South Pasadena, FL Condos for Rent

Available May - Dec 2026. 30 day minimum stays required. Welcome to your waterfront retreat on Florida’s sunny Gulf Coast! Nestled in the coveted Hemingway Condos, this beautifully updated vacation home or mid-term rental is just what you’ve been looking for. Foremost, you’ll love the breathtaking views from your private 4th floor balcony. Spend each morning sipping coffee while watching boats

Kelly Strom PINK CHAIR REALTY

Here is your chance to live in a completely updated 2 bedroom 2 bath condo with a den that is on the intracoastal water way. This corner unit is spacious and bright. Enjoy elegant crown molding,wood floors, a wet bar, water softener, storm shutters, and an expanded den perfect for extra living or office space. This end unit has two spacious balconies, you have the front one for the sunrises and

Jane Freel RE/MAX ACTION FIRST OF FLORIDA

Spacious 2BR/2BA condo in the desirable Sun Island 55+ community in South Pasadena. This well-maintained unit features floor-to-ceiling windows, granite countertops, stainless steel appliances. This community sits on the water (unit is not waterfront) and offers resort-style amenities including clubhouse, fitness center, waterfront pools, tennis & pickleball courts. Water, sewer, and trash are

Sarah Sebastian ALL COUNTY PROPERTY MGMT

Fall in love with this custom-designed, 2-bedroom, 2-bathroom waterfront condo that was fully renovated in 2018 with a sleek, open-concept design with high-end finishes. The gourmet kitchen features top-tier appliances, a wine cooler, and quartz countertops. Modern upgrades include advanced wiring, LED lighting, updated plumbing, and a smart thermostat. Located in the desirable Bay Island

Anthony Disano PARKVUE REALTY FLORIDA, LLC

Beautiful 1-bedroom apartment featuring a spacious walk-in closet, central A/C, and brand-new appliances, located in a prime waterfront location and nestled within a charming courtyard-style community that instantly feels like home. This is an all-ages, pet-friendly community. The newly updated unit offers breathtaking views of Boca Ciega Bay and is less than one mile from the pristine beaches of

Elena Briand MC HOMES REALTY INC

Welcome to Pasadena Cove, a stunning waterfront gated community in the heart of South Pasadena. This beautiful Two-bedroom Two-bathroom condo is fully furnished, and all housewares included with 1 carport. The kitchen has wood cabinets, a large pantry, Corian countertops, tile backsplash and breakfast nook. Ally kitchen layout with pass-through to dining and living room. Off the living room are

Debbie Hebden ELITE TAMPA BAY REALTY LLC

Renovated Waterfront Retreat in Bay Island – 55+ Resort LivingExperience the best of Florida living in this beautifully updated, first-floor end unit. This oversized one-bedroom condo easily fits a king-size bed and features a modern kitchen with quartz countertops, new cabinetry, and stainless steel appliances. Enjoy the peace of mind that comes with upcoming impact window installations and

Patrick Podolske Pa CHARLES RUTENBERG REALTY INC

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

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

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

Ideal location for a fully furnished rental available March 15, 2026 - Dec 2026. Minimum 6 Month Rental. This well maintained unit is immaculate and is located in a PRIME LOCATION - just a short walk to Publix/local pharmacies, or just a 5 minute jaunt to the gorgeous Gulf Coast Beaches of Upham Beach & St Pete Beach, along with all of the day/night dining/shopping activities along Corey Avenue

Katherine Leavitt MAR-KEY PROPERTY SERVICES LLC

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

Kate Berlin Benoot BENOOT REALTY

One or more photo(s) has been virtually staged. Wake up to tranquil canal views from this beautifully positioned third-floor condo residence, offering 1 bedroom, 1.5 baths, approximately 920 square feet of thoughtfully designed living space in a sought-after coastal community just minutes from Florida’s top-rated Gulf beaches. Designed for effortless living and entertaining, the open-concept

Jac Smith KELLER WILLIAMS ST PETE REALTY

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

Patricia Lugo COLDWELL BANKER REALTY

Welcome to Beach walker at Harbourside! Summer Rental Available! May 1, 2026 thru November 2026 This west facing 1st floor unit has an extended large balcony with a tiled surface and will accommodate 2 tables, lounge chairs, umbrellas and grill. Great for entertaining and watching the active waterway. The kitchen has been opened to dining room for that open floor plan feeling adding a lot of

Kathy Lingelbach FUTURE HOME REALTY INC

Summer Rental Available in Harbourside! Enjoy the East/West facing, updated waterfront condo in Harbourside Community available May 1, 2026 through November 1, 2026. Monthly rent is $2,500.00 each month, on a 6+ month lease, A shorter term lease is available, a 13% tax would need to be included for short term lease. Lease includes Basic Cable, Internet, water, sewer and trash the electric charges

Kathy Lingelbach FUTURE HOME REALTY INC

SUMMER RENTAL! Beautiful updated waterfront condo available April 1st through 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

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

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

Super Complex with loads of amenties. Gated. Walking path around the whole island. Unit is newly furnished in Deccember. Available for May 1st occupancy. 2 month minimum. Lower rate available for off season longer term. Nice large 1 bedroom unit. Big bedroom and living/dining. Great waterview and balcony overlooking the bay. Covered parking included.

William Welch COASTAL PROPERTIES GROUP

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

Welcome to resort-style living at Pasadena Cove! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and coastal charm. Ideally located in South Pasadena, you’re just five minutes from the sugary sands of St. Pete Beach and steps from local restaurants and shopping. Relax on your large screened-in porch overlooking a peaceful pond with a fountain,

Jane Freel RE/MAX ACTION FIRST OF FLORIDA

Welcome to Beach Walker at Harbourside. Harbourside is a Luxurious Waterfront condominium community, immaculately maintained with 24/7 guard gate. This Winter, from your Top floor condo, Enjoy the scenic Intracoastal Waterway and Sunsets on the Gulf. The Harbourside community offers the perfect blend of luxury, convenience, and active community living. Enjoy the open floor plan of this condo and

Kathy Lingelbach FUTURE HOME REALTY INC

SHORT TERM 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

Joe Nix BHHS FLORIDA PROPERTIES GROUP

Location is key for this unit offering Amazing water views from unit. This Beautifully updated Large 1 Bedroom 1 full bath and 1/2 bath condo on ground floor 55+ community on the intercoastal waterway across from Corey Avenue St. Pete Beach. Community includes club house with pool, water, sewer, cable, internet, trash, ground and pool maintenance. Close to shopping, restaurants, Downtown St.

Margaret Valentine TOTAL REALTY SERVICES INC

Annual Lease at Coral Pointe in Gated Community of Harbourside. This 2bd/2ba/Den condo is located on the 3rd floor in bldg A. Condo has Washer and Dryer, split Bedrooms with an open floor plan and Hurricane shutters. Enjoy views of the Intracoastal waterway and Gulf beaches. $2800 monthly lease includes Basic Cable, Internet, Water, Sewer, Trash, Under Bldg parking and all the amenities of

Kathy Lingelbach FUTURE HOME REALTY INC