Displaying: For Rent
Location: Clearwater Beach
Property Type(s): Condos
Price: $3,500 to $4,999
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Clearwater Beach - 20 properties found
1600 GULF BLVD #1016, CLEARWATER BEACH, FL 33767
$4,995124 Days on yellowkey MLS ID: TB8477679
REDUCED by $755 (13.1%) on 06/11/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1970 Built: 1985Community: Dans Island On Sand Key Condo North Bldg Unit 1016Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Mildred Helms Elementary-PN
High School: Largo High-PN
Tax Year:
Middle School: Largo Middle-PN
Remarks: REDUCED price on this exceptional Annual Rental in Clearwater Beach – Sand Key | 3BR/3BA | Nearly 2,000 Sq Ft | 10th Floor Live the coastal lifestyle in this exquisite residence at Dan's Island, located in the highly desirable Sand Key area of Clearwater Beach. This beautifully appointed 3-bedroom, 3-bathroom condo offers just under 2,000 square feet of refined living space and showcases breathtaking Gulf and Intracoastal views from the 10th floor. Interior Features Include: Elegant Acacia wood flooring throughout living room, dining room, and bedrooms. Updated kitchen with granite countertops, shaker cabinetry & stainless steel appliances. Breakfast nook with direct balcony access. Spacious open-concept living & dining area ideal for entertaining. In-unit laundry room for added convenience. Bedroom Retreats: All three bedrooms feature private ensuite bathrooms. Primary suite includes soaking tub, walk-in shower, walk-in closet & panoramic water views. Second and third bedrooms each enjoy share a private balcony of their own. Community Amenities at Dan’s Island include: Private recreation building, Indoor 1/2 basketball court, Fitness center, Clubhouse with full kitchen, Billiards room, Two additional balconies, Resort-style waterfront setting. The condo is being offered furnished, with flexibility for unfurnished if preferred. Annual lease required. If you're seeking luxury, privacy, and world-class views in Sand Key, this is a rare opportunity.
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)
Listing Agent: Janelle Makowski (727-420-9701)
1540 GULF BLVD #2107, CLEARWATER BEACH, FL 33767
$4,5004 Days on yellowkey MLS ID: TB8521522
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1579 Built: 1992Community: Ultimar Two CondoSpa: YesCondo
Elementary School: None
High School: None
Middle School: None
Remarks: AVAILABLE NOW, LONG OR SHORT TERM (3 months minimum), FURNISHED ONLY. GULF or INTRACOASTAL VIEWS from EVERY ROOM! Live where the Pelicans fly. Rising to one of the highest condos on Sand Key Beach, Enjoy Breathtaking, 21st floor views of vivid turquoise waters, the Gulf shore, natural sea oats and brilliant blue skies. Enter this 2 bedroom, 2 bath condo with nearly 1,600sf and instantly fall in love with the view. The kitchen has new counters and eat-in breakfast nook with intracoastal view. Formal dining area with Gulf and Intracoastal views. Hard to choose between, sunrise or sunset? HAVE BOTH from one of TWO balconies. The large wrap-around balcony adds to the relaxing lifestyle with sounds of the surf and the sparkling night lights over Intracoastal. The master suite has a private en-suite bath with soaking tub with a view! Your guests will appreciate privacy from the split plan and the Intracoastal water view. NEW flooring in both bedrooms, freshly painted and NEW AC! Ultimar is located on pristine Sand Key Beach. Residents can relax and unwind in the world class amenities including three swimming pools, lap pool, tennis courts, outdoor lounging areas, putting green, basketball, croquet, and fitness center with steam shower and sauna. The club room allows you to host intimate gatherings and is complete with a wet bar, catering kitchen, piano and two full-sized pool tables for your entertainment. Under-building private garage #59, onsite manager and 24-hr guard service add to convenience and security. Only minutes to world-famous Clearwater Beach, water activities, golf courses, fine dining and endless shopping venues. If you’re looking for the best in luxury resort living while escaping the cold this is your next move! Rate shown is for a long-term annual lease. Seasonal rate varies by length of stay and time of year. Water, trash, cable, and internet included. Tenant pays electric and 13% tourism taxes for any term less than 6 months.
Listing is courtesy of: BEACHWISE REAL ESTATE (727-214-2420)
Listing Agent: Kristin Vincelli (727-686-1596)
240 SAND KEY ESTATES DR #216, CLEARWATER BEACH, FL 33767
$4,500174 Days on yellowkey MLS ID: TB8459233
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1530 Built: 1983Community: Harborage Condo ClearwaterCondo
Remarks: Discover the epitome of coastal luxury living in this immaculate 2-bedroom, 2-bathroom condo nestled along the picturesque Intracoastal waterfront in Sand Key. Boasting a fresh and contemporary modern design, this fully furnished residence offers the perfect blend of style and comfort. With breathtaking waterfront views and the proximity to the stunning Clearwater Beach, this condo offers a lifestyle of unparalleled elegance and convenience. Every room boasts water views and access to the wrap around balcony. Enjoy Harborage II's exclusive amenities, including 24/7 guard gated security, a heated pool situated along the waterfront, fishing pier, two pickleball courts, shuffleboard, corn hole, picnic tables and gas grills. Located in the sought-after Sand Key area, just a stone's throw away from the world-renowned Clearwater Beach, you'll have easy access to the finest shopping, entertainment, and dining options that the area has to offer. Seasonal rentals are made even more convenient with $150 included for electricity per month, along with cable and Wi-Fi services. Please note that additional fees apply, including an application fee of $150, a processing fee of $75, a security deposit of $1,000, a cleaning fee of $200, and a 13% tourist tax for rentals less than 180 days. Conveniently situated 25 miles from Tampa International Airport and only 14 miles from St. Pete/Clearwater Airport, provides excellent connectivity for both travel and leisure. 3-month minimum rental policy. No pets or smoking. Three month minimum leases.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Laura Yeager (813-431-2754)
1400 GULF BLVD #212, CLEARWATER BEACH, FL 33767
$3,60020 Days on yellowkey MLS ID: TB8515879
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1392 Built: 1973Community: Sand Key Condo-South Beach 1Condo
Remarks: Wake up to Gulf breezes, stunning sunsets, and the toughest decision of your day is pool or beach? This beautifully furnished 2-bedroom, 2-bath beachfront condo offers the best of Sand Key living, with both Gulf and pool views to enjoy from your private retreat. The spacious primary suite features its own en-suite bathroom, and automatic hurricane shutters on all windows provide added privacy, security, and convenience at the touch of a button. Recent updates include the washer and dryer, air conditioning system, and balcony improvements, so you can spend less time worrying about maintenance and more time enjoying paradise. The condo also includes a storage locker and a covered parking space conveniently located under the building. Even better, all utilities are included-electric, cable, internet, water, and garbage, so the only bill you'll need to worry about is deciding where to have dinner. The Sand Key Condo-South Beach community offers an impressive collection of resort-style amenities designed to make every day feel like a vacation. Enjoy a heated beachfront pool overlooking the Gulf of Mexico, relax under the tiki huts and gazebos, or take advantage of the private beach access just steps from your door. Outdoor grilling areas, beachside showers and restrooms make entertaining and beach days easy, while tennis courts provide the perfect excuse to work off those sunset cocktails. The community also features a 24-hour gated entrance with security guard, a clubhouse/community room for social gatherings, and fitness facilities. Spend your days strolling along miles of sugar-sand beach, swimming in the Gulf, watching dolphins play offshore, or enjoying breathtaking sunsets that never seem to get old. Located within walking distance to Sand Key Park, restaurants, and shops, you'll have everything you need nearby—though you may find yourself never wanting to leave. Available January through March for $4,000 per month. Minimum 3-month rental. No smoking. No pets. Security deposit is $1,000. Just bring your suitcase and your flip-flops—everything else is already here.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Rebecca Gustafson (813-505-0446)
845 S GULFVIEW BLVD #110, CLEARWATER BEACH, FL 33767
$3,700730 Days on yellowkey MLS ID: U8247838
INCREASED by $700 (23.3%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 897 Built: 1969Community: Clearwater Point 1Spa: YesCondo
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)
895 S GULFVIEW BLVD #203, CLEARWATER BEACH, FL 33767
$3,8004389 Days on yellowkey MLS ID: U7700896
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1007 Built: 1970 Tax: $6,186 (2021)Community: Clearwater PointSpa: YesCondo
Taxes:$6,186
Tax Year: 2021
Remarks: Booked through 4/30/27. Rent includes W/S/T/basic cable/basic internet. Condo is beautiful and is fully furnished. Breathtaking views of the private beach. Condo has been remodeled with walk-in showers, new paint, new plank flooring, and new guest room furnishings. Master BR has a king bed, flat Screen TV, dresser, lots of closet space and super nice water views. Guest room with large bunk beds and a large closet. Kitchen is open and has a range, microwave, dishwasher, refrigerator, beautiful white cabinetry, and a small breakfast bar/prep or computer area. The living room has a flat screen TV, beautiful leather furniture, new flooring, new paint and the perfect beach view. The sunroom looking out at the beach is the perfect spot to relax and read, have your morning coffee or have an evening beverage watching the sun go down. Always a special something cool to see on the waterside...lots of sea life activity to enjoy. Basic cable, and WIFI are included. The community beach is private for residents only. There are also 2 waterside pools, a spa, tennis area, shuffleboard, a BBQ area, storage room and more. This is truly living your vacation here at the Island House on Clearwater Point. It's a short distance to the famous Shephards and all the great Clearwater beach hot spots. Lots of shopping in the area so take the Jolly trolley and go explore all the area has to offer. Association approval is required for all new tenants. No Pets per community HOA. This unit rents very quickly for season, so get your booking in now and enjoy the best of island paradise.
1480 GULF BLVD #309, CLEARWATER BEACH, FL 33767
$3,80018 Days on yellowkey MLS ID: TB8516274
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1394 Built: 1982Community: Sand Key Condo-South BeachCondo
Remarks: Welcome to your new luxury beach residence! Don't miss your opportunity to take Florida Gulf Coast Beach Living for a one year "test drive" with this fully updated, contemporary unit on semi-private Sand Key Beach!!! This "Fully Furnished" Luxury beach condo, located in the gated South Beach IV community will be Available for rent starting September 1st on an Annual (1-2 Year) Lease for an (off season) rate of ONLY $3,800 a month!!! Toes in the sand in just a matter of seconds from your fully updated 2-bed/2-bath private beach condo with fantastic panoramic views of water everywhere!!! Enjoy care free, Resort Style amenities and walking distance to casual dining with the Columbia, Backwaters, Marriott (Starbucks) Cafe, Dunk'n and much more at the Shoppes of Sand Key. This unit also features brand new Cat-5 storm rated hurricane windows, glass sliders and retractable electric storm shutters for additional peace of mind. Seasonal beach rates typically vary between $5K to $6,000/month (and higher). Private, end corner unit on NE corner of building. Breathtaking sunrises and sunsets, "HEATED POOL", "HEATED BEACH"!!! THE DOLPHINS ARE WONDERING - WHAT ARE YOU WAITING FOR...???
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mark Hartman (727-643-4508)
690 ISLAND WAY #404, CLEARWATER BEACH, FL 33767
$3,50014 Days on yellowkey MLS ID: TB8513434
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1350 Built: 1982Community: Island Walk CondoSpa: YesCondo
Remarks: Furnished 2 bed / 2.5 bath corner rental. AMAZING, direct, waterfront, panoramic, stunning views greet you from every room of this gorgeous condo! Northwest views where you can view the sunset every night, watch the dolphins in the Intra-coastal, check out the action at the pool, or just capture some sun while reading on one of your three balconies. Both the Master and Guest room have sliders with balcony access and views. Both bedrooms have updated ensuite baths. There are 5 sets of sliding doors to showcase the beauty of the views and enjoy the light and brightness from the sunshine state. Added features of this condo is washer and dryer in the unit, hurricane sliders, covered under building parking that is steps away from the lobby door. Enjoy resort like amenities: waterfront heated pool, hot tub, tennis / pickleball courts, grills, picnic area, bicycle storage, car wash, and boardwalk for sunset strolls. The minimum rental period is three months. Island Estates is a self-contained waterfront paradise offering fine dining, Publix Grocery store, Sushi, Market / Deli, Bar & Grill, UPS Store, 2 Nail Salons, Dry Cleaners, Gas Station with auto repair and Clearwater Marine Aquarium! Just a short walk, bike ride or Jolley Trolley ride over to the consistently #1 ranked Clearwater Beach. You'll love living the Island Life!
1480 GULF BLVD #106, CLEARWATER BEACH, FL 33767
$4,500605 Days on yellowkey MLS ID: TB8315052
Remarks: Desirable South Beach IV has become Available for 3 months minimum for upcoming 2027 season is $4500/month plus fees for Jan, Feb and March, or December can be included. Flexible 3 month minimum within those months. This 2 bed/2bath is tastefully decorated, and has a lovely large deck for your extra outdoor living. Includes electricity allowance, basic cable , wifi. Enjoy bright and sunny Sand Key and your sparkling gulf-front pool and tiki huts for your vacation. This could be your oasis for sun, sand and sunsets!
Listing Agent: Deborah Kowal (727-542-7125)
1230 GULF BLVD #903, CLEARWATER BEACH, FL 33767
$3,600510 Days on yellowkey MLS ID: TB8344898
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 1980Community: Landmark TowersSpa: YesCondo
Remarks: Welcome to Paradise at Landmark Towers – Sand Key, Clearwater Beach Escape to beautiful Sand Key and enjoy a relaxing stay in this charming beach-themed 2-bedroom, 2-bath condo at Landmark Towers. Thoughtfully decorated with a coastal Florida vibe, this comfortable retreat is designed to help you unwind the moment you arrive. The condo comfortably accommodates guests with a king bed in the primary suite, two twin beds in the guest bedroom, and a queen sleeper sofa in the living area. Step onto your private balcony and take in breathtaking views of the Gulf, the pristine beaches of Sand Key, the resort-style pool and spa, and the tennis courts. Every evening brings a spectacular Gulf Coast sunset right from your balcony. Early risers can enjoy beautiful sunrises over the Intracoastal Waterway from the front outdoor seating area. Whether you prefer the peaceful atmosphere of Sand Key Beach or the excitement of nearby Clearwater Beach, you'll have the best of both worlds. Enjoy boating, fishing, parasailing, dolphin watching, sightseeing, and countless waterfront activities. Just a short walk away, the Shoppes of Sand Key offer excellent restaurants, boutique shopping, and convenient essentials. The convenient Jolley Trolley stops nearby, making it easy to explore the surrounding beach communities. Head south toward the beaches of St. Petersburg or north to charming destinations like Tarpon Springs and Dunedin. Come experience the beauty, relaxation, and unforgettable sunsets that make Sand Key one of Florida's most treasured beach destinations. Your perfect coastal getaway awaits!
Listing is courtesy of: SAND KEY REALTY (727-443-0032)
Listing Agent: Linda O'Hanlan (727-798-2689)
1401 GULF BLVD #215, CLEARWATER BEACH, FL 33767
$3,800226 Days on yellowkey MLS ID: TB8445660
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1972Community: Sand Key Condo-Bayside Gardens ISpa: NoCondo
Remarks: Available Nov 1, 2026 with a 3-month minimum stay, this beautifully appointed furnished 2-bedroom, 2-bath plus loft condo offers breathtaking water views, gorgeous décor, and a coveted Sand Key Beach location. Located in the desirable Bayside Gardens waterfront community, this light and bright condo welcomes you with an open living area featuring three large sliding glass doors that open to a spacious private balcony overlooking the sparkling Intracoastal Waterway. Just across the street from the public beach access and steps from the Shoppes at Sand Key, you’ll enjoy an easy coastal lifestyle surrounded by top-rated restaurants and boutique shopping. Set on lush, landscaped grounds, the community offers resort-style amenities including a heated pool, poolside lanai, gas grills, an outdoor gas fireplace, and shaded dining areas perfect for relaxing or entertaining. Beach access is directly beside the building, putting the Gulf of Mexico just steps away. Nearby, Sand Key Park offers additional recreation with a dog park, concessions, picnic shelters, and kayak rentals, while Clearwater Beach, known for its award-winning white sand, is just over the bridge. For added convenience, this unit includes an in-unit washer and dryer, and you’ll be just 25 miles from both Tampa International (TPA) and St. Pete–Clearwater (PIE) airports. Experience the best of coastal living this winter on beautiful Sand Key.
1250 GULF BLVD #703, CLEARWATER BEACH, FL 33767
$4,500116 Days on yellowkey MLS ID: TB8478506
REDUCED by $500 (10.0%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1981Community: Landmark Towers 2Spa: YesCondo
Remarks: AVAILABLE July and beyond 2026. Jan 2027. Booked Feb-March Gulf front, beach front, gorgeous views from this beautifully furnished 2 bedroom / 2 bath condo on the 7th floor overlooking the pools, beach and Gulf of Mexico. Wonderful balcony to enjoy every sunset! The balcony opens up from the living room and master ensuite to enjoy large outdoor living. The condo is fully stocked and has a full size washer and dryer in the unit. Outdoor amenities include: Heated pool, spa, tennis, pickleball, shuffleboard and playground as well as a private path to enjoy the beach, take beach walks, shell and swim in the Gulf. Landmark Towers 2 is a gated community with 24 / 7 security. The reserved parking space is covered under the building. Conveniently located across the street from the Shoppes at Sand Key that has the best restaurants and shopping! Ideal location to the #1 Clearwater Beach, Jolley Trolley pickup is in front of the complex. Just 25 miles to 2 airports -St Pete Clearwater & Tampa International. Seasonal rentals include cable, wifi, water, sewer, trash and up to $150 / mo. electric. Rent does not include 13% tax for rentals less than 180 days, cleaning fee, processing fee and condo application fee. The ideal place to enjoy your beachfront vacation and relax! One month minimum rental period. No smoking and No pets. Please allow time for association approval.
320 ISLAND WAY #209, CLEARWATER BEACH, FL 33767
$4,250138 Days on yellowkey MLS ID: TB8473657
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1700 Built: 1995Community: Cutter Cove CondoCondo
Remarks: Beautifully remodeled and fully furnished 3-bedroom townhome with a spacious loft above the primary bedroom, 3 full bathrooms, and an oversized 2-car tandem garage. Located in the residential yet resort-style Cutter Cove community on Island Estates, this home offers the perfect blend of comfort, privacy, and island living. Residents enjoy full access to resort amenities, including a conveniently located pool, hot tub, tiki hut, and barbecue area. The community provides a peaceful atmosphere while remaining close to everything Clearwater Beach has to offer. The townhome features two primary suites, two private balconies, generous storage, newer appliances, remodeled bathrooms, a fully updated kitchen, and durable LVP flooring throughout. The newly remodeled kitchen overlooks the dining and living areas and opens to one of the balconies. A large loft on the third level, situated above the primary bedroom and leading to an additional balcony, offers flexible space perfect for a home office, media room, or game room. Ideally located within walking distance or a short trolley ride to shops, restaurants, the Clearwater Marine Aquarium, and the beach yet just outside the high-traffic tourist areas. This home provides both convenience and tranquility. Easy access to Tampa International Airport and major highways adds to its appeal. This is an exceptional opportunity to enjoy long-term living in one of Island Estates’ most desirable communities.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Linda Caruso (727-410-7501)
1230 GULF BLVD #508, CLEARWATER BEACH, FL 33767
$3,500280 Days on yellowkey MLS ID: TB8428408
Remarks: CALL FOR SEASONAL PRICE. 5th floor END UNIT with direct oceanfront Gulf views, located in Landmark Towers on the famous Sand Key Beach. This freshly remodeled 2-bedroom, 2-bathroom condo offers 1,111 square feet of living space and includes Quartz countertops, new cabinetry, recessed lighting, LVP flooring, and extra in-unit storage. An in-unit washer and dryer adds convenience, and the primary bedroom features a walk-in closet and a sliding glass door to the balcony with stunning ocean views. The unit also includes impact-resistant double-pane windows and a spacious layout ideal for everyday living or seasonal use. Enjoy direct views of the beach, pool, and tennis courts from the main living areas. Amenities include a HEATED POOL, SPA, TENNIS COURTS, SHUFFLEBOARD, BBQ GRILLS, and a PRIVATE BEACH RESERVE WITH DIRECT GULF ACCESS via a boardwalk through the community’s conservation area. A PREMIUM COVERED PARKING SPACE NEXT TO THE ELEVATOR. The monthly condominium fee covers WATER, TRASH, BASIC ELECTRICITY, CABLE, INTERNET, EXTERIOR MAINTENANCE, and 24/7 SECURITY WITH GATED ENTRY AND ON-SITE MANAGEMENT. Landmark Towers is located just across the street from Sand Key Plaza, placing shopping and waterfront dining options—including the famous Columbia Restaurant—only steps away. Approximate travel times: 5 minutes to Clearwater Beach, 15 minutes to St. Pete–Clearwater Airport, and 30 minutes to Tampa International Airport.
Listing Agent: Frankie Napolitano (813-951-1807)
1351 GULF BLVD #219, CLEARWATER BEACH, FL 33767
$4,200152 Days on yellowkey MLS ID: TB8467718
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1520 Built: 1974Community: Sand Key Condo-Bayside Gardens IiiCondo
Remarks: Clearwater Beach living at its best! This beautiful 3-bedroom, 2.5-bath townhome with carport parking is located in the desirable Sand Key community of Bayside Gardens III. Tastefully decorated with a modern flair, this unit is available as an annual rental (or 7 months or more). Sand Key Beach is directly across the street, offering easy access to sugar-sand beaches and breathtaking sunsets. The community features a recently renovated heated pool and barbecue area, perfect for relaxing and entertaining. Enjoy the convenience of being within walking distance to the Shoppes of Sand Key, featuring boutique shopping and waterfront dining. Ready to escape the cold? There’s still time to secure this perfect winter retreat!
Listing Agent: Madonna Steinlage (727-420-7620)
1460 GULF BLVD #308, CLEARWATER BEACH, FL 33767
$3,50058 Days on yellowkey MLS ID: TB8501919
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1298 Built: 1980Community: Sand Key Condo-South Beach 1460Condo
Remarks: Come and bask in the Florida sunshine in this beautifully updated beach home. Situated in a perfect oceanfront location on Sand Key, this 2BR 2BA condo comes with everything need to begin enjoying the beach life immediately. The floor plan is open and features a well-equipped chef's kitchen with custom cabinets, granite countertops, and stainless-steel appliances and upgraded sliding doors in every room open to a large terrace with views of the beach and Gulf. The bedrooms are spacious with great closet space and the owner's suite features an updated en-suite bath. Amenities include a resort-style pool that overlooks the Gulf, Tiki Huts, and Club Room for social gatherings. Quiet and serene yet close to great dining, shopping, entertainment, and the Jolley Trolley! Minimum lease of 3 months required. No smoking or pets allowed. Call today to schedule your tour! Virtual tours are also available.
Listing Agent: Jill Peterson (727-470-7010)
1270 GULF BLVD #701, CLEARWATER BEACH, FL 33767
$3,50086 Days on yellowkey MLS ID: TB8491632
REDUCED by $500 (12.5%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1094 Built: 1974Community: Harbour Light Towers CondoCondo
Remarks: Welcome to your front-row seat to paradise where your biggest daily decision is beach or balcony. This 7th-floor, 2-bedroom, 2-bath beachfront condo in Sand Key delivers those “I can’t believe I live here” vibes from the moment you walk in. Natural light pours in, the Gulf views go on forever, and yes, those sunsets are as good as everyone says (no filter needed). Step out onto your private balcony to watch dolphins, sailboats, and the occasional person questioning their life choices back home while you’re living yours correctly. The open layout makes it easy to relax or entertain, depending on whether you’re hosting friends or unwinding in your own private retreat. The building brings the perks too, with a heated beachfront pool, clubhouse, grilling area, gated access, on-site management, and a direct walkway to the sugar-white sand, because the only thing better than living near the beach is living on it. Sand Key gives you a quieter, more peaceful beach setting, but you’re till just minutes from all the action of Clearwater Beach. Harbour Light Towers offers 24-hour gated security, private beach access, under-building reserved parking, coded lobby entry, on-site management, a clubhouse with kitchen, and a storage closet on each floor. Recent community improvements include updated common areas, new Roof, enhanced security systems, repaved parking, and refreshed exterior elements. Right across the street, the Shoppes of Sand Key offer dining and shopping, including the iconic Columbia Restaurant, so dinner plans are always easy. And just to make this even better, Clearwater Beach keeps winning awards like it’s their full-time job, recently named the #1 Beach in Florida, #2 in the U.S., and one of the top beaches in the world. Convenient access to Tampa International Airport, St Pete Clearwater Airport, and all of Central Florida’s attractions means everything you need is within reach, you can even catch the Jolly Trolly right out in front of the building! Although once you’re here, you may not feel the need to go anywhere at all. This isn’t just a rental, it’s your official upgrade to beach life. Available April 1st-December 31.
400 ISLAND WAY #901, CLEARWATER BEACH, FL 33767
$3,750216 Days on yellowkey MLS ID: TB8450009
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1390 Built: 1978Community: Starboard TowerCondo
Remarks: Live the dream at 400 Island Way #901 in Clearwater Beach! This rare corner-unit rental with wi-fi & cable offers panoramic water views, luxury finishes, and the ultimate Florida lifestyle—just minutes from the beach. Available for short term or annual. *Please note that peak season rate is $4,500/month) **Island Living at Its Finest!** Welcome to a stunning 2-bed, 2-bath corner condo perched on the 9th floor of Island Estates’ tallest tower. With 1,390 sq ft of open living space, in-unit washer & dryer, remote controlled shades, updated windows & sliders; this furnished unit boasts views of the Gulf, Mandalay Bay, and Clearwater Beach from private balconies. Features include: • Floor-to-ceiling hurricane-rated windows & doors, remote electric shades • Spacious layout with built-in corner wet-bar/hutch • Updated kitchen with stunning cabinetry, granite countertops, stainless steel appliances and fully updated baths • Resort-style amenities: heated pool, hot tub, fitness center, saunas, bike racks, storage locker and more Start your day with sunrise coffee and end it with breathtaking sunsets over the water. Just minutes from the sugar sands of Clearwater Beach, shopping, dining, and the Clearwater Marine Aquarium. Available now for short term or long-term lease—don’t miss this rare opportunity to live above it all!
Listing Agent: Susan Gaddis (727-403-9070)
450 S GULFVIEW BLVD #704, CLEARWATER BEACH, FL 33767
$4,500 MLS ID: U8248798
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1186 Built: 1975Community: 440 West CondoCondo
Remarks: RENTAL RATE VARIES MONTHLY BY SEASON ($4,500-$6,800). Your Coastal Living Tropical Paradise in Clearwater Beach awaits you! This gulf front condo offers a private Master Suite with separate entrance as well as an open floor plan that flows out to the Gulf Front balcony providing pool and panoramic Gulf of Mexico views! While a minimum one month rental is available in the off-season, a 3-month minimum is requested in-season and NO BROKEN MONTHS. The 440 West Condominium complex offers a gated community with 24-hr security, newly remodeled heated pool and pool deck, Gulfside grill area, gym, sauna, library, shuffleboard, and billiards and community rooms. This property is a few steps away from the soft sugar sands of Clearwater Beach and close to bars, restaurants, shopping, water sports, boat rides, deep sea fishing and the famous Pier 60 which is home to the Pier 60 Sunset Festival. Rental Rate varies based on season. There is an additional 13% Occupancy Tax for stays 6 months or less, Accidental Damage Insurance and Cleaning Fee. So, call now to secure the MEMORIES of a LIFETIME for you and your family! The following links are found in the MLS Listing ONLY (Not other 3rd party syndicates) --> Click on Virtual Tour 1 for Virtual Tour | Click on Virtual Tour 2 for an Availability Calendar
Listing is courtesy of: THE REAL ESTATE PHARMACY (727-667-5592)
Listing Agent: Emil Veltre (727-667-5592)
1230 GULF BLVD #306, CLEARWATER BEACH, FL 33767
$3,500457 Days on yellowkey MLS ID: TB8359665
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 1980Community: Landmark TowersCondo
Remarks: Enjoy your stay on the beautiful beach of Sand Key/Clearwater. Landmark Towers amenities include pools, jacuzzi, tennis, pickleball, barbeque grills and of course you have the beautiful Gulf Of America just steps from your condo. Surrounding activities include; boating, fishing, parasailing, parks, marine life and lots of different sight seeing ventures. Your stay will be very comfortable within this fully furnished 2 bedroom/2 bath condo. Indoor Washer and Dryer. You will not miss a single sunset from your balcony and if you are an early riser you can enjoy the sunrise as it crests over the Intracoastal Waterway. Take a stroll just across the street to "The Shoppes Of Sand Key" where you will find a few great dining places for breakfast, lunch and dinner. There are several boutiques and a convenience store. The "Jolly Trolley" is a great way to move about the barrier island. Take a ride south to St. Pete. Beach or head north to Tarpon Springs and Dunedin.
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