Good, spacious fully renovated house - just 5 minutes' walk from N Clearwater Beach—just steps from the sand. Offered in the ~$969K–$989K range, this fully renovated resi...

Leave the car behind and step into one of Island Estates most walkable and sought-after locations—where the Island restaurants, Publix, bank, UPS store, nail salons, gas ...

Welcome to waterfront living at its finest! This beautifully updated 2-bedroom, 2-bathroom first-floor condo offers breathtaking, one-of-a-kind panoramic Intercoastal vie...

Furnished Beachfront Retreat with Gulf & Intracoastal Views – Clearwater Beach. Wake up to the sound of the waves in this beautifully furnished 2-bedroom, 2-bathroom retr...

Dream of living on the beach! Location is key for this South Beach Gulf front condo community on beautiful Sand Key Clearwater Beach. Immediate occupancy long term leas...

Experience the pinnacle of coastal luxury from this breathtaking 17th-floor residence situated right below the penthouse level at the prestigious, guard-gated Ultimar III...

Photos coming soon! Just a few repairs to make before this beauty is ready for its new tenant! Welcome to Dolphin Cove, one of Island Estates' most desirable waterfront c...

Harbour Light Towers 2BR/2BA. NEWLY RENOVATED fully furnished. Available through December-26 for $4000 Mo. (one-month minimum rental required) We are also seeking a 2027 ...

Two bedroom, Two bath, Sixth floor Condo on Clearwater Beach! Best views facing south from the spacious living area and from both bedrooms! Gaze at the Bay and Azure wate...

LONG-TERM RENTAL – 6 MONTHS OR LONGER AVAILABLE NOW! Experience elevated coastal living in the prestigious Pura Vida community on the world renowned north end of Clearwat...

Beautiful Townhome on Clearwater beach. 2 Bedroom/ 3 bath/ 2 car garage. No Pets, No Smoking. Waterfront community. Pool, docks, fitness center, sauna. Short walk to the ...

Experience coastal beachfront living at its finest in this move-in-ready, fully furnished 2-bedroom, 2-bath residence at the highly sought-after Harbour Light Towers on S...

Wow! That is the reaction most have upon entering the units at Azure! This listing is offered as a 6-month + 1-day minimum rental. Stay dates must not include February an...

Wow! That is the reaction of most upon entering the units at Azure! Huge, 2315 s.f. waterfront furnished condo! 4-bedroom, 2-bath. This listing is offered as a 6-month + ...

Wow! That is the reaction of most have upon entering the units at Azure! This listing is offered as a 6-month + 1-day minimum rental. Stay dates must not include February...

Experience the ultimate beachfront living in this exquisite Sand Key PENTHOUSE Condo situated in Sand Key Beach, Florida. Offering stunning views of the Gulf and Intracoa...

**WELCOME TO THE REGATTA BEACH CLUB** Paradise awaits at Clearwater Beach's premier location! This tastefully updated two bedroom, two bathroom unit is a must see! Among ...

Stunningly Renovated Waterfront Coastal Townhome – Your Perfect Florida Boating & Hosting Retreat! Imagine waking up to sparkling Intracoastal Waterway views, stepping ou...

Welcome to Island Estates living! At this desirable community, you can enjoy the sunsets each evening from your balcony or enjoy the sunrise & water views poolside every ...

Experience luxury coastal living at Bella Rosa Condominiums on the beautiful shores of Sand Key. This exceptional beachfront residence offers breathtaking panoramic views...

Enjoy amazing panoramic views of both the Gulf of Mexico and the Intracoastal waterways from this 7th floor unit with private & unobstructed North exposure in Belle Harbo...

Experience the pinnacle of coastal luxury in this exquisitely renovated residence at the prestigious Grande on Clearwater Beach. This stunning turnkey, 3-bedroom, 2-bathr...

NOW ACCEPTING INQUIRIES! Tranquility and a touch of paradise awaits you from this 6th floor, 2 bed /2 bath larger sq ft condo. South Beach IV was built in 1982 by US Stee...

Welcome to an extraordinary opportunity to lease a stunning corner residence at 1170 Gulf Blvd #1105 in the Grande on Clearwater Beach where every day feels like a luxuri...

Welcome to beautiful Sand Key, located in gorgeous Clearwater, Florida! Nestled between the Intracoastal Waterway and the Gulf of Mexico, this charming 3-bedroom, 2.5-bat...

Wake up to breathtaking water views in this beautiful beachfront 1 BR/1 BA condo. Fully furnished and packed with amenities, it’s the perfect coastal retreat to unwind an...

Enjoy resort-style waterfront living in this beautifully updated corner-unit rental in desirable Island Estates. Featuring a rare double-balcony layout, quartz countertop...

Clearwater Beach living with incredible views at an unbeatable value! This spacious 2-bedroom, 2-bath condo at 440 West features a desirable split-bedroom floor plan, upd...

AVAILABLE NOW1 ANNUAL RENTAL ONLY! PARTLY FURNISHED. Views, views, views. Breathtaking Sunrise & Sunset Everyday!! Beautiful southwest facing condo at the Resort Style co...

WATER FRONT BUILDING WITH BEACH ACCESS ON CLEARWATER BEACH AND RESORT STYLE AMENITIES! Spacious 1-bedroom, 2-bathrooms condo, 1,111 sq. ft. features a large walk-in close...

Experience elevated Coastal living from this fully furnished stunning Penthouse Level residence in the heart of Clearwater Beach. This luxury rental offers breathtaking v...

Resort-style living can be yours in this lovely specious waterfront condominium residence with all the comforts of a home, and convenience of a condo in the Mandalay Beac...

FURNISHED 2 BEDROOM, 2 BATH CONDO situated in the highly sought-after Starboard building within Island Estates of Clearwater. This condo invites you to experience the ult...

An amazing, spacious, beachfront condo home with one of the finest addresses on Sand Key! This recently renovated condo is perfectly placed for the best panoramic views o...

Enjoy resort-style coastal living at Harbour Light Towers from the 17th floor. This unfurnished 2BR/2BA condo is available for annual lease at $3,345/month and offers bre...

Experience elevated waterfront living at Azure at Island Estates, one of Clearwater Beach's most exclusive boutique luxury residences. Perfectly positioned along the Intr...

RESORT STYLE LIVING-UPDATED FULLY FURNISHED SPACIOUS CORNER CONDO - 2 BEDROOMS & 2 FULL BATHS -PLUS 2 LARGE BALCONIES- FURNISHED WITH A TROPICAL BEACH FLAIR - PLENTY OF C...

Welcome to the Islander, a condo community ideally located on Island Estates with an easy walk, bike or beach trolley to Clearwater Beach, a few minutes away. This 3rd fl...

ANNUAL (Long Term, 12-month) or SEASONAL (Short Term, 3-month) RENTAL OPTION -- Welcome to your new luxury beach residence!!! Don't miss your opportunity to take Florida ...

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 th...

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 ...

Welcome to breath taking views of the gulf at this amazing beach front property! The recently remodeled condo has a spectacular view of the Gulf of Mexico. The unit sits ...

Mediterranean Resort Style living and merely steps away from the sugar-like sands of beautiful Clearwater Beach. This is a fully furnished rental available seasonally or ...

If you are looking for something special, this is the one. Live right on the sand in this beautifully finished corner unit with wide open, unobstructed Gulf views. Availa...

Welcome to Diamond Isle — a beautifully maintained waterfront community nestled within the highly desirable Island Estates neighborhood of Clearwater Beach. This spacious...

NEWLY RENOVATED TWO BEDROOM CONDO IN WATERFRONT RESORT STYLE COMMUNITY | Experience elevated waterfront living in this beautifully updated 2-bedroom, 2-bath corner reside...

Landmark Towers I seasonal rental. 16th Floor South End unit extra light and bright. Updated kitchen and bathrooms in a modern style. Enjoy gulf-front fun on the beach...

Welcome to the Regatta Beach Club — resort-style living on the private North End of Clearwater Beach. This fully furnished, turnkey 1BR/1BA condo features a bright, open...

AVAILABLE NOW Experience luxury coastal living on the world renowned north end of Clearwater Beach. Located in the exclusive Pura Vida community, this private residence o...

Experience the ultimate beachfront getaway in this beautifully renovated Gulf-front condo with breathtaking million-dollar views and direct beach access just steps from y...

Florida luxury living at its finest!! This updated CLEARWATER BEACH PENTHOUSE on Islandway Estates offers spectacular views of the Gulf of America and Intercoastal Waterw...

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...

Now available for an annual lease! Situated in a prime Sand Key location, this spacious beachfront property provides the perfect environment to relax and recharge. The fl...

Property is concurrently listed for sale. Rental Opportunity. This luxury 2BD/2BA is located in the RESIDENCES AT SANDPEARL RESORT in the heart of Clearwater Beach. Enjo...

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 everyth...

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 st...

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 mome...

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 comfor...

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 coas...

PRICE ADJUSTMENT!! Experience coastal living in this never lived-in waterfront condo in Clearwater Beach. Built in 2023, this spacious 3-bedroom, 2-bath residence offers ...

For the first time in many years this home is available for rental to new families — in the prime rental season between Dec 1, 2026 and March 12, 2027. Tenants can choose...

Welcome to this truly rare opportunity, a stunning two-story residence in the exclusive, gated Ultimar III community on Sand Key, where resort-style living blends seamles...

Available May 2026. Enjoy Mediterranean-style Belle Harbor elegance on vibrant Clearwater Beach, just steps from the sand! This 11th floor condo, open layout features 3 b...

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 everythi...

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 des...

Virtually Staged. Whether you are working from home or just want to relax in the Florida sunshine this 1BR 1.5BA corner unit offers the perfect environment. Situated in a...

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...

Enjoy STUNNING PANORAMIC views from the 12th-floor PENTHOUSE of both the crystal-clear waters of CLEARWATER BEACH and the shimmering intracoastal. This spacious 2 bed, 2 ...

This UNFURNISHED VERY SPACIOUS, 1,630 square-foot condo is located on the first floor of Clearwater Point Community, adjacent to the Clearwater Beach Yacht Club and the C...

Escape to a truly elevated beachfront experience at the Meridian—where luxury, comfort, and convenience come together effortlessly. This exclusive coastal retreat offers...

Luxurious Beachfront Living! This upscale condo is perfectly situated for enjoying Clearwater's renowned beaches. No need for a car - you're walking distance of top-notch...

Clearwater Beach – Island Estates Condo (Furnished, Water View!) Enjoy coastal living in this beautifully maintained 5th-floor 1-bedroom condo located in the highly desi...

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...

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 i...

CRESCENT BEACH CLUB II - This two bedroom, two bath condo is offered furnished and fully equipped. Direct and unobstructed view of beach and Gulf. Two week minimum re...

There is no better place to spend time than on Sand Key and enjoy the beautiful Gulf of Mexico! This 2BR/2BA, Harbour Light Towers unit has recently been remodeled. Ther...

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 f...

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...

Regatta Beach Club - North Clearwater Beach gulf front community. Resort living at its best! This 1 bedroom 1 bath is on the 7th floor with lovely views of the Gulf. Nice...

Corner unit, penthouse level. Revel in sweeping waterfront views from this rare bath of luxury on Island Estates. The newly constructed Azure, where luxury tile floors gl...

This beach place has everything you need, fully furnished and custom decorated home. Open floor plan entryway, living room, dining and kitchen. Master suite with his and ...

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. Locat...

BREATHTAKING PANORAMIC BEACH AND WATER VIEWS FROM EVERY ROOM-LIGHT & BRIGHT TURNKEY CONDO WITH beautiful OPEN KITCHEN -NEW GRANITE COUNTERTOPS AND BACKSPLASH- 2 SPACIOUS ...

*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 ...

*Available from July on, Short term rental available for seasonal rentals 3 month minimum at $4K per month. Live the Clearwater Beach resort lifestyle every day at Re...

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...

Live here! Annual lease. Tastefully remodeled condo in the gated and guarded, Gulf-front beach community of Dan’s Island on Sand Key! Step outside and stick your toes in...

WOW-BEACH FRONT PROPERTY WITH ALL AMAZING AMENITIES REGATTA BEACH CLUB OFFERING INCLUDING OLYMPIC SIZE SWIMMING POOL Very elegant 2 bedroom unit with high end finishing t...

Wake up every day to an oceanfront paradise furnished and directly on the Gulf of America, where endless blue waters and coastal breezes become part of your everyday life...

LEASE OPTION NOW AVAILABLE: Presenting the Ultimar Luxury Sky Residence # 1201 ideally situated on Pristine Sand Key! The Ultimar One Luxury Properties Offering Thoughful...

AVAILABLE NOW. Totally furnished 3 bedroom 2 ½ bath 2-story penthouse located on the Southern Tip of Clearwater Beach. Fully equipped kitchen, plenty of linens, etc.. ...

Gulf-front Oasis with awaits at Landmark Towers on Sand Key with this stunning two-bedroom, two-bath condo. Available through December-26 for $3500 Mo. January through Ap...

NEW and still AVAILABLE MARCH and APRIL!! North Clearwater Beach Vacation Home — 3BR/3BA, Sleeps 8Welcome to your perfect coastal getaway on the exclusive North Beach of ...

Come escape to this beautifully remodeled and fully furnished 2 bedroom, 2 bathroom Gulf front condo on Sand Key Beach. This 2nd floor condo is set up for easy living, wi...

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...

Enjoy the Florida lifestyle! Live at the Clearwater Beach community of beautiful Island Estates in this 1 bedroom, 1 1/2 bath condo. Open and bright kitchen with soft-c...

This beautifully appointed 2-bedroom, 2-bathroom condo offers a rare opportunity to enjoy a two-week stay on the quiet soft sand beaches of Sand Key in Clearwater, Florid...

SPECTACULAR VIEW! Updated one bedroom with Westerly views of Mandalay Bay and Gulf Waters. Live the Island life in this friendly community close to world famous Clearwat...

Popular Gulf Front condo directly on the Gulf. Sand Key Shoppes with restaurants, stores directly across the street. Off season is $4000 through end of December. Next ...

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,...