Holiday Homes For Sale & Real Estate - 325 homes

Remarks: Great location with beautiful pond view from most windows, friendly surroundings, nature and tranquility. The open model perfect home with Vaulted ceilings is perfect for you, just move right in. Amazing updates include Quartz and Granite Countertops, recessed lighting, luxury vinyl floors along with newer ceramic tile and lace ceilings and newer Stainless Steel appliances. Sliders from both the Master Bedroom and Living room lead to Florida Room to relax and enjoy the views. The Master Bedroom has 2 large closets and Master Bath with dual sinks. Separate storage room and Reserved parking with plenty of guest spaces. Clubhouse with heated pool, shuffleboard and activities. The affordable HOA covers exterior maintenance, roof, lawn care, insurance, trash, cable TV, and internet, water/sewer and more, allowing you to truly enjoy worry-free living. Perfectly situated near some of the area’s best attractions, you’re just minutes from the white sandy beaches of the Gulf Coast, Anclote River Park, and the historic Tarpon Springs Sponge Docks, known for its Greek restaurants, local shops, and waterfront charm. Downtown Tarpon Springs offers year-round festivals, farmers markets, and cultural events, while nearby shopping centers, medical facilities, and golf courses ensure everything you need is within easy reach. No Flood Zone, Furniture Negotiable. PRESENT ALL OFFERS!

Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)

Listing Agent: Erin Humphrey (727-422-7120)

Remarks: PRICE REDUCED: Holiday Oaks Condo, 2 Bedrooms, 1st Floor. Huge Backyard. The County says this is a Non-Flood Zone, (X), No Rear Neighbor, Washer & Dryer 10 steps from the front door. Nearby local shopping area such as Home Depot, Publix, Super Market, Whole Foods etc. Less than 44 minutes to St. Pete Beach. Great Location and Great Income producing property for investors OR Primary Residence. There is a tenant in place monthly $1300.00 - however, the lease expires the 2nd week of August 2026.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)

Listing Agent: Antonio Whitfield (407-745-8650)

Remarks: Welcome to your dream home at 3138 Victoria Inlet Drive, a stunning townhouse that combines modern elegance with practical living. Built in 2022, this like-new property is designed for those who appreciate quality and convenience in equal measure. a Spread across 1,440 square feet, this townhouse features 3 bedrooms and 2.5 bathrooms, offering ample space for relaxation and entertainment. The heart of the home is undoubtedly its kitchen, boasting stone countertops, a central island perfect for meal prep or casual dining, and a pantry for all your storage needs. Step outside to the covered patio and enjoy serene views of the surrounding green space—a perfect backdrop for morning coffees or evening unwinding. The master bedroom, located on the second floor, is a true retreat, featuring an adjacent full bath with dual sinks and a generous walk-in closet, ensuring privacy and comfort. The other 2 bedrooms, located on the second floor as well, share a full bath. The inclusion of a second-floor laundry area, complete with washer and dryer, adds an extra layer of convenience to everyday living. No carrying laundry baskets up and down stairs here! Situated on a quiet cul-de-sac, this townhouse includes a one-car garage and offers the possibility to purchase furnishings, making your move seamless. Its location is ideal for families or professionals alike, with schools and shopping centers nearby. Tarpon Springs, with its rich cultural heritage, is just a short drive away. Low HOA dues include exterior maintenance, cable television, high-speed internet, with no CDD fee. NON-FLOOD zone X means NO FLOOD INSURANCE! Don't miss the opportunity to make 3138 Victoria Inlet Drive your new address. This property promises a blend of style, comfort, and convenience that's hard to find. Schedule your viewing today and step into a home where every detail is designed with you in mind. Seller has approval for 10' x 10' patio pad.

Listing is courtesy of: COLDWELL BANKER REALTY (727-381-2345)

Listing Agent: Wally Whisennant (727-385-3285)

Remarks: Welcome to 2107 Wailua Dr., located in the desirable Lake Conley 55+ gated community. This well-maintained 2 bedroom, 2 bath home offers comfortable living with a spacious and functional layout. The home features a large kitchen, separate dining area, and a bright living room highlighted by a mirrored wall that enhances the sense of space and light. Sliding glass doors open to a enclosed lanai, perfect for relaxing or entertaining year round. Additional features include an attached utility room with washer and dryer, and laminate flooring throughout—no carpet for easy maintenance. The primary bedroom offers a private exterior exit, adding convenience and flexibility. Lake Conley provides an active and welcoming lifestyle with a vibrant clubhouse and plenty of opportunities to socialize. Residents enjoy lake access for fishing and boating, as well as community amenities including a pool, shuffleboard courts, and activities like line dancing. Ideally located just 9 miles from Fred Howard Park, 6 miles from the Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home offers easy access to beaches, dining, culture, and travel. Experience the perfect blend of comfort, community, and convenience—schedule your private tour today!

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

Listing Agent: Ashley Quaife (910-381-3111)

Remarks: 1-bedroom home located in the desirable Buena Vista Manor community. This property offers exceptionally low HOA fees and the added benefit of no flood insurance required—helping keep your monthly costs down. Perfect for a full-time residence or a seasonal getaway, this home provides comfort, convenience, and affordability in a great location.

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

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

Remarks: Desirable condo in age restricted 55+ community of Holiday 2 bedrooms, 1 baths . Bathroom has tub and shower. A/C is just year old! Enjoy shuffleboard, the clubhouse and a community pool in this small community. This location is perfect for someone looking for a great location with short distance to the grocery store and several restaurants.to Downtown New Port Richey…a historic Rivertown community in north Tampa Bay with award-winning restaurants, shops, bars, and breweries. Its rich history is preserved by the Hacienda Hotel, Richey Suncoast Theatre, and the New Port Richey Museum. The nearby PITHLACHASCOTEE RIVER offers BOAT DOCKS, KAYAK LAUNCHES, and a chance to see DOLPHINS, MANATEES, and native Florida wildlife. Don’t forget the JAMES E. GREY PRESERVE, an 80-ACRE WILDLIFE SANCTUARY just minutes from downtown New Port Richey. Natural amenities like Sims Park, the Cotee River, and James E. Grey Preserve are waiting to be explored. 6 miles to the Famous Tarpon Springs Sponge docks and only 25 miles to Tampa International Airport. Enjoy everything Tampa Bay has to offer from the new Downtown Riverwalk, TOP US BEACHES, boating, fishing, golfing, cultural entertainment, and museums...and of course year-round beautiful weather. You must be 55 years old or older.

Listing is courtesy of: HORAN REALTY GROUP LLC (727-375-7653)

Listing Agent: Magdalena Czech (727-967-8901)

Remarks: Welcome Home! This beautifully reimagined 3-bedroom, 2-bathroom residence offers the perfect blend of modern luxury and Florida charm. Situated on a sprawling corner lot, this property provides the space and privacy you’ve been searching for. Step inside to discover a bright, open interior featuring brand-new flooring throughout for quick and easy maintenance. The remodeled kitchen has been completely transformed with sleek, new custom cabinetry, granite countertops, new refrigerator. The former garage has been expertly converted - with all permits - into a spacious master bedroom, creating a private sanctuary. The ensuite bathroom is fully remodeled design with modern finishes and walk-in shower, and his-and-hers vanity. The second full bathroom has also been tastefully updated, featuring a classic tub—perfect for relaxing after a long day. Enjoy the versatility of a bonus living area, complete with a cozy fireplace that serves as a beautiful focal point for gatherings. Beyond the interior, the living space extends outdoors. Spend your mornings on the large screened lanai, or head out to the expansive, fully fenced backyard. With so much room on this oversized lot, there is endless potential for a pool, garden, or playground. House is located near Alternate Hwy 19, close to all grocery stores, and amenities. A very short drive to many Florida beaches and Tampa international airport. Don't miss your chance to own this turnkey gem in the heart of Holiday. Some photos are virtually staged. Schedule your showing today!

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

Listing Agent: Caroline Hanna (727-667-8377)

Remarks: Build your DREAM HOME at 6331 Lost Trail, Holiday, FL 34690 in Pasco County with Tax ID: 16-26-21-0000-00900-0010. With a GENEROUS SIZE LOT of 43,560 sqft containing 1.0 acre with dimensions 265' wide at street level by 166' deep of level land, you can design your MAGNIFICENT OASIS. This south-facing land is located in a BEAUTIFUL region where there is an emphasis on CONSERVATION OF NATURE. This plot is zoned R1 = Rural Density Residential whose purpose is designed to accommodate the individuals who desire a rural or estate-type of living environment while promoting conservation. Do you want to have farm animals? Bring your horses, goats, chickens, dogs & barn cats! Per county code, 3 grazing animals/livestock are allowed per acre. The HUGE PARCEL features DEEDED ACCESS on Lost Trail which is a gravel/dirt short road. There is a double-wide mobile home with dimensions 48'x23' currently on the property. This 1989 mobile home is in extremely poor shape with leaky roof, broken floors, boarded up windows & more. Most likely, it is not salvageable & will remain on the property at closing. Private septic tank & well for water service this property. Pasco County impact fees are credited with the county & there is a recent survey. Of course, the buyer is encouraged to verify with the county & other professionals regarding building codes, zoning & whatever else is deemed necessary in order to make an informed decision. Shopping centers, schools, medical plazas, places of worship, restaurants, SPECTACULAR GULF BEACHES & tourist attractions are only a short drive away. Enjoy the many festivities & events throughout the Greater Tampa Bay area. New home construction is BOOMING! Build your PRIVATE GETAWAY in this NO HOA & NO CDD zone along the ANCLOTE RIVER where you can store all your vehicles from RVs to jet skis to boats to everyday vehicles. Need room for a POOL? No problem here! Where else can you find such a large piece of TROPICAL vacant land in such close proximity to important amenities at this FANTASTIC price? Drive by & explore the property, check out the detailed pictures, walk the virtual tour using Google maps & then call your favorite Realtor to submit a bid. This property is priced as LAND VALUE ONLY. MAKE THIS YOUR FUTURE HOME!

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

Listing Agent: Janina Wozniak (727-888-3889)

Remarks: Price improved! This 2/2 Sunny Florida Lakeview Home beckon you! Come Enjoy this peaceful, Golfcart friendly 55+ Active Community where you OWN your Own LAND! The Low HOA monthly fee of $ 143 includes, ground maintenance, Heated Year-Round Pool, Trash removal, Private Road, Clubhouse amenities, etc., Short distance of shopping, restaurants, close proximity to Beaches, Historic Tarpon Springs with the famous Sponge Docks, Wine Festival, etc. Easy drive to Tampa or to go North. Measurements are approx. Buyer to verify all information that is deemed accurate. Sold As Is. Easy to show/view.

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

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

Remarks: Charming, 2-bedroom, 1.5-bathroom single-family home available for sale in Holiday. This property boasts a renovated kitchen featuring wooden cabinets paired with granite countertops, offering a classic and modern look. Key updates include ceramic tile throughout, a new HVAC system (2025), a new electric water heater (2025), and a roof from 2015. The fully enclosed rear yard features low-maintenance vinyl fencing,  ensures a safe haven for pets and play while providing a serene retreat or quiet reflection. Whether you're seeking a permanent residence or an investment opportunity, this property provides excellent flexibility. It is centrally located in Holiday, just 0.7 miles from US 19 and less than 1.5 miles from supermarkets, dining, and entertainment. The home was not impacted by rising water during the last two storms. It has been meticulously maintained and is in move-in ready condition.

Listing is courtesy of: LONDON FOSTER REALTY (305-514-0100)

Listing Agent: Hector Mendez Garcia, Pa (786-683-9407)

Remarks: Nicely updated 2-bedroom, 2 bath home where you own the land! This beautiful and recently updated 2-bedroom home has a newer open kitchen, updated baths, newer plank floors. The kitchen was remodeled in 2022, with shaker cabinets, appliances including dishwasher, ceiling fans and recessed lights. There is tile backsplash, a large stainless steel kitchen sink, garbage disposal and custom counter tops. The hall bath is updated with a newer and taller vanity and has tiled floors. The home has crown molding and many exterior storm shutters. It also has a total of 5 ceiling fans and the central air and heat unit replaced in 2022. It has vapor barrier and a screened porch area. There is a Florida room is in the front, with ceramic tile floors. The home has vinyl siding, storm shutters, window blinds. Laundry is in the shed. The home has a metal roof-over from 2016, and screws are recently sealed. It has a newer washer 2 years old, dryer 1 year old. There is also a front screened porch area to enjoy, perfect spot for morning coffee or an evening drink. Custom painted and sealed driveway. Home can be sold furnished with acceptable sales price. Your new home is waiting for you in the gated Lake Conley MHP, on Lake Conley, in town of Holiday. It is a highly sought after waterfront 55+gated Community, where you Own the Land, with no lot rent. It also has low taxes, as well as HOA Fees around $63.41 a month. Pet-friendly park will allow with one dog, or one cat, no more than 25lbs. Service animals and Emotional Support animals require current documentation. No aggressive breeds. There’s a boat ramp and fishing pier here for residents to use, as well as a rentable additional boat/RV parking lot/storage area. The community pool and clubhouse are all here to be enjoyed by the residents. This home comes with a non-potable water well for lawn and gardening. Golf carts and motorcycles welcome. Very private and peacefully tucked in off US 19 but yet so close to everything. It’s an easy drive to some of Florida most beautiful beaches, parks, restaurants and shopping. Also, with easy commute to Tarpon Springs. Community offers a heated pool all year round, active clubhouse with year around events, shuffleboard, boat ramp, fishing pier and much more. Call for a showing today.

Listing is courtesy of: SELECT REAL ESTATE OF PINELLAS (727-584-3588)

Listing Agent: Vint Hughes (727-420-0770)

Remarks: Short Sale. Welcome to this beautifully maintained home in the heart of Holiday, offering the perfect blend of comfort, efficiency, and serene outdoor living. Situated on a picturesque conservation lot with a peaceful water view, this property provides a private backyard setting that’s ideal for relaxing or entertaining. Inside, you’ll find a spacious and versatile layout featuring an additional bonus living room—perfect for a second family room, office, or flex space to fit your needs. The primary suite is a true retreat, complete with a large walk-in closet, en suite bathroom, and elegant French doors that open directly to the tranquil backyard. The home is packed with valuable upgrades, including updated double-pane windows for energy efficiency and a solar panel system that helps reduce utility costs—an incredible long-term benefit for homeowners. Major systems have been taken care of, with a new roof installed in 2024 and the AC replaced in 2021, offering peace of mind for years to come. A water softener system is also in place for added comfort. Additional highlights include a spacious two-car garage and a layout that maximizes both functionality and natural light throughout. Enjoy Florida living at its finest with beautiful views, modern upgrades, and a quiet setting—all while being conveniently located near shopping, dining, and local amenities.

Listing is courtesy of: INSPIRED REALTY, LLC (727-503-7865)

Listing Agent: Tyler Grisley, Llc (727-232-3850)

Remarks: price adjustment and a very motived seller,,,Move-in ready and full of potential! This 2-bedroom, 2-bath home features an open floorplan with vaulted and cathedral ceilings, creating a bright, spacious feel throughout. The living room/dining room combo is perfect for everyday living and entertaining, while solid wood cabinets and solid surface counters add lasting quality to the kitchenEnjoy a split bedroom layout for privacy, walk-in closets, and ceiling fans for year-round comfort. Conveniently located near shopping, dining, and major roadways, this Holiday home delivers space, function, and value in one smart package.

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

Listing Agent: Donna Kroll (813-444-5777)

Remarks: Move-in ready renovated home! This 4-bedroom, 2-bath property features a fully updated kitchen with modern cabinets, granite countertops, and updated appliances. Water-resistant vinyl flooring in the main areas and new carpet in the family room for added comfort. The home also offers new impact windows and doors, new insulation for improved efficiency and energy savings. The backyard includes a pool, shed, and gazebo—perfect for outdoor entertaining. Located in a quiet neighborhood close to restaurants, shops, services, and main roads. A fantastic opportunity!

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

Listing Agent: Yenislei Machado (813-609-7088)

Remarks: Under contract-accepting backup offers. Welcome to this well-maintained two-bedroom, two-bathroom home tucked away on a quiet cul-de-sac in Holiday. With a wide driveway, inviting front porch, and thoughtful updates throughout, this home offers both comfort and convenience. Major improvements include a 2022 roof and a 2021 A/C and water heater, providing peace of mind for years to come. Inside, you’ll find classic terrazzo flooring, an open floor plan, and ceiling fans throughout, creating a light and comfortable living space. The front living room flows seamlessly into the kitchen and dining area, making it ideal for everyday living and entertaining. The kitchen features a center island perfect for meal prep or casual dining, matching appliances, and a dining area just off the kitchen. Toward the back of the home, a heated and cooled sunroom offers additional living space - perfect for relaxing year-round. The primary bedroom includes an impressive wall-length closet, providing plenty of storage. The second bathroom is conveniently located in the garage, and the home also includes a new washer and dryer. Step outside to enjoy a Partially fenced-in backyard with a patio area for grilling and outdoor gatherings. A shed with power adds even more functionality, ideal for storage, hobbies, or a workshop space. Conveniently located near shopping centers, dining options, and everyday amenities, this home is a fantastic opportunity whether you’re looking for a primary residence, seasonal getaway, or investment property. Schedule your showing today!

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

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

Remarks: Price Adjustment on this Charming 3-Bedroom Home in Holiday Lake Estates – Close to Tarpon Springs! This 3-bedroom, 2-bathroom home with a 1-car garage sits on a desirable corner lot, just a short drive from historic Tarpon Springs and the famous Sponge Docks. Enjoy local events, waterfront dining, and easy access to Pinellas County. Featuring a newer solar panel system (2021, owned) and new roof (2023), this home offers energy efficiency and long-term savings. The spacious, fully fenced backyard includes an 8x10' vinyl shed and double gates, making it perfect for storing a trailer or boat. Additional updates include a newer AC (2020), 200-amp electrical panel (2021), and water heater (2020). Grab the sunscreen and hit the beaches, this home has an ideal location that can't be beat!

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Jessica Macmichael (727-871-2638)

Remarks: Welcome to this beautifully updated 2 bedroom, 1-bathroom, single-family home, offering both comfort and versatility! A thoughtfully designed bonus room can serve as an additional bedroom, home office, or extra living space to fit your needs. Step inside to find a stunningly renovated kitchen featuring stainless steel appliances, modern finishes, and ample storage. The stylishly updated bathroom complements the home's contemporary feel. Enjoy outdoor living with a covered front patio and an extended back patio, perfect for entertaining or simply unwinding in the serene surroundings. The sprawling backyard, nearly half an acre, extends to the pond behind the home, providing a peaceful waterfront setting. Additional highlights include a security system for peace of mind and solar panels for energy efficiency. Located just minutes from Anclote Park & Boat Ramp, Anclote Gulf Park, and Key Vista Nature Park, this home offers convenient access to outdoor recreation, boating and nature trails. Don't miss out on this unique property - Schedule your showing today!

Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)

Listing Agent: Kate Glassell (727-424-4525)

Remarks: The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental. This beautifully updated home offers the perfect balance of relaxation, convenience, and income potential. Just 10 minutes from a nature preserve filled with trails, sea life, birds, and beaches, and only 20–30 minutes from Florida’s most stunning sandy beaches, you’ll feel like you’re on vacation all year long. Surrounded by charming small towns with unique shops, restaurants, breweries, and vibrant nightlife, this home puts you in the heart of it all. Inside, everything is completely updated—move-in ready with no work required. Enjoy your home without the hassle of renovations. The fenced backyard offers plenty of space for a large pool, outdoor entertaining, and creating your own private retreat. The highlight of this property is the Mother-in-Law Suite, making it ideal for multi-generational living or as an income-producing rental opportunity.

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

Listing Agent: Joneisy Diaz Ramirez (305-878-0210)

Remarks: Stunning Ocean views from this waterfront paradise. The opportunity has arisen to acquire the former home of the renowned local artist Elaine Hahn and AIA emeritus architect Byron G McIntyre. Located in the sought-after Bailey’s Bluff community, this stunning 4-bedroom, 4-bath elevated home offers 3,412 square feet of coastal living with panoramic water views throughout and 160 feet of private water frontage with direct access to the Gulf. Located at the very end of a Cul-de-sac the private driveway leads to a spacious 4 plus vehicle garage. Take the inside elevator to the open plan 2nd floor, with feature light maple hardwood flooring accentuating the amazing natural light that flows into the living room. This floor also contains an open-plan kitchen, dining area, master bedroom suite and artist studio which has the most amazing views you will find for any home office. There is a covered front balcony and wrap around back balcony where you can enjoy the wonderful Gulf breezes. The third floor has three further bedrooms and addition Den/office. Also, you will find a secluded third-floor balcony that looks out at more spectacular views across to Anclote Key. In addition to the ground level garage, there is a covered parking area. Inside the garage is workshop space with French doors onto the pool deck. The backyard has a tranquil, tropical and beach feel with floating dock and boat lift. Take a 15-minute stroll to Key Vista Nature Park with its many trails and observation tower overlooking the Gulf. Enjoy boating, fishing, scalloping and island hopping. A short drive to a recreational complex, parks, beaches and the charming community of Tarpon Springs, complete with shopping and dining options. This home is solidly built to withstand hurricanes, being elevated, and with concertina or roll down shutters to all windows. During 2024 storms only suffered minor damage, not even losing power. There is no HOA, but an optional Baileys Bluff Civic Assoc. membership is just $100 a year, providing a private beach, boat ramp, & clubhouse. Don't miss the opportunity to make this slice of paradise your own!

Listing is courtesy of: BANNER INT'L REAL ESTATE (407-574-5741)

Listing Agent: Nick Horton (407-733-7197)

Remarks: One or more photo(s) has been virtually staged. Discover unparalleled Gulf Front living in this stunning custom-built home with breathtaking OPEN 75’ Gulf front views and sunsets from multiple vantage points! This home features a BRAND NEW DOCK AND SEAWALL and with 3 bedrooms, 2.5 bathrooms, and a 2-car garage, this newly constructed home offers the perfect blend of luxury and modern convenience!! This home is a rare find offering the best waterfront living with high end finishes and thoughtful design including a fully equipped gourmet kitchen with new, elegant quartz countertops and backsplash, center island with pendulum lighting and farmer’s sink, new induction cooktop, new stainless steel double oven, sleek stainless steel hood vent and walk in pantry with custom shelving, family room with coffered ceilings and recess lighting perfect for entertaining, formal dining with coffered ceiling, new Luxury Vinyl floors and quad sliders leading you the oversized, raised, paved new patio and to the elongated NEW dock with a newer 7500lb boat lift! Wondrous master suite with astounding water views and walk in closets, exquisite master bath with Quartz countertops, pearl nickel fixtures and vast walk in shower with rainmaker shower head, modern lighting and mirror, immense guest quarters offer the 1st guest room with a walk in closet and impeccable views with a jack-n-jill bath boasting Quartz countertops, tiled floors and walk in shower with pebble flooring accents and rainmaker shower head, third guest room with double closets and beautiful view, NEW Luxury high end flooring throughout and electrical shades for added convenience and comfort and more! Don’t miss your chance to own this piece of paradise!

Listing is courtesy of: M3 REAL ESTATE PROFESSIONALS LLC (813-601-4752)

Listing Agent: Marsha Paul (813-601-4752)