Holiday Homes under $500,000

Holiday Homes under $500,000

Welcome to Holiday, Florida – a hidden gem nestled in the heart of Pasco County! This charming city offers a delightful blend of coastal living and suburban comfort, making it an ideal place for families, retirees, and anyone looking to enjoy the Sunshine State's warm weather and vibrant lifestyle.

Holiday is renowned for its picturesque waterfront views, with easy access to the stunning Gulf of Mexico. Residents can indulge in a variety of outdoor activities, from boating and fishing to leisurely strolls along the scenic beaches. The community is filled with lush parks and nature trails, perfect for those who enjoy an active lifestyle or simply want to soak in the natural beauty of Florida.

For those seeking a home in this enchanting locale, Holiday boasts an array of properties under $500,000. Whether you’re looking for a cozy single-family home, a spacious townhouse, or a charming villa, you’ll find options that cater to diverse tastes and budgets. These homes often feature modern amenities, open floor plans, and beautiful outdoor spaces, making them perfect for entertaining or relaxing after a day in the sun.

With its friendly atmosphere, convenient access to shopping, dining, and healthcare facilities, Holiday is not just a place to live; it's a community to thrive in. Explore the possibilities today and discover your dream home in this vibrant Florida city, where affordability meets a laid-back lifestyle. Welcome to Holiday – where every day feels like a vacation!

Newest Holiday Homes under $500,000

3335 Atlantis Drive, Holiday
$224,900
3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Enjoy the convenience of a two-bedroom, two-bathroom home, with a spacious layout. A 1 car garage and fully fenced back yard with patio and fire pit round out this home. A versatile option for buyers and investors seeking a two-bedroom property with the added practicality of a second bathroom.

3335 Atlantis Drive, Holiday
5653 Festivo Drive, Holiday
$347,000
3 Beds ⋅ 3 Baths ⋅ La Villa Gardens SubDv. ⋅ 34690 Zip Code
WOW...what an opportunity! Gorgeous UPDATED 3-bedroom home with 3 FULL BATHROOMS and a Covered POOL on a PRIVACY-FENCED CORNER LOT in popular La Villa Gardens! PRIME LOCATION! NO FLOOD INSURANCE REQUIRED! ROOF 2016! A/C 2016! NEW FLOORING! NEW WINDOWS AND SLIDING DOOR! NEW KITCHEN WITH QUARTZ COUNTERTOPS AND SHAKER CABINETS! POOL RESURFACED 2025! POOL EQUIPMENT 2025! EXTRA INSULATION IN THE ATTIC AND GARAGE FOR ADDED ENERGY EFFICIENCY! This home has it all! Welcoming covered FRONT PORCH and a beautiful upgraded front door featuring modern frosted glass accented by intricate steel wrought-iron detailing. Beautifully updated interior! Spacious living room features a tray ceiling accented with vibrant LED lighting. Abundant natural light, recessed lighting throughout, and a generous dining space make this home bright and inviting! AIR-CONDITIONED GARAGE WITH A BUILT-IN WET BAR AREA offers flexible additional space for a home gym, office, entertainment area, or hobby room. The garage space is NOT included in the home's advertised square footage. Additional features include extra insulation, modern design ceiling fans, and ample storage with cabinets and shelving. Relax and enjoy...your private paradise! SCREENED-IN POOL AND COVERED LANAI, low-maintenance landscaping, and a privacy-fenced backyard create the perfect setting for outdoor enjoyment. You will love living here! Great location! Located just blocks from the elementary school and library. Minutes to shopping and restaurants! Approximately 30–40 minutes to Tampa International Airport, 15 minutes to historic Tarpon Springs and popular Starkey Park, and 20 minutes to Fred Howard Park Beach! A MUST-SEE!

5653 Festivo Drive, Holiday
3635 Holiday Lake Drive, Holiday
$299,000
3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Welcome to this beautifully fully renovated 3-bedroom, 2-bathroom home! This move-in-ready property features brand-new appliances, a spacious backyard with plenty of room for outdoor entertaining, and major upgrades completed in 2026, including a new roof, A/C system, and water heater. Perfect for first-time homebuyers and families looking for comfort and convenience, this home also presents an excellent investment opportunity with great rental income potential. Don't miss the opportunity to make this beautifully updated property your new home or next investment! (Some Pictures have been virtually staged)

3635 Holiday Lake Drive, Holiday
4918 Ann Drive, Holiday
$185,000
2 Beds ⋅ 1 Baths ⋅ Darlington Heights SubDv. ⋅ 34690 Zip Code
**FIXER-UPPER OPPORTUNITY IN HOLIDAY, FL!** Bring your vision and renovation ideas to 4918 Ann Dr! This property offers an opportunity for investors, flippers, or buyers looking to create a home of their own. In need of repairs and updates, this home is ready for someone willing to put in the work and unlock its potential. Whether you're searching for your next investment project or a property to renovate and make your own, this could be the opportunity you've been waiting for. Conveniently located in Holiday with access to shopping, dining, and major roadways. Property is being sold as-is. Buyer to verify all property details, measurements, and condition. Schedule your showing today!

4918 Ann Drive, Holiday
2422 Prestige Drive, Holiday
$75,000
2 Beds ⋅ 1 Baths ⋅ Buena Vista Manor SubDv. ⋅ 34690 Zip Code
This mobile home is on it's own lot. Not lot rent. Two bedrooms, 1 bath, breezy screened lanai for relaxing, covered carport, laundry hook up in shed off the carport, additional storage as well. The bathroom has a tub and separate shower as well. Updated vinyl laminate flooring and freshy painting on the outside. The hoa is $200 a year and use of the clubhouse and shuffleboard are what the hoa offers. This is a 55 community and one resident has to be 55 years old. Close to Sunray, shopping and restaurants, beaches, and US 19.

2422 Prestige Drive, Holiday
3172 Harvardston Loop, Holiday
$430,000
4 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
YOUR NEXT HOME OR YOUR NEXT GREAT INVESTMENT OPPORTUNITY IS HERE! Imagine owning a beautifully updated home that offers both the comfort of everyday living and the potential of an established investment! Welcome to this inviting 4-bedroom property, featuring a spacious open-concept design, a modern kitchen, and warm, welcoming living spaces perfect for gathering, entertaining, and making memories. Step outside and discover your own private hot tub, the perfect spot to unwind, enjoy the outdoors, or create an unforgettable experience for vacation guests. Even better, this property is already operating as an Airbnb, with over two years of established short-term rental history and current income production, offering an exciting opportunity for investors looking to step into an existing business. Beautifully updated and move-in ready, this home is conveniently located near beaches, restaurants, shopping centers, and local attractions. Whether you envision a place to call home, a relaxing vacation retreat, or an income-producing investment, this property brings all three possibilities together. Don't miss the opportunity to make it yours!

3172 Harvardston Loop, Holiday
3136 Fairmount Drive, Holiday
$235,000
2 Beds ⋅ 1 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Ready for its next owner, this Holiday home offers a practical single-story layout with 2 bedrooms, 1 bathroom, an attached garage, and a screened porch. The 5,185-square-foot lot provides outdoor space, while public water and sewer add everyday convenience. No HOA or CDD fees are reported. Conveniently located near US-19, with access to area shopping, dining, and services. Come see what 3136 Fairmount Drive has to offer.

3136 Fairmount Drive, Holiday
4915 N Gaslight Avenue, Holiday
$239,900
2 Beds ⋅ 2 Baths ⋅ Crest Ridge Gardens SubDv. ⋅ 34690 Zip Code
Virtually Staged. Welcome to this beautifully updated 2-bedroom, 1.5-bath home with a garage, bonus room, and spacious enclosed lanai in Holiday, Florida! With many big-ticket improvements already completed, this home offers comfort, functionality, and exceptional value. Major updates include impact windows (2022), A/C (2022), roof (2017), septic system (2019), and water heater (2018), plus a hurricane-rated garage door. Inside, you'll find stainless steel appliances, granite countertops, updated kitchen cabinets and bathroom vanities, and durable vinyl plank flooring. The versatile bonus room is cooled by the home's central A/C and provides flexible space for an office, hobby room, or additional living area. The spacious enclosed lanai, added in 2023, offers a wonderful place to relax or entertain while enjoying Florida living. Conveniently located near shopping, dining, parks, medical facilities, and Gulf Coast beaches. With so many valuable updates already in place, this home is ready for its next chapter. Schedule your private showing today!

4915 N Gaslight Avenue, Holiday
2925 Featherstone Drive, Holiday
$239,900
2 Beds ⋅ 2 Baths ⋅ Edgewood Gulf Trace Rep SubDv. ⋅ 34691 Zip Code
Welcome to maintenance free totally remodeled villa located at Edgewood of Gulf Trace in Holiday. This is one of the larger villas overlooking a huge back yard making it a perfect place to relax and call it home. The beautiful villa features an open split floor plan, vaulted ceilings and lots of windows for natural lighting. Tastefully remodeled 2 bedrooms, 2 baths with a huge living room/dining room combo, new luxury vinyl flooring, new kitchen with a breakfast area, Stainless Steel appliances (2022), shaker cabinets throughout with Quartz countertops, new ceiling fans and lighting fixtures, indoor laundry closet (new washer 2023, dryer 2016), and new sliders that lead to the outdoor patio and peaceful backyard (no back neighbors). There is an under sink water ultra filtration system installed in 2023. The roof and skylights are also new (2022). The spacious master bedroom has a walk in closet and a huge window overlooking the picturesque backyard that makes this house incredible. The master bath has tile, walk-in shower and a nice size vanity. The secondary bedroom is very spacious and has 2 windows that allow natural light into the room. This unit comes with one assigned covered parking space. Additional guest parking is available. Pets are welcomed (NO SIZE LIMIT!) The HOA covers the roof, community heated pool, exterior maintenance, exterior paint, basic cable, water, trash, sewer and pest control.

2925 Featherstone Drive, Holiday
5127 Forum Boulevard, Holiday
$263,900
3 Beds ⋅ 3 Baths ⋅ Townes/Darlington SubDv. ⋅ 34690 Zip Code
MUST SEE Ready to-Move-In 3 Bedroom + Loft w/2.5 Baths + 1 Car Garage Newer Townhome overlooking Scenic Pond Views and Conservation and Preferred Screened Lanai/Patio for Relaxing and Entertaining! Offering plenty of storage, and desirable open floor plan. Primary Suite (17x12) w/Scenic Pond View and Conservation View w/Walk-in Closet and conveniently located upstairs laundry. Upstairs Loft area (11x16) has endless possibilities for office, sitting area, crafts or library. Features include Hurricane Shutters, Granite Countertops in Kitchen and Baths, and Street Lights powered by Solar. HOA covers lawn care, landscaping, roof, trash and exterior painting. NO Flood Zone or CDD Fees. Great Location close to plenty of Shopping, Dining, Parks, Beaches, and Easy Commute to Tampa International Airport!

5127 Forum Boulevard, Holiday
3850 Moog Road, Holiday
$285,000
2 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Virtually Staged. Expand your portfolio with this turnkey, tenant-occupied home in Beacon Square. Block and stucco construction, generous living spaces and a bright Florida room provide a practical layout with room to gather or unwind. The kitchen features granite counters, ample cabinetry and a convenient connection to the adjoining living areas. An attached garage adds parking and storage, while the covered entry and backyard extend the living experience outdoors. Convenient access to local shopping and dining adds everyday appeal. Please do not disturb the tenant. Contact the listing agent to arrange a showing and review the lease details. One or more photo(s) was virtually staged.

3850 Moog Road, Holiday
4853 Bartelt Road, Holiday
$290,000
3 Beds ⋅ 2 Baths ⋅ Knollwood Village SubDv. ⋅ 34690 Zip Code
Virtually Staged. Welcome to this tastefully remodeled 3 bedrooms, 2 bathrooms 1 car garage in the heart of Holiday, FL. This home offers 1,284 square feet of modern living space with updates throughout. Step inside and enjoy the fresh, updated feel, featuring a brand-new kitchen with new stainless steel appliances, top of the grade granite, solid cabinets and new garbage disposer. There are 2 beautifully renovated bathrooms with new vanities, commodes and showers. Gorgeous new luxury vinyl plank flooring throughout makes it easy and quick to maintain and clean. The home also features fresh interior paint, stylish new light fixtures, and a long list of major improvements for added comfort and peace of mind, including a NEW ROOF, NEW HVAC AND BRAND NEW SEPTIC TANK AND DRAINFIELD SYSTEM. Nothing left to be done here! Outside, enjoy the privacy of a fully fenced backyard, perfect for entertaining, relaxing, pets, or creating your own outdoor oasis. A convenient one-car garage adds extra storage and functionality. With its extensive renovations and major upgrades, this move-in-ready home is the perfect opportunity for anyone looking for modern finishes and worry-free living. The home is conveniently located near major US Highway 19, close to all ammenities, shopping centers and stores. Short drive to world famous Florida beaches and Tampa international and Clearwater St. Petersburg airports. Don't miss your opportunity to make this beautifully updated home yours! Book a showing today!

4853 Bartelt Road, Holiday
Start Your Search

How much is your home worth?

Get instant property value now!