Remarks: Waterfront furnished 2 bedroom 2 bath condo located within minutes to the beach in resort-style gated community of Harbourside. Enjoy exclusive location on a private island with 24 hr manned security gate and extensive list of amenities. Rent includes water, cable, Wi-Fi, and full access to: pools, jacuzzi, his-and-her fitness centers, sauna, tennis, pickleball, shuffleboard courts, and a billiards room. A washer and dryer are conveniently located inside the unit. Condo offers magnificent views of the Intracoastal and the Gulf from an expansive balcony accessible from both the living room and the primary bedroom. Storm shutters provide added peace of mind. The spacious bathrooms include a walk-in shower in the primary suite and a tub in the guest bath. The unit also comes with an assigned garage space. Residents enjoy access to car wash stations (with vacuum and air) as well as electric vehicle charging stations. Sorry, no pets per HOA rules. For outdoor enthusiasts, the beach is just a 5-minute drive away, or enjoy a scenic 1.5-mile waterfront walking trail—perfect for spotting dolphins, launching a kayak, or fishing along the seawall. Boat slips may be available for rent. Experience the best of Harbourside living at an affordable price! Tenant application $100, background check required.

Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)

Listing Agent: Maria Koziakov (727-748-9200)

Remarks: Waterfront! This unit checks all of the boxes; End Unit, Split Plan, Covered/Screened Patio and In-Unit Laundry. There are new cabinets, stainless steel appliances, quartz counters in the kitchen and both bathrooms, The kitchen has a beautiful tile backsplash. The primary bathroom has a new walk-in shower. The stackable washer/dryer is also located in a closet in the primary bathroom. There's a newly installed Hurricane Impact sliding door to the screened in balcony/patio, new impact windows throughout and new window blinds. Chrome finishes on faucets, door handles and hinges. This unit also has neutral tile flooring throughout and covered parking steps from the front door. The rent includes water, sewer, internet, and basic cable. Bay Island is a well maintained 55+ gated, waterfront community with many amenities, such as; 6 pools, 2 hot tubs, tennis courts, pickleball courts, shuffleboard courts, fitness centers, ping pong tables, card tables, billiards, a marina, tiki huts with gas grills, dog walk areas, a gas grill next to the pool that is just steps from the unit... This location is convenient to many area beaches, shops and restaurants. Not a Short Term Rental - Annual Lease only. Come take a look!

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

Listing Agent: Patrick Podolske (813-373-0608)

Remarks: This resort-style waterfront living in the 55+ community of Bay Island. Located at 7920 Sun Island Drive S, Unit 205, South Pasadena, Florida, this spacious 3-bedroom, 2-bathroom condominium offers breathtaking Intracoastal Waterway views from nearly every room and provides the perfect combination of comfort, convenience, and coastal charm. Step inside and discover a bright, open floor plan designed to maximize natural light and showcase the stunning waterfront scenery. The expansive living and dining areas flow seamlessly together, creating an inviting space for entertaining guests or simply relaxing while enjoying the ever-changing water views. The generously sized primary suite serves as a private retreat, featuring beautiful Intracoastal views, ample closet space, and a private ensuite bathroom. One of the additional bedrooms includes a unique sitting area overlooking the water, making it an ideal space for a reading nook, home office, or peaceful retreat. With three large bedrooms, this home provides flexibility for guests, hobbies, or additional living space. The enclosed porch extends the living area and offers the perfect place to enjoy your morning coffee, watch dolphins and boats pass by, or unwind while taking in spectacular sunsets over the Intracoastal Waterway. Practical features include an in-unit washer and dryer, abundant interior storage, and an additional exterior storage unit for beach gear, seasonal items, and more. Two covered parking spaces provide convenience and protection from the Florida sun. Residents of this gated, guard-monitored waterfront community enjoy an exceptional array of amenities. Multiple swimming pools, tennis courts, clubhouse, waterfront tiki tables, barbecue grilling areas, and scenic sidewalks along the water create a true resort-like atmosphere. Boating enthusiasts will appreciate the availability of boat slips through a waiting list program, offering convenient access to the Intracoastal Waterway and the Gulf of Mexico. The building is equipped with elevators for easy access, and the meticulously maintained grounds provide a peaceful and secure environment. Conveniently located just minutes from Gulf beaches, shopping, dining, medical facilities, and entertainment, this waterfront residence offers the ideal Florida lifestyle.

Listing is courtesy of: LANGEE REALTY (813-232-2400)

Listing Agent: Lara Magness (678-485-7984)

Remarks: Welcome to your updated waterfront corner unit in the highly sought-after Bay Island, a 55+ gated community in South Pasadena. Located in the Yorktown building, this renovated two-bedroom, two-bath residence features luxury vinyl flooring, a sleek modern kitchen with quartz countertops, and beautifully updated bathrooms throughout. Bright, open living spaces are enhanced by additional corner-unit windows, filling the home with natural light and capturing sweeping water views of Boca Ciega Bay from your private screened balcony. The spacious primary suite offers a peaceful retreat, while the light-filled guest room provides comfort and flexibility for visitors or a home office. Hurricane-impact windows and sliders add peace of mind and energy efficiency, and an in-unit laundry closet adds everyday convenience. One small dog or cat may be considered at the landlord’s discretion with association approval. Enjoy resort-style living with Bay Island’s exceptional amenities, including multiple pools, tennis and pickleball courts, fitness centers, and a scenic waterfront walking path—all just five minutes to famous St. Pete Beach and 15 minutes to vibrant downtown St. Pete, with dining and shopping nearby. Available for long-term rental at this rate.

Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)

Listing Agent: Maria Mercado Herbert, Pa (727-642-1151)

Remarks: Welcome to Harbourside, a Luxurious Waterfront condominium community. Enjoy the Water views from this 1300 sq ft Beach Walker end unit, Bldg 9. End units have a wrap around balcony off of the Kitchen and Den Area, and a Balcony off the living room and Primary Bedroom. Enjoy your favorite beverage from the Seventh floor balcony as you look out over the panoramic open waters of the Intracoastal waterway with the active Seabirds, Dolphins and natural nautical wildlife. The condo has a Laundry closet with stacking Washer and Dryer. The Condo and 2 split bedrooms / 2 baths and is move in ready including furniture and furnishings, just bring your personal items and move right in. There is under bldg assigned parking and guest parking in front of bldg. When Constructing Harbourside, JMC the contractor used Solid Steel reinforced concrete construction rather than hollow concrete blocks. Amenities include 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's Gyms, Jacuzzi, saunas, shuffle board, outdoor grilling, 3 car wash station with vacuum & air, Car Charging station, Marina with 3 docks and 87 deeded slips. There is no deeded slip to this unit but there are slips available to rent from other owners. A Clubhouse with a full social agenda, Great room with Kitchen, Billiard Room, Library, Wood working shop, Card room and a 1.5 mile walking trail around the island to exercise and enjoy the water. Come and enjoy Resort style living at it's best. Sorry TENANTS NO SMOKING AND NO PETS!

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Kathy Lingelbach (727-644-5128)

Remarks: Beautifully Remodeled Waterfront Fully Furnished Condominium Home at HARBOURSIDE. Tropical Gated Community with Amenities Galore! Yearly Lease. No Pets.

Listing is courtesy of: RESORT REALTY (727-329-8914)

Listing Agent: Sharon Youngman-Jackl (727-408-9000)

Remarks: Welcome to Saratoga in the sought after 55+ Waterfront community of Bay Island. This "Unfurnished" Waterfront condo has been completely remodeled and waiting for its new occupants. Condo has 2 bedrooms, 2 baths and a open concept to enjoy the water view. Carpeted Primary Bedroom has a walk in closet and an ensuite Bath with dual sinks and walk in shower. Carpeted 2nd Bedroom has built in shelves and closet. Newly remodeled Kitchen with Stainless steel appliances, Side by side Refrigerator, Dishwasher, Range, Microwave and Closet Pantry. The Screened Back patio is a wonderful place to enjoy a morning or evening beverage overlooking Boca Ciega Bay. Covered Parking space #101 is conveniently located right outside condo door entrance. Bay Island has 6 community pools, hot tubs, Tennis courts with Pickleball, outdoor grilling and Marina (No slip with this unit) The clubhouse offers a full social calendar, with Billiard room, ping pong table and Fitness center. Tiki huts located thru out the property to enjoy as you stroll along the many walking paths. Bay Island is located just minutes from the Popular Pristine West Coast Fl beaches and Minutes from I 275 and Downtown St Petersburg where you can enjoy the St Pete Pier, Museums, Art Galleries, Dining and all the History of St Petersburg. Come relax in your new home and enjoy the resort lifestyle of Bay Island.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Kathy Lingelbach (727-644-5128)

Remarks: Experience breathtaking sunsets from your private west-facing balcony after a lively afternoon of pickleball in Harbourside, one of Pasadena’s most amenity-rich, 24/7 gated waterfront communities. Now available for rent, this beautifully remodeled 2-bedroom, 2-bath condo is ideally located on the second floor of an east/west-facing building, welcoming abundant natural light and refreshing coastal breezes with picturesque sunset views. Inside, the open-concept layout features elegant crown molding, 5-inch baseboards, and a thoughtfully upgraded kitchen with granite countertops, stainless steel appliances, custom cabinetry, and convenient in-unit laundry. The spacious primary suite offers serene water views, a walk-in closet with custom built-ins, and a fully renovated en-suite bath. A generously sized second bedroom and updated guest bath provide flexibility for visitors, a home office, or a den. Recent improvements include a fully refreshed interior, new HVAC system (2023), roof replacement (2024), all-new outlets and switches, and a whole-condo surge protector for added peace of mind. Harbourside’s resort-style amenities are second to none, featuring five heated waterfront pools, tennis and pickleball courts, shuffleboard, two fitness centers with saunas, a 1.75-mile waterfront walking path, marina with available slips, EV charging stations, a car wash area, and an active clubhouse hosting regular social events. Assigned covered parking and extra storage are included. Located just minutes from St. Pete Beach, top dining, shopping, and the vibrant energy of downtown St. Petersburg, this condo offers the perfect blend of comfort, convenience, and coastal living. Three-month minimum lease.

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)

Listing Agent: Jacki Fabrizio (727-776-2976)

Remarks: One or more photo(s) has been virtually staged. This lovely water front condo is ready for immediate occupancy. Available furnished for short-term rental. Experience the Florida waterfront lifestyle in this corner 2BR/2BA condominium overlooking Porpoise Pass in the gated 55+ community of Bay Island. This bright residence offers floor-to-ceiling windows, a screened balcony with beautiful water views, an open living/dining layout, generous snack bar, and the convenience of an in-unit washer & dryer. The Ambassador Tower features interior hallways, 2 elevators, individual storage lockers, and covered parking. Recent updates include a 2025 water heater & 2020 HVAC. Bay Island offers 24-hour security, deep-water marina access, waterfront walking paths, 6 heated pools, tennis, pickleball, shuffleboard, fitness centers & clubhouse amenities. Rent includes cable, internet, Wi-Fi, water, sewer, trash, flood insurance, and guarded gate security. Room sizes are approximate; tenant(s) to verify all information, rules, restrictions, measurements & rental requirements. One or more photo(s) has been virtually staged.

Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)

Listing Agent: Yvonne Kane (727-278-5194)

Remarks: Waterfront Paradise! Welcome to Sunrise at Harbourside! Harbourside is a Luxurious Waterfront condominium community, immaculately maintained with 24/7 guard gate. This 2 bedroom/ 2 bath condo is available for minimum 6+ months or an Annual lease starting NOW. Enjoy your morning beverage as you look out your Balcony over Boca Ciega Bay. The condo is furnished, just needs your personal belongings. Bldg 7979 it Located across from the Tennis courts and steps from the clubhouse. Harbourside Amenities include 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's Gyms, Jacuzzi, saunas, shuffle board, outdoor grilling, 3 car wash station with vacuum & air, Car Charging station, Wood working shop, Card room and Library, Enjoy the Clubhouse with a full social agenda and a 1.5 mile walking trail around the island. Come and enjoy Resort style living at it's best. (Photos coming soon)

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Kathy Lingelbach (727-644-5128)

Remarks: 503 The Ambassador Building at Bay Island – A Premier 55+ Waterfront Community Located in the highly sought-after Ambassador Building at Bay Island, this spacious fifth-floor two-bedroom, two-bath condominium offers approximately 1,230 square feet of comfortable Florida living in the heart of South Pasadena. Beautifully updated throughout, the condominium features a modernized kitchen with granite countertops, soft-close wood cabinetry, stainless-steel appliances, and premium vinyl flooring. Additional improvements include a 2021 air-conditioning system, newer dishwasher, tiled bathrooms, and an enclosed lanai perfect for relaxing and enjoying the peaceful surroundings. Filled with natural light from large picture windows, the spacious living and dining areas with scenic views of the beautifully maintained grounds and Boca Ciega Bay, creating a bright and inviting atmosphere. Convenience and security are paramount, with a laundry room located on the same floor, dedicated covered carport parking just steps from the building entrance, gated community access, private lobby entry, and secure elevator access. Bay Island is renowned for its resort-style amenities, including six swimming pools, a fully equipped fitness center, clubhouse, tennis courts, marina, waterfront tiki huts, and beautifully landscaped grounds. Ideally located just minutes from the Gulf beaches, downtown St. Petersburg, restaurants, entertainment, and the world-famous John’s Pass fishing and shopping district, this community offers the very best of Florida waterfront living. Combining comfort, style, security, and an unbeatable location, this exceptional condominium presents a rare opportunity to enjoy the Florida lifestyle at its finest.

Listing is courtesy of: PIB REALTY (727-686-8026)

Listing Agent: Dean Doulou (727-686-8026)

Remarks: This is your chance to live in a completely update water front condo. It is a two bedroom two bath condo with a open concept, the kitchen is open to the large dinning, living room combination. This unit is completely updated with a retractable screen and storm shutters on the balcony right off the beautiful canal. All new appliances and it even has a wine/beverage fridge built in the the breakfast bar. Bay Island is one of the premier resort communities in the area. It is a gated community that has a his and hers gym, billiards room, ping pong room, car wash stations, tennis/pickleball courts, gas grills, several pools and spas. There is a very active social program at the club house if you choose to participate. Fire Place and stools do not stay.

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Jane Freel (727-410-6205)

Remarks: Rare, hard to find 2 bed 2 bath UNFURNISHED corner wrap around balcony with sunset water views. This condo is located in a 55 Plus gated waterfront community. It comes with Covered parking and a washer/dryer. All new flooring, move in ready. Breath taking views of Boca Ciega Bay and Harbourside Marina. There is also a gated courtyard entry. This unit is unfurnished and is available for long term lease. Very small pet is ok. No smoking allowed. Must be 55 or older. Perfectly placed Covered Carport. Beaches less than 5 min away. Shopping and dining close by. There is a large community clubhouse with billiards, ping pong, card room, library and his/hers fitness center, 1.25 walking trail, tennis, pickle ball, shuffleboard courts. Available May 10, 2026

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-828-8615)

Listing Agent: Joe Nix (727-687-0555)

Remarks: Discover the relaxed elegance of waterfront living at Bay Island, a highly sought-after 55+ gated community in South Pasadena. Located in the Lexington building, this renovated two-bedroom, two-bath residence comes fully furnished and equipped, making it truly move-in ready. The sleek modern kitchen features quartz countertops and a breakfast bar, ample cabinetry and counter space perfect for casual dining, tile flooring and beautifully updated bathrooms carry a clean, contemporary feel throughout. Bright, open living spaces fill with natural light and capture sweeping water views of Boca Ciega Bay from your private screened balcony. The spacious primary suite offers a peaceful retreat with beautiful water views, while the comfortable guest room provides flexibility for visitors or a home office. Hurricane-impact windows and sliders add peace of mind and energy efficiency, and an in-unit laundry closet adds everyday convenience. One small dog or cat may be considered at the landlord's discretion with association approval. Enjoy resort-style living with Bay Island's exceptional amenities, including multiple pools, tennis and pickleball courts, fitness centers, and a scenic waterfront walking path—all just five minutes to famous St. Pete Beach and 15 minutes to vibrant downtown St. Pete, with dining and shopping nearby. Available for long-term rental at this rate.

Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)

Listing Agent: Maria Mercado Herbert, Pa (727-642-1151)

Remarks: Welcome to resort-style living in the highly sought-after gated 55+ community of Bay Island. This beautifully maintained Turn Key rental opportunity comes fully furnished with 2-bedrooms, 2-baths, 2nd floor condo spanning 1,045 square feet of light-filled living space and serene waterfront surroundings. The spacious eat-in kitchen is thoughtfully designed with granite countertops, stainless steel appliances, a custom granite backsplash, and solid wood cabinetry—perfectly blending style and functionality. The open-concept floor plan allows for effortless flow between the kitchen, dining, and living areas, all enhanced by abundant natural light. The primary suite is a peaceful retreat featuring stunning water views, a private ensuite bath, and the convenience of an in-unit washer and dryer. A generously sized second bedroom and full bath provide comfortable accommodations for guests or additional living space. Step out onto the covered balcony and unwind while taking in tranquil views of Boca Ciega Bay—an ideal setting for morning coffee or evening relaxation. Additional highlights include Hurricane proof windows, assigned covered parking, separate storage, and ample guest parking for visitors. Bay Island offers an exceptional lifestyle with an array of resort-style amenities, including separate men & women's gym, a social club with a variety of events throughout the year, 6 heated pools, 2 hot tubs, tennis courts, shuffleboard, and boat docks. This community is also pet-friendly, adding to its welcoming atmosphere. Ideally located just minutes from St. Pete Beach, vibrant downtown St. Petersburg, and an easy drive to Tampa, this is coastal living at its finest.

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Jac Smith (727-228-1777)

Remarks: Welcome to your perfect Florida escape in beautiful South Pasadena! This stunning, fully furnished 2-bedroom, 2-bath waterfront condo offers the ideal blend of comfort, convenience, and coastal charm—perfect for a short or long-term stay. Step inside this turnkey residence and feel instantly at home. The spacious layout is thoughtfully designed for both relaxation and functionality, featuring a bright living area, a fully equipped kitchen, dual office workspaces, and comfortable bedrooms that make extended stays effortless. Wake up each morning to serene bay views and enjoy your coffee from the comfort of your private space overlooking the water—your own peaceful slice of paradise. This FULLY FURNISHED TURNKEY unit is ready now! This tastefully decorated home features KING BEDS IN BOTH BEDROOMS (an ADJUSTABLE king bed in the master), walk-in closets, stainless steel appliances, flat screen TVs, a pull-out sofa bed with brand new queen mattress, CABLE, HI-SPEED INTERNET (with WiFi), and laundry INSIDE of the unit! Flat-screen TVs in both the master bedroom and living room and a full 2nd bathroom for your guests! Enjoy the gorgeous views of the Bay from your screened in lanai! Comes with an assigned, covered parking spot and a ton of wide-open guest parking for your visitors! Located in the sought-after Bay Island community (a 55+ community), guests enjoy a secure, well-maintained environment with beautifully landscaped grounds and a welcoming atmosphere. The community offers fantastic amenities, including 6 community pools, (including a sparkling waterfront pool), dual hot tubs, tennis, pickleball, fitness center, marina, tiki huts, gas grills, billiards, ping pong, clubhouse, and walking paths—perfect for soaking in the Florida sunshine or staying active during your stay. You can’t beat the location! Just minutes away, you’ll find the pristine white sands of Treasure Island and St. Pete Beach, consistently ranked among the best beaches in the country. Spend your days swimming, sunbathing, or enjoying breathtaking Gulf sunsets. For dining, shopping, and entertainment, you’re a short drive from vibrant Downtown St. Petersburg, where you can explore waterfront parks, art galleries, museums, and a lively restaurant scene. Don’t miss a visit to the renowned Salvador Dalí Museum or a stroll along Beach Drive. Sports fans and event seekers will love being near Tropicana Field, home of the Tampa Bay Rays, while nature lovers can explore nearby parks, boating opportunities, and scenic coastal trails. Whether you’re relocating, working remotely, or simply looking for an extended getaway, this waterfront condo offers everything you need—comfort, convenience, and an unbeatable Florida lifestyle. Come experience the best of bayfront living and make your stay truly unforgettable! ALL UTILITIES INCLUDED IN RENT! Leases 6 months or less are subject to 13% sales/vacation tax. Summer rental rates: (MAY - NOVEMBER): $2,900/month. DECEMBER: $3,500/month. In-Season rental rates: (JANUARY – APRIL): $4,900/month. AVAILABLE for 2026: April, May, June, July, August, September, October, November, December. AVAILABLE for 2027: January, February, March, April, May, June, July, August, September, October, November, December. Don't wait, this unit won't last! Gorgeous condo in one of the most sought-after communities in the area! Association approval is required ($150). Tenant is responsible for a 1-time move-out cleaning fee of $175.

Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)

Listing Agent: Shawn Peacher (703-405-2615)