Holiday Homes for Sale in Holiday - 55 homes

Remarks: Welcome to this remodeled Oasis! This pool home has been tastefully remodeled with quartz countertops, new kitchen island, Luxury Vinyl flooring throughout the house, fully remodeled master bedroom and master bath with quartz countertops and a walk-in shower, ceiling fans throughout the house, new laundry room and a florida sunroom/dining room with plenty of natural light and a view to the pool/backyard. As you step outside, you will be delighted by all the entertaining you will be able to enjoy and provide to your friends and family! In-ground pool, wooden tiki bar, covered patio area with a wooden gazebo and plenty of potential for more to add. Storage is located in the backyard. Roof (2020), A/C unit and ductwork (2020), tankless water heater (2020), water softener, reverse osmosis system, upgraded modernized plumbing-pex piping (2020). No Flood insurance required.

Listing is courtesy of: REALTY BLU (813-221-4890)

Listing Agent: Paulo Garcia Dyer (813-403-1093)

Remarks: Virtually Staged. Welcome to this beautifully updated pool home in Holiday Lake Estates! This 3-bedroom, 2-bath home features a bright, open layout with a fully renovated kitchen with shaker cabinets, quartz countertops and new stainless steel appliances, new. Enjoy remodeled bathrooms with a double vanity in the primary suite, new luxury vinyl plank flooring and baseboards throughout, and updated major systems including HVAC and water heater. Step outside to your private in-ground pool—perfect for relaxing or entertaining. The converted garage offers additional flexible living space for a home office or bonus room. Situated on a corner lot with no HOA. Come see this home today, you'll love what it has to offer!

Listing is courtesy of: LEERDAM PROPERTIES INC. (407-740-0993)

Listing Agent: Philip Shaw (407-312-7366)

Remarks: Virtually Staged. Your search for your perfect piece of paradise is over! This SPACIOUS 2 bedroom, 2 bathroom villa offers a prime LOCATION and many UNIQUE FEATURES that are hard to find. Just minutes from some of Florida’s top beaches and dining, this ONE LEVEL condo features quick and easy access from your own covered parking spot. END UNIT has an abundance of windows letting in that gorgeous Florida sunshine. Enjoy WATERFRONT views from your enclosed patio, which is the perfect spot to savor your morning coffee while watching sandhill cranes begin their day. Step inside your new home to find a freshly painted, inviting interior featuring VAULTED CEILINGS and a spacious open living room and dining room, giving you plenty of space to relax or entertain. Just off the dining room is a breakfast nook and well-appointed kitchen designed for both functionality and style. Featuring ample cabinetry, abundant counter space, and a breakfast bar that opens to the dining room. Just off the kitchen, you’ll find your own WASHER AND DRYER which is another rare find in most villas. When it’s time to retire, the SPLIT FLOOOR PLAN provides privacy for everyone. The primary suite offers a peaceful retreat overlooking the backyard pond and features a large en-suite bathroom. Before entering the bathroom, you’ll find a separate vanity area adjacent to a spacious walk-in closet. The bathroom features a walk-in shower, double vanity and linen closet. The guest bedroom is thoughtfully positioned on the opposite side of the home, adjacent to a full bath with tub/shower combo. You will find tons of STORAGE inside and outside the villa giving you even more square footage for your stuff. This vibrant 55+ community has a beautifully maintained pool, clubhouse, shuffleboard, and landscaping for your year-round enjoyment. Also included in the low HOA fee is cable, Wi-Fi, water, trash/sewer, exterior maintenance, including lawn and pest control, allowing you to spend more time enjoying the Florida lifestyle. Additional features include, A/C (2024), Roof (2017), Water Heater (2017), Hurricane Shutters. This condo was high and dry in the last hurricane and is not located in a flood zone. Schedule your private showing today and start living the Florida dream! * Some photos have been digitally enhanced/staged to help you bring your true Florida living vision to life.

Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)

Listing Agent: Lisa Dundas (727-515-3900)

Remarks: Don't miss out on this 3-bedroom 2-bath home just 2.5 miles from the BEACH and the Ancloe River Park. The home comes with an attached garage and a freshly painted driveway. This cozy house is situated on a tranquil street with beautiful trees in the front and a fenced yard in the back. Behind the fence, you will discover a pond surrounded by breathtaking trees. The roof is new and was installed in 2023. The AC was installed in 2017, and the water heater in 2020. Also, the electrical panel was upgraded in 2023. Great opportunity for a first-time home buyer. Renovated bathrooms, floors, fresh paint throughout, move-in ready. Excellent and convenient location. Nearby bus stop, close to shopping, schools, easy interstate access to beaches, and many other amenities. A spacious backyard has so much potential for adding a mother-in-law suite or making a beautiful garden.

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Zena Bacvic (813-817-5446)

Remarks: Discover the charm of 1240 Chelsea Ln, located in the heart of Holiday, FL. This inviting house provides a wonderful opportunity for those seeking a residence in this vibrant area. The exterior features a well-maintained facade that exudes a welcoming atmosphere. Set in a desirable location, convenient access to local amenities. While the specific interior details and amenities are not provided, the potential of this home allows for versatile living arrangements. Whether you're looking to personalize a space or enjoy a move-in ready home, this property presents an opportunity to explore the possibilities of life in Holiday, FL. With its accessible location, this house is a great option for anyone looking to enjoy what the area has to accord.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Turn-Key 3 bedroom home with Dual Primary Suites-Ideal for Multi-Generational Living or Income Potential! Welcome to this spacious 3bedroom, 3 bathroom home located in the established Holiday Lake Estates community. Offering 1,667 sqft of living space, this home features a flexible split-bedroom floor plan with two primary suites, making it perfect for multi-generational living, guests, or potential rental income. The interior showcases an open layout with tile flooring, solid wood cabinetry, and a beautifully updated kitchen featuring granite countertops, stainless steel applicances, and a custom backsplash. An eat-in kitchen area provides additional dining space and is ideal for everyday living. Major updates include updated electricial system, tankless water heater, and newer central AC, providing peace of mind for years to come. Situated on a fenced lot with a 1-car attached garage, this property offers both privacy and functionality. With no HOA restrictions, homeowners have added flexibility for personal use or investment. Conveniently located near schools, parks, shopping, dining, and Gulf beaches, this property combines comfort, value, and versatility. Whether you're looking for a primary residence, multi-generational home, or income-producing opportunity, this property checks all the boxes. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

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

Listing Agent: Ron Astorga (407-595-2272)

Remarks: Under contract-accepting backup offers. GREAT HOME FOR THE GROWING FAMILY. LARGER THAN NORMAL BEDROOMS, PLENTY OF CLOSET SPACE. LIGHT AND BRIGHT UPGRADED KITCHEN WITH GRANITE COUNTERS INCLUDING A FAMILY ROOM KITCHEN COMBO. EVEN A WINDOW AT SINK TO LOOK OUTSIDE. LARGE LIVING ROOM WITH A LARGE WINDOW FOR LIGHTING. OUTDOOR COVERED PATIO AREA FOR A PARTY AND NEXT TO THAT IS A EXTRA OUTDOOR KITCHEN AREA. YOU WILL FEEL AT HOME HERE. SINGLE CAR GARAGE FOR YOUR OR STORAGE. WASHER/DRYER HOOK UPS. UP GRADED ELECTRICAL PANEL AND WATER HEATER. NO FLOOD INSURANCE HERE.

Listing is courtesy of: TEAM AMERICAN REALTY, INC. (813-886-0777)

Listing Agent: Luis Gonzalez (813-886-0777)

Remarks: Under contract-accepting backup offers. HONEY STOP THE CAR! THIS IS THE ONE! Where charm, natural light, and true Florida living come together! This 3 Bed, 2 Bath Home features 1154 sqft and Luxury vinyl flooring throughout, no carpet. Kitchen with Built-in oven, glass cook top, pantry & Eat-in space. Three spacious bedrooms with generous closets share an adjacent bathroom with tub/shower. The large great room is the heart of this home. Beautiful updated second bath with step-in shower & French doors that open to your MASSIVE fenced backyard. This is a true outdoor oasis with endless possibilities for gatherings, gardening, or simply soaking up the Florida sunshine. Located in a prime location close to all major shopping, dining, airports, and world-famous beaches, this home offers the best of convenience and coastal living. Whether you're looking for your first home, a winter retreat, or an investment, this Holiday gem checks all the boxes. Schedule your private showing today before this one’s gone!

Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)

Listing Agent: Mark Fazzini (727-485-9981)

Remarks: Charming 2-bedroom, 1-bath home with additional living space! This lovely property features a spacious living room, a cozy lanai, and modern upgrades including a water heater, electrical panel, and windows all replaced in 2025. The kitchen and main bathroom have been recently remodeled, offering a fresh and updated feel. The property also includes a separate studio-style annex with its own bathroom, providing great flexibility for guests, extended family, or rental income potential. The backyard is fully fenced for privacy and security, and includes a convenient storage shed. Don’t miss this unique opportunity, schedule your showing today!PRICE IMPROVED ON 05/23/26 Incredible value for this move-in ready property in .

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maibel Hernandez (727-267-9244)

Remarks: Under contract-accepting backup offers. Welcome to the low maintenance Florida style living! This inviting first floor, 2-bedroom, 2-bath villa in Holiday, FL, offering comfort, convenience, and a gorgeous pond view right from your backyard. This home features an open floor plan that fills the living area with natural light and creates a spacious, welcoming feel—perfect for relaxing or entertaining. Enjoy tranquil mornings on your private patio overlooking the water, and appreciate the ease of covered parking right at your doorstep. Both bedrooms are generously sized, and the split layout offers privacy for guests or family members. Located close to shopping, dining, beautiful Gulf beaches, and scenic county parks, this villa puts you near everything you need while still offering a peaceful, low-maintenance lifestyle. Was just recently painted outside front and back! Whether you're looking for a seasonal escape or a full-time Florida home, this charming villa is a must-see. X flood zone NO FLOOD insurance.

Listing is courtesy of: REALNET BROKERAGE (727-753-8555)

Listing Agent: Marcus Howard (727-421-0055)

Remarks: -- OWNERS MOTIVATED, LET'S MAKE A DEAL -- **Free 1% one-year interest rate buy down through use of seller's preferred lender** Welcome to this beautiful, well maintained, must-see home in Holiday Lake Estates! This open-concept layout features a split-bedroom floor plan, a formal living area, and a versatile bonus room perfect for a home office, playroom, or additional lounge space. Durable wood-grain ceramic plank tile flooring runs throughout the main living areas, providing a modern look that’s both stylish and easy to maintain. The beautifully updated kitchen (2020) features modern cabinetry, granite countertops, barstool seating — perfect for cooking and entertaining. Both the primary and guest bathrooms have been tastefully updated, while the spacious primary suite includes luxury vinyl plank flooring, walk in closet. Buyers will appreciate the peace of mind that comes with major updates already completed, including a Roof replaced (2017), AC system (2018), and hot water heater (2018), along with energy-efficient upgraded double pane windows throughout. Step outside to a fully fenced backyard with a large storage shed with electricity, ideal for a workshop, hobby space, or additional storage — a feature that’s hard to find at this price point. See the backyard Garden beds producing broccoli, lettuce, onion, zucchini, squash, green beans, peas, parsley, sage, peppermint, and basil convey with sale. NEW SOD WILL BE INSTALLED IN BACKYARD BEFORE CLOSING! With all the big-ticket items already taken care of, this home is truly turnkey and ready for its next owner to move right in. Homes in this area with these updates and features don’t last long — schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (813-286-6563)

Listing Agent: Skyler Warden (813-777-5047)

Remarks: This 3-bedroom, 2-bath home offers 1,687 SF of living space on a freshwater canal leading to Lake Conley. Features include a tile roof, enclosed lanai, attached garage, spacious floor plan with separate living and family rooms, and no rear neighbors. Strong upside potential for investors, flippers, rental portfolios, or owner-occupants looking to build equity. Conveniently located near US-19, shopping, dining, Gulf beaches, and local amenities. Rare canal-front opportunity with excellent potential in a growing Pasco County market

Listing is courtesy of: IRG CORPORATION (786-464-4348)

Listing Agent: Eduardo Mualim (786-464-4348)

Remarks: Welcome to 1027 Bowsprit Lane, a well-maintained residence located in the heart of Holiday, Florida. This unit boasts of 1,534 SF and contains 2 bedrooms, 2 bathrooms, brand new kitchen (remodeled 2025), living room, laundry area, walk-in closet, walk-in pantry, and glass-covered lanai. This villa also has a small storage shed outside, parking for one car is assigned under a carport, and guest parking is available close to the entrance. The home features an updated kitchen with ample cabinetry and workspace, ideal for everyday living and entertaining. Spacious living and dining areas create a warm and welcoming atmosphere, while the thoughtfully designed layout maximizes functionality. The monthly maintenance fee of $613.00 covers building exterior, roof, water and sewer service, rubbish removal, basic cable TV, landscaping maintenance, escrow reserves, and insurance of the structure and common elements (a community owned clubhouse with heated pool). Conveniently located near shopping, dining, parks, and major roadways including US-19, offering easy access for commuting and daily errands. Whether you are downsizing, or looking for an excellent investment opportunity, this property presents great value in a growing area. Schedule your private showing today and experience all this home has to offer. Furniture negotiable. The community rules do not allow trucks, boats and motorcycles. Water heater 2022, AC 2023, don't miss this amazing opportunity, schedule your private showing today!

Listing is courtesy of: ENGEL & VOLKERS TAMPA DOWNTOWN (813-863-1986)

Listing Agent: Brie Burch (813-863-1986)

Remarks: NO HOA...Welcome to 1853 Dartmouth Drive — a rare conservation-lot retreat in the heart of Holiday! This beautifully maintained 3-bedroom, 2-bath, 1-car garage + extra wide driveway, screened lanai, and fully fenced home offers 1,462 square feet of comfortable Florida living, perfectly positioned on a private conservation lot where you'll enjoy peaceful natural views and abundant wildlife right from your backyard. Step outside to your own private oasis featuring a sparkling pool enclosed by a screened lanai — ideal for year-round entertaining, weekend cookouts, or simply unwinding in the Florida sunshine without the bugs. The conservation backdrop means no rear neighbors and ultimate privacy, a true rarity at this price point. Inside, you'll find a bright, functional floor plan with a Living room, dining area, along with a family/flex room with three generously sized bedrooms and two full baths - perfect for families, snowbirds, or anyone looking to right-size into easy Florida living. Major-ticket items are already taken care of: roof and HVAC both 2016, plus a brand-new 2026 water heater - pool pump 2016 - garage door 2016 - move in with confidence and skip the costly upgrades. Best of all - NO HOA and NO CDD fees! Location, location, location! Just a short drive to Fred Howard Park, where you can enjoy white-sand beaches, the scenic causeway, kayaking, picnicking, and breathtaking Gulf sunsets. You're also minutes from historic Tarpon Springs Sponge Docks, fantastic Greek dining, shopping, golf, and all the charm the Nature Coast has to offer. Homes like this — with a pool, conservation lot, no HOA, and proximity to the Gulf — don't come along often. Schedule your private showing today before it's gone!

Listing is courtesy of: REALTY ONE GROUP ADVANTAGE (813-909-0909)

Listing Agent: Vickie Mitchell (813-625-7525)

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: 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: 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: Within minutes from J. Ben Harrill Recreation Complex, Key Vista Nature Park, Coastal Anclote Trail, the Fishing Pier At Anclote Gulf Park, Anclote River Park and MORE, this home offers great potential to Florida Outdoor Lovers! It Needs work but will bring a great return on value as you make the updates that you love. There are new kitchen cabinets on premisis and they need to be installed as the installer passed away mid remodel. There are various other improvements needed but the home has great potential. A 50 year roof and solar system were installed in 2020 and the solar is owned NOT leased! This home offers long-term value and equity building as it gets the love and care that it needs. It is an excellent opportunity for the right person to fulfill your vision in a very convenient location.

Listing is courtesy of: SANDPEAK REALTY (727-232-2192)

Listing Agent: Dick Maxwell (727-557-4245)

Remarks: Don't miss out on this opportunity! LOCATION! LOCATION! LOCATION! This home is located in beautiful Holiday Lakes Estates, Just minutes from the beautiful Tarpon Springs Sponge Docks, beaches, and Pinellas County Line. You will be delighted at the amount of space this home offers. There is ample room here with this 4 Bedroom, 2 bath home! Bring your pets, the backyard is fully fenced. Recently updated with hurricane rated windows in 2021 as well as HVAC 2021. Call Today!

Listing is courtesy of: MCPEAK REAL ESTATE FIRM (813-495-3875)

Listing Agent: Jim Mcpeak (813-495-3875)

Remarks: Under contract-accepting backup offers. Welcome to this fully renovated 3-bedroom home in the heart of Holiday — where everything has already been done for you. Step inside and you’ll immediately notice the difference: brand-new flooring throughout, fresh interior and exterior paint, and a bright, open feel that today’s buyers are looking for. The kitchen is a true standout, featuring granite countertops, stainless steel appliances, and clean, modern finishes that elevate the entire home. Major upgrades mean no projects, no surprises, and no extra expenses after closing — just move in and enjoy. Out back, a fully fenced yard offers the perfect private space for pets, entertaining, or relaxing evenings. The one-car garage with automatic opener adds everyday convenience and extra storage. Located in an established neighborhood with NO HOA, you’re just minutes from Tarpon Springs, US-19 shopping and dining, and a short drive to the Gulf beaches. * Homes in this condition at this price point are getting harder to find — especially fully renovated and move-in ready. * If you’ve been waiting for a clean, updated home without the renovation headache, this is the one. Request your showing today before it’s gone.

Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)

Listing Agent: Douglas Addeo (561-251-3408)