Holiday Homes For Sale & Real Estate - 327 homes

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Fully remodeled and move-in ready, this beautifully updated 3-bedroom, 2-bathroom home is located in a quiet area of Holiday, Florida, and offers the perfect combination of comfort, style, and functionality. The property has been completely renovated with modern finishes throughout, featuring a fully remodeled kitchen with brand-new appliances, beautifully updated bathrooms with new plumbing, modern laminate flooring, brand-new A/C ductwork for improved efficiency and air quality, a brand-new electrical panel, and a brand-new exterior meter box. Major updates completed in 2026 include a new roof, new A/C system, and new water heater. For added value and peace of mind, all windows are impact-resistant, helping protect the home during Florida storms while also offering potential savings on homeowners insurance premiums, improved energy efficiency, and reduced outside noise. The garage features new flooring, a brand-new garage door, and a new garage door motor, and has also been electrically prepared for a future mini-split A/C installation, offering additional flexibility for conversion into a mother-in-law suite, home office, gym, or additional income-producing space. The total living area plus garage space is approximately 1,189 square feet. Enjoy the benefits of NO Flood Zone and NO HOA, providing greater peace of mind and lower monthly expenses. Outside, the spacious fully fenced backyard with side access is perfect for private family gatherings and outdoor enjoyment. Situated on an approximately 4,181 sqft lot, the property also offers great outdoor potential. Conveniently located near schools, shopping centers, restaurants, and with easy access to US-19, this home is also just minutes from recreational destinations such as Anclote River Park and Key Vista Nature Park. Perfect for first-time homebuyers, families, or as a second home or investment opportunity. Audio and video surveillance cameras are present on the property and may be recording at all times.

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: Mauricio Diaz Diaz (786-901-9137)

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: Investor special in Holiday! This property offers a great opportunity for renovation or rental income potential. Situated in a convenient location near the Gulf, parks, and local amenities. Sold As-Is; Buyer to verify permits/square-footage.

Listing is courtesy of: NEW VISION REALTY INC (727-286-2356)

Listing Agent: Yasmina Jacaj (727-400-2352)

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)

Remarks: One or more photo(s) has been virtually staged. Welcome to Holiday Lake Estates subdivision! Come and see your move in ready 2 bedroom, 1 bath home w-1 car garage . This home has modern updates. The interior has been painted a neutral color throughout with luxury vinyl flooring throughout. The bathroom is modern with a tiled shower and wood cabinet vanity. The kitchen offers granite counter tops, shaker style cabinets with soft close doors, glass tiled back splash and stainless-steel appliances. The living spaces include a living room, dining area adjacent to the kitchen, and a large Florida Room that could be used as Flex space as a den or office. The roof and AC were both replaced in 2021 along with an updated electrical panel. Other updates include 5 ¼ inch baseboards, newer light switches and receptacles, updated lighting and ceiling fans. Enjoy the spacious pet friendly fenced backyard perfect for entertaining family and friends. This home is located close to shopping, restaurants, and beaches and is NOT in a flood zone. All Offers Considered

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

Listing Agent: Jhenny Cepeda (630-841-0386)

Remarks: Under contract-accepting backup offers. 1909 Pleasure Dr, Holiday, FL, Brand New Living, Effortless Style. Welcome to your pristine, move-in-ready sanctuary in the heart of Holiday, Florida! This beautifully constructed, brand-new manufactured home offers the perfect balance of modern luxury and functional design. Boasting an open-concept layout, this 3-bedroom, 2-bathroom residence is designed for comfort, entertaining, and ease of living. Step inside to find sleek, durable vinyl flooring that flows seamlessly throughout the entire home. The heart of the house is the chef-inspired kitchen, featuring brand-new stainless-steel appliances, a spacious center island with a breakfast bar, crisp shaker-style cabinets, and a convenient pantry—a dream space for any home cook. The living area creates an inviting atmosphere for hosting guests or relaxing after a day at the nearby Gulf Coast beaches. Retreat to the serene master suite, your private getaway complete with a large walk-in closet and a luxurious en-suite bathroom featuring a double-sink vanity and a walk-in shower. Two additional spacious bedrooms offer versatility for family, a home office, or guest quarters, with a secondary full bathroom conveniently nearby. Completing this home is a dedicated utility room, providing ample laundry space and extra storage. Whether you are looking for your first home or a turnkey Florida retreat, 1909 Pleasure Dr is an opportunity you don’t want to miss. Come see the quality and attention to detail for yourself!

Listing is courtesy of: J&T PROPERTY SOLUTIONS GROUP LLC (863-440-3603)

Listing Agent: Jennifer Daniell (863-440-3603)

Remarks: Welcome to this beautifully maintained property, boasting a fresh interior paint job in a neutral color scheme that complements any decor style. The kitchen is a chef's dream, equipped with all stainless steel appliances. The fenced-in backyard provides privacy and security, and includes an additional covered patio space for outdoor activities. This property is a must-see for anyone seeking a home that combines style, comfort, and functionality. Don't miss out on this gem! Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Welcome to this inviting 2-bedroom home located in the heart of Holiday, Florida. This updated residence features stylish wood-look flooring throughout, offering both durability and a modern aesthetic. Enjoy peace of mind with a freshly painted interior and exterior, giving the home a clean, modern look. The kitchen has been completely renovated with brand-new cabinets, elegant quartz countertops, and new stainless steel appliances—perfect for cooking and entertaining. The main bathroom has been tastefully remodeled with contemporary finishes. Newer garage door and water heater. Relax or entertain on the back patio, and take advantage of the fully fenced backyard for added privacy and security. Situated in a convenient location close to shopping, dining, and major roadways, this home blends comfort, style, and practicality. Don't miss your chance to make this move-in ready gem your own!

Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)

Listing Agent: Tom Wibirt (727-267-1930)

Remarks: New roof. New septic. Motivated sellers. What are you waiting for? This 2-bedroom, 1-bath Holiday home with a potential third bedroom is priced to sell and ready to close. The big expenses are already handled — brand new roof with a transferable warranty, fully replaced septic system, and a 4-point inspection in hand. Central location, minutes from everything on US-19. First-time buyer, investor, downsizer — this one works for all of it. Sellers want a deal done. Come with an offer. 3438 Kimberly Oaks Dr, Holiday, FL | 2 Bed / 1 Bath | 988 Sq Ft | New Roof | New Septic | 4-PT coming soon

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

Listing Agent: Hunter Austin (352-249-6979)

Remarks: Under contract-accepting backup offers. Fully renovated 4-bedroom, 3-bath home with a modern open layout and high end finishes throughout. beautiful kitchen, stainless steel appliances, and a large island perfect for entertaining. Update bathrooms, luxury vinyl flooring and plenty of natural light. Spacious lot with private fence yard and extended driveway. NO HOA!!! Conveniently located near major roads, Shopping, and dining. Move in ready!!!

Listing is courtesy of: HOME PRIME REALTY LLC (813-497-4441)

Listing Agent: Yailin Tejeda (813-455-7987)

Remarks: One or more photo(s) has been virtually staged. This solid concrete block ranch home offers three bedrooms, two bathrooms, and a one-car garage, all situated just minutes from US Highway 19 and a short drive to the charm of downtown Tarpon Springs and the world-famous Sponge Docks. The freshly painted white exterior with updated landscaping beds and a bold black front door delivers immediate curb appeal, and the foyer entry sets the tone with clean lines, tile flooring, and a set of glass French doors leading directly into a versatile flex room perfectly suited as a home office, den, or third bedroom. The oversized dining room connects to the main living areas with an open pass-through and offers generous space for large-scale entertaining. The kitchen is well-equipped with solid wood cabinetry extending to the ceiling, dark laminate countertops, a tile backsplash, and a full stainless steel appliance package including a side-by-side refrigerator with ice and water, electric range with built-in microwave, and dishwasher. The expansive living room is a standout feature of the home, boasting a distinctive painted wood plank ceiling and a wall of sliding glass doors that fill the space with natural light and provide direct access to the rear patio and fenced yard. The attached garage is exceptionally deep at over 23 feet, features a utility sink, an automatic opener, laundry hookups. It's ideal for a workshop, hobby space, or future conversion. A full fence encloses the rear yard and a concrete patio provides the foundation for outdoor living. With easy access to US-19 for commuting throughout Pasco and Pinellas counties, proximity to the beaches of the Gulf Coast, and just a quick trip to the waterfront dining and cultural attractions of Tarpon Springs, this home offers a practical and well-located lifestyle at an exceptional value.

Listing is courtesy of: BIRCH HAVEN REAL ESTATE, LLC (813-924-0251)

Listing Agent: Dalton Robinson (813-924-0251)

Remarks: BRAND NEW ROOF installed in May. Welcome to this beautifully updated one-story home offering 3 bedrooms, 2 full bathrooms, and a 1-car garage, perfectly situated on a quiet dead-end street for added privacy and minimal traffic. This move-in ready property has been thoughtfully renovated throughout, making it an ideal option for both homeowners and investors alike. Step inside to discover a bright and inviting interior featuring brand-new flooring throughout, all new interior doors, and modern finishes that create a fresh, cohesive look. The fully renovated kitchen is a standout, showcasing stylish white cabinetry, sleek quartz countertops, and recessed lighting—perfectly designed for both everyday living and entertaining. Both bathrooms have been completely updated with contemporary finishes, offering a clean and modern feel. Major system upgrades provide peace of mind, including a new AC system and a newer water heater. Enjoy relaxing mornings or evening gatherings in the enclosed covered lanai, adding valuable indoor-outdoor living space. Additional upgrades include new window blinds throughout the home for a polished, move-in ready touch. Conveniently located within walking distance to the elementary school and Publix, this home makes everyday living effortless. Situated in Holiday, you’ll enjoy quick access to shopping, dining, parks, and major roadways, with beautiful Gulf Coast beaches just a short drive away. Best of all, there are no HOA or CDD fees, giving you added flexibility and savings—making this an even more attractive option whether you're looking for a primary residence or a smart investment opportunity.

Listing is courtesy of: 27NORTH REALTY (813-645-4663)

Listing Agent: Linda Santa (856-220-3217)