Remarks: Available now- Thanksgiving. Live the Island Life in This Stunning, Fully Remodeled Coastal Retreat. Welcome to your slice of paradise in Island Estates—this beautifully updated 2-bedroom, 2-bath ground-floor condo offers effortless coastal living with style, comfort, and convenience at every turn. Step inside and you’ll immediately notice the difference—completely remodeled and thoughtfully designed, this residence is outfitted with all brand-new furniture, modern finishes, and fully stocked with everything you need for a seamless stay. From the fresh, coastal décor to the turnkey setup, every detail has been curated to elevate your experience. The open-concept floor plan is perfect for relaxing or entertaining, with a spacious living area, designated dining space, and a beautifully updated kitchen equipped with all essentials. Whether you're enjoying your morning coffee or winding down after a beach day, the peaceful water views create the perfect backdrop. One of the true highlights? The waterfront dock just steps away—your go-to spot for watching dolphins play, soaking in vibrant sunsets, or simply enjoying the laid-back Florida lifestyle. Located in the heart of Island Estates, you’re surrounded by everything you need within this self-contained waterfront community: Publix grocery store, restaurants, sushi, and a local market/deli, Windward Bar & Grill, UPS store, nail salons, dry cleaners, gas station with auto services, Clearwater Marine Aquarium, And just minutes away—by foot, bike, car or the Jolley Trolley—you’ll find the world-famous Clearwater Beach, consistently ranked among the best in the country. Available immediately with one-month minimum leases. Seasonal rates may vary. Don’t miss your chance to enjoy winter in the Sunshine State—this one won’t last.

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

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

Remarks: Spacious 2-bedroom, 2-bathroom fully furnished condo located on Clearwater Beach. This southwest-facing unit offers views toward Clearwater Pass and Sand Key, with building renovations currently in progress that may temporarily impact portions of the view. This unit is being offered for discounted rate until balcony renovations are complete. This is your opportunity to score a great deal, beautiful ocean front view in the lively City Of Clearwater Beach. The layout has been opened to create a comfortable flow between the kitchen and living area. The kitchen features granite countertops and updated cabinetry, and tile flooring runs throughout the main living areas and hallways for a clean, low-maintenance finish. A washer and dryer are conveniently located within the unit. Offered fully furnished, this condo is move-in ready. Additional features include assigned underground parking and a secure, gated building with 24-hour security. Community amenities include a heated pool overlooking the Gulf, fitness center, sauna, and billiards room. Located just a short walk to the beach, as well as shops, restaurants, and attractions like Pier 60, this property provides excellent access to everything Clearwater Beach has.

Listing is courtesy of: CHAMPA BAY BROKER CORPORATION (727-426-7621)

Listing Agent: Joseph Narcisse (727-426-7621)

Remarks: Regatta Beach Club is an exceptional island-style resort community, beautifully renovated in 2005 to offer the perfect blend of elegance and coastal luxury. From the moment you step through the oversized entry doors, you’re welcomed by concierge service and an impressive grand lobby featuring soaring ceilings, marble finishes, and ornate architectural columns. As you continue inside, an even more breathtaking scene unfolds—sparkling turquoise Gulf waters, pristine sandy beaches, and an Olympic-size swimming pool showcased through dramatic three-story windows just beyond the main entrance. The atmosphere feels more like a luxury beachfront resort than a residence. . Renting furnished or unfurnished. Residents enjoy outstanding amenities, a world-class fitness center with spectacular direct Gulf views. Located on the third floor, the fitness center overlooks the expansive pool deck, sugar-sand beach, and the stunning waters of the Gulf, creating an unmatched setting for relaxation and recreation.

Listing is courtesy of: TRADEWIND PROPERTIES (727-548-8550)

Listing Agent: Mary Giasevits (727-743-0528)

Remarks: Welcome to Island Walk, one of the most sought-after waterfront communities in Island Estates! From the moment you step into this light-filled residence, you’re greeted with breathtaking views of the Intracoastal Waterway. Start and end your day on the spacious private balcony—perfect for dining, relaxing, and soaking in both spectacular sunrises and unforgettable sunsets. This beautifully updated, move-in-ready condo features: An open-concept eat-in kitchen with granite countertops and stainless steel appliances, two spacious split bedrooms, each with its own ensuite bathroom for maximum privacy and offered fully furnished and turnkey. Additional highlights include: In-unit laundry, covered parking space (#31), waterfront heated pool and spa, outdoor grilling and dining areas, bike storage, a dedicated car wash station and boat slips are often available to lease. Ideally located just a short stroll to Clearwater Beach, Pier 60, local dining, Publix, and vibrant shopping—everything you need is right at your fingertips. All that’s missing is you—just bring your suitcase and start living the Florida lifestyle. (This is a furnished, long-term rental.)

Listing is courtesy of: SAND KEY REALTY (727-443-0032)

Listing Agent: John Guyton (727-288-1449)

Remarks: Your Clearwater Beach Story Starts Here! Welcome to 121 Island Way, Unit 323, where every day feels like you’re on vacation. This fully updated 2 bedroom, 2 bathroom coastal retreat sits in the heart of Clearwater Beach’s beloved Island Estates community, placing sun soaked adventure, peaceful mornings and effortless living right at your doorstep. Step inside and feel the warmth of a home designed for comfort and style. The open living, kitchen and dining areas are wrapped in rich wood flooring that gives the space a clean, modern flow. Natural light pours in, setting the perfect scene for slow morning coffees, easy evenings and everything in between. Both bedrooms with Queen size beds and soft, plush carpet underfoot and a sense of calm that feels tailor made for recharging after beach days. Each bathroom has been beautifully remodeled with grey tile, fresh modern finishes and subtle beach inspired decor that ties your coastal sanctuary together. The home is offered furnished and move in ready today. Thoughtful pieces, coastal accents and a breezy aesthetic let you simply unpack and start living. And the location is the true exclamation point. Step outside and you are just a short walk from award winning Clearwater Beach, where sugar sand beaches, turquoise water and endless activities become part of your daily rhythm. Your photos say it all: boating, paddleboarding, dining on the marina, breathtaking sunsets, dolphin sightings and vibrant beach energy are all here waiting for you. Available April through December, this is the perfect eight month escape whether you want a seasonal home, an extended coastal getaway or a place to work remotely while living like you’re on permanent vacation. Live the Clearwater Beach lifestyle. Live where every day feels like a story worth telling.

Listing is courtesy of: LAUREN MICHAELS R.E. PARTNERS (727-298-8888)

Listing Agent: Tiffany Novitsky (323-804-5043)

Remarks: Live the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-bath, plus den condominium located in the highly desirable Island Estates 55+ community of Clearwater Beach. This light and bright residence is tastefully furnished and thoughtfully designed, featuring two spacious bedrooms, one with an ensuite bath and the other has adjacent bath—offering comfort and privacy for residents and guests alike. The den could also easily be a thrid bedroom but it's location near the door also makes it ideal for your home office. The well-appointed kitchen boasts stainless steel appliances, a convenient breakfast bar, and a charming wine bar—perfect for entertaining. Built-in features throughout the home add both character and functionality, while the open layout enhances the airy, inviting feel. Located in The Islander community, residents enjoy access to a sparkling pool, shuffleboard court, and a peaceful waterfront dock with tie poles situated on the Intracoastal Waterway in a quiet cove—ideal for soaking in Florida’s boating lifestyle. Just steps away from Publix, the Clearwater Marine Aquarium, and local restaurants this condo offers unmatched convenience. Plus, with a nearby trolley stop, exploring Clearwater and the world-famous Clearwater Beach is effortless. This is your opportunity to enjoy relaxed, resort-style living in one of the area’s most sought-after locations!

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

Listing Agent: Lindsay Irwin (603-969-6132)

Remarks: Experience a clean, quiet, and refined coastal lifestyle in this beautifully maintained 2-bedroom, 2-bath residence, ideally located in one of Clearwater Beach’s most desirable communities. Available June 1, 2026, for a 12-month lease, this fully furnished condo offers a true “suitcase-ready” experience perfect for relocating professionals or anyone looking to secure a Florida base without the hassle of furnishing a home. Thoughtfully appointed with granite countertops, solid wood cabinetry, and all essentials from linens to kitchenware, everything is in place for a seamless transition. Affordable and convenient, this home delivers exceptional value in today’s market. Cable, high-speed internet, water, sewer, trash, and grounds maintenance are all included creating a simple, predictable monthly expense in a waterfront community where costs can vary widely. Residents enjoy access to resort-style amenities including a waterfront pool, tiki tables, grilling area, and fishing pier—ideal for relaxing or entertaining. Everyday conveniences are equally impressive: *Same-floor laundry for easy access *Ample parking, including an abundance of guest parking *Walkable location just steps to Publix, Island Way Grill, and the Clearwater Marine Aquarium *Quick access to the world-famous sands of Clearwater Beach just a short walk or by bike, trolley, or a short drive This well-maintained, pet-restricted community offers a peaceful living environment that many residents specifically seek. If you’re looking for a low-maintenance, high-lifestyle rental in a prime location, this is an opportunity you won’t want to miss. Contact me today for more information or to begin the application process.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Angelia Trapp (317-373-3741)

Remarks: Please contact (407) 6 5 4 9 9 9 2 if interested! -- TOP 3rd FLOOR ROCK STAR PAD 2 BEDROOM 2 BATH over 1000 square feet is big on features! This place has it all! The BEST place to hang out at the beach. Large living room area. Laundry room with Washer and Dryer for your convenience. Comfortable bedrooms feature 1 KING BED & 2 QUEEN BEDS and large walk-in closets with a window view of the Gulf of Mexico to the west and towards the north along the island. 1 queen sofa bed in the living room area for additional sleeping area. Tastefully decorated in warm tones the flooring is 20 inch ceramic tile throughout except for carpeting in the bedroom. The rich granite counter top highlights the beautiful kitchen equipped with stainless steel appliances including a glass top stove and convection oven. A built-in microwave and full sized side-by-side refrigerator with ice dispenser are of course included in this unit. Wireless Internet access is available in the 2nd floor lounge. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shepherd's nightclub, restaurants, sports bars, miniature golf and more as well as being only two blocks to the beach. From the front door you step out onto the balcony and enjoy the view of the inter-coastal water way all the way to the Memorial Causeway Bridge and downtown Clearwater. From the bedrooms you have a view of the Gulf of Mexico. Heated on-site Pool. Owner pays for water, gas, electric and other utilities. No smoking. There's a pet fee. Please message us for any questions.

Listing is courtesy of: FLORIDA DREAMS REALTY GRP INC (407-654-9992)

Listing Agent: Adriana Montes (407-654-9992)

Remarks: *AVAILABLE JANUARY2027* VIEWS ARE WOW! 270-DEGREE VIEWS!!*END UNIT*GORGEOUS VIEWS FROM EVERY WINDOW in this 7th floor LARGE 2bdrm 2bath Fully RENOVATED condo. This NEWLY Furnished and fully equipped unit located on Island Estates of Clearwater Beach offers you SUNSETS and SUNRISES each day. Be the first to enjoy all the NEW! (all new hurricane rated windows, Sliders & Remote Blinds. Master bedroom has KING SIZE REMOTE ADJUSTABLE BED, double faucets, walk-in closet, Wall mounted TV and Sliding doors to Balcony with views of the intracoastal and CLEARWATER BEACH. Guest room En-suite has a Queen size remote adjustable bed ALSO OFFERS WATERVIEWS of the intracoastal waterway and its own full bathroom. Large Kitchen has an abundance of cabinets, an eat-in area and full-size Washer Dryer closet. Dining area combined with the Large Living room offers Window views galore with REMOTE CONTROLLED SOLAR SHADES, a Large swivel wall mounted TV with Surround sound, shiplap on the wall, and hurricane shutters. Want to sit outside.. sliding doors from LR or Master Bdrm lead to the Balcony to enjoy your views anytime of the day. Ceiling fans throughout. This unit offers 270-degree views! assigned PARKING #71, Heated Pool, tiki hut and BBQ grills for your everyday use. Minimum Lease period is 7 months.

Listing is courtesy of: EZ CHOICE REALTY (813-653-9676)

Listing Agent: Stephanie Hartmann Chaconas (727-463-9157)

Remarks: Gorgeous water views from every room. This is the largest floor plan in the building, with the split bedrooms and the primary having its own entrance. Large kitchen has an eat-in-area and new cabinets. The windows and sliding glass door are new, as is the A/C unit. Wonderful building to live in with lots of parking and on- site management. The heated pool is on the water and there is a dock for fishing. Walking distance to the Publix grocery, shops, restaurants, Clearwater Beach, and the Clearwater Marine Aquarium.

Listing is courtesy of: PAPPAS REALTY & MANAGEMENT CO (727-447-6852)

Listing Agent: Vangie Pappas (727-501-3268)

Remarks: Come and bask in the Florida sunshine in this wonderful Sand Key retreat. Beautifully furnished and decorated, this property is impeccably updated and comes with everything you need. The floor plan is open and features porcelain tile that runs throughout and high-end finishes in every room. The kitchen is the centerpiece and features stainless-steel appliances, wood cabinets, and gorgeous quartz countertops. Both bedrooms are spacious and feature sliding doors that open to a huge balcony with water views and plenty of room for family and friends. Swim in the heated saltwater pool that overlooks the Intracoastal and explore one of the most pristine beaches anywhere in the world just across the street. Other amenities include a fitness center, kayak storage, pool table, grilling area, and club room for social gatherings. There are also public tennis courts right next door! Close to great shops, restaurants, entertainment, and the Jolley Trolley! No pets and no smoking please. Available now for an annual lease. Seasonal rate is $5000 plus 13% for lease of less than 6 months. Call now to schedule your tour! Virtual tours are also available.

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

Listing Agent: Jill Peterson (727-470-7010)

Remarks: Rare 4th-floor end-unit condo offering a spectacular 270-degree Intracoastal water view from your private balcony — enjoy both sunrises and sunsets from this exceptional Island Estates residence. Fully renovated and move-in ready, this home features all new hurricane-rated windows and sliders and a bright, open-concept layout designed for comfortable coastal living. The updated kitchen opens to the main living area and includes modern finishes and breakfast bar seating. The spacious living/dining combination is complemented by a flexible bonus area off the kitchen — perfect for a dining nook, den, or home office. Luxury vinyl plank flooring runs throughout with tile in high-traffic areas for durability and easy maintenance. Desirable split-bedroom floor plan. The primary suite offers Intracoastal views, new balcony sliders, a walk-in closet, and an updated ensuite bath with modern shower and fixtures. The second bedroom is generously sized with convenient access to the updated main bath. New in-unit washer and dryer and ceiling fans throughout. Community amenities include a heated pool, tiki hut, BBQ grills, and assigned private covered parking. The building has recently undergone a complete exterior facelift. Located in highly sought-after Island Estates — close to restaurants, Publix, and shopping — and just one mile to Clearwater Beach with quick access to the mainland. Minimum lease period 7 months. First month, security deposit, and renter’s insurance required. Updated renovation photos included. Comes with its own private covered parking spot.

Listing is courtesy of: WATERFORD REALTY, INC. (727-409-2020)

Listing Agent: Maria Rocheleau (727-409-2020)

Remarks: Highly desirable & RARE northwest corner, 2 bedroom 2 bath condominium unit. The spectacular sunsets going down over the Gulf are stunning! Expansive living room offers panoramic views and the dual balconies are perfect for relaxing & taking it all in. Building Amenities Include: party center with billiard table, exercise room with showers, locker rooms & sauna. Private heated swimming pool, jacuzzi, tiki huts, BBQ grills and picnic area for your enjoyment. Short distance to world renowned Clearwater Beach that offers dining, shopping, entertainment & much more. Island Estates is an exclusive self-contained community. Property is in close proximity to grocery store, pharmacy, banks, restaurants, dry cleaners, nail salons & more. Clipper Cove is located on the Jolley Trolley and public transportation routes. SORRY NO PETS; 90 DAY MINIMUM. **Seasonal rate is $2900/month.** $350 Cleaning fee. NOT AVAILABLE JAN, FEB, MARCH.

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

Listing Agent: Susan Gaddis (727-403-9070)

Remarks: ANNUALLY *******UNFURNISHED**** Million Dollar Views from this 14th floor condo. Updated, spotless, tiled throughout, 2 bedrooms, 2 bathrooms, split plan, 1,300 sq.ft. Enjoy coffee or cocktails from your oversized balcony with breathtaking views of the Gulf and Bay. The resort style community offers a clubroom, fitness center, sauna, billiards and library. The geothermal unit keeps the pool at a perfect temperature year round, gas grills and a covered picnic area makes for a peaceful place for family and friends to gather. A beautiful sandy beach is just steps away. Covered parking and 24 hour security is a plus. Great restaurants and shopping are close by. Easy commute to Tampa and St. Petersburg. Escape to the elite Isle of Sand Key and enjoy resort style living at its finest. Available long term.

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

Listing Agent: Dale Wagner (727-439-0908)

Remarks: Summer move-in special! Love where you live. Live with 24/7 Gulf views and wave crashing sounds. This condo is clean and ready for you to enjoy the Florida lifestyle to its fullest. This building is quiet and situated in a very secluded part of north Clearwater Beach. Yet you are close to all the amenities the Clearwater Beach scene has to enjoy. This is the rental rate from April-September. The rent from October-March is 5600/month.

Listing is courtesy of: FOXX AND ASSOCIATES (727-743-8048)

Listing Agent: Maria Coats (424-903-5647)

Remarks: Long or short term super nice ground floor 2BR/2BA condo with a brand new kitchen and appliances, all new furniture and accessories throughout. Rate may vary for seasonal time frames. Close to the waterside pool and beach area of the community. Unit has tile flooring, open and bright layout. There is a nice patio sitting area just outside the LR slider and is a nice area to relax outside. The living room has the perfect view of the beautiful grounds, the pool area...the beach and all amenities are just steps away. Take a stroll along the private beach, relax and watch the boats go by and the dolphins frolic in the sunshine. Enjoy a swim in the updated, oversized heated pool or take a relaxing dip in the spa. When evening comes, it is the perfect time to take a walk along the powder sand private beach for some star gazing. This community is impeccably cared for and boasts tennis courts, pickleball, shuffleboard, a storage area, extra laundry room in the building if you need it, a carwash area, outdoor pool shower, and a large waterside lounging/grilling area. Condo has 1 covered parking space right in front of the condo and additional parking is permitted curbside right in front of the building on S. Gulfview too. Walk to all the popular restaurants and shops close by or venture out on the beach trolley. Clearwater Beach is full of fun and excitement any time of the day. Literally…all you need is here. Live the vacation you always dreamed of right here at the Beach House on Clearwater point. HOA tenant approval required. You don’t want to miss this opportunity! This Beach House unit did not sustain any hurricane damage.

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

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

Remarks: Wake up to the Gulf every morning. This stunning 12th-floor corner unit at the award-winning 440 West puts you directly on the water at America's #1 rated beach - Clearwater Beach. With 1,186 sq ft, 2 beds & 2 baths, the open living, kitchen, and private balcony deliver unobstructed, panoramic views of the Gulf of Mexico, Sand Key's southern coastline, the Intracoastal Waterway, and Sand Key Bridge. Watch dolphins play, manatees drift by, and sailboats head out to open water - all from your own balcony. Meticulously maintained, move-in ready, and available unfurnished. The significantly reduced rent is due to the possible minor inconveniences of current post-storm renovation efforts being done at 440W. Location and the incredible view are unaffected! Rent includes cable, water, sewer, trash, pool maintenance, grounds care & 24/7 security. Steps from Beach Walk, Pier 60, top dining & shopping. | 12-month lease | Unfurnished | Association approval required ($100) | Background check required | Tenant places electric in their name | No smoking | No pets.

Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)

Listing Agent: Bob Dean (520-954-1586)

Remarks: Welcome to 610 Island Way #608, a fully renovated waterfront rental offering sweeping Intracoastal Waterway views, a private balcony for stunning sunsets, and effortless resort-style living in Clearwater’s coveted Island Estates. This move-in-ready 2-bedroom, 2-bath condo features a brand-new kitchen with stainless steel appliances, beautiful granite countertops, and a bright, open layout that flows seamlessly into the living and dining spaces. The spacious primary suite includes balcony access, a generous walk-in closet, and a private en-suite bath, while the well-sized second bedroom provides excellent versatility for guests or a home office. Updated furnishings throughout, along with an in-unit washer and dryer, add everyday comfort and convenience. The owner covers water, garbage, landscaping, and basic cable—leaving the tenant responsible only for low electric bill. Enjoy the waterfront community pool, relax while watching dolphins and pelicans drift by, and take advantage of an unbeatable location just minutes from Clearwater Beach, Publix, the Clearwater Marine Aquarium, dining, and entertainment. Available for immediate occupancy, this turn-key condo delivers the perfect blend of fresh modern updates, waterfront tranquility, and everyday convenience in the heart of Island Estates.

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Clay Glover, Jr (727-641-5754)

Remarks: Enjoy effortless waterfront living in this spacious one-bedroom, one-bath condo located in the desirable Island Estates community at 700 Island Way. Offering 1,235 square feet, this residence features expansive wall-to-wall windows that frame beautiful water views and fill the home with natural light. The open living area is ideal for relaxing or entertaining, while the generously sized kitchen and full laundry room add everyday convenience. The primary bedroom provides a comfortable and peaceful retreat. Residents enjoy resort-style amenities including a fitness center, club room, tennis court, BBQ area, covered parking, and a first-come, first-served dock. Just a short walk to shopping, dining, banking, and Clearwater Beach, with Pier 60 and public transit nearby. An ideal full-time residence or coastal getaway in one of Clearwater’s most sought-after waterfront communities.

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

Listing Agent: Lindsay Irwin (603-969-6132)