Holiday Homes For Sale & Real Estate - 323 homes

Remarks: Fully furnished and move-in ready, this charming 2-bedroom, 1-bath home with a 1-car garage offers comfort, convenience, and versatility — perfect for first-time homebuyers, seasonal residents, or as a rental investment. The well-maintained interior features a cozy living room with a decorative fireplace, ideal for relaxing during cooler winter evenings. The home also includes a washer and dryer, an additional shower in the garage, and a spacious enclosed patio overlooking the fenced backyard — great for entertaining, pets, or enjoying outdoor privacy. Additional highlights include a sprinkler system and a roof replaced in 2012. There are no HOA fees and this home does not need flood insurance. If you want to join the HOA it is $100 a year and there is a beautiful pool and activities at the club house. Conveniently located near shopping, dining, medical facilities, parks, and beautiful Florida beaches, this property combines comfort with an unbeatable location.

Listing is courtesy of: FLORIDAS BEST HOMES REALTY LLC (727-458-6504)

Listing Agent: Patti Morris (727-331-1339)

Remarks: Welcome to your own private oasis overlooking a beautiful lake. This completely remodeled five-bedroom, three-bathroom, one-car garage home offers exceptional space, versatility, and modern updates throughout. The property features a huge, detached workshop with electric, along with an attached storage building-perfect for hobbies, projects, or extra storage. Enjoy outdoor living at its best with a large open patio, ideal for relaxing or entertaining while taking in the serene water views. Inside, the spacious kitchen is a true centerpiece, showcasing new cabinetry, solid stone countertops, and stainless-steel appliances, all overlooking a comfortable living room with a cozy wood-burning fireplace. The first floor includes three bedrooms, two bathrooms, a dining room, and a separate family room, providing plenty of room for everyday living and gatherings. Upstairs, you'll find two additional bedrooms and a full bathroom-ideal for guests, extended family, office, or a private retreat. Major updates provide peace of mind, including a new roof in 2025, updated AC system and mini splits in 2026, interior/exterior paint 2026, flooring 2026, along with updated windows and electrical. The home remained high and dry during past storms, including Helene and Milton. Move-in ready a truly a must see-dont miss your opportunity to own this unique waterfront property.

Listing is courtesy of: RICHEY REALTY (727-849-1000)

Listing Agent: Allan Safranek, Iii (727-849-1000)

Remarks: THE PROPERTY IS BACK ON THE MARKET, ALL OF THE 4-POINT REPAIRS DONE, RECEIPTS AVAILABLE UPON REQUEST! Welcome to your new home in the Aloha Gardens community that's only a couple of miles away from the Gulf of America to the west and Tarpon Springs to the south! No HOA, no CDD, and this property is eligible for a zero down payment mortgage (100% financing) without PMI! Amazing location with convenient access to US Hwy 19 and three beautiful parks nearby that are connected by the Coastal Anclote Trail: Anclote River Park, Anclote Gulf Park and Key Vista Nature Park. Several beautiful beaches are located less than 30 minutes away, including Howard Park Beach, Honeymoon Island Beach and Clearwater Beach, and the Tampa International Airport is only 25 miles away! The house has a new roof (April 2026), updated windows and tile floors throughout the entire house. The HVAC air handler was replaced 3 years ago (manufactured 2021), HVAC compressor was manufactured in 2020, water heater in 2020. This property has an attached storage shed, is fully fenced in and can serve as a great starter home or investment property. Schedule your showing and submit your offer before it's gone!

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

Listing Agent: Serghei Diaconu (813-970-7800)

Remarks: Nice mobile in Buena Vista South. Big covered porch on one side and double width carport on the other. Metal Roof Over. Big primary bedroom with built in closets and drawers. Nice big bathroom as well with updated fiberglass shower. All appliances and the furniture that is there will remain. Ready to move in. Call Today!

Listing is courtesy of: TROPIC SHORES REALTY LLC (352-684-7371)

Listing Agent: Guy Grant (352-293-1191)

Remarks: Under contract-accepting backup offers. Charming 2-bedroom, 2-bath home conveniently located near shopping, dining, and schools! This well-maintained home features a popular open floor plan and a 1½-car attached garage with plenty of space for a workbench, bikes, or additional storage. Enjoy outdoor living with a screened lanai overlooking a nicely fenced backyard, perfect for relaxing or entertaining. The interior offers fresh paint in the living areas and bedrooms, creating a bright and welcoming feel throughout. The kitchen includes ceramic tile flooring, oak cabinetry, granite countertops, and Newer appliances. Major updates provide peace of mind, including a new roof (2025), new A/C (2024), and new water heater (2026). No HOA and no flood insurance required, helping keep monthly costs low. Seller will credit buyer with a flooring allowance with an acceptable offer, giving you the opportunity to customize the flooring to your taste. Great opportunity for first-time buyers or downsizers for a move-in ready home in a convenient location.

Listing is courtesy of: TMWRK BROKERAGE LLC (727-277-9032)

Listing Agent: Gene Morales (813-817-4363)

Remarks: Check out this beautifully updated gem—stunning inside and out! This charming 2- bedroom, 2-bath home also features a versatile bonus room, perfect for a home office, guest space, or additional bedroom, offering flexibility to fit your lifestyle. Step into the upgraded gourmet kitchen, complete with new stainless steel appliances, granite countertops, and modern fixtures, ideal for cooking and entertaining. Multiple living spaces—including a spacious living room, cozy family room, and an enclosed porch—provide the perfect layout for both relaxation and hosting. Enjoy Florida living at its best in your expansive screened-in patio, or unwind in your fully fenced backyard oasis, perfect for pets, gardening, or peaceful outdoor gatherings. This move-in-ready beauty offers comfort, style, and exceptional value—don’t miss your chance to make it yours!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jeff Jones (205-902-3584)

Remarks: One or more photo(s) has been virtually staged. Why wait for new construction when this 2023-built end-unit townhome is move-in ready today? Tucked inside a small, quiet community, this stylish 2-bedroom, 2.5-bath home delivers modern living without the wait or the premium price tag. The open floor plan welcomes you with Geneva Gray Alexandria laminate flooring flowing through the main living areas, creating a clean, cohesive feel from the moment you walk in. The kitchen features granite countertops and stainless steel appliances — everything you need for easy everyday living and weekend entertaining. Step through the sliding glass doors onto your screened lanai, a seller upgrade that makes outdoor living a year-round pleasure. Upstairs, the split bedroom layout offers privacy for everyone. The primary suite impresses with a walk-in closet and a double vanity en-suite bath, while the second bedroom and full bath are just down the hall. A bonus room adds flexible space for a home office, playroom, or guest retreat, and the inside laundry room keeps daily life running smoothly. Round it all out with a one-car garage, a convenient guest half bath, and an HOA that handles the exterior maintenance — leaving you free to enjoy the Florida lifestyle. Gulf Coast beaches, local dining, shopping, and US-19 are all just minutes away. This one checks all the boxes — call today to schedule your private showing!

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Eddie Rivera (727-666-2872)

Remarks: “Due to seller/investor marketing restrictions, seller is only accepting offers from Owner Occupants/Non-Profit entities during the first 30 days on market. All other offers will be presented but not reviewed until the 30 day restriction expires.” This Villa is a "dream home" come true. It is located in a prime non-gated community, great location, no-flood insurance required, close to Hwy 19, and SR-54. The home has "solar panels" that saves on electrical capacity use. The fully fenced backyard offers complete privacy, and there's a screened lanai for entertaining. No verbal offers will be accepted or discussed. Offers must be submitted by a professional Florida Licensed Realtor on a FAR/BAR Residential Contract, along with a proof of funds letter from a lender or bank, no exceptions. REO stands for real estate owned by a financial institution. Similar to a traditional sale, it comes with a clear title, and title insurance.

Listing is courtesy of: VYLLA HOME (813-947-7996)

Listing Agent: Cheryl Bailey (813-417-0399)

Remarks: Unbelievable price improvement! What an incredible move-in ready home! 2 bedrooms and 2 baths with a split floor plan, open concept living and dining area. Screen porch is great for morning coffee and evening cocktails! New electrical panel, new lamitate floors makes easy maintenance. This 55+ community has a heated pool for year around use, shuffle board courts, clubhouse with many weekly activities. All this and lawn maintenance and trash for a low $143/mo. You own the land! Golf cart and pet friendly, up tp 25lb. Carport covers utility shed with washer and dryer included. Another side screened porch for dining and barbecuing This is priced to sell!

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

Listing Agent: Karen Roeding (727-510-0930)

Remarks: Imagine coming home after a long day to a place where everything is already done and ready to enjoy. As you step inside, natural light fills the space, while the new luxury vinyl flooring and freshly painted interior create an immediate sense of warmth and comfort. At the heart of the home is the beautifully updated kitchen, featuring elegant quartz countertops and a modern backsplash perfect for gathering with family or entertaining friends. With 3 bedrooms and 2 fully renovated bathrooms, every space has been thoughtfully designed to give you both comfort and functionality. Enjoy your morning coffee on the covered patio or watch your pets play in the fully fenced backyard, all while having the peace of mind that comes with a roof installed in 2025 and a recently updated A/C system and electric water heater (2026). Best of all, there are no HOA or CDD fees. Conveniently located near Tarpon Springs, the famous Sponge Docks, local parks, beaches, and the Gulf of Mexico, this home offers the perfect balance of relaxation and accessibility. Contact me for visit the property today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Arual Caycho (727-777-3973)

Remarks: Welcome home! This charming Holiday gem is the perfect opportunity for first-time buyers. This Beacon home offers an open-concept layout perfect for everyday living and entertaining. Featuring 3 bedrooms, 1 bathroom, and over 1,100 square feet of living space, this home has been thoughtfully updated with a newer roof (July 2020), AC (2020), and water heater (August 2020) — all major mechanicals done! Septic pumped February 2026. New flooring in the living room (2025). Updated electrical panel (1995, permit #222740). The fully updated bath includes a new window (2025). Step inside to find fresh paint inside and out. The remodeled eat-in kitchen shines with custom cabinets, countertops, backsplash, and a full appliance package. The fully fenced backyard offers privacy, and plenty of room for your pets plus you can relax, garden, or entertain. No HOA! NO FLOOD! Conveniently located near shopping, dining, Gulf beaches, parks, and major roadways. A great opportunity for a primary residence, seasonal home, or investment property — and a perfect fit for first-time buyers. Don't wait, this one won't last!

Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)

Listing Agent: Heather Stotts Llc (951-505-6515)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully renovated home located in the desirable city of Holiday, perfectly positioned to enjoy the Florida lifestyle. Just minutes from beautiful beaches, popular restaurants, shopping centers, parks, and everyday conveniences, this property offers the ideal combination of luxury, comfort, and location. This move-in-ready home has been completely updated with high-end finishes throughout. Enjoy peace of mind with a brand-new A/C system and a new roof. Inside, the elegant 24x24 polished porcelain tile flooring creates a bright and modern feel that flows seamlessly through every room. The stunning kitchen has been fully redesigned with brand-new cabinets, sleek quartz countertops, porcelain backsplash, and new stainless steel appliances. A built-in wine cooler adds the perfect touch for entertaining family and friends. The spacious primary suite features a beautifully upgraded bathroom with glass-enclosed showers, a double vanity, and a stylish barn door that brings warmth and character to the space. Every detail of this home has been thoughtfully selected to create a modern yet welcoming atmosphere. Step outside and enjoy added privacy with a brand-new fence, perfect for relaxing, entertaining, or creating a secure outdoor space for pets and family gatherings. Whether you are looking for a primary residence, vacation home, or investment opportunity, this exceptional property offers modern upgrades, an unbeatable location. This is a rare opportunity to own a fully updated property that perfectly balances style, functionality, and comfort. Don't miss this opportunity !!!

Listing is courtesy of: LCA REALTY, LLC (813-451-2197)

Listing Agent: Niurka Thomas Fidalgo (916-584-2684)

Remarks: Welcome to this charming two bedroom, two bath home with a spacious Florida room that offers beautiful water views. The semi-open floor plan features updated kitchen counters, and fresh paint, along with new flooring installed after last year’s storms. Enjoy the serene water view complemented by a mature tree in the backyard, perfect for fishing and budget friendly lifestyle. The home has been lightly used over the past five years, ensuring it’s in great condition. The second bedroom features its own bathroom, and there’s a separate dining room plus a large living room area. Don’t miss out on this wonderful opportunity!New refrigerator, fresh paint, new flooring throughout the house, new kitchen countertops as of 2023. New 3 ton AC unit installed in 2024 and new electrical panel in 2021.

Listing is courtesy of: ENGEL & VOLKERS BELLEAIR (727-461-1000)

Listing Agent: Guillermina Rickey (727-269-2271)

Remarks: WATERFRONT LIVING IN A BEAUTIFUL 55+ COMMUNITY! Welcome to easy Florida living in this spacious and well-maintained second-floor condo offering peaceful water views, natural light, and nearly 1,115 sq ft of comfortable living space. This 2-bedroom, 1-bath residence combines comfort, privacy, and convenience in one of Holiday’s desirable 55+ communities. Being on the second floor comes with some wonderful advantages — enjoy elevated lake views, added privacy, more natural light, and peace of mind with no foot traffic directly outside your windows or patio. One of the standout features is the oversized Florida room offering over 150 sq ft of additional living space — large enough to create a cozy sitting area, reading nook, home office, or even an extra entertaining space while enjoying the serene water and fountain views. Inside, you’ll find a spacious layout with a large living and dining area, an eat-in kitchen nook, updated flooring in the kitchen nook and patio area, and a beautifully updated shower enclosure in the bathroom. The condo also includes in-unit laundry with newer Samsung washer and dryer for everyday convenience. A BRAND NEW AC was installed in 2025, and the building roof was replaced in 2019. This unit also comes with its own private storage shed conveniently located downstairs beneath the unit — perfect for beach gear, tools, bicycles, or seasonal items. The community offers fantastic amenities including a heated pool, clubhouse, pickleball court, plenty of guest parking, and covered assigned parking. The HOA fee covers water, sewer, trash, cable, internet, exterior maintenance, and more — leaving you with very little to worry about besides your electric bill. Conveniently located near shopping, restaurants, beaches, golf courses, and the famous Tarpon Springs Sponge Docks. Move-in ready and full of charm — come enjoy the relaxed Florida lifestyle you’ve been waiting for!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Yulia Entina (781-913-3500)

Remarks: Welcome to 4344 Oak Bluff Avenue in Holiday, Florida — a beautifully updated home offering comfort, flexibility, and peace of mind with major improvements already completed. This move-in-ready property features an oversized primary suite that provides the perfect private retreat with plenty of space to relax and unwind. The fully finished garage is a standout feature, complete with its own mini-split air conditioning system, making it ideal for a home office, gym, workshop, game room, or additional entertainment space. Recent big-ticket updates include a newer HVAC system, roof, and fencing, all approximately two years old, giving buyers confidence and reducing future maintenance concerns. Whether you're looking for extra living space, a functional work-from-home setup, or simply a well-maintained property with modern upgrades, this home delivers exceptional value. Conveniently located near shopping, dining, schools, parks, and Florida's beautiful Gulf Coast beaches, this is an opportunity you won't want to miss. Schedule your private showing today your home awaits!

Listing is courtesy of: HOMEXPRESS REALTY, INC. (813-641-2500)

Listing Agent: Chris Gonzalez (813-391-3774)

Remarks: Short Sale. Short sale opportunity with no bank-approved price established yet. Situated in a quiet waterfront neighborhood, this spacious home offers the perfect blend of Florida living and everyday convenience, just minutes from shopping, dining, entertainment, and major commuter routes. Inside, you'll find a bright and open floor plan designed for comfortable living and entertaining. The expansive living and dining areas flow seamlessly into a large open-concept kitchen featuring abundant cabinet space, generous countertops, a center island, breakfast bar seating, and excellent sightlines throughout the main living spaces. Large windows and sliding glass doors bring in an abundance of natural light while showcasing views of the outdoor living areas. The home offers spacious bedrooms, updated bathrooms, and flexible living spaces to accommodate a variety of lifestyles. The primary suite provides a comfortable retreat with ample space and private bath access. Step outside to enjoy the ultimate Florida lifestyle with a screened pool enclosure, expansive patio space, and waterfront views that create the perfect setting for relaxing, entertaining, or enjoying beautiful sunsets. Whether you're hosting guests or enjoying a quiet evening by the water, this outdoor space is sure to impress. Located in a peaceful waterfront community while remaining close to restaurants, shopping centers, entertainment venues, and everyday conveniences, this property presents a unique opportunity for buyers seeking location, lifestyle, and value. Property is being sold as a short sale and all terms, conditions, and final sale price are subject to lender approval.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Chris Sakamoto (904-200-7535)

Remarks: Welcome to this beautifully updated, move in ready dream home! Open floor plan, many updates! NEW ROOF IN 2022, NEW AC IN 2026! Fresh Paint, Updated Kitchen and bathrooms, and much more!!!!! Beautiful water resistant lifelock flooring throughout. The cook in your house will appreciate the spacious kitchen featuring all brand new all wood cabinets, custom granite countertops as well as a brand new stainless appliance package. The open floor plan and Private backyard make this home great for entertaining. Great curb appeal and beautiful interior make this home move in ready! Location is PERFECT near shopping, restaurants, schools, parks/recreation facilities, medical plazas, beaches & tourist attractions. MAKE THIS YOUR FUTURE HOME!

Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)

Listing Agent: David O'Brien (813-361-0001)

Remarks: Affordable Florida living. (You Own the Land) (No Lot Rent Here) in an established 55+ gated community, this two-bedroom home offers a strong opportunity for seasonal residents or budget-conscious buyers. The property features a functional single-story layout with 2 bedrooms & 2 bathrooms, no carpet throughout, Two Solid Sheds on the Property and additional flexible spaces including a sewing area, workshop, office area, and a bonus room, making it ideal for hobbies, storage, or working from home. The home includes a durable metal roof, adding long-term value and peace of mind. Per the county, this property is located in a non-flood zone, which may help reduce insurance costs and provides added confidence in ownership. Situated on its own parcel, this is not your typical lot-rent setup, offering more control and long-term value. With low annual taxes, the overall cost of ownership remains manageable. Located in Holiday with convenient access to major roads, shopping, dining, and nearby Gulf access, this property works well as a primary residence or seasonal retreat. Please view two videos: Tour 1 & Tour 2

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Eric Jenkins, Pa (727-409-3484)

Remarks: This 2 bedroom, 2 bathroom home located in Tiki Village MHP Condo (YOU OWN THE LAND) (NO LOT RENT HERE) offers a great opportunity to own in a gated 55+ community in Holiday, Florida. Per the county, this property is in a non-flood zone, which is a major benefit for many buyers. The home also features low HOA fees and no CDD, helping keep monthly expenses more manageable. Inside, you will find a functional layout with no carpet, making for easy maintenance and a clean, updated feel throughout. The design provides comfortable everyday living with two full bathrooms and a layout that works well for a primary residence or seasonal Florida retreat. The gated neighborhood adds an extra level of privacy and community appeal, while the 55+ setting offers a more relaxed lifestyle environment. With a combination of non-flood zone location per the county, low HOA, no CDD, gated 55+ community, no carpet, and a 2 bedroom, 2 bathroom layout, this property checks off key boxes buyers are actively looking for in today’s market. Please view two videos: Tour 1 & Tour 2

Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)

Listing Agent: Eric Jenkins, Pa (727-409-3484)

Remarks: Under contract-accepting backup offers. Welcome to 3132 Jackson St in Holiday, Florida—where modern updates meet peaceful waterfront living. This beautifully renovated 2-bedroom, 2-bath home is completely move-in ready and includes a 1-year home warranty, giving buyers added peace of mind from day one. Inside, you’ll find a fully updated interior featuring a brand-new kitchen with modern finishes, new appliances, updated light fixtures, and durable luxury vinyl flooring throughout, creating a clean and cohesive feel. Major improvements include a brand-new roof (2025), offering long-term value and confidence in your investment. Step outside and experience true Florida living. This property features a private floating dock, perfect for boaters, kayakers, and water lovers, with direct access to Lake Conley and the surrounding canal system. Enjoy serene water views, natural vegetation, and local wildlife right from your backyard. Relax in your screened-in lanai with your morning coffee or unwind in the evening while taking in the tranquil setting and quiet neighborhood atmosphere. Conveniently located just a short drive from local beaches, shopping, dining, and everyday amenities, this home offers the perfect balance of comfort, convenience, and lifestyle. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this property checks all the boxes and had no water intrusion during Helene or Milton.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Tim Kramer (727-276-0048)