Holiday Homes For Sale & Real Estate - 308 homes

Remarks: Price Improvement! Waterfront Perfection: Your Remodeled 55+ Paradise Awaits! Watch the serene view from your back patio with mature Palm Trees to make it a perfect Florida Day or evening. Welcome to the epitome of active 55+ living! This stunning, completely remodeled double-wide mobile home offers breathtaking waterfront views. This 2 Bedroom, 2 Full bathrooms is truly turn-key and the desirable feature of OWNING YOUR OWN LAND. Located in a highly sought-after "Active" community with Water views and Golfcarts allowed. The Clubhouse is wheelchair assessable. Turn-Key Luxury and Extensive Updates throughout. No detail has been overlooked in the extensive updates completed in the last few years, ensuring worry-free living: New Kitchen with Shaker Cabinets and all appliances replaced. Remodeled Bathrooms New Windows throughout and window treatment stays New AC system installed and there is warranty on the AC system. Freshly painted interior and exterior Beautiful Wainscoting in the Primary Bedroom Proven carport tie-downs (no hurricane damage or flooding issues reported!) New Bamboo flooring and new subflooring. Appliances 2-3 years old (Microwave, washer and dryer not warranted) Updated Electrical Panel New 50 gallon Hot water heater Relax and enjoy the magnificent water view from your screened-in patio, featuring a window AC unit for maximum comfort. The Ultimate Workshop and Low-Maintenance Living as ground maintenance is included in the HOA fee. Hobbyists, rejoice! The attached workshop is every enthusiast's dream, providing the perfect "Mancave" space for projects or storage. Enjoy incredibly low HOA fees which include fantastic amenities: Ground maintenance Trash pickup Heated year-round pool (soon to be replaced with a brand-new pool!) Shuffleboard, Clubhouse access, and On-site Manager. This exceptionally well-maintained home won't last long. Don't miss your chance to call this waterfront gem your new "HOME" under the sun. Restaurants, Shopping and Beaches within 5 -8 miles drive. Measurements are approx. Buyer to verify all information that is deemed accurate.

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

Listing Agent: Tamara Herz (813-394-4135)

Remarks: Under contract-accepting backup offers. Beautiful property in Holiday

Listing is courtesy of: APPLE HOMES CORP (813-733-1540)

Listing Agent: Miguel Salinas (813-733-1540)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Back Up Offers Only !!Step into easy coastal living in this bright and beautifully updated block home in Tahitian Homes. Fresh tile flooring flows throughout the 2 bedrooms and 2 baths, complementing an upgraded kitchen with a subway-tile backsplash, stainless steel appliances, and a refreshed primary suite. The enclosed screened patio expands your living space and creates the perfect indoor-outdoor vibe for morning coffee, weekend lounging, or evening gatherings. A 1-car garage, central AC, newer roof, newer windows, and a fully vinyl-fenced yard add comfort, privacy, and plenty of room for the outdoor gardener—delivering both convenience and peace of mind. With no HOA or CDD fees and a location just minutes from beaches, parks, marinas, and daily essentials, this home offers the ideal blend of value, lifestyle, and low-maintenance living. Move right in and start enjoying the Florida lifestyle. Why rent when owning feels this good!Motivated sellers !

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

Listing Agent: Marilyn Gioffre (347-802-5489)

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: Under contract-accepting backup offers. Welcome to this charming 3-bedroom, 2-bath home located in the established community of Holiday Lakes West. Built in 1988, this well-maintained residence offers approximately 1,200 square feet of living space with a desirable split-bedroom floor plan and open-concept layout. Step inside to find vaulted ceilings and abundant natural light, creating a bright and spacious feel throughout the main living areas. The kitchen features ample cabinetry, a breakfast bar, and a pass-through to the dining area. Situated near US-19, offering quick access to Tampa, Clearwater, and St. Petersburg for work, dining, and entertainment. Just a short drive to Gulf beaches and waterfront parks, including Anclote River Park with boat ramps, fishing, and picnic areas.

Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)

Listing Agent: Terry Connors, Ii (727-452-6054)

Remarks: Step into your private Florida oasis featuring a nice size pool, open living concept , and minutes from Gulf beaches. No Hoa, no flood. Move in ready. Situated on an oversized lot, this unique property offers flexibility, space, and privacy rarely found in the area. The home features two dedicated office spaces, ideal for remote work, a home-based business, or creative studios. A standout 1,900-square-foot garage provides exceptional room for multiple vehicles, boats, Rv workshop space, or storage — perfect for hobbyists or professionals needing extra room. Newer AC upstairs, newer appliances, complete renovated bathroom, and many upgrades. Upstairs, the private primary suite is a true retreat, complete with its own additional living room, offering separation and comfort ideal for relaxation or a private lounge space. The layout is thoughtfully designed to support both everyday living and work-from-home needs. Roof one 2018 Roof two 2013, AC upstaris 2024 and downstairs 2018. With its quiet setting, oversized lot, and versatile floor plan, this property offers endless possibilities for customization and lifestyle flexibility — all while remaining conveniently located near shopping, dining and beaches.

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

Listing Agent: Nicole Volentine (813-399-6488)

Remarks: Spacious 2-bedroom home offering 1,507 sq ft of living space, featuring a converted 2-car garage ideal for a potential 3rd bedroom, office, den, or family room. This versatile space includes exterior door access and large windows, delivering great natural light and flexibility. Updated windows and doors (2016) enhance energy efficiency and overall appeal. Roof replaced in 2019. Located in Zone X – no flood insurance required. Packed with potential, this home is the perfect canvas to create your own Florida retreat. With just cosmetic updates, you can unlock serious value and customize the space to fit your lifestyle or investment goals. Opportunities like this—offering size, flexibility, and upside—don’t come around often.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Denise Bram (813-323-1949)

Remarks: 1 Bedroom home in Buena Vista Manor , very low HOA fees, no flood insurance required.

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

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

Remarks: One or more photo(s) has been virtually staged. Welcome to 5313 Boardwalk Street — a beautifully updated 3 bedroom, 2.5 bath waterfront home offering incredible value in one of Holiday’s most desirable boating communities. This property experienced no flood damage from past hurricanes, providing peace of mind while enjoying true Florida waterfront living. Major systems have also been updated, including a 2021 HVAC system, adding comfort and efficiency for years to come. Out back, you’ll find a covered 10,000 lb boat lift plus a wet slip accommodating up to a 30’ vessel, making this home ideal for serious boaters. From your dock, enjoy easy navigation to the Gulf of Mexico, with multiple waterfront restaurants, marinas, and live music spots along the way. With world-class fishing and diving off Anclote, this truly is a boater’s paradise at an incredible price point. Inside, the home showcases tasteful updates and modern finishes throughout. The open layout features vaulted ceilings creating a bright, airy feel, stainless steel appliances, granite countertops, upgraded backsplash, modern fixtures and finishes, and an inside laundry room. The screened balcony overlooking the canal is a standout feature — the perfect place to enjoy sunrise coffee or unwind at sunset with a waterfront view. Downstairs, you’ll appreciate the huge garage with nearly 400 sq ft of additional storage space under the home, providing ample room for water toys, fishing gear, and all your boating essentials. If you’ve been searching for Gulf access, a private boat lift, updated interior finishes, and strong system updates — this home checks all the boxes. Schedule your private showing and start living the waterfront lifestyle. Flood Insurance only $826/year!!

Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)

Listing Agent: Jonathan Hernandez (727-417-1122)

Remarks: Welcome to 2211 Barracuda Ct, Holiday, FL 34691 — a beautifully maintained turn-key home offering 1,876 sq ft of living space in the desirable Gulf winds community. This home features 3 bedrooms, 2 full bathrooms, plus a bonus room that can be used as a home office, playroom, media room, or flex space. The home is also pre-wired for a home theater system, making it perfect for movie nights and entertaining. the bright, open floor plan is filled with natural light and flows into the open kitchen featuring wood cabinetry, stainless steel appliances, pantry storage, and a breakfast bar, ideal for everyday living and gatherings. A separate dining area provides additional space for family meals. The primary suite offers a relaxing retreat with a walk-in closet, dual vanities, a soaking tub, and a separate walk-in shower. Two additional bedrooms are generously sized and conveniently located near the second full bathroom. Enjoy Florida living from the screened lanai, overlooking a peaceful, low-maintenance outdoor space. Additional highlights include a 2-car garage, indoor laundry room, water softener system, and key updates such as AC (2018), water heater (2011), and a new garage door (2025) providing comfort and peace of mind. It is conveniently located near shopping, dining, parks, and major roadways. This move-in-ready home is a must-see — schedule your private showing today!

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

Listing Agent: Mayra Roland (727-742-8588)

Remarks: Spacious single-family home in the Beacon Square Subdivision in the heart of Holiday. Home features 3 large bedrooms, 2 Full bathrooms with ceramic tile floors throughout home. The open floor plan creates a bright and spacious living area connecting the living room, dining room, kitchen, and enclosed Florida Room. And there's a 1 car garage and fenced backyard. Beacon Square is minutes away from the Gulf of Mexico with lots of activities such as shopping, dining out and beach activities.

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

Listing Agent: Michael Eddings (813-480-6026)

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: One or more photo(s) has been virtually staged. Welcome home to this beautiful 3-bedroom, 2-bathroom home with a two-car garage situated on the serene shores of Lake Conley. As you step inside, you will immediately appreciate the bright, open feel of the home, enhanced by a neutral color palette that creates a warm and inviting atmosphere. The spacious living room provides plenty of room for relaxing or entertaining guests, while the adjacent dining area, conveniently located between the living room and kitchen, offers the perfect setting for everyday meals or gatherings. The well-appointed kitchen features stainless steel appliances, granite countertops, and a convenient breakfast bar, making it both functional and stylish. In addition to the living room, the home offers a large family room, providing even more space for entertaining, relaxing, or creating a flexible living area to suit your needs. Just off the family room, you will find an enclosed back porch, the perfect place to unwind while enjoying peaceful views of the lake. Step outside to the open dock, where you can park your boat and enjoy easy access to the water, making lakefront living a reality. The primary bedroom is generously sized and features an en-suite bathroom complete with a large vanity offering plenty of storage and a walk-in shower. Conveniently located near US 19, this home provides easy access to shopping, dining, entertainment, and medical facilities, offering both comfort and convenience. Don’t miss this opportunity to enjoy lakefront living—schedule your private showing today!

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

Listing Agent: Dawn Walls

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)