Remarks: Welcome to the Regatta Beach Club, offering resort-style living on the private North End of Clearwater Beach. Available for a summer lease. This fully furnished, turnkey 1BR/1BA condo features a bright open layout, crown molding, built-in shelving, and a large private balcony with stunning sunrise and partial Gulf views. The luxury interior includes a Westin Heavenly king bed, an 11-foot custom closet, a premium Havertys sectional, a mini-bar, and an 82” wall-mounted Sony HDR TV, along with high-end linens and flatware for ultimate convenience. Enjoy world-class amenities: a gated 24-hour concierge, an Olympic-size heated beachfront pool, a Gulf-view fitness center, a private theater, beachside grills, a private pier, and included resident parking. Step directly onto pristine sugar-white sands or catch the beach trolley at the entrance—minutes from world-class dining and Pier 60. Your ultimate coastal summer retreat awaits.

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

Listing Agent: Valentina Knight (727-425-9156)

Remarks: DIRECTLY ON CLEARWATER BEACH ,FULLY FURNISHED 1 BEDROOM,1 BATH WITH AN EXTRA 50SQFT OF OPEN BALCONY. THE UNIT IS LOCATED ON THE SECOND FLOOR. ELEVATOR IN THE BLDG.3 MONTHS MINIMUM LEASE. BUILDING OFFERS 24HR SECURITY. COME SWIM IN THE OLYMPIC SIZE POOL DIRECTLY ON THE OCEAN SIDE, WORK OUT IN THE FITNESS CENTER,OR ENJOY THE RECREATIONAL ROOM W/PINGPONG/FOOSBALL/ AND BILLIARDS. AN ADDITIONAL MEDIA ROOM INCLUDES A BIG SCREEN TV,COMFORT CHAIRS AND MOVIE SELECTIONS. PLENTY OF FINE AND CASUAL RESTAURANTS, NIGHTLIFE, SHOPPING,AND ACTIVITIES SUCH AS CHARTER BOAT FISHING,DINNER CRUISES,SIGHTSEEING TOURS, DOLPHIN SPOTTING TOURS,PIRATE SHIP AND ON LAND ENJOY- DAILY SUNSETS AT PIER 60 W/ARTISANS, CRAFTERS,STREET PERFORMERS AND MUSICAL ENTERTAINMENT ALONG WITH MOVIES ON THE LAWN AT NIGHT ---COME HAVE FUN AND RELAX.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Dragana Kolundzic Grgic (727-459-8455)

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. AVAILABLE 9/15/26.

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

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

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: Welcome to your perfect slice of Florida living in beautiful Clearwater! This charming studio condo for rent is thoughtfully designed to maximize both space and comfort. The built-in Murphy bed allows you to easily transform your living area from a cozy retreat into an open, functional space—perfect for relaxing or entertaining. The updated kitchen offers plenty of room to cook, generous closet space ensures everything has it's own place. Natural light pours in through the sliding glass doors, leading you to serene views of the water and sparkling community pool—your daily reminder you’re living in paradise. This well-maintained community offers convenient amenities including a trash chute, elevator access, and a community laundry room (all on the same floor) for easy everyday living. Going outside you’ll enjoy the gated pool area, a spacious dock ideal for soaking up the sun, and even an additional community features like the kitchen, large living room area and additional tables and chairs for use —perfect for hosting gatherings or enjoying time with neighbors. This low-maintenance coastal retreat studio offers the perfect blend of convenience, comfort, and Florida lifestyle.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Madalynne Clukie (813-446-1796)

Remarks: YOUR NEW BEACH RETREAT IS AVAILABLE NOW! This newly renovated 1-bedroom, 1-bathroom waterfront condominium is light, bright, and ready for a great tenant. The open floor plan features an oversized private balcony with beautiful Intracoastal views—perfect for watching dolphins and manatees swim by. Interior features include an updated kitchen with quartz countertops and stainless steel appliances, luxury laminate flooring, a brand-new bathroom with walk-in shower, a king-sized primary bedroom with walk-in closet, and new high-impact hurricane-rated sliding glass doors. Conveniently located on the first floor, there is no need to rely on elevators. Located in one of Island Estates’ most desirable waterfront buildings, residents enjoy resort-style amenities including a marina, oversized heated pool and spa, tiki tables, tiki bar, his-and-her restroom facilities with showers and sauna, shuffleboard, tennis court, BBQ area, kayak storage, and kayak launch. Just a short distance from Clearwater Beach, the Clearwater Marine Aquarium, restaurants, shopping, banking, medical facilities, and everything Clearwater Beach has to offer. Long-term lease only. 12-month minimum. Call today for more information! Available July, 2026. (Furnishings may be optional)

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

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

Remarks: AVAILABLE 3 month minimum now to Dec 31, 2026 . Location can't be beat for this remodeled 1 bed / 1.5 bath first floor condo. Gorgeous / clean condo located across the street from Sand Key Beach public access and next to excellent restaurants and shops at the Shoppes at Sand Key Plaza. New furnishings that is very tastefully decorated, new tile floors, remodeled kitchen and bathrooms and newer A/C unit make this the perfect Florida home. Having the convenience of a washer and dryer in the unit and a reserved covered parking spot steps away from your front door are added benefits. The community pool is the place to relax right on the Intra-coastal. Community grills available for BBQing. Short term rentals (3 months) include up to $150 / mo. in electric, cable and Wi-Fi. Leases less than 180 days have 13% tax added. Walk, bike or jump on the trolley to #1 ranked Clearwater Beach for more excellent restaurants, entertainment and shopping. Tampa and surrounding Central Florida attractions, as well as quick access to the Tampa Airport and St Pete / Clearwater Airport are added benefits to the Florida Beach Life on Sand Key. Sorry - No pets

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

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

Remarks: Florida luxury living at its finest!! This updated CLEARWATER BEACH PENTHOUSE on Islandway Estates offers spectacular views of the Gulf of America and Intercoastal Waterway. All you'll need is your suitcase as this fully furnished unit has everything else. The kitchen features stainless steel appliances and stone countertops. There's a pull down murphy bed for when you have company come to visit. The complex's heated saltwater pool has its own direct ocean view with tiki table seating and dock. The community clubhouse can be reserved for your parties/events. On floor laundry room that has its own beautiful water views... Walking distance to many attractions such as the Clearwater Marine Aquarium, local favorite restaurant Islandway Grille, Pier 60, Sunset Sam Park, boating marinas, or the WORLD RENOWN white sands of Clearwater Beach. There's so much to love about this condos premier location. Don't let it slip through your fingers; call today for a tour. *May be rented short term/seasonally for $2,700 a month*

Listing is courtesy of: ARBORS MANAGEMENT & REALTY (727-462-9999)

Listing Agent: Justin Hull (727-385-4085)

Remarks: NEWLY RENOVATED TWO BEDROOM CONDO IN WATERFRONT RESORT STYLE COMMUNITY | Experience elevated waterfront living in this beautifully updated 2-bedroom, 2-bath corner residence in the highly desirable Island Estates community, just moments from Clearwater Beach. Perfectly positioned between the beach, downtown Clearwater, and Tampa Bay’s major employment hubs, this rare end-unit offers the ideal blend of coastal lifestyle and everyday convenience. Enjoy two private balconies with sweeping views of the Intracoastal, Gulf of Mexico, Clearwater skyline, Island Estates, and the Clearwater Marine Aquarium. Inside, the residence has been thoughtfully redesigned with an open-concept layout, hurricane-rated sliding glass doors, abundant natural light, and a clean coastal aesthetic throughout. Recent updates include a renovated kitchen with modern finishes, beautifully updated bathrooms, upgraded flooring, fresh interior paint, and new trim work. The primary suite features stunning water views, direct balcony access, a walk-in closet, and a fully remodeled ensuite bathroom with a walk-in rain shower. The spacious second bedroom also offers balcony access and beautiful views of the water and surrounding Island Estates area. Residents enjoy resort-style waterfront amenities including a heated pool and spa, tiki bar with large-screen TV, tennis, pickleball and shuffleboard courts, a marina with boat slips available for approximately $60/month, kayak launch with floating dock, renovated saunas and locker rooms, outdoor BBQ areas, and multiple waterfront seating spaces. Additional conveniences include secure keyless entry, optional covered parking, a private storage locker on the same floor, and laundry facilities on every level. Cable, high-speed internet, water, sewer, and trash are included, creating a comfortable and low-maintenance rental experience. Location is a major highlight. Island Estates offers a peaceful waterfront setting while keeping you close to everything Clearwater is known for. Publix, dining, banking, coffee, and everyday essentials are just minutes away, with Clearwater Beach, Pier 60, beachside restaurants, shopping, and entertainment easily accessible by walking, biking, or the Jolley Trolley. The home is also convenient to downtown Clearwater, Morton Plant Hospital/BayCare, Coachman Park, BayCare Ballpark, and major Clearwater employers including BayCare Health System, and other business hubs. Tampa International Airport and the greater Tampa area are also within reach, making this a strong option for anyone looking to enjoy the beach lifestyle without feeling disconnected from the rest of Tampa Bay. Available for an extended lease term, this beautifully updated waterfront condo offers the perfect blend of comfort, convenience, and coastal living in one of Clearwater’s most sought-after waterfront communities. Schedule your private showing today.

Listing is courtesy of: NORTHSTAR REALTY (727-528-7653)

Listing Agent: Genesis Martinez (407-637-4660)

Remarks: Island Walk on Island Estates offers this 10th floor, 1 bedroom, 1 1/2 bath condo gem with fantastic views of both the intracoastal waterways and the Gulf open waters! This condo has been beautifully updated and comes furnished. The open kitchen to living/dining area gives a larger space feel and is great entertaining or just relaxing in your cozy, quaint home. A large balcony, accessible from bedroom and living room provides you with a enchanting views and a great place to watch a sunset and enjoy your beverage of choice. This condo also comes with a covered parking space (#119), along with a large indoor storage (S105). Island Walk is also a wonderful waterfront community and its amenities including a heated pool, hot tub, tennis/pickleball courts, grills, a boardwalk with boat slips that could possibly be rented or purchased. The local area offers wonderful restaurants, shops, grocery store, bank, and of course Clearwater's fabulous Aquarium and rehabilitation center for aquatic life. BTW, America's number 1 beach is just outside the community and less than one mile to that beautiful sandy stretch of beach, See You Soon!!!

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

Listing Agent: Mark Frankum (727-492-6433)

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: Just moments from the sugar sands of Clearwater Beach, Unit 207 at Dolphin Cove offers the perfect blend of laid-back beach style living and everyday convenience. Imagine waking up and being only a short stroll or bike ride away from one of America’s top-rated beaches, where turquoise waters and stunning sunsets await you daily. This beautifully upgraded 1-bedroom, 1-bath 765 sq. ft. condo features a bright, open floor plan with sliding glass doors that fill the space with an abundance of natural light. The condo boasts modern updates throughout the entire unit with tasteful finishes that flows seamlessly with the open floor plan in the dining and living areas—perfect for entertaining or unwinding after a beautiful beach day. Enjoy resort-style amenities, including a waterfront oversized heated pool, community dock for fishing, covered bike parking area, easy access to plenty of dining, shopping and entertainment near the Clearwater Aquarium with vibrant nightlife. Whether you’re looking for a year-round residence or a vacation home this is a rare opportunity to live in paradise just steps from the beach. 3 month minimum rental and no subletting. Don't miss out on this prime Clearwater Beach location—where every day feels like a vacation!

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

Listing Agent: Pete Mustafaraj (727-494-5485)

Remarks: Available Immediately! Life at Dolphin Cove, a desirable waterfront enclave in Island Estates, just moments from the powdery shores of Clearwater Beach. This STUNINGLY REMODELED one-bedroom, one-bath condo captures the essence of coastal comfort while offering everyday practicality. Inside, natural light pours through expansive hurricane strength sliding glass doors, welcoming gentle Gulf breezes and creating a seamless connection between the living and dining spaces. The smartly arranged layout balances efficiency and comfort, complemented by tasteful finishes and brand new lighting offers a light, beach-inspired aesthetic that reflects relaxed island living. Take in peaceful water views and spectacular sunsets, with sightlines stretching along the Mandalay Channel toward Caladesi Island and Dunedin on clear days. Residents enjoy resort-style amenities including a heated waterfront pool, expansive sundeck, fishing dock with cleaning station, kayak and bicycle storage, and a welcoming clubhouse featuring a kitchen and direct pool access—perfect for entertaining. The community also offers secure entry, on-site management, and ample parking. Conveniently situated within walking distance of Publix, local dining, the Clearwater Marine Aquarium, the marina, and nearby parks, this self-contained island setting is also just a short walk or bike ride from the vibrant shops, restaurants, and attractions of Clearwater Beach. This is a rare chance to embrace effortless waterfront living—where every day feels like a getaway.

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

Listing Agent: Kathy Grams (727-259-9247)

Remarks: Clearwater Beach – Island Estates Condo (Furnished, Water View!) Enjoy coastal living in this beautifully maintained 5th-floor 1-bedroom condo located in the highly desirable Island Estates community of Clearwater Beach. This tastefully furnished unit offers a serene water view and a bright, open layout perfect for relaxing or entertaining. The condo features ceramic tile throughout, a spacious living/dining room combination, and abundant natural light. The bedroom includes a large walk-in closet, providing plenty of storage. Residents of the Dolphin Cove community enjoy access to a private pool overlooking the Intracoastal Waterway, outdoor grill area, and a fishing pier. Additional conveniences include a ground-level storage room for bikes. Island Estates offers everything you need just steps away—Publix, waterfront dining, Windward Pub, banks, salons, and more. Plus, you're just minutes from the beach—walk, bike, or hop on the trolley for easy access. This is a 90 day minimum complex. Looking for short term or long term. No pets, no smoking.

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

Listing Agent: Linda O'Hanlan (727-798-2689)