Holiday Homes For Sale & Real Estate - 336 homes

Remarks: Welcome to Key Vista, one of Holiday’s most desirable 55+ gated communities, where comfort meets the best of the Florida lifestyle. This beautifully maintained 2-bedroom, 2-bath Bermuda model by Ryland Homes also includes a dedicated office that can easily function as a third bedroom. Perfectly situated on a private conservation lot with no rear neighbors, this home offers peaceful nature views and is located on the final lot developed in the community. Inside, you’ll find soaring ceilings, an open floor plan, and an abundance of natural light throughout. The main living areas feature tile flooring, while Berber carpet adds warmth and comfort in the living room, office, and bedrooms. The spacious living area is ideal for both relaxing and entertaining. The eat-in kitchen features solid-surface countertops, 42-inch wood cabinetry, a cozy breakfast nook, and brand-new stainless steel appliances installed in November 2024. The primary suite offers high ceilings, a large walk-in closet, and a private ensuite bath with solid-surface countertops, wood cabinetry, and a glass-enclosed shower. The guest bedroom and bath are equally welcoming, while the office located just off the foyer provides flexible space for working from home or accommodating guests. Additional highlights include an interior laundry room with washer, dryer, and utility sink, a two-car garage with epoxy flooring, a 2019 water heater, and a regularly serviced A/C system. Step outside to the screened lanai overlooking tranquil, tree-lined conservation views—perfect for enjoying your morning coffee or unwinding in the evening. Residents enjoy low HOA fees, no CDD, and access to two clubhouses: one exclusively for 55+ residents with its own private pool, plus the master clubhouse featuring a resort-style pool, spa, fitness center, tennis and pickleball courts, sand volleyball, playground, and more. RV and boat storage is also available for a small monthly fee. Ideally located near Key Vista Nature Park, you can take a short walk to the water to enjoy Florida’s spectacular sunsets or explore scenic nature trails. Conveniently close to parks, shopping, dining, and Gulf beaches. Schedule your private showing today and experience everything this beautiful Key Vista home has to offer.

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

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

Remarks: Under contract-accepting backup offers. Waterfront Retreat with Gulf Access – RV & Boat Ready! NO HOA. Discover the perfect Florida lifestyle in this stunningly remodeled waterfront home. Boasting direct Gulf access via a scenic 20-minute boat ride, this property is a rare find with dedicated space for both your RV and Boat. Highlights of this Move-In Ready Home: Total Peace of Mind: Brand NEW AC, Update electrical panel, new ductwork, and NEW impact-resistant windows & sliders. Designer Interiors: New porcelain tile flooring throughout, fresh interior/exterior paint, and modern epoxy finishes on the garage and porch. Chef’s Kitchen: Updated with stone countertops, a marble herringbone backsplash, and all-new stainless steel appliances. Ultimate Entertaining: Large bonus room with water views, plus a screened lanai for breathtaking sunsets. Bonus Features: Luxury LG front-load laundry, custom stone cladding curb appeal. Whether you're looking for a primary residence, a short-term rental investment, or a winter retreat, this home is minutes from the area’s best dining and shopping.

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

Listing Agent: Lela Pentsa (941-223-5586)

Remarks: Peaceful lake view opportunity with tons of upside. Partially renovated 2-bedroom, 2-bath, 1-car garage home being sold CASH ONLY due to open permits. Ideal opportunity for a licensed contractor or experienced investor looking for an easy close-out project with strong value-add potential. One of the standout features is the unique BLOCK lanai construction instead of a typical frame lanai — creating a much easier and higher-quality path for potential heated square footage conversion. Converting this space could bring the home to over 1,700 heated square feet. Beautiful lake views, solid layout, and major upside for the right buyer. Buyer to verify all measurements, permitting, and conversion possibilities.

Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)

Listing Agent: Thomas Morillo Llc (727-560-4944)

Remarks: “Due to seller/investor marketing restrictions, seller is only accepting offers from Owner Occupants/Non-Profit entities during the first 30 days on market. All other offers will be presented but not reviewed until the 30 day restriction expires.” This Villa is a "dream home" come true. It is located in a prime non-gated community, great location, no-flood insurance required, close to Hwy 19, and SR-54. The home has "solar panels" that saves on electrical capacity use. The fully fenced backyard offers complete privacy, and there's a screened lanai for entertaining. No verbal offers will be accepted or discussed. Offers must be submitted by a professional Florida Licensed Realtor on a FAR/BAR Residential Contract, along with a proof of funds letter from a lender or bank, no exceptions. REO stands for real estate owned by a financial institution. Similar to a traditional sale, it comes with a clear title, and title insurance.

Listing is courtesy of: VYLLA HOME (813-947-7996)

Listing Agent: Cheryl Bailey (813-417-0399)

Remarks: Welcome home! This charming Holiday gem is the perfect opportunity for first-time buyers. This Beacon home offers an open-concept layout perfect for everyday living and entertaining. Featuring 3 bedrooms, 1 bathroom, and over 1,100 square feet of living space, this home has been thoughtfully updated with a newer roof (July 2020), AC (2020), and water heater (August 2020) — all major mechanicals done! Septic pumped February 2026. New flooring in the living room (2025). Updated electrical panel (1995, permit #222740). The fully updated bath includes a new window (2025). Step inside to find fresh paint inside and out. The remodeled eat-in kitchen shines with custom cabinets, countertops, backsplash, and a full appliance package. The fully fenced backyard offers privacy, and plenty of room for your pets plus you can relax, garden, or entertain. No HOA! NO FLOOD! Conveniently located near shopping, dining, Gulf beaches, parks, and major roadways. A great opportunity for a primary residence, seasonal home, or investment property — and a perfect fit for first-time buyers. Don't wait, this one won't last!

Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)

Listing Agent: Heather Stotts Llc (951-505-6515)

Remarks: Affordable Florida living. (You Own the Land) (No Lot Rent Here) in an established 55+ gated community, this two-bedroom home offers a strong opportunity for seasonal residents or budget-conscious buyers. The property features a functional single-story layout with 2 bedrooms & 2 bathrooms, no carpet throughout, Two Solid Sheds on the Property and additional flexible spaces including a sewing area, workshop, office area, and a bonus room, making it ideal for hobbies, storage, or working from home. The home includes a durable metal roof, adding long-term value and peace of mind. Per the county, this property is located in a non-flood zone, which may help reduce insurance costs and provides added confidence in ownership. Situated on its own parcel, this is not your typical lot-rent setup, offering more control and long-term value. With low annual taxes, the overall cost of ownership remains manageable. Located in Holiday with convenient access to major roads, shopping, dining, and nearby Gulf access, this property works well as a primary residence or seasonal retreat. Please view two videos: Tour 1 & Tour 2

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

Listing Agent: Eric Jenkins, Pa (727-409-3484)

Remarks: This 2 bedroom, 2 bathroom home located in Tiki Village MHP Condo (YOU OWN THE LAND) (NO LOT RENT HERE) offers a great opportunity to own in a gated 55+ community in Holiday, Florida. Per the county, this property is in a non-flood zone, which is a major benefit for many buyers. The home also features low HOA fees and no CDD, helping keep monthly expenses more manageable. Inside, you will find a functional layout with no carpet, making for easy maintenance and a clean, updated feel throughout. The design provides comfortable everyday living with two full bathrooms and a layout that works well for a primary residence or seasonal Florida retreat. The gated neighborhood adds an extra level of privacy and community appeal, while the 55+ setting offers a more relaxed lifestyle environment. With a combination of non-flood zone location per the county, low HOA, no CDD, gated 55+ community, no carpet, and a 2 bedroom, 2 bathroom layout, this property checks off key boxes buyers are actively looking for in today’s market. Please view two videos: Tour 1 & Tour 2

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

Listing Agent: Eric Jenkins, Pa (727-409-3484)

Remarks: Welcome to this inviting 2-bedroom home located in the heart of Holiday, Florida. This updated residence features stylish wood-look flooring throughout, offering both durability and a modern aesthetic. Enjoy peace of mind with a freshly painted interior and exterior, giving the home a clean, modern look. The kitchen has been completely renovated with brand-new cabinets, elegant quartz countertops, and new stainless steel appliances—perfect for cooking and entertaining. The main bathroom has been tastefully remodeled with contemporary finishes. Newer garage door and water heater. Relax or entertain on the back patio, and take advantage of the fully fenced backyard for added privacy and security. Situated in a convenient location close to shopping, dining, and major roadways, this home blends comfort, style, and practicality. Don't miss your chance to make this move-in ready gem your own!

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

Listing Agent: Tom Wibirt (727-267-1930)

Remarks: Move-in ready opportunity in Holiday! This beautifully maintained home features 2 bedrooms, 2 bathrooms, central HVAC, and vinyl flooring throughout. Enjoy a fenced backyard, patio area, and a one car garage. Conveniently located near everyday shopping, dining, and entertainment with easy access to major roadways and the Gulf Coast. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Auction Property. Welcome to Holiday Lake Condos and enjoy peaceful water views right from your own living room! This well-maintained GROUND FLOOR unit features an open floor plan with plenty of natural light. Galley kitchen with eat-in space. Inside utility closet. Living room. Separate dining room. Bonus Florida room with wonderful views of the pond. Split bedroom plan. Master suite is quite large with full master bathroom. Bedroom #2 is adjacent to bathroom #2 for privacy. The community offers a relaxing atmosphere complete with a pool, clubhouse, shuffleboard courts, and a recreational facility! Whether you're looking for a vacation home or a year-round residence, this condo provides the perfect balance of comfort, convenience, and tranquility. Premium location as it has easy access to multiple stores and restaurants. Just 4 miles away from Holidays pride and joy for recreation; The J. Ben Harrill Recreation Complex. This Large Park offers tennis courts, basketball courts, hockey roller rink, soccer fields and is the home of the Greater Holiday Little League. Just minutes away from Key Vista Nature Park. A 101-acre park with nature trails, boardwalk and observation tower. Head 4 miles south and you can enjoy the World-Famous Sponge Docks of Tarpon Springs. Known for its fishing, food and entertainment. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.

Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)

Listing Agent: Matthew Brashear (727-403-3900)

Remarks: Move in ready 3 bedroom 1.5 bathroom home located in Holiday Fl. This home has and update kitchen with quartz countertops and shaker style cabinets. The seller has taken care of all the big ticket items! These include the Roof (2023), Electric Panel (2022), Water Heater (2022), Impact rated garage door (2022), HVAC(2023), and Windows (2023). Conveniently located near restaurants and shopping, this home is ready to go!

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

Listing Agent: Trevor Skeens (813-531-3713)

Remarks: Welcome to this beautifully updated two-bedroom, two-bathroom home with a one-car garage. This home features a remodeled kitchen with updated cabinets and countertops, complemented by two fully renovated bathrooms. Enjoy new wood laminate flooring throughout and fresh interior paint, creating a clean and modern feel. Major updates include an updated AC system and a brand-new roof to be installed prior to closing, providing added value and reassurance for the next owner. Step outside to a screened, covered back patio-perfect for relaxing or entertaining year-round. The home is also equipped with rollaway shutters on nearly every window and door opening for added protection and convenience. Best of all, this property did not flood during Hurricane Helene or Hurricane Milton.

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

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

Remarks: Built in 2023, this well maintained two story townhome offers a low maintenance lifestyle with modern finishes throughout. Positioned on a desirable corner lot, the home features hurricane impact windows and is located in a no flood zone. Inside, the open concept kitchen and dining area are designed for both functionality and style, featuring stainless steel appliances, a center island, and a seamless flow into the main living space. Plantation shutters add a clean, upscale touch to the main living areas. The home offers 3 bedrooms and 2.5 bathrooms, with tile flooring in the main living areas and carpet in the bedrooms for added comfort. A screened lanai provides a relaxing outdoor space, while the covered front porch enhances curb appeal. Additional features include a one car garage and convenient guest parking nearby. The HOA covers exterior maintenance, allowing for easy low maintenance living. Ideally located in Holiday, approximately 4.5 miles from the Tarpon Springs Sponge Docks, local marinas, and waterfront dining, and about 7 miles from Fred Howard Park beach. A great opportunity to own a newer home in a growing area.

Listing is courtesy of: TREASURED HOME COLLECTION (727-210-3282)

Listing Agent: Shelby Baker (727-916-2299)

Remarks: FRESHLY PAINTED! NOT IN A FLOOD ZONE! Discover this bright and cheerful 1-bedroom condo in Tahitian Gardens, a well-kept GATED 55+ community. The expansive floor-to-ceiling windows in the living room create a luminous and open ambiance. This unit boasts modern flooring, an updated electrical panel, a new 50-gallon water heater (2022), ample storage with a large utility closet, and ceiling fans in both the living room and bedroom. From the patio, savor the view of a picturesque courtyard. Unwind in the large, heated swimming pool or stroll along the numerous pathways within the community and lake. Tahitian Gardens offers a host of activities such as shuffleboard, arts and crafts, a cycling club, bingo, dominoes, and card groups. Conveniently located near dining and shopping. CVS, Walgreens, Publix and Aldi's are a few minutes away. Just a short drive to Tarpon Springs, the Sponge Docks, and Howard Park Beach. Tampa and Clearwater airports are less than an hour’s drive. Open to all reasonable offers and easy to view. Consider making this your new residence or holiday retreat!

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

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

Remarks: Brand New Roof! This 2 bedroom, 2 bath home with a 1-car garage offers a functional layout with multiple living areas, including a living room, dining room, family room, and enclosed porch. Roof is getting replaced. Located in a no flood zone and featuring a circular driveway, this property provides both comfort and convenience. Sold fully furnished, it allows you to move in while making updates at your own pace. Don’t miss this well-located home with great potential—see it in person today.

Listing is courtesy of: FLORIDA LUXURY REALTY INC (727-372-6611)

Listing Agent: Maria Demellis (727-271-1021)

Remarks: Coastal comfort, modern style, and everyday convenience come together in this move in ready Florida gem. Completely remodeled, this beautifully updated 2 bedroom, 2 bath home with an attached garage offers a fresh start with a bright open layout designed for both relaxed living and easy entertaining. Step inside to find new flooring throughout, a stylishly refreshed kitchen with modern finishes, updated bathrooms, and thoughtfully selected upgrades that make the home feel clean, current, and welcoming. Natural light fills the living spaces, creating an inviting atmosphere perfect for entertaining guests or simply enjoying quiet evenings at home. Every detail has been carefully updated, leaving nothing to do but move in and enjoy. Located in the heart of Holiday, this home places you close to some of the best parts of Florida’s laid back coastal lifestyle. Spend weekends exploring scenic waterfront trails and sunset views at Key Vista Nature Park, enjoy boating, kayaking, and waterfront relaxation at Anclote River Park, or take a short drive to the Gulf beaches whenever the mood strikes. Shopping, dining, and major roadways are all nearby, offering convenient access to Tampa and Clearwater for commuting or entertainment. Peace of mind comes easy with respected medical facilities including HCA Florida Trinity Hospital and AdventHealth North Pinellas just minutes away. Whether you are searching for your first home, a seasonal escape, or a low maintenance property to enjoy year round, this beautifully updated home delivers comfort, convenience, and value in one inviting package. With a motivated seller this is an opportunity you do not want to miss.

Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)

Listing Agent: Kevin Rivera (570-851-7255)

Remarks: Need a handicap accessible home for winter or year-around living, then stop and look at this neat and clean 1 bedroom, 1 bath updated home in a 5-star 55+ very Active Community with low monthly fee of $143.00 includes, lawn maintenance, garbage service, maintenance of year-around heated pool clubhouse, and common areas taxes. Home comes nicely furnished and enclosed front porch, nice outside patio for your outside entertaining, lift to side door put on in 2019. All information is deemed to be accurate and for the buyer to verify. Sold As Is. Measurements are approx.

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

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

Remarks: Price Improvement. Come and enjoy all the activities offered in this well-maintained 55+ Community with a low monthly maintenance fee of $143.00 a month which is includes lawn maintenance, garbage service, maintenance of clubhouse and year-around heated pool. Home features new roof 2025, newer air/heat system, 2 bedrooms, 2 baths, screen lanai, finished and enclosed front porch. Home is unfurnished, No Refrigerator. YOU OWN YOUR OWN LAND! This is an estate property, Sellers have never lived in home, Sellers disclosure is all the knowledge they know. Measurements are approx. Sold As Is. Buyer to verify all information that is deemed to be accurate.

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

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

Remarks: Available to homeowners as well as investors! New to the market is an adorable and well maintained 2 bedroom, 1 bath home with an attached garage in Holiday Lakes West. Seller will have a new roof installed with an acceptable offer. And A/C system is from 2021. Sunroom has been drywalled in and adds additional living square footage. Recent upgrades include a new SS refrigerator, new laminate flooring, new carpet, and fresh interior and exterior paint with interior doors replaced as well. Spacious back yard to host family and friend gatherings, enjoy your hobbies, gardening, or let your furbabies enjoy the outdoors. This home would make an ideal cozy and comfortable year round residence for the next chapter of your life, but it could also serve as a wonderful seasonal getaway. And investors, yes, you can utilize this as an immediate investment property with no HOA restrictions. Nor are there any CDD fees! Property is in "X500" flood zone and seller has never experienced any flooding issues. Utility companies are Duke for electric and PCU for water. There is no shortage of shopping, dining, cultural events, outdoor activities, golf venues, amusement parks, sports arenas, beaches and scenic parks, boating options, the Pinellas Trail and more! Proximity to two international airports, Tampa, Clearwater and St. Pete, as well as Lake Tarpon and the famous Tarpon Springs Sponge Docks. Allow yourself to fall in love with the coastal, laidback lifestyle of Florida living. Call to schedule your private showing today! All information contained herein is deemed accurate, including leasing restrictions and approximate room measurements, but should be verified by buyer and buyer's agent. NO SIGHT UNSEEN OFFERS WILL BE CONSIDERED.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Virginia Werneken Pa (727-207-5738)

Remarks: Welcome to this 4-bedroom, 2-bath, solar-powered, pool home offering plenty of comfortable living space on the water. The property also features its own dock right in the backyard, providing direct access to Lake Conley. Inside, the home offers a bright, open feel with abundant natural light, a neutral color palette, and luxury vinyl plank flooring throughout the living areas. The kitchen is equipped with stainless steel appliances and a convenient pass-through with bar seating, ideal for everyday living and entertaining. Major updates include a 2019 roof and 2019 HVAC, offering peace of mind for years to come. The property also did not experience flooding during recent storms. Garage is currently in the process of being converted into a mother-in-law suite with a separate entrance. Step outside to be greeted by the sparkling pool in a screened lanai, a relaxing space to enjoy the Florida lifestyle year-round. The pool also features a safety fence for peace of mind. Located just minutes from local beaches, parks, shopping, and dining, this home offers a perfect balance of everything that makes living in Florida wonderful.

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

Listing Agent: William Perez (813-475-9121)