Location: Gulfport
Do Not Show Listings
4908 27TH AVE S, GULFPORT, FL 33707
$3,45029 Days on yellowkey MLS ID: TB8486914
REDUCED by $50 (1.4%) on 04/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1855 Built: 1941Community: Parks Rep Ray HSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
Tax Year:
Middle School: Azalea Middle-PN
Remarks: *Available May 15th - November 15th., 2026* Cozy but spacious (1,986 total sq. ft), fully furnished, 3 bedrooms and 3 bathrooms split floor home with office and family room, both with separate doors leading to the fully fenced-in backyard with covered and screened-in lanai, ideal for relaxing and entertaining. Just when stepping into the wood floor living room and spacious fully equipped kitchen with stainless steel appliances, marble countertops and updated wood cabinets, it feels so inviting and comfortable. Split floor plan, primary suite with two closets and huge bathroom with tub, separate shower with marble subway tile, rain showers, and entrance to the backyard. Plenty of private outdoor space landscaped with extensive native plantings, open paved space for sunbathing and outdoor shower. Upfront enclosed courtyard with table and chairs and umbrella ideal for dining or barbecue. Solar panels and newer AC should help lower cost of electricity. This unique property located out of flood zone in the heart of Gulfport Village Arts District, walk to shopping, dining, nightlife, beach, bus stop, Gulfport Marina with nearby accessible kayak launch and Clam Bayou Nature Preserve with a trail for jogging. Rent includes Water, Cable TV, Grounds Care, Insurance, Internet, Laundry, Management, Pest Control, Repairs, Sewer, Taxes, Trash Collection. Tenant pays electricity. Come see this beautiful property today and enjoy living in own Florida paradise tomorrow. Walkthrough video available.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Monika Krolivcova, Pa (321-482-9617)
5220 23RD AVE S, GULFPORT, FL 33707
$2,50011 Days on yellowkey MLS ID: TB8492267
0 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1318 Built: 1967Community: Stamms RepSingle Family
Remarks: Welcome to this well-maintained rental in the desirable Gulfport neighborhood known for its laid-back coastal vibe and strong sense of community. This home offers a bright, open feel with a functional layout and updated kitchen, bathrooms, and garage, plus a private yard to enjoy the Florida sunshine. Ideally located just minutes from Gulfport’s waterfront, popular dining spots, local shops, and the lively arts scene, with quick access to St. Petersburg and nearby beaches.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Alina Lisowitch (203-747-2729)
2800 TIFTON ST S, GULFPORT, FL 33711
$3,400262 Days on yellowkey MLS ID: TB8412107
REDUCED by $50 (1.4%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1472 Built: 1949Community: Burns F J Realty Cos RevSingle Family
Elementary School: None
High School: None
Middle School: None
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)
5617 20TH AVE S, GULFPORT, FL 33707
$2,10073 Days on yellowkey MLS ID: TB8471977
REDUCED by $200 (8.7%) on 04/03/2026
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1277 Built: 1952Community: Pasadena Gardens Gulfview SecSingle Family
Elementary School: Bear Creek Elementary-PN
Remarks: There is no place like home and no place like Gulfport! Welcome home! This sweet little Gulfport charmer has a lot to offer! Main house has 2 bedrooms and one full remodeled bath with shower & tub! Hardwood floors, curved archways and lots of light makes this home a classic. Remodeled kitchen has full size appliances, cool terrazzo counters and new cabinets with lots of storage! Just off kitchen is a cool breezeway that can serve as a great home office, dining area or tv den! Off the breezeway is a connected garage with washer/dryer hookups, workbench and plenty of storage space! Off the garage is a cooled/heated room with 1/2 bath and a separate entrance that would work great for an artist, crafts person or use it as a third bedroom or home office space. Lots of possibilities. This Gulfport home has a great convenient location to local public transportation and is only a short stroll to all the cool amenities of the Gulfport waterfront arts district where restaurants, bars, art studios, public library, theatre and quaint shops await you to discover! Owner will allow one well behaved small pet. 12 month lease required and property is available to rent now!
Listing is courtesy of: NEXTHOME LOCAL EXPERT (727-440-1000)
Listing Agent: Marie Drew (727-657-1259)
4737 DEL RIO WAY S, GULFPORT, FL 33711
$3,00035 Days on yellowkey MLS ID: A4685958
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1302 Built: 1945Community: Baywood SubSingle Family
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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Leah Secondo (941-545-4430)
4933 13TH AVE S, GULFPORT, FL 33707
$2,40015 Days on yellowkey MLS ID: TB8493529
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 939 Built: 1956Community: HempsteadSingle Family
Remarks: 2 Bedroom Home with Fenced Yard in Gulfport! Nestled in the desirable community of Gulfport, this charming and move-in-ready 2-bedroom, 1-bath block home offers the perfect mix of comfort and Florida living. Thoughtfully remodeled and carefully maintained, the home welcomes you with a warm and inviting atmosphere. Inside, you’ll find an open floor plan complemented by new vinyl flooring and fresh paint throughout. The updated kitchen features IKEA cabinetry, a custom tile backsplash, stylish lighting, and stainless steel appliances. An interior laundry room with a washer and dryer provides extra convenience. Great for entertaining, the home also includes a built-in wet bar with its own sink and mini refrigerator—perfect for hosting guests. Additional updates include a 2018 roof and mostly updated windows, offering peace of mind and energy efficiency. Step outside to enjoy a spacious, fully fenced backyard, creating your own private outdoor retreat. A storage shed offers extra space for your belongings, and lawn care is included in the rent for easy upkeep. Ideally located, this home is just minutes from Gulfport Beach, the Gulfport Art District, the marina, local restaurants, shops, downtown St. Petersburg, and nearby Gulf beaches—putting you close to the very best. If you decide to apply for one of our properties: Screening includes credit/background check, income verification of 2.5 to 3 times the monthly rent and rental history verification. We encourage applicants with credit scores above 600 to apply, as meeting this criteria will help streamline the application process. APPLICANT CHARGES: Application Fees: $75 for each adult, 18 years of age and older (non-refundable). Lease Initiation Admin Fee: $150.00 after approval and upon signing. Security Deposit: Equal to one month’s rent. $25 for each pet application fee for pet verification (non-refundable). Current vaccination records will be required. ESA and service animals are FREE with verified documentation. Pet Fee if applicable (non-refundable) $350 for each approved pet. All Rent Solutions residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, HVAC air filter delivery (for applicable properties), our best-in-class resident rewards program, and much more! More details upon application.
Listing is courtesy of: RENT SOLUTIONS (813-579-5597)
Listing Agent: Steven Godoy (954-397-0550)
5325 8TH AVE S, GULFPORT, FL 33707
$2,10032 Days on yellowkey MLS ID: TB8486010
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1952Community: Gulf GroveSingle Family
Remarks: Available for annual lease, this 3-bedroom, 2-bath home in charming Gulfport sits on a spacious, fully fenced corner lot with double-gate entry and a massive shed/garage—perfect for storing all your tools and toys. Step into a bright living room that flows seamlessly into the kitchen and dining area, all finished with sleek laminate floors. The kitchen offers plenty of storage, featuring double pantry closets flanking the refrigerator. Both bathrooms have been tastefully renovated, and modern comforts like energy-saving Tesla solar panels and a REEM tankless hot water heater help keep your utility bills low. The master bedroom suite features an en-suite bathroom with a jetted tub and its own separate entrance for added convenience and privacy, while the two guest bedrooms remain generously sized and light-filled. Just a block from the Pinellas Trail and perfectly positioned between St. Pete's award-winning Gulf beaches and Downtown Gulfport's vibrant arts scene, you'll have top restaurants, unique shops, and sandy shores at your fingertips. You're only 10 minutes from the beach, 10 minutes from trendy downtown St. Petersburg, and a quick 30-minute drive to Tampa International Airport. Don't miss this exceptional Gulfport retreat—schedule your private showing today!
Listing is courtesy of: HR RENTALS & PROPERTY MANAGEMENT LLC (727-800-6630)
Listing Agent: Amy Heckler (727-800-6630)
4739 BAYWOOD POINT DR S, GULFPORT, FL 33711
$4,00050 Days on yellowkey MLS ID: TB8479335
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 3164 Built: 1957Community: Baywood Sub 1St AddSingle Family
Remarks: Welcome to 4739 Baywood Point Dr S, a beautifully maintained 3-bedroom, 2-bathroom home located in Gulfport, FL 33711. Nestled in a quiet residential setting, this inviting home offers the perfect blend of comfort, space, and Florida lifestyle living. The home is FULLY FURNISHED with access to a swimming pool, outdoor grill, and outdoor sitting area. All appliances are brand new, including a washer and dryer. UTILITIES INCLUDED. Step inside to discover a bright and open floor plan featuring spacious living and dining areas, abundant natural light, and a functional layout ideal for both relaxing and entertaining. The well-appointed kitchen offers ample cabinetry and counter space. The primary suite features a private en-suite bathroom and generous closet space, while two additional bedrooms provide flexibility for family and guests. Both bathrooms are tastefully updated and conveniently located. Located just minutes from beautiful Gulf beaches, shopping, dining, parks, and vibrant downtown St. Petersburg, this home offers easy access to everything the area has to offer while maintaining a peaceful neighborhood feel. Schedule your showing today! ** This property includes in-law quarters that are occupied. Will rent unfurnished for long term rental.
Listing is courtesy of: JAY ALAN REAL ESTATE (855-529-2526)
Listing Agent: Andrea Hess (813-468-8231)
1922 55TH ST S, GULFPORT, FL 33707
$2,700402 Days on yellowkey MLS ID: TB8360327
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1947Community: Pasadena Gardens Gulfview SecSingle Family
Remarks: Charming Furnished Gulfport Bungalow – Available starting May 2026 through October 24th for Monthly Lease! Escape to this delightful Gulfport bungalow, a perfect blend of original charm and modern updates. Whether you're looking for a summer getaway or an extended retreat, this home offers comfort, convenience, and a prime location just a block from Tomlinson Park on a picturesque brick-lined street. Inside, you'll find newly refinished original hardwood floors and a beautifully updated kitchen with granite countertops, stainless steel appliances, and ample storage. The home features two cozy bedrooms, a spacious living room, and a bonus room set up as a dining room, providing the perfect space for hosting meals or gatherings. Washer and dryer for added convenience located in garage. Step outside and enjoy your private backyard oasis, complete with a gorgeous saltwater pool featuring a large sun shelf for lounging in the water. The patio with custom pavers and an artistic mural creates an inviting space for entertaining or simply unwinding in style. The location is ideal, just a block from Tomlinson Park, where you can enjoy a peaceful walk around the pond, a community workout area, a playground, or a lively Little League game. Plus, you're just minutes from downtown Gulfport, known for its vibrant arts scene, unique shops, top-rated dining, exciting festivals, and nightlife. This furnished rental is available for monthly stays, making it an excellent option for those seeking a flexible living arrangement in one of Gulfport’s most sought-after neighborhoods. Reach out today to secure your stay!
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