Holiday Homes For Sale & Real Estate - 324 homes

Remarks: Under contract-accepting backup offers. NEW ROOF JUST PUT ON AUGUST 2025,NEW FANS, AND THE INSIDE PAINTED! NEWER ELECTRIC, WINDOWS, WATER HEATER, AND AN 11 YEAR OLD AC THAT HAS BEEN INSPECTED AND WORKS GREAT ! THE POOL HAS HAD NEW POOL EQUIPMENT PUT IN JUNE 2026! CHARMING 2-BEDROOM 2-BATH POOL HOME WITH STUNNING VIEWS OF LAKE BELCHER. IT DID NOT FLOOD DURING THE STORMS LAST YEAR AND HAS ENDLESS POTENTIAL! THIS IS A RARE OPPORTUNITY TO HAVE A DEEP WATERWAY RIGHT OUT OF YOUR BACK DOOR WITH NO FLOOD INSURANCE REQUIRED THAT GOES ALL THE WAY TO ANCLOTE FOR UNDER 350,000 DONT PASS THIS ONE UP! THIS SPACIOUS 2278 SQ FT HEATED HOME SITS ON A GENEROUS, FENCED, QUARTER ACRE LOT AND OFFERS THE PERFECT BLEND OF CONVENIENCE,COMFORT, AND OPPORTUNITY. FEATURING TWO MASTER SUITES AND A SPLIT - BEDROOM FLOOR PLAN, THIS PROPERTY BOASTS A LARGE PATIO WITH BEAUTIFUL VIEWS AND FRUIT TREES,CREATING A SERENE OUTDOOR RETREAT. WHILE THE HOME NEEDS SOME COSMETIC UPDATES INSIDE AND ON THE POOL, IT HAS GREAT BONES AND ENDLESS POTENTIAL TO ADD ANOTHER BEDROOM OR TWO AND MAKE IT YOUR OWN.THE PRIME LOCATION ENSURES AN EASY COMMUTE TO PINELLAS AND HILLSBOROUGH COUNTIES. JUST MINUTES FROM BEACHES, SHOPPING, AND ENTERTAINMENT,THIS HOME IS PERFECT FOR THOSE LOOKING TO ENJOY FLORIDA LIVING AT ITS FINEST. DONT MISS THIS INCREDIBLE OPPORTUNITY - SCHEDULE YOUR SHOWING TODAY!

Listing is courtesy of: F I GREY & SON RESIDENTIAL (727-495-2424)

Listing Agent: Jeanine Affetto (727-967-4487)

Remarks: Don’t miss this beautifully updated corner-lot home with serene pond views. Featuring a newer roof (2022) and a new HVAC system (2023), this property offers peace of mind along with modern upgrades throughout. Inside, the home has been fully remodeled with a brand-new kitchen, updated bathrooms, and all-new flooring. The layout includes two spacious bedrooms and two full bathrooms, along with multiple living spaces—perfect for both relaxing and entertaining. Enjoy a welcoming living room, a separate family room, and a large Florida room that provides additional space to unwind while taking in the peaceful surroundings. Additional highlights include a one-car garage and a desirable corner location that enhances both privacy and curb appeal.

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

Listing Agent: Brian Eades, Pa (727-600-3933)

Remarks: Under contract-accepting backup offers. Serene Pinewood Villas neighborhood is close to shopping and dining for convenience. This two bedroom two full bath home has tile flooring throughout. Extra living area makes this one of the larger units in the community with an extra large side lot for gathering with friends. Main living area has high ceilings with windows allowing for extra light. Community has sparkling pool, clubhouse and shuffleboard with picnic tables for grabbing lunch by the pool. Low HOA fee makes this a affordable place to live. Hot water heater replaced 2020. Newer kitchen faucet and garbage disposal. Washer just one month new. Thermostat fully programable and newer. Call to make an appointment today.

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

Listing Agent: Jennifer Hallett (727-686-6969)

Remarks: Discover this UPDATED and meticulously maintained corner unit in the serene 55+ gated community of Tahitian Gardens. This 2-bedroom, 1 and 1/2 bath residence is ideal for both part-time and full-time living in Florida. Step into the living room and appreciate the cross-cut tile flooring, open floor plan, and abundant natural light. The kitchen boasts updated cabinets, a spacious dining area, and stainless-steel appliances. The main bathroom features a full-sized walk-in shower and additional storage cabinets. Other enhancements include storm windows, a large washer/dryer, newer roof and an updated electric panel. Enjoy a partial lake view from your private patio. Tahitian Gardens offers amenities such as a heated swimming pool, shuffleboard courts, and two community buildings for a variety of activities and events. Located near Tarpon Springs' historic district, shopping, dining, and Florida's beaches. This home is a testament to the owner's pride and meticulous care. Schedule your viewing today.

Listing is courtesy of: COASTAL FLORIDA REAL ESTATE (727-471-9115)

Listing Agent: Michael Mcauley (727-471-9115)

Remarks: Here is your opportunity to watch the wildlife and beautiful sunsets from the finished enclosed porch or the outside concrete patio overlooking the lake for your enjoyment. Home feature laminate flooring, dining area, split bedrooms, 2 full baths, new front door, new washer, range/oven. Home comes completely furnished and features loads of storage and linen space. You OWN YOUR OWN LAND in this 55+ community with low monthly maintenance fee of $143.00 per month which includes, lawn maintenance, trash removal, heated year-round pool, Clubhouse, maintenance of private roads, and much more. Sold As Is. Buyer to verify all information that is deemed to be accurate. Easy to show. Measurements are approx.

Listing is courtesy of: CITY BREEZE ACTION REALTY (727-372-9000)

Listing Agent: Stella Wooster (727-247-2790)

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. New Water Heater 2026.

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

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

Remarks: Protected from prior storms!! HIGHLY Desirable & GATED, Tahitian Gardens 55+ Community, located right along US-19. Move-in ready, FIRST FLOOR CONDO!! Nobody above you or below you!! Competitive and LOW Monthly Fees of 282 Monthly!! 2 bed, 1 bath with 825 square feet of living space. Roof 2017. Water Heater 2023. Enjoy a seamless move-in experience—this CONDO can be offered with furnishings. The HOA takes care of exterior maintenance, allowing for a low-maintenance, carefree Florida lifestyle. Conveniently located just minutes from Gulf beaches, the Tarpon Springs Sponge Docks, shopping, dining, and public transit, this condo offers exceptional access to everything in this area. Nice front patio—perfect for enjoying your morning coffee or connecting with neighbors. Residents of Tahitian Gardens enjoy a welcoming, walkable environment with a variety of amenities, including a heated pool, shuffleboard courts, billiards, a clubhouse with kitchen and gathering spaces, and scenic walking paths around a tranquil lake with a fountain. A full calendar of activities—like bingo, card games, crafts, and biking—ensures there’s always something to enjoy.

Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (352-686-0540)

Listing Agent: Jarid Weddle (540-613-0744)

Remarks: Completely remodeled and move-in ready, this charming two-bedroom, one-bathroom home with a built-in carport offers modern upgrades throughout. Major improvements were completed in 2026, including a new roof, new AC system, and new water heater-giving you peace of mind for years to come. Step inside to a beautifully updated interior featuring brand-new wood laminate flooring, fresh interior and exterior paint, new baseboards, and stylish blinds. The fully renovated kitchen is a standout, showcasing wood cabinetry, quartz countertops, and stainless-steel appliances-perfect for both everyday living and entertaining. Additional updates include upgraded windows and electrical, enhancing both efficiency and comfort. Located outside of a flood zone, this property remained high and dry during Hurricane Helene and Hurricane Milton. With nothing left to do, this home is truly turnkey-just bring your belongings and start enjoying!

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

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

Remarks: Under Construction. Brand new 2026 waterfront construction with no HOA completion May 2, 2026. Builder direct sale, builder warranty included. This canal front home in Holiday, FL delivers what 2026 buyers chase: new construction, water frontage, zero HOA, and Gulf Coast access minutes from Tarpon Springs and Anclote River Park. Architectural curb appeal sets the tone with contrasting exterior finishes and a dark accent garage door. Inside: soaring ceilings, oversized windows, and an open concept layout in luxury vinyl plank throughout. Light quartz countertops anchor the kitchen and baths, paired with frameless glass showers and designer tile. Every closet is fully built out with custom organization a $5K+ upgrade already done. Brushed nickel fixtures, primary suite with spa style ensuite, flexible secondary bedrooms, attached two car garage. The yard opens onto a quiet canal (non navigable) with room to add a dock for kayaking, paddleboarding, or fishing. No HOA your property, your rules. Schedule your private showing be the first to walk through.

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

Listing Agent: Narda Miranda (614-370-1843)

Remarks: This charming 2 bedroom, 1 bath home with Florida room(easy 3rd bedroom/office) offers newer flooring, fresh interior paint, and a 2024 roof for peace of mind. Beautiful paver patio in the back yard, great for grilling and chilling with family and friends. Large back porch is great for all 4 season! Ideally located near everyday conveniences and just a short drive to area beaches. Schedule your private showing today! A/C-2008, ROOF-2024.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)

Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)

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: Welcome to this charming Florida neighborhood three bedroom two bathroom mobile home in Holiday, 1,701 sq ft with NO HOA, where relaxed living and natural beauty come together to create the perfect place to call home. This inviting residence offers an ideal retreat to unwind after a long day, starting with the front wrap-around deck, a peaceful spot to enjoy your morning coffee while taking in the view of two mature oak trees gracing the front yard. Step inside and you’re welcomed by a spacious, light-filled kitchen featuring stainless steel appliances, large windows, a skylight, and an in-kitchen dining area—truly the heart of the home. The living room provides a cozy yet stylish atmosphere with a stone-faced fireplace. For dining, you’ll find both an intimate dining room accented with rustic wood paneling and a large window, as well as a family dining room designed for entertaining, complete with space for a large table, French doors, rustic wood paneling, and expansive windows that flood the room with natural light. The owner’s retreat is generously sized to accommodate a king-size bed and offers his-and-her closets, opening into a spacious bathroom highlighted by a skylight, wood-paneled ceiling, and dual-sink vanity. Two additional spacious bedrooms provide flexibility for a home office, guest room, or extra space. Outside, enjoy a fully fenced yard offering privacy and room to relax or entertain. Gather around the fire pit on warm Florida evenings to make s’mores and lasting memories. This property also includes a 12.5’ x 16’ air-conditioned and powered “Man Cave,” a 10’ x 24’ freestanding workshop, and an 8’ x 10’ utility shed, providing ample storage and workspace. Major updates include a new roof and water heater installed in 2017. The location is unbeatable—just 0.8 miles from the dog-friendly Anclote River Park, offering a boat launch, paved bike trails, playground, picnic shelters, hiking trails, swimming, kayaking, and fishing. Nearby are a bait and tackle shop, Anclote Village Marina, and Miss Vicki’s on the River restaurant, making this area a true outdoor enthusiast’s paradise. Plus, you’re only 7 minutes from the historic Tarpon Springs Sponge Docks.Whether you’re a fisherman, nature lover, or simply seeking a home with character and flexibility, this property offers something special. Schedule your private showing today and envision your future here.

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

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

Remarks: BRAND NEW AC - June 2026! Newer roof 2022! Welcome to this beautifully maintained 2-bedroom, 2-bathroom home in Holiday where thoughtful updates and a functional layout create the perfect blend of comfort and convenience. With a freshly painted exterior and front door and a 2020 water heater, this move-in-ready home offers both curb appeal and peace of mind. Step inside to a bright and inviting front living room filled with natural light, complemented by ceiling fans throughout the home for year-round comfort. The open floor plan flows seamlessly into the spacious kitchen featuring stainless steel appliances, abundant cabinetry, and a separate pantry for extra storage. The kitchen overlooks both the dining area and cozy family room, creating an ideal setup for entertaining guests or enjoying everyday living. The primary suite offers a walk-in closet and a private en suite bathroom with fresh paint, while the secondary bedroom provides flexible space for guests, a home office, or hobbies. Sliding glass doors from the dining area open to a covered and screened-in porch, the perfect spot to relax and enjoy Florida’s beautiful weather in comfort. Outside, the backyard has been transformed with all concrete removed and replaced with fresh sod, creating a lush outdoor space with endless possibilities for entertaining, pets, gardening, or simply enjoying the outdoors. The fully fenced yard adds privacy and functionality, while the newly refreshed landscaping enhances the home’s inviting feel. Additional highlights include a freshly painted garage and garage floor, adding to the home’s clean and updated appearance. Conveniently located in a quiet neighborhood near shopping, dining, parks, and everyday amenities, this charming Holiday home is ready for its next owner to move right in and enjoy. Schedule your showing today!

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

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

Remarks: Under contract-accepting backup offers. Welcome home to this charming 2 bedroom, 2 bathroom villa with newer ROOF in the highly desirable Pinewood Villas community in Holiday, Florida. One of the biggest highlights of this adorable unit is the EXCEPTIONALLY LOW HOA fee of just $50 per month...an INCREDIBLE VALUE that makes ownership both affordable and stress-free. Even better, this is not a 55+ community and pets are welcome, making it the perfect fit for a variety of buyers. Ideally located near shopping, libraries, the post office, beaches, and the historic waterfront town of Tarpon Springs, this home offers easy access to dining, parks, marinas, and the Gulf Coast lifestyle so many buyers are looking for. Whether you enjoy boating, local seafood restaurants, sponge docks, or relaxing beach days, you’re close to it all. Inside, this cute and inviting villa features walk-in closets in both bedrooms, an expansive vaulted ceiling, and abundant natural light from the high windows spanning the living room wall. The kitchen overlooks the dining and living areas, creating an open and comfortable layout perfect for everyday living or entertaining guests. Enjoy additional space in the large enclosed porch with storage closet, plus a separate shed for even more storage. The property also includes a 2-car carport with an additional parking space. Each lot is individually owned and maintained by the owner, adding to the pride of ownership throughout the community. Residents enjoy access to a recreational building, community POOL, and shuffleboard area, all while benefiting from one of the lowest HOA fees around.

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

Listing Agent: Shawna Liotine (813-407-8011)

Remarks: PRICE REDUCTION and Seller is now giving 2 percent toward Buyers prepaids!! 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: Come check out this gorgeous updated waterfront pool home featuring an open, inviting floor plan and serene views of a natural water setting. Designed for both everyday living and entertaining, the spacious layout seamlessly connects the main living areas while showcasing beautiful waterfront vistas throughout the home. Recent updates include: New fencing for added privacy New flat roof Custom island and pantry upgrades New gutters Step outside to your private backyard oasis, where the sparkling pool and tranquil water views create the perfect setting for relaxing or hosting family and friends. Don't miss this opportunity to own a beautifully updated waterfront retreat that combines comfort, style, and exceptional outdoor living.

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

Listing Agent: Andrew Polce (727-560-2772)

Remarks: Under contract-accepting backup offers. This move-in-ready 2-bedroom, 1.5-bathroom home in Holiday offers a bright and updated living space featuring modern wood-look flooring and a charming kitchen with stylish teal cabinetry. The property stands out with its exceptional outdoor features, including a covered carport and a large fenced-in yard that provides a private sanctuary for relaxation or pets. Complete with a substantial storage shed and access to the community’s public clubhouse, this home offers a perfect blend of comfort and convenience in a prime Florida location.

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

Listing Agent: Jackie Little (813-453-8960)

Remarks: Under contract-accepting backup offers. INVESTOR's DREAM! Opportunity awaits with this solid home ready for its next chapter. This property is packed with potential and ready for transformation! With solid bones and functioning major systems including AC, water heater, refrigerator, stove, microwave, washer, and dryer, this is the perfect project for someone ready to bring their vision to life. The home needs cosmetic updates, clean-out, paint, flooring, and exterior clean-up, but the upside is there for the right buyer. Great opportunity to renovate, rent, flip, or create long-term value. Owner states roof is newer; buyer to verify all information and permits independently. Large yard with shed in back. Back porch is spacious! Investor Special with Great Potential! Being sold AS-IS. Priced for condition and potential. Don’t miss your chance to turn this hidden gem into something special!

Listing is courtesy of: HOFFMAN & HOFFMAN REALTY INC. (727-251-1966)

Listing Agent: Laura Hoffman (727-251-1966)

Remarks: Welcome to this three-bedroom, two-bathroom home in the desirable Holiday Lake Estates neighborhood. This home features a classic traditional floorplan that provides distinct and comfortable living spaces. The kitchen is beautifully updated, boasting durable granite countertops and sleek stainless steel appliances to create a highly functional space for cooking. Retreat to the primary bedroom, which offers generous storage with a large walk-in closet. Step outside to enjoy a private, fully fenced-in backyard, providing a secure and versatile space for outdoor entertaining or relaxation. Located just minutes from a county waterfront park with public boat launches, this home offers easy access to boating, fishing, and outdoor recreation. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Virtually Staged. Welcome home to this stunning new construction 3-bedroom, 2-bath home that perfectly blends modern design, upscale finishes and everyday functionality. From the moment you arrive, you’ll appreciate the clean architectural lines, fresh landscaping and fully fenced yard offering both privacy and curb appeal. Step inside to an open-concept floor plan filled with natural light and elevated by marble-inspired tile flooring throughout, creating a seamless look with no carpet to maintain. The spacious living and dining areas flow effortlessly into the chef-inspired kitchen featuring solid wood cabinetry, quartz countertops, stainless steel appliances, designer lighting and premium finishes rarely found at this price point. The primary suite serves as a private retreat, complete with a spa-like bathroom showcasing a glass enclosed walk-in shower with a rainfall shower head and contemporary fixtures. Neutral paint tones throughout provide the perfect backdrop for any décor style and the split floor plan is ideal for families or those who work remotely. An indoor laundry room with plenty of storage is included for your convenience. Situated just steps from a nearby canal, you’ll enjoy a serene setting ideal for unwinding or enjoying Florida’s outdoor lifestyle. The fully fenced-in backyard gives you control, privacy, and versatility. Whether you want a peaceful escape, a family playground or a full-on entertainment zone—you’ve got the freedom to shape it exactly how you like. Offering the style, finishes, and feel of a luxury home at an incredible value, this property is a rare opportunity for buyers seeking modern construction without the premium price. No HOA fees or flood insurance required on this low maintenance, move-in ready home. Schedule a private showing today!

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

Listing Agent: Stephanie Hensley (727-741-5251)