work space + 317Mpbs wifi • 65in smart TV + streaming apps • Enclosed front porch • Private fenced-in yard • BBQ + grilling utensils • Onsite washer+dryer • Walk to Italian Market • 18min drive to beaches

4.91 out of 5 average rating, 274 reviews

A private yard is showcased with a spacious patio featuring a picnic table and four chairs arranged around a firepit. Lush green grass surrounds a stone pathway, and a large umbrella offers shade. The home’s blue exterior is visible in the background.

Tiny home in Gulfport

Pelican's Nest - Tiny House

The Pelican’s Nest is a cozy tiny home designed with your comfort in mind. Enjoy relaxed, beachy vibes inside, or unwind in your private yard perfect for connecting with nature, dining outdoors, or gathering around the fire. Traveling with a pet? They’re more than welcome here. Located just one mile from Gulfport’s Beach Blvd, you’re close to local shops, restaurants, and waterfront strolls. And only six miles away, you can explore St. Pete Beach or spend the day at the iconic St. Pete Pier.

4.71 out of 5 average rating, 116 reviews

Waterfront Oasis, Hot Tub, Sauna

Welcome to our beautiful waterfront home nestled between St Pete Beach & Gulfport, FL, where you'll experience the joys of the quintessential Florida lifestyle! Relax in the large outdoor living space, fish off the dock, boat on the pristine waters of the Gulf of Mexico and take in the ocean breeze. ☑ 2 mi to St. Pete Beach, 2.5 mi to Gulfport & 5 mi to John's Pass ☑ On the Intracoastal Waterway w/boat access out to the Gulf of Mexico ☑ Hot tub, Sauna, Outdoor kitchen, bar, dock, boat lift

4.86 out of 5 average rating, 181 reviews

A spacious living area features a mix of comfortable seating, including a dark leather sectional and various armchairs. A decorative area rug adds warmth over the hardwood floor. Natural light streams in through large windows, and a decorative fireplace stands as a central element.

Home in Historic Kenwood

Casa Kenwood

This delightful Spanish-style house is located in Historic Kenwood, a desirable neighborhood close to downtown St. Pete and the trendy Grand Central district. It's a spacious two bedroom , one bath house with an office attached to the master bedroom. Tastefully decorated with vintage magazine posters and comfortable furniture, all the amenities you need are here: laundry, bikes, patio, grill and plentiful street parking. The fully-stocked kitchen has a gas range and dishwasher. Come visit!

Home in Downtown St. Petersburg

A spacious living room features a black reclining sectional sofa and a round glass coffee table atop a patterned area rug. A wall-mounted TV is visible, alongside a painting and an acoustic guitar displayed in the corner. Natural light flows through multiple windows.

Contemporary Family Cottage

Your family can explore all that St. Pete has to offer when you stay at this centrally-located home. With parks, restaurants, shops, the St. Pete Pier, downtown and the Bay all an easy walk away, this location is ideal. The home is one of few in Historic Uptown with its own driveway, which also makes this location perfect to jump on the highway and be at the best beaches in 15 minutes or less! If you do not have a car, just down the block is Round Lake, with a bike and scooter rental hub.

4.95 out of 5 average rating, 128 reviews

Guest house in St. Petersburg

A spacious living and dining area showcases a large wooden dining table with four chairs. Comfortable seating consists of a brown couch and a decorative area rug. A fireplace adds charm, with natural light filtering through multiple windows.

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

[Remodel completed June 2020] Stay in the beautiful Woodlawn Neighborhood of St. Petersburg in this gorgeous bungalow home. This fun and completely renovated two bedroom house can accommodate up to six guests comfortable and has plenty of open space to plan your excursions or relax and rejuvenate. You're only 6 minutes to downtown, 2 minutes to interstate, 11 miles to the main gulf beaches, 90 minutes to Disney World , 25 minutes to Busch Gardens, & 20 minutes to Tampa Int'l Airport.

4.94 out of 5 average rating, 277 reviews

A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

4.91 out of 5 average rating, 190 reviews

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

A private heated pool is surrounded by wooden decking, offering lounge chairs for relaxation. An oversized umbrella provides shade, while tropical plants enhance the outdoor space. The rear of the house is visible, along with a patio door leading into the home.