South Pasadena, FL Homes for Rent in a Gated Community

Experience coastal living in this beautifully furnished 1-bedroom, 1.5-bath condo located in the exclusive, gated Bay Island community one of South Pasadena's premier 55+ waterfront enclaves. This condo offers resort-style amenities and serene water views just minutes from Florida's top-rated beaches. Enjoy peaceful mornings and breezy evenings from your private screened balcony, overlooking the

Helena Mathews ELITEEAGLE REALTY SERVICES, LL

WATERFRONT STUDIO ON BOCA CIEGA BAY | BAY ISLAND ESTATES | TREASURE ISLAND AREA | 55+Turnkey fully furnished waterfront studio/efficiency condo located on the first floor in the highly desirable Bay Island Estates 55+ gated community, overlooking Boca Ciega Bay and just minutes from Treasure Island and St. Pete Beach. Completely renovated and move-in ready, this residence offers

Colleen Neelon COASTAL PROPERTIES GROUP INTERNATIONAL

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

Kathy Lingelbach FUTURE HOME REALTY INC

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

Jac Smith KELLER WILLIAMS ST PETE REALTY

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

Jane Freel RE/MAX ACTION FIRST OF FLORIDA

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

Lara Magness LANGEE REALTY

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

Jane Freel RE/MAX ACTION FIRST OF FLORIDA

Welcome to Harbourside and the opportunity to live in this luxurious waterfront community. Annual Condo available to lease. This 5th FloorCondo has a Beautiful Updated kitchen with lots of cabinet space and Stainless Steel appliances, 2 spacious Bedrooms and 2 Baths, Waterview from the Front eat in Kitchen area and Balcony off the Living room and Primary bedroom. Primary Bedroom has a

Kathy Lingelbach FUTURE HOME REALTY INC

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

Sharon Youngman-Jackl RESORT REALTY

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

Joe Nix BHHS FLORIDA PROPERTIES GROUP

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.

Kathy Lingelbach FUTURE HOME REALTY INC

Super Complex with loads of amenties. Gated. Walking path around the whole island. Unit is newly furnished in Deccember. Available for August 1st occupancy. 2 month minimum. Rental rate is for 6 month off season. Available for off season shorter term as well. Nice large 1 bedroom unit. Big bedroom and living/dining. Brand new W/D in the unit. Great waterview and balcony overlooking the bay.

William Welch COASTAL PROPERTIES GROUP

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

Joe Nix BHHS FLORIDA PROPERTIES GROUP

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

Patrick Podolske Pa CHARLES RUTENBERG REALTY INC

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

Kathy Lingelbach FUTURE HOME REALTY INC

503 The Ambassador Building at Bay Island – A Premier 55+Waterfront CommunityLocated 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

Dean Doulou PIB REALTY

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

Kathy Lingelbach FUTURE HOME REALTY INC

A great opportunity to finally live at Harbourside! This one bedroom, one bath FURNISHED condo offers more than just a home – it's a lifestyle. Wake up to breathtaking views of the water and enjoy your morning coffee on the private balcony, where tranquility meets serenity. Discover the perfect blend of comfort and convenience in this charming setting. Situated in a picturesque location with

Sara Ward EXP REALTY LLC

Harbourside Windwards Bldg Summer rental available. Updated, beach-themed, waterfront condo in Harbourside Community available April 21, thru October 31, 2026. Monthly rent is $3,000.00 and includes water, sewer, trash, basic cable, internet and $75 credit towards electric each month. This open floor plan unit is turn-key furnished, down to the linens and dishes. Master Bedroom has an updated

Kathy Lingelbach FUTURE HOME REALTY INC

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

Jac Smith KELLER WILLIAMS ST PETE REALTY

VACATION IN PARADISE! Welcome to your coastal retreat in this beautiful 3-bedroom, 2-bath third-floor condo. Everything you need for an extended stay. Modern kitchen and bathrooms to the stylish living room and bedrooms, ensuring a comfortable and contemporary stay. The spacious primary suite features a king bed, ensuite bath, and large windows looking out to the water. The first guest bedroom

Zak Odell SANDCASTLE REALTY INC

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

Shawn Peacher NETWORK REAL ESTATE GROUP

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

Jacki Fabrizio SMITH & ASSOCIATES REAL ESTATE