Holiday Homes for Sale in Holiday - 53 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: 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: 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: 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: Built in 2024, this beautifully designed 3 bedroom, 2 bathroom home in Holiday Lake Estates features an open floor plan with modern finishes and a relaxing back porch perfect for enjoying the Florida lifestyle plus no CDD or HOA fees! Conveniently located near Downtown New Port Richey, shopping, dining, parks, and entertainment, while also close to Key Vista Nature Park for scenic walking trails and outdoor activities. Schedule your showing today!

Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)

Listing Agent: Ali Kochno (813-766-7143)

Remarks: Welcome to this charming single-story home in the heart of Holiday! Featuring approximately 1,365 square feet of living space, this well-maintained residence offers a functional layout with spacious living areas, 2 bathrooms, and a generous lot size of nearly 7,500 square feet. Built in 1986 with durable block/stucco construction, the home includes central A/C, forced-air heating, and ample parking. Conveniently located near shopping, dining, schools, and Gulf Coast beaches, this property is perfect for first-time buyers, investors, or anyone seeking comfortable Florida living with no HOA restrictions. Enjoy easy access to major roadways and nearby parks while living in an established neighborhood with strong long-term value potential.

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

Listing Agent: Holly Agosto (656-209-7783)

Remarks: Welcome to this charming three-bedroom, two-bathroom home in Holiday, offering versatility and fantastic outdoor living. From the moment you arrive, you’ll notice the great curb appeal and thoughtful upgrades, including all new windows, hurricane shutters, added insulation, and recently blown-out vents for improved efficiency. Inside, the home features wood and laminate flooring throughout, complemented by ceiling fans in every room to keep things cool and comfortable. Major updates include a 2022 AC system, adding peace of mind for years to come. The layout offers both space and flexibility, with a welcoming front living room and a spacious family room that flows seamlessly into the kitchen, perfect for everyday living and entertaining. The kitchen is designed with functionality in mind, featuring a large island, ample cabinetry for storage, and a dining area just off to the side, keeping conversations flowing with ease. The primary bedroom is generously sized and includes a wall-to-wall closet, along with a bonus space that can be customized to fit your lifestyle - ideal as a reading nook, craft room, or even expanded into a larger closet. Toward the back of the home, you’ll find an additional flexible living area that can serve as a home office, playroom, or secondary living room. Step outside to enjoy your own private retreat. The fenced backyard offers plenty of space for pets and outdoor activities, along with a covered patio perfect for dining al fresco, grilling, gardening, or simply relaxing. Additional outdoor features include a spa, storage shed, and a convenient outdoor shower with an on-demand hot water heater - perfect after a day at the beach. Located just minutes from the iconic Tarpon Springs Sponge Docks, you’ll enjoy easy access to unique shops, dining, and local culture. Plus, you’re a short drive to the beautiful Gulf beaches and conveniently close to nearby schools, making this an ideal place to call home. Schedule your showing today!

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Jeffrey Borham, Pa (866-308-7109)

Remarks: Auction Property. Welcome to Holiday Lake Condos and enjoy peaceful water views right from your own living room! This well-maintained GROUND FLOOR unit features an open floor plan with plenty of natural light. Galley kitchen with eat-in space. Inside utility closet. Living room. Separate dining room. Bonus Florida room with wonderful views of the pond. Split bedroom plan. Master suite is quite large with full master bathroom. Bedroom #2 is adjacent to bathroom #2 for privacy. The community offers a relaxing atmosphere complete with a pool, clubhouse, shuffleboard courts, and a recreational facility! Whether you're looking for a vacation home or a year-round residence, this condo provides the perfect balance of comfort, convenience, and tranquility. Premium location as it has easy access to multiple stores and restaurants. Just 4 miles away from Holidays pride and joy for recreation; The J. Ben Harrill Recreation Complex. This Large Park offers tennis courts, basketball courts, hockey roller rink, soccer fields and is the home of the Greater Holiday Little League. Just minutes away from Key Vista Nature Park. A 101-acre park with nature trails, boardwalk and observation tower. Head 4 miles south and you can enjoy the World-Famous Sponge Docks of Tarpon Springs. Known for its fishing, food and entertainment. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.

Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)

Listing Agent: Matthew Brashear (727-403-3900)

Remarks: Move in ready 3 bedroom 1.5 bathroom home located in Holiday Fl. This home has and update kitchen with quartz countertops and shaker style cabinets. The seller has taken care of all the big ticket items! These include the Roof (2023), Electric Panel (2022), Water Heater (2022), Impact rated garage door (2022), HVAC(2023), and Windows (2023). Conveniently located near restaurants and shopping, this home is ready to go!

Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)

Listing Agent: Trevor Skeens (813-531-3713)

Remarks: Charming 3-bedroom, 2-bath, 1-car garage home in Holiday offering approximately 1,600 sq ft of living space and a desirable Eldorado floorplan featuring a welcoming front courtyard—perfect for enjoying Florida’s beautiful weather. This well-maintained home is in great condition and move-in ready with a newer roof (4 yo) and numerous updates throughout. Interior features include all tile flooring, newer windows, a spacious living room filled with natural light, and a functional kitchen with solid wood cabinets and a convenient breakfast counter. The home offers a split comfort setup with a dedicated mini-split unit in the third bedroom. The primary suite features a walk-in closet and direct access to a Jack-and-Jill style bathroom with double sinks and a tub with shower. Step outside to a large fenced backyard with plenty of room to relax, garden, or entertain. Unique privacy surrounds this property with vacant lots on both sides of the home, creating extra space and openness. One of the neighboring lots is available for purchase from a separate owner, presenting a potential opportunity for expansion or added privacy. Located just minutes from a county waterfront park with public boat launches, this home offers easy access to boating, fishing, and outdoor recreation. Enjoy comfortable Florida living in a well-cared-for home that is ready for its next owner.

Listing is courtesy of: FUTURE HOME REALTY (800-921-1330)

Listing Agent: Vera Ziegler (800-921-1330)

Remarks: Available to homeowners as well as investors! New to the market is an adorable and well maintained 2 bedroom, 1 bath home with an attached garage in Holiday Lakes West. Seller will have a new roof installed with an acceptable offer. And A/C system is from 2021. Sunroom has been drywalled in and adds additional living square footage. Recent upgrades include a new SS refrigerator, new laminate flooring, new carpet, and fresh interior and exterior paint with interior doors replaced as well. Spacious back yard to host family and friend gatherings, enjoy your hobbies, gardening, or let your furbabies enjoy the outdoors. This home would make an ideal cozy and comfortable year round residence for the next chapter of your life, but it could also serve as a wonderful seasonal getaway. And investors, yes, you can utilize this as an immediate investment property with no HOA restrictions. Nor are there any CDD fees! Property is in "X500" flood zone and seller has never experienced any flooding issues. Utility companies are Duke for electric and PCU for water. There is no shortage of shopping, dining, cultural events, outdoor activities, golf venues, amusement parks, sports arenas, beaches and scenic parks, boating options, the Pinellas Trail and more! Proximity to two international airports, Tampa, Clearwater and St. Pete, as well as Lake Tarpon and the famous Tarpon Springs Sponge Docks. Allow yourself to fall in love with the coastal, laidback lifestyle of Florida living. Call to schedule your private showing today! All information contained herein is deemed accurate, including leasing restrictions and approximate room measurements, but should be verified by buyer and buyer's agent. NO SIGHT UNSEEN OFFERS WILL BE CONSIDERED.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Virginia Werneken Pa (727-207-5738)