Remarks: One or more photo(s) has been virtually staged. Offered for Lease | Gulfport, FL Welcome to 6012 Kipps Colony Drive E, an exceptional custom residence located inside the guard-gated community of Pasadena Yacht & Country Club. Tucked within the exclusive Kipps Colony Estates, this elegant home offers privacy, sophistication, and a true resort-style lifestyle just minutes from the best of Tampa Bay. From the moment you arrive, the home makes a statement with its stately architecture, lush tropical landscaping, and expansive paver driveway. Inside, soaring ceilings and walls of windows flood the space with natural light, creating a bright, airy ambiance throughout the thoughtfully designed floor plan. The heart of the home is a stunning chef’s kitchen, featuring custom cabinetry, premium stone countertops, high-end stainless appliances, a wet bar with a glass wine display, and a large island perfect for entertaining. The seamless flow between formal and casual living spaces makes hosting effortless while still offering comfortable everyday living. The primary suite is a private retreat, complete with a spa-inspired bath, soaking tub, walk-in shower, dual vanities, and expansive his-and-her closets. A private balcony adds an extra touch of luxury. Three additional guest suites provide comfort and flexibility for family or visitors, while a dedicated media room with projector and surround sound elevates your entertainment experience. Step outside to your own personal oasis. The covered lanai, fully equipped outdoor kitchen, and resort-style pool with spill-over spa and submerged firepit create the ultimate setting for relaxing or entertaining year-round. Property Highlights: * Elevator * Impact-rated windows and doors * Smart home features * Oversized garage with ample storage * Bonus space ideal for office or flex use * Professionally landscaped grounds with pavered outdoor areas Residents have access to optional membership amenities at Pasadena Yacht & Country Club, including championship golf, tennis, fitness, fine dining, and a full-service marina—all within a secure, private setting. Perfectly positioned near the beaches, vibrant downtown St. Petersburg, and Tampa International Airport, this home offers both convenience and exclusivity. One or more photos have been virtually staged. This is more than a rental—it’s a lifestyle. Reach out for availability, and a private showing. *Utilities Not Included*

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Angela Julian Pa (727-520-2157)

Remarks: One or more photo(s) has been virtually staged. Ready for the PERFECT landing spot? This is it!!! Only 5 minutes from Gulfport’s Beach/Marina and an array of restaurants, breweries, bars and shops. A few blocks walk to Stetson Law School and less than 10 minutes to St. Pete’s Grand Central/Edge District where your favorite eateries, coffee shops, and entertainment border Downtown St. Pete. 15 minutes to the most beautiful Gulf Beaches, 15 minutes to the Pier, within a half hour to either Tampa International or St.Pete-Clearwater Airports with easy access to I-275 and US-19, you can get anywhere you need to go. Spacious 2 bedroom/1 bath home with ceramic tile floors throughout. Daylight pours in from the windows during the day while the old oaks provide the breeze for a relaxing evening in your screened-in patio. This bungalow comes with a fully fenced in backyard, an enclosed garage, and the most precious foyer/Florida room that can be a great home office or your favorite spot in the house. Large Kitchen with solid wood cabinets, BRAND NEW APPLIANCES and a large window overlooking the massive back yard. Available for Short-/Mid-Term Rentals or Long-Term (annual) Lease, and best of all - PET FRIENDLY! Make this your new home today! Private viewings with accompanied agents only. May be furnished upon request and for additional fee.

Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)

Listing Agent: Angela Bui (713-291-0664)

Remarks: Showings by appointment only. Charming Gulfport Bungalow for Rent – 2 Bed / 1 Bath Welcome to this updated coastal bungalow in the heart of Gulfport! Just minutes from Gulfport’s vibrant Waterfront District, this 2-bedroom, 1-bath home offers the perfect blend of comfort and convenience. Step inside to find a light and bright living space with easy-care flooring, fresh paint, and an open layout. The kitchen features modern cabinetry, ample counter space, and updated appliances, making meal prep a breeze. Both bedrooms are generously sized with plenty of natural light, and the full bath is tastefully updated. Enjoy Florida living year-round in the spacious backyard—ideal for relaxing, entertaining, or gardening. The property also includes a private driveway and laundry hookups for added convenience. Walkable Gulfport Location: Blueberry Patch – 1 min Salty Pup Coffee – 1 min Tomlinson Park – 5 min Gulfport Library 15 min Gulfport Senior Center – 15 min The Peninsula Inn – 20 min Gulfport Brewery – 20 min Pia’s Trattoria – 20 min Gulfport Casino – 23 min Gulfport Beach – 23 min O’Maddy’s Bar & Grille – 25 min Address: 1840 51st Street S, Gulfport, FL 2 Bedrooms | 1 Bathroom | Off-Street Parking Spacious fenced yard | Prime Gulfport location Rental Terms: Monthly Rent: $2,100 Security Deposit: $1,050 $500 non-refundable pet fee (if applicable) Lease: 12 months Application Fee: $75/tenant

Listing is courtesy of: INSTA REAL ESTATE SOLUTIONS (813-586-0654)

Listing Agent: Bill Heinz (813-841-6007)

Remarks: This charming 450-square-foot studio in Gulfport, Florida offers a comfortable and efficient living space in a great location. The unit features a beautifully renovated bathroom with modern finishes, adding a fresh and updated feel to the home. The kitchen is equipped with a cooktop and refrigerator, making it perfect for simple, convenient meal preparation. The open layout allows for flexible use of space, whether you’re setting up a cozy living area, a work-from-home nook, or both. Additional storage is available for tenant use on the first floor, providing extra room for belongings without cluttering the studio. Ideal for those seeking a low-maintenance lifestyle, this studio combines practicality with charm in a vibrant Gulfport setting close to local shops, dining, and the waterfront.

Listing is courtesy of: COASTAL PIONEER REALTY (813-563-8100)

Listing Agent: Logan Faris (727-643-1688)

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)

Remarks: Charming 2/1 Gulfport Cottage close to the Historic District! Charming 2br/1ba single family home located in Gulfport. Home has been freshly painted with neutral paint, cooling effect and easy maintenance terrazzo flooring through out, ceiling fans and updated bath. Entry foyer can be used as extra sitting area and/or office space. Home has an open an airy floor plan with newer windows with lots of natural lighting. Live where others go on vacation! Available now for yearly/annual rental. One small pet ok with $350NR pet fee. Lawn Maintenance is included. The location places you in the heart of the Gulfport Arts District, just blocks from downtown Gulfport’s restaurants, arts & entertainment, shops, waterfront parks, shops, fine dining, groceries, banks, short drive to VA Hospital, downtown St Petersburg hospitals, pharmacy and vibrant local events, and only about 10 minutes to downtown St. Petersburg and your choice of the many beaches of Pinellas County! 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 650 to apply, as meeting this criteria will help streamline the application process. APPLICANT CHARGES: Application Fee: $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 on approved credit. $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: Lisa Connors (813-579-5597)

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)

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: 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!

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: AVAILABLE MAY 1 – OCT 31, 2026. Enjoy the best of Gulfport living in this spacious, fully furnished 2-bedroom, 2-bathroom ranch-style home. This turn-key rental features a newly renovated kitchen equipped with an electric stove, dishwasher, microwave, and ample cabinet space. The dining area comfortably seats six and flows into a cozy living room featuring reclining seating and a dedicated office nook—perfect for remote work. The split-bedroom floor plan offers a primary suite with a king-size bed, dual closets, and an en-suite bathroom. The second bedroom features a queen bed and generous closet space. Step outside to a screened lanai overlooking a private, fenced backyard oasis complete with a patio, fire pit, umbrella seating, and lush tropical landscaping including Arica palms and a Pinellas pine. Parking includes a wide driveway and a 1-car garage housing the washer/dryer. Located just steps from Wood Ibis Park’s scenic walking trails and neighborhood favorites like the Comfort Cafe and The Pearl. Only a 1/2 mile walk to Gulfport Beach/Boca Ciega Bay and a 10-minute drive to the Gulf Beaches. Nearby access to the Pinellas Trail, kayak rentals, and pickleball courts. Smoke-free home.

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Zyon Christante (727-342-0088)

Remarks: Santorini House in Gulfport – Stylish Comfort Near the Beach Experience coastal charm and modern comfort at this beautifully remodeled 4-bedroom, 2-bath home in the heart of Gulfport. Thoughtfully designed and fully furnished, this spacious retreat offers everything needed for a relaxing stay. The open-concept living area features comfortable seating and a bright, inviting atmosphere. The fully equipped kitchen includes all essentials to prepare delicious meals for family and friends. Step outside to the large back patio—perfect for morning coffee, evening cocktails, or outdoor dining under the stars. Located in a safe, no-flood zone neighborhood, the home is in walking distance to modern playground for kids, outside gym for adults and beautiful local parks. It is just moments from Pasadena Plaza, Downtown Gulfport’s vibrant restaurants, galleries, waterfront pier, bars, and shops. Enjoy the popular Tuesday Farmers Market, stroll through nearby Veteran’s Park, or explore the artsy vibe of Downtown St. Pete. The pristine sands of St. Pete Beach and Treasure Island are only a short drive away. Whether for a family getaway, a group trip, or a peaceful retreat, Santorini House offers the perfect blend of style, comfort, and convenience in one of Gulfport’s most desirable locations.

Listing is courtesy of: FL INVESTMENT REALTY LLC (727-363-6000)

Listing Agent: Alla Panteleeva (727-251-4004)

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)

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)