Holiday Homes For Sale & Real Estate - 303 homes

Remarks: Beautiful 2-bedroom, 1.5-bathroom home in the heart of Holiday, featuring new windows, a large fenced yard, a screened patio, and fresh remodeling throughout, all in a fantastic location close to beaches, restaurants, and shopping. You must see this one before it’s gone. The property has no flooding history and is not in a flood zone, offering peace of mind and easy Florida living.

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

Listing Agent: Anita Mccracken (727-776-4638)

Remarks: This cozy, WATERFRONT home is nestled in Holiday, surrounded by Tarpon Springs, New Port Richey, and the glistening Gulf of Mexico. Overlooking Lake Tanglewood, the 2 bedroom/2 bath dwelling features water on two sides with just one neighbor on one side and a seawall around the water frontage. Here you’ll enjoy all the favorite local water sports; electric motorboats are permitted. Framed by palm trees and a lush lawn, the views are spectacular while the charming curb appeal extends all around to the stone patio in the backyard with ample room for loungers and a grill -- accompanied by steps that lead down to the water’s edge. The light and bright interior has been treated to plenty of UPGRADES including NEWER plywood sub flooring and NEWER tilt-out windows throughout; most of the walls are sheetrock. The sunroom is absolutely glorious with a huge serving port from the kitchen, a vaulted ceiling, panoramic water views from two walls of windows, and a door to the yard. NEWER neutral carpeting graces the spacious living room and bedrooms topped by crown molding. The formal dining room is adorned with versatile built-ins for stowing and showcasing precious mementos. As for the UPDATED kitchen, it shares color contrasting, easy care laminate flooring with the adjacent dining room. NEWER QUARTZ countertops are flanked by NEWER STAINLESS appliances. NEWER CABINETS are outfitted with soft close drawers and space-saving Lazy Susan pullouts to house everything from spices to saucepans. The master suite is wonderfully sunny courtesy of its multiple windows and has ample storage thanks to its walk-in closet decked with shelving. The ensuite bath is well appointed. A BRAND-NEW washer and dryer were just installed in the storage room. Tanglewood Mobile Village Condominium is a 55+ community that boasts a heated community pool along with a clubhouse, shuffleboard and horseshoe courts. While no leasing is allowed, the reasonable monthly HOA fee of $143 covers lawn care, trash removal, and use of all amenities. Waterfront and sun-filled: THIS is the Florida lifestyle!

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)

Listing Agent: Lori Crawford (727-234-8002)

Remarks: MULTIPLE OFFERS...HIGHEST and BEST do by 5 PM MONDAY 4/20/2026! Adorable and move-in ready! This well-maintained 2-bedroom, 1-bath home with a 1-car garage shines with pride of ownership. Featuring 2 spacious bedrooms and a beautiful, updated bathroom, large living room and dining room, Kitchen and a large, screened lanai overlooking a beautifully landscaped backyard with a storage shed and fully fenced in back yard! and a freshly painted exterior. Additional features are a freshly painted exterior, Roof 2011, newer windows 2018 and an updated electric panel in 2017. Ideally located close to shopping, dining, and everyday conveniences—this charming home is a must-see! NOT in a FLOOD ZONE! Minutes to the world-famous Tarpon Springs Sponge Docks!

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

Listing Agent: Kim Sobecki (727-480-2811)

Remarks: Great starter, retirement, or income rental home. This comfortable home has 2 bedrooms, 2 bathrooms, kitchen, living room, dining room, Florida room and a huge flex room that is not included in the square footage. It has a large fenced in back yard and a front circular drive way. It is centrally located to shopping, schools, beaches and much more. No deed restrictions or flood insurance needed. The reason for the long days on the market was it was rented and the time did not stop so it shows a lot of days on the market.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Renee Gialousis (727-234-3353)

Remarks: Welcome to this brand new listing in Holiday!!! Large and spacious home offers big rooms with an open feeling kitchen, living room and den. Full Garage, fully fenced oversized lot located on cul de sac providing safer low traffic for young children and pets to play! Enjoy morning coffee on front porch and relaxing evenings on your back porch. The back and side yard is equipped with a swing set and a jungle gym for the little ones making it wonderful space for family fun! All hurricane shutters are included for added peace of mind. Conveniently located close to beaches, restaurants, shopping and hospitals. Priced very attractively and full potential - this is a fantastic home for years to come!!

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

Listing Agent: Grace Pineyro (727-608-9600)

Remarks: Welcome to your new home! Located in Holiday FL with no Hoa, CDD, and Not in a Flood Zone. East of US Highway 19. 3 bedrooms and 2 bath 1 car garage and a pool. Large Kitchen with plenty of wood cabinets, Corian counter tops and open to the great room. This space is amazing for those who enjoy family and friends over to watch their favorite teams. Tile covers most of the entire house except for the Primary bedroom which is epoxy flooring. Primary bedroom has a walk-in closet with shelving throughout. Primary bathroom consists of dual sinks and a standup shower. Living room, dining room, and great room are all separate, with a split floor plan. Above ground pool helps keep you cool in the hot summer months of Florida. The front porch is entirely screened in. Shed in the back yard for extra storage.

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

Listing Agent: Michael Andrade (727-433-2748)

Remarks: NO REAR NEIGHBORS — and no future development behind you! Enjoy peaceful Florida living in Tanglewood Mobile Park, a desirable 55+ community. This move-in-ready home offers new flooring & subfloors, fresh interior paint, and updated fixtures throughout. The BEST part? It backs up to protected conservation land, giving you lasting privacy and a serene natural view. Enjoy the community pool, clubhouse, and golf cart-friendly streets, all just minutes from shopping, dining, medical facilities, Tarpon Springs, and the Gulf beaches!

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

Listing Agent: Randa Moore (707-387-2534)

Remarks: Under contract-accepting backup offers. Opportunity awaits in Holiday! This two-bedroom, two-bathroom home offers a functional layout and great potential for buyers looking to add their personal touch. With a little TLC, this property can truly shine. Inside, you’ll find a nice open floor plan featuring a living room and dining room combination that flows seamlessly into the kitchen - perfect for everyday living and entertaining. The home includes two bathrooms, one conveniently located inside with a tub/shower combo, and another in the garage with a stand-up shower, offering added flexibility. Step out back to enjoy the enclosed porch, a great space for relaxing or additional entertaining, overlooking a fenced backyard ideal for pets, gatherings, or creating your own outdoor oasis. Conveniently located just minutes from US-19, you’ll have easy access to a wide variety of shopping, dining, and everyday conveniences. Whether you're an investor or a homeowner ready to customize, this is a great opportunity to make it your own! Schedule your showing today!

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

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

Remarks: Welcome home to this beautiful 2 bedroom, and 2 bathroom home in the highly desirable Pinewood Villa community. This is your opportunity to own this beautiful villa, conveniently located to shopping, libraries, the post office, beaches and Tarpon Springs. This home offers very low monthly HOA dues of only $50.00 monthly, NOT a 55+ community and pets allowed, making it the perfect choice for any buyer! This highly desirable villa features a walk-in closet in each bedroom and a large enclosed porch with storage closet. The kitchen overlooks the dining room and the living space, and features an expansive vaulted ceiling. There is so much natural lighting as the Villa features high windows in the living space which extends across the entire living room wall. Each lot is individually owned and maintained by the owner. This lot also has a bonus of a shed for extra storage and a 2 car carport with one additional parking spot! The community features a nice recreational building, community pool and shuffleboard area.

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

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

Remarks: This 2 Bedroom 2 Bath is a must see! Pride of ownership here for sure!! 1778 Sq feet of living space with 2 extra bonus rooms that could easily be turned into a 3- or 4-bedroom house!!Beautiful kitchen, New Hurricane Windows throughout home ($20,000)!! This property features smart devises for front door, thermostat, hot water heater, water shut off, irrigation and Blink security cameras. High ceilings throughout home (rare find!) Washer / Dryer & all appliances included!!This property could also come furnished!!This property has a huge spacious lot with room for storage all your boats and water toys (NO HOA!!)!! Could be a turnkey Air BnB!!This property has never Flooded!! Pet/smoke free for all known history !!Oversized garage has plenty of additional storage. This is the best neighborhood you will find in Holiday!! Wonderful neighbors!! You will not find a turnkey home for this low price anywhere ... (NO BLIND OFFERS!!) Owner will not respond to Blind Offers! Make your appointment today before it is gone.

Listing is courtesy of: PREMIER REALTY (727-687-2324)

Listing Agent: Shawn Miller (727-687-2324)

Remarks: One or more photo(s) has been virtually staged. Whether you're looking for a primary residence, vacation getaway, or rental opportunity, this home truly checks all the boxes! This well-maintained, adorable 2-bedroom, 2 full-bath home is all about easy Florida living. (both bathrooms are located inside the home)Start your mornings in the bright and breezy Florida Room, sipping coffee while enjoying peaceful water views right from your backyard—the perfect place to relax and unwind and listen to nature. The spacious great room offers flexibility as a second living area, home office, or potential 3rd bedroom. Step outside to a newer pergola, creating the perfect setting for cookouts and shaded outdoor lounging while enjoying your spacious yard overlooking the water. The backyard offers plenty of room to add a pool or play area. Inside, you’ll find new windows, tile and newer vinyl flooring throughout, and an updated kitchen with stone countertops and a beautiful backsplash, along with a newer hot water heater. This home is truly move-in ready. A shed provides extra storage for added convenience. Not feeling like maintaining your own pool? No problem! For a low annual fee, enjoy access to the Beacon Square heated pool and fitness center. Bonus: This home did NOT experience any water damage during the hurricanes. Don’t miss out—come enjoy the Florida lifestyle!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-847-4444)

Listing Agent: Venessa Finazzo (727-777-7506)

Remarks: Move-in ready home for you in a quiet neighborhood, but very close to shopping and easy to commute. Nicely updated and very little lived in by the owner, who was coming only for a couple of months in winter time. Roof, windows and entry door were replaced in 2015. All floors are tiled, kitchen has nice wooden cabinets, like new appliances, and washer and dryer in the garage. Furniture is negotiable. A good size enclosed back porch gives you place to relax and a very large back yard with chain link fence all around. Nice curb appeal and all rooms of good size. Owner recently installed additional insulation, for energy efficiency. This is a great opportunity for a first time buyer to enjoy homeownership.

Listing is courtesy of: OLYMPIC REALTY SERVICES LLC (727-937-0107)

Listing Agent: Maria Kastritsos (727-460-6383)

Remarks: Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck, outdoor shower, travertine rear porch, and cedar trellis dining area—all with no rear neighbors. Step inside to soaring 10-14 foot ceilings, nine sets of French doors, and rare Santos Mahogany floors that exude timeless elegance. The chef’s kitchen is a masterpiece with granite counters, custom cabinetry, a large island, and a high counter perfect for entertaining. The first-floor primary suite is a true retreat with dual walk-in closets, private pool access, and an opulent spa bath with whirlpool tub and dual shower. Upstairs features a full secondary residence with three bedrooms, two baths, a massive living area, balcony with stunning sunset views, and a second laundry. The home also includes three spacious porches, a four-car garage with 14-foot ceilings, a six-inch slab, lift potential, and abundant workshop space. Luxury upgrades include impact windows, full hurricane strapping, exterior insulation, three new AC systems (2024), and a new tankless water heater. Baileys Bluff offers a community boat ramp, clubhouse, and parks, with nearby Anclote boat launch, marinas, waterfront dining, and the world-famous Tarpon Springs Sponge Docks accessible via quiet neighborhood roads. This estate blends sophistication, comfort, and waterfront living in one spectacular package.

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

Listing Agent: Jennifer Tobey, Pa (727-871-1064)

Remarks: Under contract-accepting backup offers. Welcome home to the sought-after Key Vista community of Holiday! Perfectly positioned on a large corner lot, this beautifully maintained three-bedroom, two-bathroom residence offers the ideal blend of comfort and Florida outdoor living. Enjoy added peace of mind with major updates, including a 2018 Carrier AC system with a 2-stage air handler, a 2020 roof, and a GeoSpring hybrid water heater with heat pump technology - designed for exceptional energy efficiency. This home also offers upgraded New South impact-resistant windows, offering quiet, energy efficiency, and peace of mind. Step inside through the welcoming foyer, and you’ll immediately notice the wood-look porcelain tile flooring, high ceilings, and crown molding that flow throughout the home. The home opens up into a spacious open-concept layout featuring a dining area, family room, and kitchen - ideal for both everyday living and entertaining. The kitchen is a true centerpiece, boasting upgraded stainless steel appliances, a large island perfect for gathering, sleek granite countertops, and an abundance of cabinetry for storage. A separate pantry adds even more convenience, while the great room overlooks the pool area with sliding door access, creating a seamless indoor-outdoor connection. With a split floor plan, the primary suite is a private retreat, generously sized and featuring direct access to the large, heated saltwater pool through a set of doors. The en-suite bathroom is beautifully designed with a stone countertop dual-sink vanity, a luxurious standalone soaking tub, a frameless glass-enclosed shower with dual shower heads, and a large walk-in closet complete with custom organizers. The additional bedrooms are comfortably sized and share a recently updated bathroom with a walk-in shower. A dedicated laundry room with extra cabinetry provides added functionality and organization. Step outside and embrace true Florida living. The screened-in pool area is perfect for relaxing or entertaining, complete with an outdoor kitchen setup featuring a built-in grill, drawers, and a mini fridge. The vinyl-fenced backyard also offers a grassy area - perfect for pets or play. Residents of Key Vista enjoy fantastic community amenities, including a sparkling pool, tennis courts, playground, clubhouse, and biking and walking trails. Conveniently located near shopping, dining, and just a short drive to the beautiful Gulf beaches, this home truly has it all. Don’t miss your opportunity to own this exceptional Florida retreat!

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

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

Remarks: Experience the tranquility of condominium living with serene water views at your doorstep. This turnkey two-bedroom condo is located in Tahitian Gardens, a fully gated, active 55+ community. This corner unit is offered fully furnished and boasts significant upgrades including an open floor plan with tile flooring throughout. Large floor to ceiling living room windows. An updated bathroom which features a pedestal sink and walk-in shower. Enjoy relaxation on the tiled patio while observing tropical birds and wildlife around the lake. This residence is only minutes from the clubhouse, recreation center and heated swimming pool. Tahitian Gardens offers numerous activities such as shuffleboard, arts and crafts, bicycling club, bingo, dominoes, card groups, and more. Located off US 19 in Holiday, FL, with easy access to shopping and public transportation. Tampa and Clearwater airports are less than an hour’s drive. Walking distance to CVS, Walgreens and Aldi. Minutes away from Tarpon Springs, the Sponge Docks and the beach at Howard Park. Very easy to see but shown by appointment only.

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

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

Remarks: Completely Renovated!!! Welcome to 3317 Honeymoon Lane in Holiday, Florida—a charming and well-maintained home offering comfort, convenience, and Florida living at its best. This property features a spacious layout with abundant natural light, a functional floor plan, and inviting living areas perfect for both relaxing and entertaining. The kitchen offers ample cabinet and counter space, making meal preparation easy, while the adjoining dining area provides a cozy setting for everyday living. Bedrooms are generously sized, and the home provides flexible space to suit a variety of needs, whether for guests, a home office, or hobbies. Step outside to enjoy a private backyard with plenty of room for outdoor gatherings, gardening, or simply soaking up the Florida sunshine. Located in a quiet neighborhood, this home is just minutes from local parks, shopping, dining, and Gulf Coast beaches. Whether you’re a first-time buyer, seasonal resident, or looking to invest, this property is a fantastic opportunity in a convenient location. Schedule your private showing today and discover all that this home has to offer!

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

Listing Agent: Demetroula Katechis (845-633-3723)

Remarks: Welcome to your new home in the Holiday Lake Estates community that's only a couple of miles away from the Gulf of America to the west and Tarpon Springs to the south! No HOA, no CDD, and this property is eligible for a zero down payment mortgage (100% financing) without PMI! Amazing location with convenient access to US Hwy 19 and three beautiful parks nearby that are connected by the Coastal Anclote Trail: Anclote River Park, Anclote Gulf Park and Key Vista Nature Park. Several beautiful beaches are located less than 30 minutes away, including Howard Park Beach, Honeymoon Island Beach and Clearwater Beach, and the Tampa International Airport is only 25 miles away! The house features many recent upgrades: roof replaced in 2022, HVAC only 3 years old, tankless water heater, 200 Amp electrical panel, windows were replaced less than a year ago, tile floors throughout the entire house, new screen door, and it was freshly painted two weeks ago. This property has no backyard neighbors, has several mature fruit trees, an above ground pool, is located on a quiet street with minimal traffic and can serve as a great starter home or investment property (the furniture is negotiable!). Schedule your showing and submit your offer before it's gone!

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

Listing Agent: Serghei Diaconu (813-970-7800)

Remarks: OWN THE LAND. LAKE FRONT 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. Second resident can be 35+. It also has low taxes, as well as HOA Fees around $69 a month. Pet-friendly Park will allow with one dog, or one cat, no more than 25lbs, with board approval. Service animals and Emotional Support animals require current documentation, and board approval. 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. There is a dining room with hutch, to store your favorite dinnerware, as well as knick knacks. The home has mostly laminated and vinyl floors, with parquet in the kitchen and tile in the baths. The kitchen has all appliances, including dishwasher and microwave. The backsplash is tiled, and the home has a double kitchen sink. There is a large pass-thru from the kitchen to the breakfast bar. The main bath is updated is en-suite in the main bedroom and has a walk-in shower. The hall bath is a tub shower combo with newer tile shower surround and is generally updated. The home has ceiling fans in the main home. The bedrooms in this home are larger. The large shed has plenty of storage, as well as the washer and dryer. Out back, by the lake is a beautiful concrete patio, and a large shade tree, waiting for you and your guests to enjoy. Whether it’s boating, fishing, sunbathing or barbecuing this place is waterfront living at its finest. Outside the home has metal storm shutters to cover the windows. At the lakes edge is a newly installed seawall. The home has a metal roof over, age unknown. The home’s exterior has vinyl siding and an enclosed Florida Room at the rear, with great lake views. Florida room is a perfect spot for morning coffee or an evening drink. Golf carts and motorcycles welcome. Very private and peacefully tucked in off US 19 but yet so close to everything. 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.

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

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

Remarks: Great deal waiting for you in the gated, 55+ community of Lake Conley, in Holiday, Florida. You own the land here and have low +/- $70 a month HOA dues, no land lease. This is a 1,152 square foot 2-bedroom, 2 bath home. This 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. The home has a 2 carport, screened porch, storm shutters, shed with laundry and sink, a newer water heater, ceiling fans and comes furnished. The dining room has a built-in hutch, with a mostly original kitchen, but has a newer stainless-steel dishwasher and tiled backsplash. There is a family room and a somewhat updated hall bath, with tiled tub/shower surround and new hardware. It also has a newer sink and toilet, with the main bath having a walk-in shower. The homes floors do have significant soft spots in several areas and will likely need some sub-floor replacement. 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. 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: 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)