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: One or more photo(s) has been virtually staged. Rental opportunity! Welcome to this stunning 55+ gated condo community within Bay Island. Light & bright throughout, this beautiful unit offers 2-bedrooms, 2-full baths, 1,115 square feet of living space and all located on the FIRST floor. Offering unobstructed WATER VIEWS from every room, both bedrooms feature views of the water and marina. This entire unit has been completely renovated with all new doors, walls, baseboards and new appliances. The kitchen has lots of cabinet space, and has a pass-thru for easy entertaining. The dining area has generous space for a large table and flows directly into the living room for an open concept. Lots of natural lighting through the glass sliding doors that lead out to the covered private patio, perfect for enjoying the serene waterfront vibe and sunsets. This unit boasts ceramic tile flooring throughout and includes an in unit laundry and laundry closet with a full capacity washer and dryer. Your designated covered carport (#160) is just steps away, making access a breeze. The Bermuda building is ideally located within the Bay Islands community, a vibrant well maintained neighborhood with lush landscaping throughout. Enjoy the resort style heated pools, a hot tub, marina, tiki huts, tennis and pickle ball courts and recreational facilities. There's also a barbecue area between the buildings, complete with tables and benches with a waterside view. Whether you're watching the dolphins play or boats sailing by from this beautiful first-floor home you'll enjoy the Florida lifestyle. Located close to beaches, restaurants, downtown St. Petersburg, and just a short 30 minute drive to Tampa International Airport, Bay Island is Florida living at its finest. Enjoy a scenic 1.5-mile walk around the entire complex and discover why this community is such a sought-after coastal destination with amazing water views of the Marina/Basin and Boca Ciega Bay! Community allows service animals or ESA animals with documentation ONLY. Confirm with HOA on PETS! HOA covers water, trash, sewer, gate house, and amenities paid by the landlord. Electric is a tenant expense. Landlord will install blinds in the living room and in both bedrooms prior to occupancy.

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

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

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: Welcome to Harbourside and the opportunity to live in this luxurious waterfront community. Annual Condo available to lease. This 5th Floor Condo has a Beautiful Updated kitchen with lots of cabinet space and Stainless Steel appliances, 2 spacious Bedrooms and 2 Baths, Water view from the Front eat in Kitchen area and Balcony off the Living room and Primary bedroom. Primary Bedroom has a King size bed, Walk-in closet, Primary Bath has Tub with Shower. The 2nd Bedroom has a Queen size bed with built-in closet and 2nd Bath has a walk-in shower. Enjoy the views of the intracoastal water way and Gulf with the Navigating Marine activity, Seabirds, Dolphins and marine life. The Condo is Turn-key furnished, complete with Furniture, Furnishings, Dishes and Linens, just bring your personal items and move right in. The Assigned parking is under bldg with guest parking spots available. Harbourside Community has a 24/7 Gate access with on duty Guard, the 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 and Marina. There is no deeded slip to this unit but there may be slips available to rent from owners. A Clubhouse with a full social agenda, Card Room, Library, Billiard room and wood working shop. This Paradise has a 1.5 mile waterfront walking trail around the Island. Harbourside 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 the City of St Petersburg. Come and enjoy Resort style living at it's best. TENANTS NO SMOKING AND NO PETS. Harbourside is a No Smoking community.

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

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

Remarks: SUMMER RENTAL! Beautiful updated waterfront condo available June 15th thru November 1st, 2026. Monthly rent is $2300.00 and includes basic cable, internet, water, sewer, trash and $75 credit towards electric each month. This 3rd Floor condo, end unit, has a beautiful glass enclosed balcony/florida room that offers additional living space. Tastefully decorated, light and bright condo, and is turn-key furnished, down to the linens and dishes. Master Bedroom has a king size bed, updated ensuite Master Bath with Tub and Shower, walk-in closet and a wonderful water view for you to enjoy as you awake each morning. Guest bedroom has a king size bed and updated bath with walk-in shower. Condo has an inside laundry closet with washer and dryer. Owners request Three months lease payment and deposit be paid In advance. Security deposit refund will be returned upon owners FINAL review of the property in December. Tenants are encouraged to leave condo in same condition as start of lease when they arrived or A Professional Cleaning fee will be deducted from the security deposit. Security deposit will be refunded upon owners return and final review of the unit in December of 2026. Harbourside is a highly desirable waterfront community with multiple pools, jacuzzi, BBQ grilling area, tennis courts with pickle ball and shuffleboard. The active Club house offers a full social agenda, Men and Women Saunas, fitness centers, Billiard room, card room, library, Wood working shop, Great room with fully equipped kitchen and a beautiful lobby to relax and visit with neighbors and friends. The car wash station is complete with vacuum and air. Harbourside has car charging stations. Around the Island is a 1.5 mile trail to walk or jog as you enjoy sunrises or sunsets on the water. No boat slip with this unit. One assigned covered parking spot is included. Harbourside is minutes from the worlds top rated beaches, Downtown St Petersburg, Museums, Theatre, Restaurants, Shopping and access to I275. Sorry Management does NOT allow Tenants Pets and Smoking is NOT Permitted. Enjoy a summer of Resort Style Living at its best.

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

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

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: Welcome to Florida waterfront living the way you imagine at Chateau Towers in South Pasadena. Wake up each morning to serene bay views and enjoy a prime location just minutes from some of the area’s best Gulf beaches and St. Pete’s vibrant downtown. This 2-bedroom, 2-bath condo features open-concept living with stainless steel appliances and a bright, inviting layout designed for relaxed coastal living. Residents enjoy resort-style amenities including a pool, hot tub, sauna, and fitness center. The unit includes assigned carport parking along with ample guest parking.

Listing is courtesy of: BENOOT REALTY (727-944-4000)

Listing Agent: Kate Berlin Benoot (727-505-8591)

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: For Rent, 12 months minimum... Don’t miss this exceptional two-bedroom, two-bath ground-floor waterfront condominium located in the highly desirable 55+ Bay Island community. This updated condo, is filled with natural light and features easy-care ceramic tile flooring and crown molding throughout. The kitchen is thoughtfully designed with granite countertops, solid wood cabinetry, and a breakfast bar with seating, perfect for casual dining. The open living and dining area offers stunning views of Boca Ciega Bay and opens to a screened patio, an ideal setting to relax and enjoy coastal breezes—or even watch dolphins at play. The spacious primary suite includes an updated en-suite bathroom with a walk-in shower, linen closet, and the convenience of interior laundry with a stackable washer and dryer. Additional features include separate storage and covered parking. Bay Island residents enjoy an impressive resort-style amenity package, including: Multiple heated swimming pools, tennis and pickleball courts, shuffleboard courts. Fully equipped fitness centers, saunas, waterfront clubhouse, marina and a scenic 1.5 mile walking trail. Bay Island also have regularly scheduled community activities and events This pet-friendly community is ideally located just minutes from St. Pete Beach, Corey Avenue’s restaurants and shops, grocery stores, healthcare facilities, and the SunRunner, offering convenient access to downtown St. Petersburg and Tampa. This waterfront condominium offers the perfect combination of comfort, lifestyle, and location. Schedule your private showing today. Association approval is required. This is a non smoking property, one indoor cat and one dog is allowed with a pet fee. Rental insurance is required. Credit and background check is required per each applicant.

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

Listing Agent: Patricia Lugo (727-409-7742)

Remarks: Welcome home to your dream come true! Located on Sun Island just a hop skip and a jump away from South Pasadena shops, stores, grocery, restaurants, and hospital as well as the beautiful gulf beaches on St Pete beach and the quaint Corey Avenue. This 2 bed 2 bath home boasts astounding unobstructed views of Boca Ciega bay where you can watch the dolphins play daily and catch incredible Florida Sunsets! Secluded behind 24/7 security on Sun Island, you have all the ammenities you can dream of including multiple pools, tennis courts, a clubhouse and game room! A short walk to the shops on Corey Ave, the restaurants of South Pasadena, and the beautiful beaches on St Pete Beach, this home is ready for you to call home, schedule your showing today!

Listing is courtesy of: RMS ELITE PROPERTIES (727-821-1999)

Listing Agent: Michael Von Arx (952-607-8381)

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: AVAILABLE NOW TILL OCTOBER 31ST. Check out the fabulous Bay Islands 55 plus Resort-like waterfront complex 2 BED 2 BATH CONDO where you will find some serious amenities. Six pools, Tennis and Pickle ball courts, large clubhouse with his and hers separate fitness gyms, Billiards room, Ping pong room, Card room and library, Marina, an on sight social director and a 1.25-mile waterfront walking trail. All within 5 min to one of the world's most famous beaches. This spacious 2-bedroom, 2 bath condo includes a private balcony overlooking the Jamaica building pool and coastal waterway. Besides the great views there is a full-size washer and dryer in its own laundry room inside the condo. The master bedroom has a walk-in closet. The master bathroom has a walk-in shower. The flooring consists of an imported tile with a French design pattern which goes with the wall colors and artwork. The bedrooms are carpeted. This is a great location, everything you would need is minutes away. The Sun Runner Line is just outside the gate. Included is an assigned carport and there is ample guest parking. There is elevator access to the condo. There is a min 30 day stay required for rentals.

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

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

Remarks: Can be rented furnished of unfurnished! The beautiful two bedroom and two bathroom condo is in the resort community of Pasadena Cove. The condo has two large bedrooms and two full bathrooms with an eat in kitchen and a four season balcony with clear vinal removable screen covers. This gated community has several amenities and is centrally located to make everyone feel right at home. Whether it's laying by the pool/spa area or exercising in the gym or going 5 minutes down the road to the award winning beaches of St Pete Beach / Treasure Island. You have the luxury of being right down the road from the local mall and the quaint downtown Gulfport area and all the shops and restaurants.

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)