Holiday Homes For Sale & Real Estate - 323 homes

Remarks: Virtually Staged. Your search for your perfect piece of paradise is over! This SPACIOUS 2 bedroom, 2 bathroom villa offers a prime LOCATION and many UNIQUE FEATURES that are hard to find. Just minutes from some of Florida’s top beaches and dining, this ONE LEVEL condo features quick and easy access from your own covered parking spot. END UNIT has an abundance of windows letting in that gorgeous Florida sunshine. Enjoy WATERFRONT views from your enclosed patio, which is the perfect spot to savor your morning coffee while watching sandhill cranes begin their day. Step inside your new home to find a freshly painted, inviting interior featuring VAULTED CEILINGS and a spacious open living room and dining room, giving you plenty of space to relax or entertain. Just off the dining room is a breakfast nook and well-appointed kitchen designed for both functionality and style. Featuring ample cabinetry, abundant counter space, and a breakfast bar that opens to the dining room. Just off the kitchen, you’ll find your own WASHER AND DRYER which is another rare find in most villas. When it’s time to retire, the SPLIT FLOOOR PLAN provides privacy for everyone. The primary suite offers a peaceful retreat overlooking the backyard pond and features a large en-suite bathroom. Before entering the bathroom, you’ll find a separate vanity area adjacent to a spacious walk-in closet. The bathroom features a walk-in shower, double vanity and linen closet. The guest bedroom is thoughtfully positioned on the opposite side of the home, adjacent to a full bath with tub/shower combo. You will find tons of STORAGE inside and outside the villa giving you even more square footage for your stuff. This vibrant 55+ community has a beautifully maintained pool, clubhouse, shuffleboard, and landscaping for your year-round enjoyment. Also included in the low HOA fee is cable, Wi-Fi, water, trash/sewer, exterior maintenance, including lawn and pest control, allowing you to spend more time enjoying the Florida lifestyle. Additional features include, A/C (2024), Roof (2017), Water Heater (2017), Hurricane Shutters. This condo was high and dry in the last hurricane and is not located in a flood zone. Schedule your private showing today and start living the Florida dream! * Some photos have been digitally enhanced/staged to help you bring your true Florida living vision to life.

Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)

Listing Agent: Lisa Dundas (727-515-3900)

Remarks: Under contract-accepting backup offers. Virtually Staged. Introducing 4808 Bonton Drive, a move-in-ready 2-bedroom, 1-bathroom home offering affordability, flexibility, and peace of mind. All with no HOA fees and no flood insurance required. As you pull into the driveway, you’ll immediately appreciate the inviting curb appeal, spacious front yard, and welcoming covered entry. Inside, the home features a bright and functional layout with tile flooring throughout, generous living spaces, and an enclosed Florida room that provides valuable additional square footage. Whether you need a home office, family room, fitness area, or playroom, this versatile space adapts to your lifestyle. The kitchen offers ample cabinet and countertop space, a large farmhouse-style sink, and views of the backyard, while both bedrooms are comfortably sized with built-in closets and abundant natural light. The updated bathroom features modern finishes and a clean, contemporary feel. Step outside to enjoy the covered and screened patio overlooking a fully fenced backyard that's perfect for pets, entertaining, gardening, or simply enjoying Florida’s beautiful weather. With plenty of room to add a fire pit, outdoor dining area, or play space, the backyard offers endless possibilities. The attached one-car garage provides additional storage and includes a laundry area with utility sink. Conveniently located near shopping, dining, medical facilities, parks, schools, and Gulf beaches, this home offers easy access to everything the area has to offer. Whether you’re a first-time homebuyer, seasonal resident, downsizing, or looking for an investment opportunity, 4808 Bonton Drive delivers exceptional value, a functional floor plan, and a backyard you’ll love to enjoy year-round.

Listing is courtesy of: ABBAS REALTY GROUP LLC (727-479-8560)

Listing Agent: Despoina Marangidou (475-312-7344)

Remarks: Fully Remodeled Move In ready Corner Lot 3 beds 2 baths home in the heart of Holiday, FL. ZONED MIXED USE - COMMERCIAL OR RESIDENTIAL. Walk into a spacious and bright living room area. House features a brand new kitchen with granite counter top, brand new stainless steel appliances. Both bathrooms have been fully remodeled. Entire house flooring has been upgraded to luxury vinyl plank flooring that is scratch and water resistant for easy and quick maintenance. Large fenced in yard that is perfect for pets and for entertaining. Due to dual zoning, property can beused for variety of businesses, with ample parking spots upfront and large driveway. House is located close to major highways and roads, close to all amenities, grocery stores. It is short drive to Florida's best beaches and Tampa International Airport or St. Pete/Clearwater airport. This one has it all, Book a showing today!!

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

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

Remarks: Welcome to 2116 Kona Drive—where modern luxury meets effortless Florida living. This fully renovated 2-bedroom, 2-bath home has been thoughtfully upgraded from top to bottom, with no detail overlooked and no expense spared. Step inside to discover brand-new windows, stunning luxury vinyl flooring throughout, and a beautifully redesigned interior that blends style with functionality. The heart of the home is a chef-inspired kitchen featuring sleek finishes, contemporary design, and premium upgrades—perfect for cooking and entertaining alike. Both bathrooms have been transformed into spa-like retreats, offering a serene and sophisticated escape. Energy efficiency is a major bonus, with FULLY PAID-OFF SOLAR PANELS keeping the average electric bill at an impressively low $30 per month. Located in the vibrant Lake Conley community, residents enjoy an active and welcoming lifestyle with access to a lively clubhouse, community pool, shuffleboard courts, and a full calendar of social activities including line dancing. Take advantage of lake access for fishing and boating, all just steps from your door. Conveniently situated just 9 miles from Fred Howard Park, 6 miles from the Tarpon Springs Sponge Docks, and only 17 miles from Tampa International Airport, this home offers easy access to beaches, dining, culture, and travel. Experience the perfect blend of comfort, community, and convenience—schedule your private tour today!

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

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

Remarks: 3 bedroom 2 bath home in Buena Vista Manor. Parking for 2-3 cars. 2 additional storage units in back yard. All fenced. Very nice trex decking patio off kitchen and dining area in back yard great for BBQ'ing and more!. Very spacious unit ready for its next owner.

Listing is courtesy of: 1% LISTS CENTRAL FLORIDA (727-967-9779)

Listing Agent: Mike Delgrande (727-967-9779)

Remarks: Under contract-accepting backup offers. Welcome home to 1623 Plum Tree Rd, a beautifully updated and truly move in ready located in a no flood insurance required area. This charming 2 bedroom, 1 bathroom home with a 1 car garage has been thoughtfully renovated from top to bottom. Roof 2022, AC 2023, Water heater 2021, Garage door 2022, Electrical panel 2017,brand new flooring throughout installed in 2026 along with fresh interior paint completed in 2026, creating a clean modern feel the moment you walk in. The bathroom has been completely remodeled with tasteful finishes that elevate the space and add a touch of modern comfort. Step outside to a screened lanai, perfect for relaxing, entertaining, or enjoying Florida evenings in comfort. This home will not last long, Schedule your showing today!

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

Listing Agent: Zayna Malasi (727-248-0091)

Remarks: Under contract-accepting backup offers. Welcome to a warm and inviting home with great bones, thoughtful upgrades, and endless potential to make it your own. Whether you’re searching for your first home, a peaceful place to retire, the perfect downsizing opportunity, or a smart investment property, this charming residence offers comfort, value, and flexibility for every stage of life. Located in the quiet and established Forest Hills community of Holiday, this move-in ready 2-bedroom, 1.5-bath home features a functional layout, indoor laundry, and a versatile Florida room perfect for entertaining, relaxing, working from home, or creating additional living space. Major improvements have already been completed for peace of mind, including a NEW roof (2024), AC system (2021), septic drain field & pump (2026), hurricane-impact front windows (2025), updated insulation, and a new garage door. Step outside and enjoy a private backyard retreat complete with a wood deck, tiki-hut style pavilion, and extra storage space — perfect for enjoying Florida living. Conveniently located just minutes from Gulf beaches, parks, shopping, dining, golf courses, and Lake Diana, this home combines affordability, location, and long-term value at an attractive price point.

Listing is courtesy of: SIVEN PREMIER REAL ESTATE (813-419-7009)

Listing Agent: Fanta Traore (863-282-9602)

Remarks: BETTER THAN NEW WITH PRIVATE FENCED YARD & DESIGNER UPGRADES | BUILT 2023 | 3-BED | 2.5 BATH | 1634 SQ FT | 1-CAR GARAGE Why settle for a stark, builder-white unit when you can own the most upgraded townhome in the Townes at Darlington? This home is a finished sanctuary, offering a level of privacy and detail that the neighboring base models simply don't have. Skip the $15,000+ project and the wait times, this home features a fully fenced backyard with a vinyl privacy fence, a rare and premium addition to this community. Complemented by front and back landscaping, this is a true private oasis for pets and outdoor living. Forget the standard builder palette. This home has been thoughtfully transformed with: New Paint Throughout: A fresh, modern interior that trades cold builder-white for a warm, inviting atmosphere. Kitchen Upgrades: Brand-new refrigerator, upgraded modern faucet, and granite countertops. Primary Suite Retreat: The master bath has been elevated with premium glass shower doors for a sleek, spa-like feel. Detailed Finishes: New designer dining light fixture and updated fixtures throughout that set this unit apart. With 1,634 sq. ft. of open-concept living, this 2023-built, 3-bed/2.5-bath home includes a versatile upstairs loft — perfect for a home office, playroom, or media center. High ceilings, abundant natural light, stainless steel appliances, a convenient upstairs laundry area, hurricane shutters, a 1-car garage, and low HOA fees round out this incredible package. Don't buy a project, buy a finished lifestyle. Schedule your private tour today — the highest-value unit in Holiday won't last long. Welcome home.

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

Listing Agent: Kendra Fountain (727-420-6791)

Remarks: Welcome home to this lovely Four bedroom two bath home with a fantastic front porch and fenced backyard! This property boasts fresh paint and new appliances with ceramic tile throughout. Fantastic oversized one car garage and an oversized driveway make for fantastic parking. This property has the fenced backyard with an additional parking pad on the side of the home for that boat or RV. Come take a look at this home and make it your own today.

Listing is courtesy of: GULF PROPERTY MANAGEMENT LLC (727-639-1949)

Listing Agent: Joel Rodgers (727-639-1949)

Remarks: Welcome to 2906 Windridge Drive a large lake front lot where peace of mind meets luxury living and you can catch morning sunrises over the lake to start your days off right ! This stunning waterfront dream home is proudly situated in a non-flood zone, ensuring that flood insurance is not required. This feature, combined with the home’s elevated position, offers unrivaled security and stability, even through recent storms. Located in the prestigious and sought after Gulf Trace community, this home is perfectly nestled between the charming Tarpon Springs and the up-and-coming charm of New Port Richey, placing you just 10 minutes from all the excitement and amenities of New Port Richey. Plus, you're only 2 miles from the serene Key Vista Gulf Front Nature Park and the breathtaking Gulf of America , and just a few miles from Anclote Gulf Park and Anclote River Park with plenty of places to put your boat or jet ski in the water . This Arthur Rutenburg-built masterpiece offers million-dollar views over a pristine lakefront lot—one of the best in the neighborhood. With 3 bedrooms and 2 bathrooms, the home boasts a remodeled and thoughtfully designed layout that balances cozy vibes with luxury finishes . Custom lighting and dimmer switches have been installed to create the perfect mood. Custom interior and exterior paint, designer lighting with dimmer switches, and attention to every detail elevate the space, making it the ideal retreat. Wake up every morning to amazing sunrise views from your waterfront haven, while enjoying the wildlife-filled surroundings—including peacocks, turkeys, cranes, ducks, and even rare white peacocks—creating a truly tranquil and picturesque environment. From the high and dry lot to the thoughtfully designed living spaces, 2906 Windridge Drive offers a safe, elevated lifestyle with all the comforts and stunning views you deserve. This is a rare opportunity to own a piece of paradise where luxury, location, and peace of mind come together seamlessly.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)

Listing Agent: Christopher Grasso (727-379-2376)

Remarks: Experience the best of the Florida lifestyle in this spacious, low-maintenance villa just minutes from charming downtown Tarpon Springs. Offering 1,740 square feet of thoughtfully designed living space, this 3-bedroom, 2-bath residence with a versatile den/office delivers the comfort and functionality of a single-family home without the upkeep. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas—creating the perfect setting for entertaining guests or enjoying relaxed evenings at home. The kitchen shines with 42-inch maple cabinetry, granite countertops, and generous prep space, providing both style and practicality. Retreat to the expansive primary suite featuring a spa-inspired ensuite bath with dual vanities, a soaking tub, walk-in shower, and a large walk-in closet. Additional highlights include a full-size laundry room with utility sink and built-in shelving, as well as a spacious two-car garage with plenty of room for vehicles, beach gear, or recreational equipment. Located within a beautifully maintained community, the HOA covers lawn care, exterior painting, internet, cable, and trash service—allowing you to fully enjoy the amenities, including a resort-style pool and recreation area. Situated in a no-flood zone and just 10 minutes from the iconic Sponge Docks, marinas, parks, and top-rated schools, bike trail connected to the Pinellas Trail. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this villa offers exceptional value and convenience. Schedule your private showing today and discover everything this vibrant community has to offer.

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

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

Remarks: NEW PRICING! 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: Welcome to your own piece of Florida paradise! Enjoy peaceful water views from your screened-in lanai with this spacious 2-bedroom, 2-bathroom waterfront home with no HOA! Inside you will find ceramic tile throughout, with updates including stainless steel appliances in kitchen, and hurricane proof windows/sliding glass doors. Features also include one car garage and newer Roof / AC. Home is ready for your personal touches – fantastic opportunity in a convenient location near the Coast!

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

Listing Agent: Sherry Merriman (724-494-7727)

Remarks: Discover the charm of 1240 Chelsea Ln, located in the heart of Holiday, FL. This inviting house provides a wonderful opportunity for those seeking a residence in this vibrant area. The exterior features a well-maintained facade that exudes a welcoming atmosphere. Set in a desirable location, convenient access to local amenities. While the specific interior details and amenities are not provided, the potential of this home allows for versatile living arrangements. Whether you're looking to personalize a space or enjoy a move-in ready home, this property presents an opportunity to explore the possibilities of life in Holiday, FL. With its accessible location, this house is a great option for anyone looking to enjoy what the area has to accord.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Turn-Key 3 bedroom home with Dual Primary Suites-Ideal for Multi-Generational Living or Income Potential! Welcome to this spacious 3bedroom, 3 bathroom home located in the established Holiday Lake Estates community. Offering 1,667 sqft of living space, this home features a flexible split-bedroom floor plan with two primary suites, making it perfect for multi-generational living, guests, or potential rental income. The interior showcases an open layout with tile flooring, solid wood cabinetry, and a beautifully updated kitchen featuring granite countertops, stainless steel applicances, and a custom backsplash. An eat-in kitchen area provides additional dining space and is ideal for everyday living. Major updates include updated electricial system, tankless water heater, and newer central AC, providing peace of mind for years to come. Situated on a fenced lot with a 1-car attached garage, this property offers both privacy and functionality. With no HOA restrictions, homeowners have added flexibility for personal use or investment. Conveniently located near schools, parks, shopping, dining, and Gulf beaches, this property combines comfort, value, and versatility. Whether you're looking for a primary residence, multi-generational home, or income-producing opportunity, this property checks all the boxes. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

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

Listing Agent: Ron Astorga (407-595-2272)

Remarks: Property situated on Oversized corner lot, the roof is 2016, NO sinkhole, No HOA, NO CDD, this two bedroom, one bathroom home, has been freshly painted with vinyl floors perfect for its new owner. Step into the front door and enter the family room and continue straight ahead into the update kitchen contains, fresh back-splash , . To the right notice the extra space , florida room which can be used as a den or perfect for office space. To the left of the family room , 2 bedroom and a bathroom . Conveniently located off of Hwy 19 ,lots of shopping, grocery stores, hospitals, doctor offices, restaurants, and 2 major airport . 30 minutes from famous clearwater beach , honeymoon island and Tarpon Springs Sponge Docks , make this location perfect for you new home .

Listing is courtesy of: 1ST INVESTMENT REALTY GROUP LLC (813-841-3613)

Listing Agent: Mayla Benitez (786-970-1917)

Remarks: Welcome to this beautifully built 2-story townhome offering modern comfort and effortless living. Featuring 3 bedrooms, 2.5 baths, and a 1-car garage, this home showcases a bright, open-concept first floor perfect for entertaining, with seamless flow between the kitchen, dining, and living areas, plus a convenient half bath. Upstairs, enjoy a thoughtfully designed split-bedroom layout for added privacy. The spacious primary suite includes dual sinks, a walk-in closet, and a well-appointed ensuite bath, while two additional bedrooms share a full bath. Smart home features include a WiFi-enabled garage opener and NEST thermostat. Low HOA fees cover exterior maintenance, cable, and high-speed internet—and NO CDD fees. Ideally located near US-19 and Highway 54, just minutes from the charm of Tarpon Springs, shopping, dining, and Gulf beaches.

Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)

Listing Agent: David Kerr (727-804-2116)

Remarks: Under contract-accepting backup offers. GREAT HOME FOR THE GROWING FAMILY. LARGER THAN NORMAL BEDROOMS, PLENTY OF CLOSET SPACE. LIGHT AND BRIGHT UPGRADED KITCHEN WITH GRANITE COUNTERS INCLUDING A FAMILY ROOM KITCHEN COMBO. EVEN A WINDOW AT SINK TO LOOK OUTSIDE. LARGE LIVING ROOM WITH A LARGE WINDOW FOR LIGHTING. OUTDOOR COVERED PATIO AREA FOR A PARTY AND NEXT TO THAT IS A EXTRA OUTDOOR KITCHEN AREA. YOU WILL FEEL AT HOME HERE. SINGLE CAR GARAGE FOR YOUR OR STORAGE. WASHER/DRYER HOOK UPS. UP GRADED ELECTRICAL PANEL AND WATER HEATER. NO FLOOD INSURANCE HERE.

Listing is courtesy of: TEAM AMERICAN REALTY, INC. (813-886-0777)

Listing Agent: Luis Gonzalez (813-886-0777)

Remarks: Welcome to 3816 Beacon Square Drive—a charming 3-bedroom, 2-bath single-family home nestled on a generous sized lot, offering serene nature views in the heart of Holiday. This move in ready home is surrounded by abundant outdoor space and palm trees, this home offers a perfect Florida retreat with classic style, that has been impeccably maintained. Inside, luxury vinyl flooring flows throughout, enhancing the home’s timeless appeal. Filled with natural light, the interior is bright, inviting, and truly move-in ready. Thoughtful upgrades blend vintage character with modern comfort. Enjoy the spacious, fully fenced backyard—perfect for pets, gardening, or outdoor gatherings—along with the convenience of a single-car garage for parking or additional storage. Rediscover the essence of a simpler lifestyle in this well-appointed home. In 2019, the home received a new roof, new ductwork and insulation, along with a complete main-house renovation that included a new kitchen, flooring, baseboards, ceiling fans, main bathroom, lighting, doors, and appliances. Since then, additional major updates include new windows and a new garage door in 2023, as well as a new dishwasher and a new AC unit and handler in 2025. The property has also been refreshed with updates to the in-law suite (including new flooring and vanity), main bathroom floor tile, patio improvements, fresh interior and exterior paint, and new toilets throughout. Conveniently located near Gulf beaches, dining, and shopping, and the Beacon Square Civic Association. This property also remained unaffected during the 2024 hurricanes. With solid block construction and a prime location, this home offers exceptional potential—schedule your private showing today!

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

Listing Agent: Michael Owens (727-204-7204)

Remarks: Under contract-accepting backup offers. HONEY STOP THE CAR! THIS IS THE ONE! Where charm, natural light, and true Florida living come together! This 3 Bed, 2 Bath Home features 1154 sqft and Luxury vinyl flooring throughout, no carpet. Kitchen with Built-in oven, glass cook top, pantry & Eat-in space. Three spacious bedrooms with generous closets share an adjacent bathroom with tub/shower. The large great room is the heart of this home. Beautiful updated second bath with step-in shower & French doors that open to your MASSIVE fenced backyard. This is a true outdoor oasis with endless possibilities for gatherings, gardening, or simply soaking up the Florida sunshine. Located in a prime location close to all major shopping, dining, airports, and world-famous beaches, this home offers the best of convenience and coastal living. Whether you're looking for your first home, a winter retreat, or an investment, this Holiday gem checks all the boxes. Schedule your private showing today before this one’s gone!

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

Listing Agent: Mark Fazzini (727-485-9981)