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HARBOURSIDE CONDO - TB8498546 - 7872 SAILBOAT KEY BLVD S BLVD S #504, SOUTH PASADENA, FL 33707 1 Day on yellowkey
$3,000 | Condo | 2 beds | 2.0 baths | 1 gar
Available for 6-12 months lease starting May 2026! 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. 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. 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. Experience the best of Harbourside living at an affordable price! Tenant application $100, background check required.
Listing is courtesy of: LUXURY & BEACH REALTY INC
RANGER CONDO - TB8498835 - 7893 SAILBOAT KEY BLVD S #202, SOUTH PASADENA, FL 33707 1 Day on yellowkey
$2,100 | Condo | 1 beds | 1.0 baths | 1 car
Enjoy waterfront, resort-style living in this beautifully updated 1-bedroom, 1-bath condo located in the luxurious gated community of Harbourside! Available May–December 2026, this bright and spacious residence is elegantly furnished and features an open-concept kitchen with granite countertops, gleaming tile floors throughout, and a dedicated workstation with a water view. The oversized enclosed covered patio—with sliding glass doors, ceiling fan, and a queen-size Murphy bed—can be used as a relaxing Florida room or as an additional sleeping space for occasional guests. A washer and dryer are conveniently located inside the unit. Rent includes water, cable, Wi-Fi, and full access to community amenities: pool, jacuzzi, his-and-her fitness centers, sauna, tennis, pickleball, shuffleboard courts, and a billiards room. The unit also comes with an assigned covered parking 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. Experience the best of Harbourside living at an affordable price—you may just wish you could stay longer! Long-term rental options are also available. Call today!
BAY ISLAND GROUP 15 - TB8498910 - 7300 SUN ISLAND DR S #905, SOUTH PASADENA, FL 33707 2 Days on yellowkey
$2,400 | Condo | 1 beds | 1.5 baths | 1 car
Completely renovated and fully furnished. This stunning 9th-floor waterfront residence at Bay Island is ready for you to move right in and start living the Florida dream. Every inch of this 1,120 sq ft condo has been thoughtfully updated. The open living and dining area is bathed in natural light and opens directly onto a large private balcony where sweeping views of Boca Ciega Bay and the Gulf of Mexico greet you morning, noon, and night. New furniture throughout means nothing to worry about — just bring your suitcase. The designer kitchen showcases quartz countertops, sleek new stainless-steel appliances, and clean, contemporary finishes. The bedroom suite is spacious and serene, with water views that make every night feel like a vacation. An in-unit washer and dryer adds the everyday convenience that makes this feel like home, not a compromise. Bay Island is one of the Gulf Coast's premier 55+ gated communities, and the Admiral Building puts you at the center of it all — steps from the signature Y-shaped heated pool, jacuzzi spa, and tiki huts overlooking the bay. Residents also enjoy five additional pools, tennis and pickleball courts, shuffleboard, a 1.25-mile waterfront walking trail, a marina with boat slips, a fishing dock, outdoor grilling stations, and a beautifully renovated clubhouse with a fitness center, sauna, billiards room, card room, library with Wi-Fi, and a full catering kitchen. A full-time social director keeps the community calendar lively year-round. 24-hour guard-gated security. Water, sewer, cable, and internet included. Minutes to St. Pete Beach, Corey Avenue shops and dining, and the best of Pinellas County. Turnkey, waterfront, and truly move-in ready — this one checks every box.
Listing is courtesy of: FOREVER FLORIDA REAL ESTATE
LIGHTHOUSE HARBOR MARINA CONDO - TB8497446 - 1750 HARBOR PL S #104, SOUTH PASADENA, FL 33707 4 Days on yellowkey
$2,450 | Condo | 1 beds | 1.5 baths | 1 car
This stunning, upgraded, pet-friendly waterfront condo offers an authentic Florida lifestyle. The open floor plan flows to an oversized balcony with breathtaking water views. The unit features an in-home laundry area and a modern kitchen with Shaker cabinets, granite countertops, stainless steel appliances, a pantry, and a breakfast bar. The bedroom includes a spacious walk-in closet and a beautifully remodeled en-suite bath. Both bathrooms have been tastefully updated, and a tankless water heater adds efficiency. The expansive 161 sq ft balcony is perfect for entertaining or relaxing while taking in the serene waterfront setting. The unit includes a covered parking space and can be offered furnished if desired. Conveniently located just a short bike ride to the beach and local restaurants, with easy access to downtown St. Petersburg and I-275 for commuting to Tampa. Shopping, dining, and entertainment are all minutes away. Community amenities include an updated clubhouse with kitchen, pool, his and hers saunas, kayak storage with launch access, and nearby marina amenities for boating enthusiasts.
- TB8497205 - 1846 SHORE DR S #101, SOUTH PASADENA, FL 33707 6 Days on yellowkey
$1,900 | Apartment | 1 beds | 1.0 baths
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Move In Special - 2 months free rent if lease signed by 5/31/26. This is Florida Living! Stunning 2-Bedroom Apartment in a Prime Location and nestled in a charming courtyard-style community that instantly feels like home. Thoughtfully updated modern unit! Located in the desirable Bayside Villas, a smoke-free and pet-friendly community, your new home offers breathtaking views of Boca Ciega Bay and is less than a mile from the pristine beaches of the Gulf of Mexico. Enjoy the convenience of being just minutes from the vibrant dining, shopping, and entertainment of St. Pete Beach, and only 15 minutes from downtown St. Petersburg. With easy approval and a location that truly has it all, this is Florida living at its finest! One or more photo(s) has been virtually staged.
Listing is courtesy of: TRADEWIND PROPERTIES
- TB8497165 - 1846 SHORE DR S #107, SOUTH PASADENA, FL 33707 6 Days on yellowkey
$1,600 | Apartment | 1.0 baths
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Move In Special - 2 months free rent if lease signed by 5/31/26. This is Florida Living! Stunning 2-Bedroom Apartment in a Prime Location and nestled in a charming courtyard-style community that instantly feels like home. Thoughtfully updated modern unit! Located in the desirable Bayside Villas, a smoke-free and pet-friendly community, your new home offers breathtaking views of Boca Ciega Bay and is less than a mile from the pristine beaches of the Gulf of Mexico. Enjoy the convenience of being just minutes from the vibrant dining, shopping, and entertainment of St. Pete Beach, and only 15 minutes from downtown St. Petersburg. With easy approval and a location that truly has it all, this is Florida living at its finest! One or more photo(s) has been virtually staged.
PASADENA ON THE GULF SEC C - TB8493138 - 6931 HIBISCUS AVE S #2B, SOUTH PASADENA, FL 33707 9 Days on yellowkey
$1,200 | Half Duplex | 1 beds | 1.0 baths
Location, Location!! Cute little duplex that has just been totally renovated in South Pasadena in the popular Pasadena on the Gulf subdivision. Looking for annual rental only. Convenient location near a variety of shops, local restaurants, grocery stores, banks and other businesses along Pasadena Avenue and Gulfport Boulevard. Unit #2B has neutral ceramic tile floors throughout, new white Kitchen cabinets, new appliances and new interior paint. The bathroom has new bath fixtures, new tile floors and a great walk-in shower. This cute little one bedroom, one bath unit is ready for immediate occupancy. Oversized lot has small a cottage at rear and a duplex in the front of the property. Plenty of parking and an on-site laundry room with washer and dryer for the convenience of all three units. Rent includes yard maintenance, water, sewer and garbage pickup. One small dog or cat under 15 lbs. allowed. No Smoking. Tenant application, background check and owner approval. $100 tenant processing fee is due at move-in, and $65 application fee per adult.
Listing is courtesy of: KELLER WILLIAMS GULF BEACHES
PASADENA ON THE GULF SEC C - TB8493134 - 6931 HIBISCUS AVE S #1A, SOUTH PASADENA, FL 33707 9 Days on yellowkey
Location, Location!! Cute little duplex that has just been totally renovated in South Pasadena in the popular Pasadena on the Gulf subdivision. Looking for annual rental only. Convenient location near a variety of shops, local restaurants, grocery stores, banks and other businesses along Pasadena Avenue and Gulfport Boulevard. Unit #1A has neutral ceramic tile floors throughout, new solid wood Kitchen cabinets, new appliances and new interior paint. The bathroom has new bath fixtures, new tile floors and a great walk-in shower. This cute little one bedroom, one bath unit is ready for immediate occupancy. Oversized lot has small a cottage at rear and a duplex in the front of the property. Plenty of parking and an on-site laundry room with washer and dryer for the convenience of all three units. Rent includes yard maintenance, water, sewer and garbage pickup. One small dog or cat under 15 lbs. allowed. No Smoking. Tenant application, background check and owner approval. $100 tenant processing fee is due at move-in, and $65 application fee per adult.
LES CHATEAUX DES ROIS - TB8495047 - 1153 RUE DES ROIS #1B, SOUTH PASADENA, FL 33707 12 Days on yellowkey
$2,200 | Condo | 2 beds | 2.0 baths
$$ Rent Reduced $$ South Pasadena, FL 33707 — Rue Des Rois $2,200/month | 2 Bed / 2 Bath | Condo FULLY RENOVATED — MOVE IN READY This stunning 2BR/2BA condo on Rue Des Rois in South Pasadena has been completely updated top to bottom. New luxury vinyl plank flooring throughout, fresh coastal paint, and modern finishes in every room. No carpet anywhere! **KITCHEN** Brand new white shaker cabinets, quartz countertops, stainless steel appliances — LG French door fridge, electric range, over-the-range microwave & dishwasher. Bright window over the sink. Chef's kiss. **BEDROOMS** Two spacious bedrooms with ceiling fans and large closets. The primary suite has a private en-suite bathroom — fully renovated with a glass-door walk-in shower, gray subway tile, mosaic floor, and stylish black hardware. **BATHROOMS** Guest bath has tub/shower combo with white subway tile and marble-look porcelain floors. Primary bath is a full spa-style renovation with glass sliding shower doors and a designer vanity. **MORE FEATURES** Open concept living/dining area Frosted glass barn door Sliding glass door to exterior Walk-in utility closet Tons of storage throughout New LVP flooring — zero carpet Washer / Dryer in unit **LOCATION IS UNBEATABLE** SunRunner BRT stop — get to Downtown St. Pete, USF, or St. Pete Beach in minutes for just $2.25 Gulf beaches less than 2 miles away Publix and groceries 5 min away Waterfront parks and Pinellas Trail nearby Corey Avenue dining, shops & Sunday Market around the corner **RENT: $2,200/month** First + Last + Security required at signing $100 application fee per adult (non-refundable) NO PETS Condo association approval required
Listing is courtesy of: SPA BEACH REALTY LLC
BAY ISLAND GROUP 4A - TB8492433 - 7540 BAY ISLAND DR S #253, SOUTH PASADENA, FL 33707 17 Days on yellowkey
$2,500 | Condo | 2 beds | 2.0 baths | 1 car
Furnished 2 bed 2 bath second floor condo with views of the intra-coastal. This unit has everything you're looking for - a balcony overlooking the water - you can watch dolphins swim by, boats pass by and even sunsets. Completely furnished throughout and includes in-unit laundry facilities. 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 unit is available on an annual basis only, it's not available for short term or as a seasonal rental. This location is convenient to many area beaches, shops and restaurants. Come take a look!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC
LES CHATEAUX DES ROIS - TB8493300 - 7011 PLACE DE LA PAIX #2B, SOUTH PASADENA, FL 33707 17 Days on yellowkey
$1,450 | Condo | 1 beds | 1.0 baths
FOR RENT - Available Now! Move in and enjoy living the beach life. Located in South Pasadena, this second-floor condo offers a blend of comfort and accessibility. Luxury laminate flooring, bright, open floor plan with plenty of natural light. It has plenty of storage including a large walk-in closet and private storage closet located near the entrance - space for bicycles, fishing tools, luggage, or seasonal items. The enclosed sunroom would make a great home office, fitness area, or a quiet retreat overlooking the courtyard. Best of all worlds: approximately 10 minutes from the beaches and downtown St. Petersburg. A nearby waterfront park offers green space, grills, tennis courts, and a playground. The SunRunner bus line provides convenient access to the beach, offering an easy alternative to driving and parking. Although a dedicated parking space is included - right outside of the door. Initial screening application is $40, once that is approved $150 Condo Assn application/new resident packet is required. Contact Roger for a showing today!
Listing is courtesy of: ACT REAL ESTATE BROKERAGE
LES CHATEAUX CONDO - TB8491933 - 6990 PLACE DE LA PAIX #2B, SOUTH PASADENA, FL 33707 17 Days on yellowkey
$2,450 | Condo | 2 beds | 2.0 baths
Welcome to your own slice of paradise! This updated top floor end unit in South Pasadena offers a move in ready retreat that is fully furnished, turn key and available for a 6 to 12 month lease. The interior features modern wood look ceramic tile flooring, updated windows, and upgraded lighting throughout, creating a bright and welcoming atmosphere. Kitchen and baths has been beautifully updated and the primary bedroom is a show stopper, which features custom California Closet systems and peek-a-boo water views to wake up to. The location is tough to beat, perfectly tucked between the Gulf beaches and the energy of Downtown St. Pete. It’s a truly walkable neighborhood where you can stroll just one block to the waterfront boardwalks at Duryea Bay View Park or wander through the gardens at Galetea Park, with Publix and local restaurants just a short walk away. Living at Les Chateaux feels like a permanent vacation, with a heated pool and two-story clubhouse just steps from your door, along with a beautiful courtyard, and grilling areas. Whether you're looking for a seasonal getaway or a long-term residence, this unit offers the perfect blend of convenience and Florida charm.
Listing is courtesy of: DALTON WADE INC
PASADENA COVE CONDO - TB8490492 - 1320 PASADENA AVE S #203, SOUTH PASADENA, FL 33707 18 Days on yellowkey
$2,600 Reduced | Condo | 2 beds | 2.0 baths | 122 car
Welcome Home and Experience relaxed coastal living in this beautifully maintained 2-bedroom, 2-bath condo located in the heart of South Pasadena! This light and bright unit features a peaceful pond view from your private screened in balcony, creating the perfect setting to unwind. The unfurnished spacious split-bedroom layout offers privacy, while the open living and dining area flows seamlessly for comfortable everyday living and entertaining. Enjoy the convenience of in-unit laundry, plantation shutters through-out and hurricane shutters for added peace of mind, and an assigned covered parking space. Situated within a gated community, residents have access to a wide range of amenities including a pool, clubhouse, fitness center, shuffleboard courts, and more. Ideally located just minutes walking to shopping, dining, and medical facilities—and only 8–10 minutes to the beautiful Gulf beaches—this condo offers the best of convenience and Florida lifestyle. Monthly Rent: $2,700 Security Deposit: One month’s rent No pets permitted (service animals only) No smoking permitted Enjoy low-maintenance living in a prime location—schedule your showing today!
Listing is courtesy of: EXP REALTY LLC
PASADENA COVE CONDO - TB8492420 - 1324 PASADENA AVE S #205, SOUTH PASADENA, FL 33707 19 Days on yellowkey
$1,950 | Condo | 1 beds | 1.5 baths
Pasadena Cove offers great amenities and accessibility to all the BEST beaches, shopping and dining in Pinellas county, This 1 bedroom, 1 and a half bathroom unit on the 2nd floor has many updates that will leave you speechless. As you enter this unit your amazing kitchen is on the right. The solid wood cabinets and granite counter tops give this kitchen a very nice finished look. The extra storage space and the eat in area. The glass sliding doors on the opposite side of the living/dining area provides you with a view of the resort space of the community. As you sit on the screened in porch, you overlook the heated pool and spa with paved seating area as well as the clubhouse and the meticulously manicured landscaping. The porch has a door that leads into the master suite which offers a walk in closet and bathroom. Bathroom has a separate vanity with wood cabinets and granite counters. Community offers Spas and pool. The unit also offers a half bath for your visitors. The community offers bike and kayak storage and you can fish from the dock. The club house boast with some great features including a gym, billiards room, library and a kitchen that you can use for special events. The pool and spa is heated with an oversized paved area where you can enjoy the beautiful Florida weather. Located close to shopping dining and some of Florida's BEST and MOST BEAUTIFUL beaches!!! Close to the Gulf of Mexico, Downtown St Pete, Gulfport, just to name a few. Public transport is readily available. Hospital is also close by. The community has a side gate that allows you to get to close shopping areas within minutes
Listing is courtesy of: ARCHWATER REALTY LLC
BAY ISLAND GROUP 4A - A4687791 - 7540 BAY ISLAND DR S #251, SOUTH PASADENA, FL 33707 23 Days on yellowkey
$2,900 | Condo | 2 beds | 2.0 baths
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
BAY ISLAND GROUP 1 - TB8491071 - 7400 SUN ISLAND DR S #505, SOUTH PASADENA, FL 33707 24 Days on yellowkey
$2,000 | Condo | 2 beds | 2.0 baths
Resort-style living in a gated 55+ community on Boca Ciega Bay! This fully furnished 2BR/2BA condo (2nd bedroom converted to a den with sleeper sofa) is filled with antiques and collectables, featuring floor-to-ceiling windows with panoramic water views and abundant natural light. Community amenities include 6 pools, spa, tennis, pickleball, shuffleboard, marina, clubhouse, fitness center, and a 1.5-mile waterfront walking path. Laundry available on-site or in-unit. Covered parking included. Just minutes to St. Pete Beach, downtown St. Pete, dining, shopping, and cultural venues. Pet friendly.
Listing is courtesy of: RE/MAX PREFERRED
BAY ISLAND GROUP 7 - TB8490812 - 7625 SUN ISLAND DR S #207, SOUTH PASADENA, FL 33707 24 Days on yellowkey
$2,500 | Condo | 2 beds | 2.0 baths
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
BAY ISLAND GROUP 7 - TB8487909 - 7625 SUN ISLAND DR S #108, SOUTH PASADENA, FL 33707 25 Days on yellowkey
$3,200 | Condo | 2 beds | 2.0 baths
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
HEMINGWAY CONDO THE - TB8488247 - 1848 SHORE DR S #402, SOUTH PASADENA, FL 33707 26 Days on yellowkey
$2,600 | Condo | 1 beds | 1.5 baths
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 float by or enjoy an evening cocktail at sunset. The island life you crave is within reach. Step inside, and you’ll notice the attention to detail throughout. Clean lines and modern comforts merge with coastal decor to create a feeling of peace and quiet luxury. You’ll appreciate the well-appointed kitchen with sleek finishes, updated appliances, and fully-equipped for easy meal-prep. An open floor plan makes conversation easy, but be warned, the stunning water views may prove a distraction to productivity. Dining and living room also embrace open-concept living, and boast both comfort and coastal elegance. Wherever you find yourself, sweeping water views await. At the end of a sun-filled day, your spacious primary bedroom provides a tranquil escape with en suite bathroom, remodeled walk-in shower and washer/dryer. Hemingway Condo guests will love the luxurious, heated pool and hot tub which overlooks intracoastal waters. There is even a launch point for kayaks or SUP. Ready to venture further? St Pete Beach as well as Downtown St Petersburg are close by and full of opportunities. The former, offers vibrant beach bars, boat rentals, and miles of pristine sand, all with a laid back, Jimmy Buffet style vibe. The latter, downtown St Petersburg, boasts 5 star dining, museums, live theatre, shopping and waterfront strolls along the Tampa Bay. Truly the best of both worlds and all within easy reach. Overall, this exceptional condo is a perfect blend of comfort, style, and location. Don’t miss your chance to discover Hemingway & The Sea!
Listing is courtesy of: PINK CHAIR REALTY
BAY ISLAND GROUP 11 - TB8489802 - 7910 SUN ISLAND DR S #105, SOUTH PASADENA, FL 33707 27 Days on yellowkey
$1,800 | Condo | 1 beds | 1.5 baths
Welcome to your updated waterfront retreat in the highly sought-after Bay Island, a 55+ gated community in South Pasadena. Located in the Yorktown building, this beautifully maintained one-bedroom, one-and-a-half-bath condo offers a perfect blend of comfort and coastal living. The bright, open layout features luxury vinyl flooring, a modern kitchen with quartz countertops, breakfast bar, and updated bathrooms with stylish finishes. Natural light fills the living space and leads to your private screened balcony, where you can relax and enjoy peaceful water views of Boca Ciega Bay. The spacious bedroom provides a tranquil retreat with ample closet space and a private en-suite bath, while the additional half bath adds convenience for guests. An in-unit laundry enhances everyday ease, and hurricane-impact windows and sliders add peace of mind and energy efficiency. One small dog or cat may be considered at the landlord’s discretion with association approval. Enjoy resort-style 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
BAY ISLAND GROUP 11 - TB8489787 - 7910 SUN ISLAND DR S #101, SOUTH PASADENA, FL 33707 27 Days on yellowkey
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.
GREVILLA COURT - TB8489568 - 7004 GREVILLA AVE S #7004, SOUTH PASADENA, FL 33707 27 Days on yellowkey
$3,800 | Townhouse | 3 beds | 2.5 baths
Welcome to 7004 Grevilla Ave S, a 3-bedroom, 2.5-bath gem offering 2,017 sq. ft. of luxurious living space in the exclusive Spice Palms gated community. Built in 2016, this beautifully maintained home is perfect for those seeking a blend of style, convenience, and location just 2 miles from the Gulf Beaches. Spacious & stylish, this home looks like a model, featuring solid wood soft-close cabinets, granite countertops, and a huge island & breakfast bar perfect for entertaining. New lighting and backsplash add a modern touch to the space, while the stainless-steel appliances complete the gourmet kitchen. Luxurious carpet in the bedrooms, hardwood floors throughout, and a large master suite with a spacious master bath make this home both comfortable and elegant. Enjoy modern living with smart home tech, including a Nest thermostat, professional TV mounts, and CAT6/7 wiring for lightning-fast internet—ideal for home office setups. Low HOA fees cover all exterior maintenance, including the metal roof and impact windows, ensuring worry-free living. The home also includes hurricane features like thick concrete walls and a self-contained stormwater management system to keep flood insurance low. Walk to shopping, pubs, and restaurants, or bike to the beach. Just 12 minutes to Downtown St. Petersburg (DTSP) for museums, entertainment, and the vibrant arts scene. Enjoy the beautiful pool and grounds within this 9-unit gated community. An elevator shaft is also in place for potential future installation. This property combines modern conveniences with a prime location near the beach and city life. Don’t miss your chance to own this maintenance-free beauty in South Pasadena!
Listing is courtesy of: REALTY EXPERTS
HARBOURSIDE CONDO - TB8488316 - 7862 SAILBOAT KEY BLVD S #506, SOUTH PASADENA, FL 33707 30 Days on yellowkey
$3,500 | Condo | 2 beds | 2.0 baths
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 enjoy the sunsets from the back one. This unit also has an under building parking space and is located in the highly desired resort community of Harbourside. It has 6 pools, spa, his & hers gym with sauna, tennis/pickleball courts, billiards room, cards room, library, wood working room, gas grills, shuffleboard courts, marina, car wash vacuum/air stations and a sidewalk that is a mile and a half one lap almost completely water side. The unit is being rented furnished.
CHATEAU TOWER CONDO - TB8482596 - 7050 SUNSET DR S #605, SOUTH PASADENA, FL 33707 31 Days on yellowkey
$2,300 Reduced | Condo | 2 beds | 2.0 baths | 1 car
All ages welcome!! Long term leasing where every day feels like a vacation in this stunning, fully renovated waterfront 2-bedroom, 2-bath residence in Chateau Tower with stunning water views, included utilities, and resort-style amenities. This condo offers a bright open layout, brand-new appliances, and a spacious walk-in closet, creating a perfect blend of comfort and modern coastal living. Enjoy breathtaking sunrises and sunsets from your home, with water, sewer, trash, pest control, internet, and cable all included only electric is separate. The community features a heated waterfront pool, fitness center, sauna, and beautifully maintained grounds, along with covered parking and guest parking. Ideally located just minutes from award-winning beaches, shopping, and top dining destinations, this is an exceptional opportunity to experience Florida waterfront living at its finest. Short distance to Stetson School of Law, St Petersburg College, and new medical centers. Public transportation available to downtown St Pete, Tyrone Mall and St Pete Beach.
Listing is courtesy of: REALTY ONE GROUP SUNSHINE
BAY ISLAND GROUP 1 - TB8488420 - 7400 SUN ISLAND DR S #205, SOUTH PASADENA, FL 33707 31 Days on yellowkey
$2,000 Reduced | Condo | 2 beds | 2.0 baths
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 all included in the rent. Pets are welcome with approval and applicable fees.
Listing is courtesy of: ALL COUNTY PROPERTY MGMT
PASADENA ISLE - TB8487920 - 7125 S SHORE DR S, SOUTH PASADENA, FL 33707 32 Days on yellowkey
$4,500 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Full furnished rental available for a 6 month minimum term. Welcome to your slice of paradise in South Pasadena, where Mediterranean charm and coastal elegance come together just steps from the shimmering waters of Boca Ciega Bay and right around the corner from St. Pete Beach. Nestled on a curved corner lot in one of the city’s most desirable neighborhoods, Pasadena Isle, this two-bedroom, two-bathroom residence captures the essence of Florida living — relaxed, refined, and ready to entertain. From the moment you arrive, the home’s curb appeal is undeniable. A classic white brick exterior, complemented by a traditional tile roof, sets the tone for timeless architecture. Framed by swaying palm trees and lush landscaping, the circular driveway offers a gracious welcome with ample parking and an easy flow for guests and gatherings. Step inside to a bright and airy interior where natural light dances across light luxury vinyl plank flooring, creating a fresh and inviting ambiance. The open-concept floor plan is designed for both entertaining and everyday living — a seamless flow from the spacious living area to the beautifully updated kitchen and dining spaces. The heart of the home is the stunning chef’s kitchen, thoughtfully designed with clean modern lines and upscale finishes. Sleek quartz countertops offer generous prep space, while custom cabinetry provides abundant storage. Stainless steel appliances, a shimmering mosaic tile backsplash, and elegant pendant lighting complete the look, making this kitchen as functional as it is beautiful. Retreat to the expansive primary suite — a tranquil sanctuary offering comfort and style in equal measure. A large walk-in closet keeps everything organized, while the spa-inspired en suite bathroom boasts designer finishes, a walk-in shower, dual vanities, and refined tile work that invites relaxation after a day by the bay. The guest bedroom and additional full bath are equally well-appointed, perfect for hosting out-of-town guests or creating a home office or creative space. Step outside into your private backyard oasis — a thoughtfully designed escape made for unwinding and entertaining under the stars. A bubbling jacuzzi sits beneath a pergola-style partial enclosure, creating a serene hideaway for quiet evenings or lively weekend get-togethers. Gather around the built-in fire pit on cool coastal nights, or enjoy alfresco dining surrounded by the privacy of your fully fenced backyard. Located just moments from the waterfront, this home offers the best of both worlds — a peaceful residential setting with the vibrant energy of downtown St. Pete just minutes away. Enjoy morning strolls along the bay, bike rides to nearby parks and marinas, and easy access to world-class dining, shopping, arts, and cultural events.
Listing is courtesy of: COMPASS FLORIDA LLC