Clearwater Airbnb Properties For Sale

More details for 1466 De Leon St, Clearwater, FL - Multifamily for Sale

1466 Deleon St Clearwater FL - 1466 De Leon St

Clearwater, FL 33755

Airbnb Property
Multifamily for Sale
$4,191,065 CAD
5,193 SF

Clearwater Multifamily for Sale - Downtown Clearwater

A 13-unit short-term rental assets (9 single - 2 Double) on a hotel-zoned parcel in Downtown Clearwater's East Gateway Character District — one of Pinellas County's most active CRA submarkets. The property's zoning permits nightly rentals in a market where the vast majority of residential parcels prohibit sub-31-day stays, creating a defensible income stream with limited new supply. Three buildings, 100 ft of frontage, and adjacency to SR-60 / Gulf to Bay Blvd(~30,000 AADT) preserve long-term redevelopment optional.

Contact:

Merritt Realty Corporation

Property Subtype:

Apartment

Date on Market:

2026-05-03

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More details for Tampa rd. & Hidden Brook Dr, Palm Harbor, FL - Land for Sale

Tampa Rd. acerage - Tampa rd. & Hidden Brook Dr

Palm Harbor, FL 34683

Airbnb Property
Land for Sale
$639,315 CAD
1.03 AC Lot

Palm Harbor Land for Sale - North Pinellas

Auction Property. Auction held live on site at the house SAT MAY 16th@12 Noon. Registration begins at 11AM. Buyer will need to show a blank personal check and photo ID to register. A 5 percent deposit will be required from the high bidder. This applies to the purchase price. 30-45 days to close with the balance. Property Sold Free and Clear of ALL Liens. No buyers Premium or auction fees. Buyer's agent must attend the auction. **ALL INSPECTIONS NEED TO BE DONE PRIOR TO THE AUCTION** Prime 1.03-Acre RM-5 Development Opportunity – Palm Harbor, FL. Positioned in the heart of Palm Harbor, this 1.03-acre parcel zoned RM-5 presents a rare, shovel-ready opportunity for builders and developers seeking a streamlined path to vertical construction. With allowable density of up to 5 dwelling units per acre, the site is ideally suited for up to 5 townhomes, zero lot line residences, or boutique multifamily concepts. The property is fully prepped with key infrastructure already in place, significantly reducing upfront development timelines and costs. Improvements include: 6” sewer lateral capped on-site - 2” water main installed - Underground utilities already run to an electrical pedestal - Shared ownership of ingress/egress via private road access. Tampa Road frontage with room for your signage. Beyond residential development, the RM-5 zoning allows for a range of Type 1 uses, including: Assisted living facility (ALF) - Daycare / childcare facility - Short-term rental configurations - Family residential and flexible housing concepts. Located in Flood Zone X (high and dry), the property eliminates the need for flood insurance and reduces long-term risk—an increasingly critical factor for both developers and end users.This is a true shovel-ready site—pair it with a thoughtful set of plans and move directly into permitting and construction. With infrastructure in place, flexible zoning, and strong market demand in the Palm Harbor submarket, this property is perfectly positioned for a developer looking to execute efficiently and maximize returns. Directions: Use Hidden Brook Drive as the location. Directions from U.S. 19 Alternate Head east on Tampa Rd to Hidden Brook Dr on the North side of the road. Go into the community to the sign on your right The land is on the EAST side of Hidden Brook Rd.

Contact:

Coldwell Banker Commercial Realty

Property Subtype:

Residential

Date on Market:

2026-04-29

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More details for 2307 Bay Blvd, Indian Rocks Beach, FL - Multifamily for Sale

Waterfront 8 Unit STR with 6 Boat Slips - 2307 Bay Blvd

Indian Rocks Beach, FL 33785

Airbnb Property
Multifamily for Sale
$5,965,519 CAD
5,950 SF

Air Conditioning
Dock
Private Bathroom
Kitchen
Waterfront

Indian Rocks Beach Multifamily for Sale - Mid-Pinellas

Exceptional opportunity to own a fully renovated waterfront apartment complex in highly sought-after Indian Rocks Beach. Situated on three contiguous lots, this unique property features eight well-appointed units and six deepwater boat slips, creating multiple income streams and offering both immediate revenue potential and long-term upside. Recently renovated in 2026, the property offers a well-balanced unit mix with five 2-bedroom, 1.5-bath units and three 1-bedroom, 1-bath units, appealing to a wide range of renters. Six units—including four 2-bedroom and one 1-bedroom—enjoy beautiful water views with sliding glass doors opening to covered porches and shared outdoor spaces overlooking the bay, while two additional 1-bedroom units are located in a detached front duplex. The property is comprised of three separate buildings arranged around a charming palm-lined courtyard. The waterfront building includes the majority of the units with direct water views and access, while a third structure provides six covered carports, eight private storage rooms, a common laundry facility, and an EV charging station. Boating enthusiasts will appreciate the on-site marina with six deepwater slips accommodating vessels up to 50 feet, complete with electric (110V/220V), water hookups, and individual dock boxes, with projected boat slip income of approximately $45,000 annually. With approximately 160 feet of water frontage, this property delivers true coastal living. Previously operated as an annual rental, the property presents significant upside through conversion to short-term rentals, as Indian Rocks Beach allows for short-term leasing—making it an ideal opportunity for investors looking to maximize returns or reposition as a boutique hotel or motel concept. Additional highlights include ample guest parking and walkability to the beach, enhancing both tenant and guest appeal. STR AirDNA reports available and proforma info is based on the report. With recent renovations complete, multiple revenue streams, and a prime waterfront location, this is a rare chance to acquire a high-performing, high-upside asset in one of Florida’s most desirable coastal markets. Seller financing available—contact for details.

Contact:

Engel & Volkers Madeira Beach

Property Subtype:

Apartment

Date on Market:

2026-04-20

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More details for 458 Scotland St, Dunedin, FL - Land for Sale

Downtown Core Commercial Land Dunedin FL - 458 Scotland St

Dunedin, FL 34698

Airbnb Property
Land for Sale
$4,120,030 CAD
0.60 AC Lot

Dunedin Land for Sale - North Pinellas

A rare Downtown Dunedin land opportunity offering an exceptional combination of location, zoning, elevation, and lot size. This approximately 0.60-acre parcel is located within the highly desirable Downtown Core (DC) zoning district, just steps from Main Street, the waterfront, marina, dining, shopping, breweries, and Dunedin's vibrant cultural scene. Also short term rental allowed! Downtown Core zoning allows for high-density residential development, with standard density referenced at up to 30 units per acre, creating potential for approximately 17-18 units (buyer to verify density, setbacks, design standards, and approvals with the City of Dunedin). The site's approximate 24-foot elevation above sea level, per USGS records, further enhances its desirability. Large parcels of this size in Downtown Dunedin are extremely limited, making this an outstanding opportunity for developers, investors, or those seeking to land-bank in one of Pinellas County's most supply-constrained and high-demand markets.

Contact:

Geria Realty, Llc

Property Subtype:

Commercial

Date on Market:

2026-03-26

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More details for 1380 Pinehurst Rd, Dunedin, FL - Land for Sale

Approved 21-Unit Townhome Community - 1380 Pinehurst Rd

Dunedin, FL 34698

Airbnb Property
Land for Sale
$4,077,409 CAD
1.02 AC Lot

Dunedin Land for Sale - North Pinellas

Approved 21-Unit Coastal Short Term Rental Townhome Development – Dunedin, Florida Azul Ave presents a rare opportunity to acquire a fully approved, architecturally designed 21-unit coastal townhome community in one of Pinellas County’s most desirable markets. Located at 1380 Pinehurst Road within Dunedin’s Golf Cart District, the ±1.02-acre site has received development approval and has completed site planning, architectural design, landscape design, and engineering coordination. This is not speculative land. This is a development-ready project with substantial entitlement and design risk already mitigated. PROJECT OVERVIEW The approved plan consists of 21 two-bedroom plus large office with closet, three full bathroom coastal vernacular townhomes designed specifically for short-term rental, seasonal housing, boutique build-to-rent operation, complete sell-off or a mix of sell and hold. The units include nineteen 1,377 SF units and two 1,445 SF end units. Each unit features covered parking, open-concept living areas, and architectural elements consistent with Dunedin’s coastal character. The design incorporates metal roofing, Bahama shutters and deep overhangs consistent with Dunedin coastal vernacular architecture. SITE & AMENITIES The site plan includes: • Resort-Style Pool Area with Pavilion • Office/Leasing Component • Shaded Community Seating Areas • Private Quiet Walkways Around Perimeter • 2 Covered Parking Spaces per Unit • Private Internal Drive • Monument Signage • Within Dunedin's Golf Cart Mapping All recreational and amenity components are integrated into the approved design package. ENTITLEMENTS & APPROVAL STATUS The project has received development approval under Dunedin’s FX-M zoning. Civil engineering, architectural plans, elevations, unit layouts, landscape plans, site drawings and digital marketing assets are available to qualified buyers. LOCATION ADVANTAGE Dunedin continues to experience strong residential and vacation rental demand due to: • Limited supply of newly built coastal townhome product • Strong Seasonal Tourism Demand • Golf Cart to Downtown Dunedin • Short Drive to Honeymoon Island State Park • Bike to the Pinellas Trail The Pinehurst corridor is surrounded by mixed-use, residential, commercial, and professional developments, positioning this project in an established and growing submarket. DEVELOPMENT STRATEGIES This project offers multiple exit strategies: • Build-to-Rent / Short-Term Rental Portfolio • Develop and operate as a boutique STR community with centralized management. • Fee-Simple Sell-Off Strategy • Construct and sell individual townhomes. • Hybrid Model • Operate stabilized rental portfolio, then sell individually. • Forward Sale to Institutional or Private Equity Group • Deliver as stabilized asset in high-barrier-to-entry Dunedin market. WHY THIS OPPORTUNITY IS DIFFERENT Many development listings offer conceptual density potential. Azul Ave offers approved density with design momentum and coordinated consultant work already completed. A developer can step into this project and move directly toward final building permit execution without restarting entitlement from scratch. In a coastal Florida market where entitlement timelines and neighborhood opposition can delay projects significantly, acquiring a project at this stage represents both time savings and risk reduction. Confidential plans, approval documents, and consultant packages available upon request.

Contact:

Palm Life Realty LLC

Property Subtype:

Commercial

Date on Market:

2026-03-05

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Calle Largo Plaza - MIX USE

Airbnb Property
Mixed Types for Sale
$3,409,680 CAD
3 Properties | Mixed Types

Largo Portfolio of properties for Sale - Mid-Pinellas

Exceptional opportunity to acquire an income-producing mixed-use portfolio located on the highly traveled Clearwater Largo Road corridor in the heart of Pinellas County. This asset consists of 3 retail storefronts and 4 fully renovated apartment units, delivering a strong, diversified income stream in a prime Pinellas County location. The retail component is supported by long-term tenants, providing stability and consistent cash flow. The residential units have been fully renovated and are positioned well for today’s rental demand, with excellent potential for short-term rental / Airbnb income. With great frontage, visibility, and accessibility, the property sits near major shopping, dining, and commuter routes, and just minutes from Clearwater Beach and the Gulf Coast. This Asset include 7 Total Units: 3 Retail + 4 Apartments, Two Retail Units Occupied by Long-Term Tenants Stable Cash Flow & Reduced Vacancy Risk, Fully Renovated Apartments – move-in ready condition NEW ROOF, Strong Airbnb / Short-Term Rental Potential, High-Traffic Corridor Location on Clearwater Largo Rd, Diversified Income Stream: Commercial + Residential, Ideal for 1031 exchange buyers, cash-flow investors, and portfolio expansion. This is a rare chance to own a well-located mixed-use asset offering steady income today with future upside through residential rent growth and operational income improvements.

Contact:

Infinity Realty and Investments

Property Subtype:

Mixed Types

Date on Market:

2026-01-16

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220 Scotland St

Dunedin, FL 34698

Airbnb Property
Health Care for Sale
$5,150,037 CAD
4,680 SF

Wheelchair Accessible

Dunedin Health Care for Sale - North Pinellas

Amazing and rare opportunity in downtown Dunedin. Located in the “Downtown Core”, the possibilities here are endless! The last use was an assisted living facility, but it would make a great short-term rental, professional office, or retail store. Located right near Edgewater Drive and Main Street…be part of the vibrancy of downtown Dunedin and all the shops and restaurants that come with it. The free-standing, two-story building features a gas fireplace with 10 offices and rooms—many with their own bathroom. Featuring 3 central heat/air units and two mini-splits, a generator, gas store, fire suppression system, security, and fire alarm. Charming front porch and rear upper back deck with new stairwell. Views of the intracoastal from this property, as it is just steps to Edgewater Park, Marina, and Main Street. This property is a must see!

Contact:

Engel & Völkers Belleair

Date on Market:

2026-01-13

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714 1st Ave SW

Largo, FL 33770

Airbnb Property
Specialty for Sale
$660,625 CAD
1,880 SF

Air Conditioning

Largo Specialty for Sale - Mid-Pinellas

Discover a fully renovated, multi-use property in the heart of downtown Largo. This versatile building offers three adaptable units suitable for residential or commercial purposes, making it an ideal investment opportunity. Located just minutes from top-rated beaches and surrounded by major businesses, City Hall, and Central Park, this property combines convenience with growth potential. With modern upgrades and short-term rental zoning approval, it’s perfect for investors, entrepreneurs, or those seeking a prime location for their business. At least 48 hour notice required to view property. No wholesalers. ROI is 13%. Seller financing, owner financing available with 495K base, 25% down, 6% interest for 3-5 years with balloon at the end.

Contact:

Natalia Sivova

Property Subtype:

Residential Income

Date on Market:

2025-11-13

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465 Main St

Dunedin, FL 34698

Airbnb Property
Retail for Sale
$3,408,259 CAD
5,693 SF

Dunedin Retail for Sale - North Pinellas

Rare downtown Dunedin real estate investment opportunity. Located in the heart of wonderful downtown Dunedin in this fully renovated freestanding commercial & residential real estate investment opportunity is now available for purchase. The first floor is home to popular Dunedin institution- Flanagan's Irish Pub - on a recently extended long-term NNN lease.

Contact:

Klein & Heuchan, Inc.

Property Subtype:

Storefront Retail/Residential

Date on Market:

2025-08-01

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More details for 580 Bay Esplanade, Clearwater, FL - Multifamily for Sale

580 Bay Esplanade - 580 Bay Esplanade

Clearwater, FL 33767

Airbnb Property
Multifamily for Sale
$2,841,400 CAD
3,859 SF

Air Conditioning
24 Hour Access
Kitchen
Smoke Detector

Clearwater Multifamily for Sale - North Pinellas

Needs total renovation or could be excellent development site. Across the street from the public access of the intercoastal. Property has waterview. 4 units could possibly be 5. Pool and spa. Owner would possible conside financing. Walt to beach. Public tennis courts. price is firm

Contact:

Viewpoint Realty International

Property Subtype:

Apartment

Date on Market:

2025-05-27

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More details for 454 Main St, Safety Harbor, FL - Retail for Sale

Harbor Inn on Main - 454 Main St

Safety Harbor, FL 34695

Airbnb Property
Retail for Sale
$5,681,379 CAD
9,605 SF

Safety Harbor Retail for Sale - North Pinellas

KW Commercial Tampa Properties is proud to exclusively offer for sale Harbor Inn on Main, a rare generational asset located in the heart of one of America's most celebrated small towns. With 155 feet of frontage on vibrant Main Street—recently ranked #10 Best Main Street in the U.S. and #5 Best Small Town in the South by USA Today—this mixed-use property offers unmatched charm, versatility, and income potential. Built in 1918 and meticulously maintained, the property features 9,605 SF under roof and 2,599 SF of balcony space. Zoned Main Street Marketplace (MSM), this historic gem supports a wide variety of permitted uses including retail, multi-family, office, hospitality, and entertainment. Currently operating as a hybrid LTR/STR top-rated Airbnb Superhost with (8) turnkey apartment units—(6) one-bedrooms and (2) studios—each with full kitchens and baths. This income-generating property is perfect for investors or owner-occupiers. An opportunity also exists to expand with a 9th additional unit or owner/manager’s suite. The ground-floor retail space is elevated above street level and flooded with natural light, offering excellent visibility and a welcoming Main Street presence. Total retail square footage is equal to 2,983 SF and is currently rented month to month offering flexibility for an owner operator to occupy or generate longer term income. Recent capital improvements include a new roof (2020) on the primary building and new HVAC with ductwork (2023) in the retail space. Additional highlights: • 14 private parking spaces • Garage/storage space • Located in Flood Zone X • Just blocks from the iconic Safety Harbor Spa • Two majestic “Great Oaks” on site • Steps away from the lively Third Friday Street Festival—a monthly downtown celebration of music, art, food, and community. This is more than a property—it’s a piece of Safety Harbor history with modern upside. Contact us today for details or to schedule a private tour.

Contact:

KW Commercial Tampa Properties

Property Subtype:

Storefront Retail/Residential

Date on Market:

2025-05-01

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More details for 638-644 Mandalay Ave, Clearwater, FL - Multifamily for Sale

Clearwater Beach Cottages - 638-644 Mandalay Ave

Clearwater, FL 33767

Airbnb Property
Multifamily for Sale
$9,092,480 CAD
7,326 SF

Air Conditioning
24 Hour Access

Clearwater Multifamily for Sale - North Pinellas

Price Reduction! Discover a unique opportunity to own three desirable parcels of land on stunning Clearwater Beach, a premier tourist destination renowned for its beautiful white-sand beaches and vibrant atmosphere. This prime location boasts high demand for vacation rentals, making it an ideal investment for those looking to capitalize on the flourishing rental market or scoop up land for a development. Spanning a total of 0.30 acres, the property currently features 11 well-maintained rental units, comprising a charming 5-unit apartment building, two inviting duplexes, and two standalone cottages. Each unit offers a cozy retreat for guests, enhanced by sought-after amenities such as a relaxing hot tub and a communal outdoor space that encourages socializing and relaxation. Situated just 100 steps from the beach, this property is perfectly positioned for vacationers, being a mere 6 blocks north of the iconic Pier 60, and only 3 blocks from the beloved Frenchy’s Rockaway. Guests will enjoy easy access to sun-soaked shores, lively entertainment, and delicious dining options. Notably, this property was untouched during the 2024 hurricane season, ensuring peace of mind for future owners. With the potential for further development on the expansive 0.30 acres, this is an exciting opportunity for investors to enhance or expand the existing rental portfolio or create a brand-new venture that could meet the ever-growing demand for accommodations in this bustling tourist hotspot. Clearwater Beach, Florida, is renowned for its stunning white sandy shores and crystal-clear waters, making it a prime destination for beach lovers. Voted America's Best Beach multiple times, it boasts a vibrant atmosphere with a variety of dining, shopping, and recreational activities. Visitors can enjoy long walks on the beach, morning jogs on the Beach Walk, water sports, and stunning sunsets, all contributing to its reputation as a top vacation spot. Don’t miss out on this rare chance to invest in a thriving market on Clearwater Beach—where every day feels like a vacation! Contact us today to learn more about this incredible property and the possibilities it holds.

Contact:

Viewpoint Realty International

Property Subtype:

Apartment

Date on Market:

2025-01-15

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Airbnb Properties for Sale in Clearwater, FL, USA

Clearwater Multifamily for Sale - Downtown Clearwater

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Palm Harbor Land for Sale - North Pinellas

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Indian Rocks Beach Multifamily for Sale - Mid-Pinellas

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Dunedin Land for Sale - North Pinellas

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Dunedin Land for Sale - North Pinellas

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Largo Portfolio of properties for Sale - Mid-Pinellas

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Dunedin Health Care for Sale - North Pinellas

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Largo Specialty for Sale - Mid-Pinellas

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Dunedin Retail for Sale - North Pinellas

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Clearwater Multifamily for Sale - North Pinellas

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Safety Harbor Retail for Sale - North Pinellas

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Clearwater Multifamily for Sale - North Pinellas

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Airbnb Properties For Sale

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