Remarks: 2 bedroom / 2 bath Gulfport Charmer, ready for new tenants. Available May 1st, 2026. Minutes to the Pinellas bike trail, downtown Gulfport & St Pete, Stetson Law, and St Pete Beach. Newer flooring, paint, baseboards, custom closets, light fixtures, and much more. Laundry in-unit and dishwasher! Non flood zone Lots of parking space + 1 car garage. Fenced backyard pets are allowed must confirm Number/type of pets. Contact me Today let's make this your next rental home. May Move-in Special 1st Month Rent if you move in May 2026, inquire for more details.

Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)

Listing Agent: Jeremiah Greene (813-777-1536)

Remarks: If you've been searching for a place where you can fully enjoy the Gulfport lifestyle—walk to dinner, the beach, and feel connected to a vibrant, welcoming community—this furnished monthly rental is the perfect fit. Ideally located just a short stroll from downtown Gulfport, the marina, local shops, and local favorites like Pia's Trattoria and O'Maddy's Bar & Grille, you can leave the car behind and enjoy everything this charming coastal town has to offer. This beautifully renovated 2-bedroom, 2-bathroom home is offered fully furnished and features an open floor plan with a clean, cohesive design throughout. Polished terrazzo floors add classic Florida character, while the custom kitchen showcases quality cabinetry, stainless steel appliances, and a functional layout that flows seamlessly into the living and dining areas. Step outside to a large screened-in back porch, perfect for relaxing and enjoying the Florida weather year-round. Both bathrooms have been fully updated with modern finishes, and the home is equipped for comfortable monthly stays with everything you need already in place—just bring your suitcase and settle in. The property also offers convenient rear alley access with driveway parking. Perfect for a seasonal stay, relocation, or extended getaway, this home offers a rare opportunity to experience one of Pinellas County's most walkable and unique communities with ease and comfort. Off-Season (May - Dec): $3000/monthly, In-Season (Jan - April) : $4200/monthly.

Listing is courtesy of: HR RENTALS & PROPERTY MANAGEMENT LLC (727-800-6630)

Listing Agent: Amy Heckler (727-800-6630)

Remarks: NEW TURNKEY RENTAL AVAILABLE FROM MAY 14, 2026 TO DECEMBER 31, 2026 - 2 bedroom 2 Full bathrooms, with an extra room that is used as an office or den. House also has a Washer and Dryer for your convenience. If you are looking for a great place, at an even better price, this rental is for you!

Listing is courtesy of: GULFPORT REALTY (727-289-5500)

Listing Agent: Paula Burnie (517-388-0682)

Remarks: Nestled in the heart of charming Gulfport and steps from the Yacht Club, this completely remodeled 2-bedroom, 2-bathroom cottage is ready for its next chapter. A light-filled open floor plan has been tastefully updated with all required permits. The kitchen includes new cabinetry with elegant leathered marble countertops, new stainless appliances, and updated lighting. Two spacious bedrooms each have walk-in closets and ensuite bathrooms with new tilework and cabinetry. With all major systems recently updated, impact windows and fresh paint inside and out, this home is truly move-in ready! A spacious fully fenced back yard provides privacy with lush, mature landscaping. The detached oversized one-car garage includes a workbench and raised shelving perfect for a workshop, art studio, or extra storage. With the vibrant waterfront dining and arts district just steps away, easy access to pristine Gulf beaches and all that Tampa/St. Pete offers, the best of Florida living awaits! With the added benefit of a successful monthly rental history, this property provides a fantastic investment opportunity in a sought-after Gulfport location! The property is located in an area of Gulfport where short term rentals are restricted to a minimum 30-day rental and no more than 3 times in a calendar year. Please note no pets allowed. Tenant must complete the application on Zillow to apply. Application fee is $35, and the application is attached to the property address.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)

Listing Agent: Leah Secondo (941-545-4430)

Remarks: FURNISHED AND TURNKEY Tropical Paradise in Gulfport – Renovated w/ Private In-Law Suite Experience the ultimate Florida lifestyle in this professionally decorated, turnkey home. Whether you're looking for a multi-generational setup or a dedicated home office with its own entrance, this beautifully renovated 3BR/2BA property offers unmatched flexibility. The Highlights… • Flexible Living: Available fully furnished for short or long-term stays. Includes a private-entrance suite perfect for guests or a quiet workspace. • Outdoor Oasis: Host unforgettable gatherings on the massive "Margaritaville" deck from sunrise coffee to sunset cocktails. • Toys Welcome: Fenced yard with parking for 4+ cars, plus space for your Boat or RV with convenient alley access. • Location, Location: Just steps from the Marina, Boat ramp, and Waterfront park to Tennis, Pickleball, Kayak, Bike paths, Boat cruises and more. Live Like you’re on Vacation Everyday…Explore Gulfport’s historic downtown, sandy beaches, and vibrant Tiki bars. You're minutes from the St. Pete Arts District and have easy I-275 access to Tampa and Sarasota. Seasonal short-term available for $9,000

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Christi Cash, Llc (561-351-0912)