Remarks: Welcome to this move-in ready, fully furnished 2-bedroom, 2-bath condo located at 701 S Madison Ave, Unit 401. Positioned on an upper floor, this residence offers comfortable living in a quiet, well-maintained community just 5 minutes from Downtown Clearwater. The condo features an open living and dining area, a functional kitchen with granite countertops and ample cabinetry, and tasteful furnishings throughout. Both bedrooms are generously sized, each with easy access to a full bathroom—ideal for roommates or a small family. Neutral finishes, ceiling fans, and abundant natural light create a bright, welcoming atmosphere. Residents enjoy community amenities including a pool, on-site parking, and convenient access to shopping, dining, parks, and major roads. This home is ready for immediate occupancy and perfectly suited for long-term rental.

Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)

Listing Agent: Julia Krymoff (813-830-2181)

Remarks: Welcome to Imperial Cove, a sought-after 55+ gated waterfront community overlooking beautiful Tampa Bay. This top-floor 2-bedroom, 2-bathroom condominium offers stunning bay views and a desirable split-bedroom floor plan, providing privacy and comfort for residents and guests alike. The unit has been tastefully updated with a newer kitchen featuring stainless steel appliances, solid surface countertops, and ample cabinet space. The spacious living and dining areas are filled with natural light and take full advantage of the impressive waterfront vistas. Residents of Imperial Cove enjoy an array of resort-style amenities, including a heated waterfront pool, clubhouse, fitness center, fishing dock, shuffleboard courts, and beautifully maintained grounds designed for an active and social lifestyle. The unit also includes a covered parking space and private storage area for added convenience. Ideally located near shopping, dining, airports, and the award-winning Gulf Beaches, this home offers the perfect combination of relaxation and accessibility. Rent includes water, sewer, trash, cable, internet, and all utilities except electricity. Don't miss this opportunity to enjoy waterfront living in one of the area's most desirable 55+ communities. Schedule your private showing today!

Listing is courtesy of: REALTY EXPERTS (727-888-1000)

Listing Agent: Amy Hartman (727-656-6500)

Remarks: 2027 Season open Jan & Feb $6k / mo. Sept-Dec $4k / mo. DIRECT GULF FRONT END UNIT WITH BREATH-TAKING VIEWS AND BRAND NEW DOORS AND WINDOWS! Perfect vacation spot to relax and enjoy the peaceful sunsets from this desirable 7th floor corner unit on Sand Key. This spacious extra bright 2 bedroom / 2 bathroom offers you spectacular views and sounds of the Gulf waves from the balcony. All updated, open and gorgeous with designer coastal theme! Master bedroom with King bed, has amazing views and balcony access as well as walk-in closet and bathroom en-suite. Guest room has a Queen bed and large walk in closet. This unit has washer / dryer in the unit as well as larger ones on each floor. Seasonal rentals less than 6 months include $150 in electricity per month. Does not include 13% tax for rentals less than 180 days, $200 cleaning and processing fee $75 & $150 condo association application fee. Enjoy your vacation, relax and enjoy the Beach. Directly across street is the Shoppes of Sand Key providing Restaurants, shopping, and more. Harbour Light Towers has direct beach access, beach front heated pool, on site management and security gated access. Convenient location to the fun activities at #1 voted Clearwater Beach, Tampa & surrounding Central Florida attractions plus quick access to the Tampa airport and St Pete / Clearwater Airport are added benefits to the Florida Beach Life on Sand Key.

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Laura Yeager (813-431-2754)

Remarks: 55+ COMMUNITY / CALL TO SEE THIS FIRST FLOOR 2 BEDROOM 2 BATH CONDO WITH A WASHER/DRYER

Listing is courtesy of: FLO LUGO REALTY INC (727-447-1194)

Listing Agent: Florence Lugo (727-455-7361)

Remarks: ON TOP OF THE WORLD IS AN ACTIVE 55+COMMUNITY, 2 GOLF COURSES 9 AND 18 HOLE, 2 POOLS, TENNIS COURTS,BILLARDS, SHUFFLEBOARD,CARD ROOOM,LIBRARY, STATE OF THE ART GYM, WOOD WORKING SHOP AND SO MUCH MORE

Listing is courtesy of: FLO LUGO REALTY INC (727-447-1194)

Listing Agent: Florence Lugo (727-455-7361)

Remarks: Experience the best of Florida luxury living in this beautifully updated and fully furnished 2-bedroom, 2-bath executive rental located within a desirable gated golf community. This turnkey furnished condo offers a refined blend of comfort, style, and convenience, making it ideal for executive relocation, corporate housing, or those seeking a maintenance-free lifestyle. The residence has been completely renovated with high-end finishes throughout, including granite countertops, custom wood cabinetry, stainless steel appliances, modern LED lighting, and ceramic tile flooring throughout the entire home. The open-concept floor plan is designed to maximize natural light and showcase the spectacular golf course and waterfront views that create a truly breathtaking backdrop. Enjoy morning coffee or evening relaxation overlooking lush fairways and sparkling water from the comfort of your private retreat. Every detail has been thoughtfully curated to provide a move-in-ready condo experience with the quality and elegance expected in a luxury condo rental. Residents enjoy resort-style amenities including a sparkling swimming pool, fitness center, clubhouse, beautifully maintained grounds, gated security, and convenient access to a public golf course and restaurant outside your door. This can be an exceptional furnished executive housing opportunity or temporary relocation option that offers the perfect combination of luxury, location, and lifestyle. If you are seeking a luxury condo rental with golf course views, waterfront views, resort-style amenities, and the convenience of a turnkey furnished condo, this remarkable residence delivers an unparalleled living experience. Please non-smoking and no pets. Schedule your private showing today and discover the lifestyle you've been looking for.

Listing is courtesy of: SAND AND PALMS REALTY (727-336-4999)

Listing Agent: Timothy Tyrpak (727-336-4999)

Remarks: This elegant second-floor condominium is located within the gated Grand Bellagio community, situated along the shores of Tampa Bay in Clearwater. Conveniently located near US Highway 19 and Belleair Road, the property offers easy access to shopping, dining, airports, and the area's beautiful Gulf Coast beaches. The spacious split-bedroom floor plan features two bedrooms and two full bathrooms, providing both privacy and comfort. Interior highlights include: • Luxury vinyl plank flooring throughout the main living areas • Ceramic tile flooring in the kitchen, bathrooms, and laundry area • Comfortable carpeting in both bedrooms • Granite countertops and updated appliances • Gas range • Oversized walk-in closets in both bedrooms • Dual vanities in the Master bath. Internet, cable service, and valet trash pick-up service are included in the monthly rent, providing added convenience and value. Residents enjoy resort-style amenities, including a waterfront swimming pool and spa, a large fitness center, a 1.5-mile lighted waterfront promenade for walking and jogging, a lighted tennis court, sand volleyball court, playground, and outdoor barbecue areas. Experience the convenience of maintenance-free living in one of Clearwater's most desirable gated communities, offering an exceptional combination of location, amenities, and lifestyle.

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

Listing Agent: John Gonska (727-946-1099)

Remarks: Clearwater Point condo with just incredible views. 2BR/2BA, furnished with full size washer and dryer in unit. Yes…you have breathtaking water views from the Living room, Bedroom, Sunroom, AND… the community beach is private for its residents only. Recently updated with beautiful flooring, furniture and decor. The sunroom is the perfect spot to relax, have your morning coffee, enjoy an evening beverage while watching the sun go down and there is always something cool to see frolicking in the waterway. The condo offers a nice size Master BR with ample closet space and just off the master is your master bath. The guest room boasts a large bunk bed and lots of closet space. This sought after community offers waterside pools, a spa, tennis courts, shuffleboard, a waterside BBQ area, storage and more. The basic cable and WiFi are included on short term leases. This is truly living your vacation here at the Island House on Clearwater Point. It's a short distance to many popular restaurants and all the great Clearwater beach hot spots. Lots of shopping in the area so you can take the Jolly Trolley and go explore all that Clearwater Beach and beyond has to offer. Association approval is required and no pets per HOA. 3 mth. minimum.

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-282-1788)

Listing Agent: Jo Overin (727-269-6020)

Remarks: Welcome to this spacious 2 bed, 2 bath condo in the highly desirable On Top of the World 55+ community! With 1,400 sq ft of living space, this well-maintained & modernized unit offers a bright, open layout, generous bedrooms, and comfortable living areas. Internet, water & trash is included in the rent! Enjoy resort-style amenities including heated pools, fitness center, golf course, tennis and pickleball courts, walking paths, hobby studios, and a wide variety of social clubs and activities. Conveniently located just minutes from Clearwater Beach, shopping, dining, and local attractions, this home offers the perfect blend of relaxation and active living. ***ADDITIONAL INFORMATION*** Homeowner and Condominium Associations Some properties may be governed by Homeowner or Condominium Associations, which may require a separate application process and additional application fees. Approval from the Homeowners or Condominium Association is a mandatory prerequisite before occupancy can begin.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)

Listing Agent: Zachary Hodges (813-600-7975)

Remarks: REMODELED, ground floor 2/1/1 Carport gorgeous condo, located in the heart of Clearwater, only 15 minutes away from sandy Clearwater Beach and IRB! It features beautiful kitchen with STAINLESS STEEL APPLIANCES, GRANITE countertops and beautiful shaker cabinets. Fall in love with LUXURY Vinyl and gleaming tile floorings. This gem features In-Unit LAUNDRY, furnished PATIO, covered parking space and outside STORAGE unit. Enjoy a resort-style HEATED POOL, and an oversized SPA. Rental fee includes cable, internet, exterior maintenance, community heated pool and hot tub, sewer, trash, and water. Close to dining, shopping. entertainment and Tampa & Clearwater airports. NON FLOOD zone, NO AGE restrictions. Sorry, no pets.

Listing is courtesy of: PROPERTY LEADERS RE INC (727-422-5898)

Listing Agent: Grace Omyla (727-422-5898)

Remarks: Step outside your door and enjoy resort-style living in one of Florida’s best-kept secrets. Fantastic 2BR/2BA condo available in the highly desirable On Top of the World 55+ gated community where everyday living feels like a vacation. This 2nd-floor unit with elevator access is offered as a yearly, unfurnished rental and features a comfortable and functional floor plan. Small pet ok under 25lbs with $25 monthly fee. The living and dining room combo flows seamlessly into the kitchen and family room, creating an open and inviting living space. The unit includes NEW inside washer/dryer for added convenience. The primary bedroom offers an en-suite bathroom with walk-in shower. Neutral colors throughout, ceiling fans, pantry storage, and tile flooring in the kitchen and baths complete the home. Enjoy resort-style living in one of Florida’s best-kept secrets, offering a secure, well-maintained community with outstanding amenities. Community Features: Assigned parking. The 55+ community features Assigned parking. The 55+ community has two golf courses, two heated swimming pools, pickle ball, two active community centers, fitness center, billiards, hobby studio, and many activity classes to participate in including fitness, wood shop, and dancing. Additionally, the community offers hiking trails and fishing, kayaking and canoeing with a launch on Lake Arbor, allowing enjoyment of a wide variety of options to meet any lifestyle. On site, Good Karma Cafe is great for stopping in for snacks or bringing home dinner. Vehicle Restrictions apply. Included: Cable TV, Community Pool, Internet, Maintenance Exterior, Maintenance Grounds, Manager, Pool Maintenance, Private Road, Recreational Facilities, Sewer, Trash, Water. This condo unit is available for Annual Lease, 55+ age community. one time HOA fee: $150 app fee each adult or couple. One assigned parking spot. Easy access to shops, fine dining, Countryside Mall, Clearwater Aquarium, Coachman Park, groceries, banks, hospitals/Morton Plant/Mease Countryside and only a short drive to Clearwater Beach.

Listing is courtesy of: RENT SOLUTIONS (813-285-4989)

Listing Agent: Lisa Connors (813-579-5597)

Remarks: Available Now! super clean, second floor 2 bedroom/2 bathroom unit next to the elevator/steps, designated parking space, and 4 steps away from the laundry room! On Top of the World is a very active 55+ community. This condo can be leased for 6 months at $1,625. monthly, or 12 months at $1,525. monthly. Except for your electricity, everything is included, including; maintenance, water/sewer/trash removal, cable/internet, and all amenities. Pets are allowed(with $150. deposit). First and last month, and security deposit are required. Unit is completely furnished(everything! pots, pans, bicycle!), or unfurnished for a potential long term lease. Near 2 airports, tons of shopping and entertainment options, and of course, world class beaches. OTOTW even has a bus that takes residents to the store! This is retirement living at its best! We can even throw in a toothbrush!!!

Listing is courtesy of: LIPPLY REAL ESTATE (727-314-1000)

Listing Agent: Bart Hanchey (727-424-8881)

Remarks: Resort-Style Living at Grand Venezia – Fully Furnished 2BR/2BA Condo. Welcome to your new home in the highly sought-after Grand Venezia, a luxurious waterfront community offering unmatched resort-style amenities and exceptional convenience. This fully furnished 2-bedroom, 2-bathroom condo is move-in ready and perfect for those seeking maintenance-free living in a secure, vibrant setting. Enjoy 24-hour gated security, an elegant clubhouse with a fitness center, sauna, and hot tub, a large heated pool and spa, tennis and pickleball courts, a playground, scenic walking trails along Old Tampa Bay, an electric car charging station, and designated fishing areas. The condo is just a short walk from the community pool, gym, and clubhouse, making it easy to enjoy all the amenities at your leisure. Short-term lease options are available at $3,000 per month, which includes utilities, cable, and internet. Long-term leases (one year or more) are offered at $2,300 per month, with utilities, cable, and internet not included. Ideally located just minutes from world-famous Clearwater Beach, with easy access to Tampa and St. Pete airports, shopping, dining, public transportation, major hospitals, and sports venues—this condo offers the perfect combination of luxury, location, and lifestyle. Don’t miss your chance to live in one of the area’s premier waterfront communities. Call today to schedule your private showing!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Yishin Wiggs (863-712-9700)

Remarks: Welcome to this beautifully renovated ground floor condo in Sunshine Terrace, a well maintained 55+ community located in the heart of Clearwater. From the moment you enter, the home feels bright, airy, and inviting, with abundant natural light creating a warm and relaxing atmosphere throughout the living spaces. It's a 2 bedroom, 2 bath unit. The updated kitchen features modern cabinetry and new appliances, providing a stylish and functional space perfect for cooking, entertaining, and everyday living. The bathroom has been tastefully remodeled with contemporary finishes and an elegant walk in shower designed for both comfort and convenience. Residents of Sunshine Terrace enjoy a secure and welcoming environment with beautifully maintained grounds, a community pool, reserved parking, and HOA services that include water, sewer, trash, and exterior maintenance for easy, low maintenance living. Conveniently situated just minutes from downtown Clearwater, shopping, dining, and the renowned Gulf Coast beaches, this move in ready condo offers the perfect combination of comfort, convenience, and relaxed Florida living.

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

Listing Agent: Anna Mierzwinski (727-612-2969)

Remarks: Available OCTOBER, NOVEMBER AND DECEMBER 2026. Check out the view!! See this fully furnished 2 bedroom/ 2 bath waterfront condo available for rent on Clearwater Beach. Lots of amenities, including a heated pool, fitness center, library, billiard room, activity room and 24 hour security. Warm and friendly residents. Community is gated with 24 hour security staff. Available for short term rental, minimum of 30 day lease required. No pets please! Please call for rates and availability.

Listing is courtesy of: TRUE FLORIDIAN REALTY (561-266-3119)

Listing Agent: Rebecca Whitt (727-504-9490)

Remarks: Excellent Gulf Front condominium, directly on the edge of the Gulf of Mexico. This is a privately owned residence, fully furnished. Owner looking for a quality annual tenant. Owner will pay basic 95 channel Cable TV, WI-FI, water, sewer and garbage. Tenant pays electric and any extended cable services. This is not an apartment complex, it is 236 privately owned residences. Rate published is based on a 6 month or more lease between May and November. All SEASONAL rates are upon request. This residence is available for winter season see agent.

Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)

Listing Agent: Bob Palasky Pa, Pa (727-510-4333)

Remarks: Gulf Front Resort Living at its Finest! Experience the epitome of coastal living in this newly remodeled 2-bedroom, 2-bathroom Gulf front beach condo. With a coveted southern exposure, revel in awe-inspiring views of the Gulf of Mexico and breathtaking sunsets. This meticulously designed residence boasts spacious dining and living areas, seamlessly connected to a patio through sliding glass doors. Enjoy the tranquility of the sea breeze and the melodic sound of waves rolling onto the shore. Indulge in panoramic vistas of the Gulf, including passing pirate ships and playful dolphin pods in Clearwater Bay. The Sand Key Club, with its 24/7 attended lobby, new club room, fitness center, and sauna, offers unparalleled amenities for resort-style living. Situated on the 8th floor, this condo provides immediate access to miles of pristine sandy beaches, while being just moments away from renowned restaurants, shops, and attractions at Clearwater Beach. Step into luxury with a fully equipped kitchen featuring top-of-the-line GE Profile appliances, quartz countertops, new cabinets, and stylish fixtures. This waterfront sanctuary has been thoughtfully upgraded with new flooring, crown molding, and modern finishes throughout. Both bathrooms feature new vanities, quartz tops, and Kohler fixtures. With everything meticulously updated, including a new water heater, this turnkey condo invites you to embrace the beach life without any hassle. Don't miss this opportunity to enjoy daily sunsets and sunrises living a paradise life on the Gulf of America. AVAILABLE NOW FOR THREE TO 12 MONTHS.

Listing is courtesy of: BEACH TO BAY BROKERS LLC (727-599-3864)

Listing Agent: John Funk (727-599-3864)

Remarks: AVAILABLE SUMMER RENTAL 2026.Magnificent Panoramic Views of The Gulf of Mexico, Clearwater Harbor and The Intracoastal Waterways are yours from this 2 Bedroom, 2 Bath PENTHOUSE on the HIGHEST FLOOR on the beach of Sand Key in Clearwater. On THE TOP of Ultimar II, you do not have to choose between the stunning Gulf Views with its rhythmic breaking surf or the Intracoastal Waterways with colorful Sail Boats, parading Power Boats and Scenic Night Lights, this Penthouse has Stunning Views all the way up the coast to HONEYMOON ISLAND! At Ultimar II, the ultimate of amenities are included: Three Tennis Courts, Three Swimming Pools including one Olympic sized, a Basketball Court, Fitness Center, Sauna, Billiards Room, Club Room and Game Room, all with 24 hour security. Owners have installed Porcelain Tiled flooring, Crown Molding, and Updated the Kitchen with granite counter tops and Built-In Desk, Soffit Lighting has been added in the Bathrooms. The Master Bath has the Roman Tub and a separate stall shower. This Penthouse Condo features the very desirable Split Bedroom Floor Plan with office area and large balcony. Enjoy all this while also enjoying the many amenities of Clearwater, frequently named Number One Beach. Walking distance to Hotels, Restaurants and Shops. Grab the Jolly Trolley when it comes by and travel down to St. Johns Pass or up to Tarpon Springs Sponge Docks with deep sea fishing, both with wonderful World Famous Restaurants. AVAILABLE NOW, 2026

Listing is courtesy of: BEACH TO BAY BROKERS LLC (727-599-3864)

Listing Agent: John Funk (727-599-3864)

Remarks: Beautifully bright and completely updated 2 Bedroom 2 Bathroom Condo located in the desirable Avalon gated community in Clearwater. This spacious 2nd floor unit features 9-foot ceilings, Hurricane impact windows, Granite countertops, Walk-in closets, Private balcony, and additional storage conveniently located next to the unit. The modern kitchen offers New Stainless Steel Appliances including Refrigerator, Stove, Microwave and Dishwasher. Washer/Dryer are also included for added convenience. Enjoy the ease of 2 assigned parking spaces – 1 inside the garage and 1 outside – plus guest parking. Community amenities include a resort-style pool, fitness center, clubhouse, and elevator access. WATER and TRASH services are included, along with discounted cable service. Ideally located close to Beaches, Shopping, Dining, Hospital and Major Road Ways. Security Deposit: $3,500 HOA Application Fee: $100 UTILITIES: Tenants responsible for Electricity, Internet, and Cable. 12 MONTH LEASE REQUIRED. QUALIFICATIONS: TENANTS MUST HAVE A CREDIT SCORE OF 620 OR HIGHER, MAKE A GROSS INCOME OF 2.5X THE MONTHLY RENT AMOUNT. ALL BACKGROUND CHECKS WILL BE CONDUCTED INCLUDING PREVIOUS TENANT HISTORY, AND INCOME VERIFICATION

Listing is courtesy of: WRIGHT MANAGEMENT & REALTY LLC (813-610-3773)

Listing Agent: Peggy Barber (656-600-3256)

Remarks: Must see this totally remodeled private residence directly on the edge of the Gulf of Mexico. Walking distance to everything Clearwater Beach has to offer, all water sports, deep sea fishing, entertainment and some of the best restaurants in the Tampa Bay area. Many cultural events, music venues with top name acts at the new waterfront SOUND concert venue inside the multi-million dollar renovated Coachman Park. Seasonal rates as follows, May - November $4,500, December - April call agent for quote. All rates are plus 13% taxes and final cleaning fee.

Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)

Listing Agent: Bob Palasky Pa, Pa (727-510-4333)