Holiday Homes For Sale & Real Estate - 327 homes

Remarks: Charming 2-bedroom, 1-bath home with additional living space! This lovely property features a spacious living room, a cozy lanai, and modern upgrades including a water heater, electrical panel, and windows all replaced in 2025. The kitchen and main bathroom have been recently remodeled, offering a fresh and updated feel. The property also includes a separate studio-style annex with its own bathroom, providing great flexibility for guests, extended family, or rental income potential. The backyard is fully fenced for privacy and security, and includes a convenient storage shed. Don’t miss this unique opportunity, schedule your showing today!PRICE IMPROVED ON 05/23/26 Incredible value for this move-in ready property in .

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maibel Hernandez (727-267-9244)

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: HUGE PRICE IMPROVEMENT!!! Fantastic opportunity to own this 3 bedroom, (easy 4th) ,2 bath home for your growing family. Need space for your boat or RV (has 220 and water hook up) this one has it. Spacious corner lot with room for your vehicles, fenced yard, camera security and your own INDOOR HOT TUB ROOM and a NO flood zone! Interior features a large living room, updated kitchen with a built-in table and power for a TV in this cozy nook. Primary bedroom with en-suite bath, lots of closet space and washer and dryer area in the primary bathroom. Split bedroom plan. Extra bonus room or office. AC 2018, Roof 2018, newer windows, all new electrical panel and upgraded service and updated GFi's. One bedroom has its own private entrance at the end of the home. The RV/boat parking area is 15' wide and 46' long. The low HOA fee includes a recreation building and your trash. SELLER SAYS SELL NOW!!!!

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

Listing Agent: Jennifer France (727-580-9007)

Remarks: Welcome to waterfront living in Holiday! This beautifully maintained 2-bedroom, 2-bath home offers 1,334 square feet of comfortable living space with no HOA and peaceful pond views. Enjoy your own private dock, perfect for fishing, sunset watching, stargazing, or launching a canoe or kayak. The waterway also allows small boating with a trolling motor, making it ideal for quiet, scenic cruising right from your backyard. Inside, the home features a bright and spacious layout with abundant natural light, tile flooring throughout the main living areas, waterproof laminate flooring, and an updated kitchen with a new refrigerator, range, and dishwasher installed in 2025. Major updates provide peace of mind, including new interior and exterior doors in 2025, updated windows in 2011, a new roof in 2020, and A/C and furnace replacements in 2020. Relax and enjoy tranquil water views right from your backyard or venture out to nearby Gulf Coast attractions. Conveniently located near Fred Howard Park, Howard Park Beach, Key Vista Nature Park, Anclote River Park, and the historic Sponge Docks in nearby Tarpon Springs, known for its waterfront dining, shopping, and entertainment. Ferry access to Anclote Key Island is also just minutes away, offering pristine beaches and outdoor adventures. Home sold "as-is" for seller's convenience.

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

Listing Agent: Nicole Dufala (727-656-8145)

Remarks: Under contract-accepting backup offers. Welcome to the low maintenance Florida style living! This inviting first floor, 2-bedroom, 2-bath villa in Holiday, FL, offering comfort, convenience, and a gorgeous pond view right from your backyard. This home features an open floor plan that fills the living area with natural light and creates a spacious, welcoming feel—perfect for relaxing or entertaining. Enjoy tranquil mornings on your private patio overlooking the water, and appreciate the ease of covered parking right at your doorstep. Both bedrooms are generously sized, and the split layout offers privacy for guests or family members. Located close to shopping, dining, beautiful Gulf beaches, and scenic county parks, this villa puts you near everything you need while still offering a peaceful, low-maintenance lifestyle. Was just recently painted outside front and back! Whether you're looking for a seasonal escape or a full-time Florida home, this charming villa is a must-see. X flood zone NO FLOOD insurance.

Listing is courtesy of: REALNET BROKERAGE (727-753-8555)

Listing Agent: Marcus Howard (727-421-0055)

Remarks: This Spacious Waterfront Home is Located on a Canal with Access to a Chain of 3 Lakes. This Home Offers a Seamless Blend of In-Door Out-Door Living, Featuring Meticulously Landscaped Grounds and Expansive Sun-Drenched Deck and Boat Dock Designed for Panoramic Views of Breathtaking Sunsets. Designed for Entertaining and Relaxation, the Residence Captures a Peaceful Ambiance Perfect for Lake Front Living. New Roof 9/2025, AC 4/26, Hot Water Tank 2024, Newer Windows, and Solar. The Solar System is Paid for and Helps Keep the Electric Cost Down, the Owners Average Electric Bill is 60.00 each Month. The Large Floor Plan has Many Possibilities to Turn into a 3 Bedroom Home. A Large Multi-Purpose Room with Open Concept Space Overlooking the Waterfront Features Dinette, Sitting Area and Possible Home Office Space. The Primary Bedroom features a Walk in Closet, Ensuite with a Shower and Additional Space for a Den or Home Office. Step Outside through the Newer Sliding Door onto a Large Elevated Deck and Lighted Gazebo, Providing the Perfect Area for Entertaining on the Water. Leave Your Personal Dock for a Boat Ride, Explore a Chain of 3 Lakes Where Fishing and Bird Life is Plentiful. The Front of Home Welcomes You with a Paved Driveway to Enhance the Beauty of the Home. The Home has a Split Bedroom Plan, Indoor Laundry Room with a Closet, and Additional Family Room. The Garage Features a Hurricane Brace for the Insulated Garage Door that is Newer, Work Bench and Plenty of Shelving. Home is Close to a County Park, Beaches, School, and Shopping. This is a Must See Home to Appreciate all that it Offers to Make This Your Future Home.

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

Listing Agent: Kimberly Lavin (800-921-1330)

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

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

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

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

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

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

Remarks: Welcome to this beautifully updated 3-Bedroom, 2-bathroom, 2-car garage home in the heart of Holiday and close to the Gulf of Mexico! This move-in ready property features stylish upgrades throughout, including remodeled bathrooms in May 2026, and a beautifully updated kitchen designed for both functionality and style. Split bedroom plan and primary bedroom has a large primary bathroom suite featuring a Jacuzzi tub, walk in shower, open shelving, closet, and a large vanity. Enjoy new flooring throughout home, new A/C & Heat 5/15/2024, new water heater 6/2024, roof was replaced in 12/28/2021. The open and inviting layout offers comfortable living spaces filled with natural light, perfect for everyday living or entertaining guests. Step outside to enjoy the spacious yard with plenty of room to relax, garden, or create your own outdoor oasis. There is a large Florida room/Lanai, which is covered, screened in, with ceramic tile floors. Conveniently located near shopping, dining, parks, medical, and Gulf Coast beaches, 5 minutes to Tarpon Springs, 10 minutes to Palm Harbor, 18 minutes to Clearwater, 30 minutes to Tampa airport, this home combines comfort, convenience, and value. Don’t miss your opportunity to own this tastefully updated Florida home!

Listing is courtesy of: RE/MAX SUNSET REALTY (727-863-2402)

Listing Agent: Dawn Fox, Pa (727-271-4948)

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

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

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

Remarks: SELLER TO CONTRIBUTE $5,000 TOWARD BUYER’S CLOSING COSTS! WELCOME HOME! SELLER MOTIVATED! This beautiful cozy home has 3 bedrooms and 3 bathrooms, with potential for a 4th bedroom. It is fully renovated: HVAC and ducts 2024, plumbing 2024, electric water heater 2024, electrical panel 2018, attic insulation 2024, new stucco, fresh paint inside and out, fresh texture, new baseboards, brand new laminate flooring, new impact windows, new sliding door, new interior doors, new fixtures, brand new smoke alarms, new ceiling fans, new solid wood cabinets in kitchen and bathrooms, quartz countertops in kitchen and bathrooms, new backsplash in kitchen, new disposal, brand new GE appliances, new mailbox, new doorbell, freshly painted driveway as well, great spacious backyard to enjoy time with friends and family. Property is close to gas stations, US-19, shopping centers and more. No flood zone, No CDD and No HOA.

Listing is courtesy of: BUILDING NEST REALTY LLC (813-682-9936)

Listing Agent: Daylin Vallejo Oliva (813-230-5959)

Remarks: Welcome to 2012 Hilo Drive in the sought-after 55+ GATED community of Lake Conley! Situated on a desirable corner lot, this beautifully renovated and fully furnished 2-bedroom, 2-bath home offers a bright open-concept floor plan designed for comfortable everyday living and easy entertaining. The inviting interior features updated finishes throughout, a spacious living and dining area, and the convenience of an inside laundry area. Enjoy the vibrant Lake Conley lifestyle with access to an active clubhouse, community pool, shuffleboard courts, and a full calendar of social events, including popular line dancing gatherings. Residents also enjoy lake access for fishing and boating, creating endless opportunities for recreation right within the community. Ideally located just 9 miles from Fred Howard Park, 6 miles from the historic Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home places you close to beautiful beaches, dining, shopping, entertainment, and travel conveniences. Whether you're looking for a year-round residence or a seasonal retreat, this move-in-ready home offers the perfect blend of comfort, community, and convenience. Just bring your suitcase and start enjoying everything Lake Conley has to offer. Schedule your private showing today!

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

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

Remarks: Very nicely updated 3 bed/2 bath doublewide with large indoor air-conditioned storage room (3rd bedroom option), shed, carport, and screened porch in Tiki Village, a gated 55+ community where you own the land. NON-FLOOD ZONE with low $520/year HOA. Updates include new roof and A/C (Sept 2024), spacious new kitchen with granite countertops and new appliances, remodeled bathrooms including a master bathroom with jetted tub, utility room, new vinyl flooring, new interior/exterior paint. Home shows very well. PRIDE. Tiki Village is owner/member managed and has made significant improvements, including reducing the annual fee from $520 to $400 a year.

Listing is courtesy of: FLORIDA REAL ESTATE PARTNERS (727-409-4663)

Listing Agent: Randal Jenkins (727-409-4663)

Remarks: TROPICAL POOL & POND PARADISE HOME FEATURING A SPARKLING SWIMMING POOL, 3 BEDROOMS, 2 BATHROOMS AND A LARGE COVERED LANAI AND SCREEN-ENCLOSED POOL-DECK. NEW ROOF, NEW KITCHEN, NEW AC, NEW APPLIANCES, QUARTZ COUNTERSTOPS, NEW LUXURY WATERPROOF VINYL PLANK FLOORS, new electrical panel, new pool pump and new cartridge filter! All new interior paint and fixtures. Beautiful curb appeal with a spacious driveway and covered front porch. 22 Ft long garage with side entrance door. Private backyard with pond access and beautiful wildlife views. Perfectly located near great shopping, restaurants, parks and beaches! Enjoy the fun in the sun that a tropical paradise pool home offers!

Listing is courtesy of: DENNIS REALTY & INV. CORP. (813-949-7444)

Listing Agent: Joseph Buchi (813-289-4687)

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: Beautifully and completely remodeled 3-bedroom, 2-bath home located in a desirable Holiday neighborhood. This move-in-ready residence features a thoughtfully updated interior with modern finishes, new impact-resistant windows, an open, functional layout, and abundant natural light throughout. The updated kitchen offers modern cabinetry, sleek countertops, and flows seamlessly into the living and dining areas—perfect for everyday living and entertaining. Also the water heater and electric pannel are in great conditions from 2023 and 2024. The spacious primary suite includes a private, updated bathroom, while two additional bedrooms provide comfort and flexibility for family, guests, or a home office. Both bathrooms have been tastefully renovated with modern fixtures and finishes. Conveniently located near shopping, dining, schools, parks, and major roadways, this home combines style, comfort, and location. A fantastic opportunity to own a fully remodeled home—schedule your showing today!

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

Listing Agent: Enid Izquierdo (813-965-2120)

Remarks: Under contract-accepting backup offers. Life in Holiday just got a whole lot easier. This 2023-built townhome on Charlan Court in the Townes at Darlington community delivers the kind of low-maintenance Florida lifestyle that's genuinely hard to find at this price point — two bedrooms, each with its own private ensuite and walk in closets, plus a half bath downstairs for guests. At 1,541 square feet, the layout is smart and livable, with an open main floor that flows naturally from the granite-topped kitchen, stainless steel appliances included, into the living area and out to the enclosed lanai, where the line between inside and outside blurs in the best way. Upstairs, the landing is wide enough to carve out a real workspace, and the laundry room sits right where you need it. The oversized primary suite is a genuine retreat with a walk-in shower, while the second bedroom offers flexibility for guests or family with its own ensuite tub and shower combo. Both rooms are private and well-proportioned. What sets this unit apart is the care that shows throughout, AND the backyard. Fully fenced and beautifully landscaped, it's the kind of outdoor space you actually use. The one-car garage adds ceiling storage, and guest parking is steps away. Minutes from Tarpon Springs' sponge docks, Gulf beaches, US-19, and the full stretch of Tampa Bay dining and shopping, this one works whether you're putting down roots, escaping winter, or adding to a portfolio. Schedule your showing today.

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

Listing Agent: Norma Vargas, Pa (727-332-9199)

Remarks: Big Price Reduction!! 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. CASH only please. 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: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This 3-bed, 2-bath, 1-car garage home offers a brand-new roof, AC, windows, garage door, and fencing. The entire interior is fully renovated from top to bottom including a sparkling kitchen with quartz countertops, stainless steel appliances, tile backsplash, and recessed lighting. Modern, bright, with a private large yard overlooking a creek.

Listing is courtesy of: JM REAL ESTATE SOLUTIONS (727-692-3704)

Listing Agent: Jane Mak Makhlouf (727-692-3704)