Holiday Homes with Pool

Holiday Homes with Pool

Welcome to Holiday, a charming city located in Pasco County, Florida. Known for its beautiful weather, friendly community, and abundance of recreational activities, Holiday is an ideal place to call home.

Situated in the sunny state of Florida, Holiday offers residents a year-round tropical climate, making it perfect for those who enjoy outdoor activities and spending time by the pool. Speaking of pools, if you're looking for homes with pool, you're in luck! Holiday boasts a wide range of properties that feature refreshing swimming pools, allowing you to relax and cool off right in your own backyard.

Whether you're a family looking for a spacious home with a pool for the kids to enjoy, or a couple seeking a tranquil oasis to unwind after a long day, Holiday has something to suit every lifestyle and budget. From cozy bungalows to modern villas, you'll find a diverse selection of homes with pool options in this area.

In addition to its poolside living, Holiday offers a variety of amenities and attractions for residents to enjoy. Explore the nearby Gulf of Mexico beaches, go fishing or boating on the Anclote River, or take a stroll through the local parks and nature reserves. With its close proximity to Tampa and Clearwater, you'll also have easy access to a wide range of shopping, dining, and entertainment options.

If you're ready to dive into the poolside living in Holiday, start exploring the available homes today. Don't miss out on the opportunity to make this vibrant city your new home.

Newest Holiday Homes with Pool

4100 Buena Vista Lane, Holiday

4100 Buena Vista Lane, Holiday

3 Beds ⋅ 3 Baths ⋅ Buena Vista 2nd Add SubDv. ⋅ 34691 Zip Code

**OWN YOUR LAND, NO LOT RENT, AND NO FLOOD ZONE!** If you're looking for an affordable place to enjoy the Florida lifestyle with plenty of room for your hobbies, toys, and outdoor fun, this one deserves a look! This spacious 3-bedroom home has a lot to offer, including a **beautifully updated bathroom and a new silicone roof coating with lifetime warranty!** Start your mornings with coffee on the screened front porch, then step inside to a freshly painted, generously sized living room and a large dining area with plenty of space for family and friends. The kitchen offers ample cabinetry and a tiled backsplash, while the extra-large primary bedroom has direct access to the back porch. Two additional bedrooms feature built-in dressers, and the third bedroom even has its own private half bath! And if you enjoy spending time outdoors, there's plenty to love here! Cool off in the above-ground pool, relax on the surrounding deck, or enjoy the privacy of your fenced backyard. There's even a separate laundry area with an outdoor-access shower and toilet, a handy feature after a day in the pool or working in the yard. Need space for projects, hobbies, or extra storage? The attached one-car garage includes a workshop area with a window A/C unit, and the additional side parking provides room for extra vehicles or recreational toys. You'll also find an adorable backyard shed complete with electricity, a window, and its own little front porch. Think workshop, playhouse, or garden shack. The possibilities are endless! With A/C replaced in 2018, white vinyl privacy fencing, and several spaces that can be used to fit your needs, this property offers a little something for everyone. **CASH ONLY due to the age of the home.** Come take a look and see just how much this property has to offer!

4100 Buena Vista Lane, Holiday

2704 Timacqua Drive, Holiday

2704 Timacqua Drive, Holiday

5 Beds ⋅ 3 Baths ⋅ Key Vista Ph 01 SubDv. ⋅ 34691 Zip Code

Virtually Staged. Welcome to 2704 Timacqua Drive in the desirable Key Vista community of Holiday, Florida! This spacious home offers 5 bedrooms, including a versatile bonus room, 3 full bathrooms, 2,547 square feet of living space, and a three-car garage, combining comfort, privacy, and flexibility. Roof (2025) Designed with comfortable everyday living in mind, the thoughtfully arranged floor plan features generous living areas and a separate in-law suite located on the opposite side of the home, offering added privacy for extended family, guests, or multigenerational living. The versatile fifth bedroom can also serve as a home office, bonus room, or private retreat. The kitchen features stainless steel appliances, including a French-door refrigerator. Enjoy beautiful views of the picturesque pond behind the home, creating a peaceful backdrop for relaxing and enjoying the Florida lifestyle. The spacious driveway and three-car garage provide plenty of parking and storage. Located in the established Key Vista community, this home combines generous living space, flexible accommodations, and scenic water views in one desirable property. Schedule your private showing and discover all this wonderful home has to offer!

2704 Timacqua Drive, Holiday

3031 Bigelow Drive, Holiday

3031 Bigelow Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Aloha Gardens SubDv. ⋅ 34691 Zip Code

Virtually Staged. A RARE FIND IN ALOHA GARDENS! NO FLOOD ZONE, PRIVATE SCREENED IN POOL, 2 CAR GARAGE, BRAND NEW ROOF & BEAUTIFULLY UPDATED INTERIOR! Finding a 2 bedroom, 2 bathroom POOL HOME with this combination of features UNDER $300K isn't something you come across every day! Arrive home to mature palm trees, lush curb appeal, and a welcoming SCREENED-IN FRONT PORCH. With FRESH INTERIOR AND EXTERIOR PAINT, a BRAND NEW ROOF, BRAND NEW WATER HEATER, and NEW POOL PUMP, several important improvements have already been taken care of! Step inside to discover a BRIGHT, OPEN FLOOR PLAN with VAULTED CEILINGS, abundant NATURAL LIGHT, and spacious living and dining areas that create an inviting atmosphere for everyday living and entertaining. The beautifully UPDATED KITCHEN offers QUARTZ COUNTERTOPS, NEW CABINETRY, STAINLESS STEEL APPLIANCES INCLUDING A NEW REFRIGERATOR, a stylish mosaic tile backsplash, recessed lighting, DOUBLE PANTRY STORAGE, and a convenient breakfast bar with an open view into the adjoining dining area. A functional layout designed to keep you connected whether preparing dinner or hosting guests! The OWNER'S SUITE offers a peaceful retreat with views overlooking your PRIVATE POOL, along with TWO CLOSETS providing generous storage space. The UPDATED EN-SUITE BATHROOM features a DOUBLE-SINK VANITY and beautifully tiled WALK-IN SHOWER. The SECOND BEDROOM also offers DOUBLE CLOSETS and convenient access to the UPDATED GUEST BATHROOM, complete with a tiled shower and decorative accent tile. OUTDOOR LIVING SPACE offers PRIVATE SCREENED-IN POOL and EXPANSIVE COVERED LANAI, where the Florida lifestyle truly comes to life. The bamboo-accented ceiling adds a warm tropical touch, creating an inviting backdrop for outdoor dining, entertaining, lounging poolside, or simply unwinding after a long day. With a NEW POOL PUMP, FULLY FENCED BACKYARD, and plenty of covered patio space, this backyard offers the opportunity to create your very own PERSONAL FLORIDA OASIS! Quick access to US HIGHWAY 19, shopping, restaurants, medical facilities, and everyday essentials. Enjoy nearby coastal attractions including FRED HOWARD PARK BEACH and the historic TARPON SPRINGS SPONGE DOCKS, with convenient routes south toward Palm Harbor, Clearwater, and the greater Tampa Bay area. (ROOF 2026)(AC 2014) (W/H 2026). SCHEDULE YOUR PRIVATE SHOWING TODAY AND DISCOVER EVERYTHING THIS HOME HAS TO OFFER!

3031 Bigelow Drive, Holiday

5653 Festivo Drive, Holiday

5653 Festivo Drive, Holiday

3 Beds ⋅ 3 Baths ⋅ La Villa Gardens SubDv. ⋅ 34690 Zip Code

WOW...what an opportunity! Gorgeous UPDATED 3-bedroom home with 3 FULL BATHROOMS and a Covered POOL on a PRIVACY-FENCED CORNER LOT in popular La Villa Gardens! PRIME LOCATION! NO FLOOD INSURANCE REQUIRED! ROOF 2016! A/C 2016! NEW FLOORING! NEW WINDOWS AND SLIDING DOOR! NEW KITCHEN WITH QUARTZ COUNTERTOPS AND SHAKER CABINETS! POOL RESURFACED 2025! POOL EQUIPMENT 2025! EXTRA INSULATION IN THE ATTIC AND GARAGE FOR ADDED ENERGY EFFICIENCY! This home has it all! Welcoming covered FRONT PORCH and a beautiful upgraded front door featuring modern frosted glass accented by intricate steel wrought-iron detailing. Beautifully updated interior! Spacious living room features a tray ceiling accented with vibrant LED lighting. Abundant natural light, recessed lighting throughout, and a generous dining space make this home bright and inviting! AIR-CONDITIONED GARAGE WITH A BUILT-IN WET BAR AREA offers flexible additional space for a home gym, office, entertainment area, or hobby room. The garage space is NOT included in the home's advertised square footage. Additional features include extra insulation, modern design ceiling fans, and ample storage with cabinets and shelving. Relax and enjoy...your private paradise! SCREENED-IN POOL AND COVERED LANAI, low-maintenance landscaping, and a privacy-fenced backyard create the perfect setting for outdoor enjoyment. You will love living here! Great location! Located just blocks from the elementary school and library. Minutes to shopping and restaurants! Approximately 30–40 minutes to Tampa International Airport, 15 minutes to historic Tarpon Springs and popular Starkey Park, and 20 minutes to Fred Howard Park Beach! A MUST-SEE!

5653 Festivo Drive, Holiday

3172 Harvardston Loop, Holiday

3172 Harvardston Loop, Holiday

4 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code

YOUR NEXT HOME OR YOUR NEXT GREAT INVESTMENT OPPORTUNITY IS HERE! Imagine owning a beautifully updated home that offers both the comfort of everyday living and the potential of an established investment! Welcome to this inviting 4-bedroom property, featuring a spacious open-concept design, a modern kitchen, and warm, welcoming living spaces perfect for gathering, entertaining, and making memories. Step outside and discover your own private hot tub, the perfect spot to unwind, enjoy the outdoors, or create an unforgettable experience for vacation guests. Even better, this property is already operating as an Airbnb, with over two years of established short-term rental history and current income production, offering an exciting opportunity for investors looking to step into an existing business. Beautifully updated and move-in ready, this home is conveniently located near beaches, restaurants, shopping centers, and local attractions. Whether you envision a place to call home, a relaxing vacation retreat, or an income-producing investment, this property brings all three possibilities together. Don't miss the opportunity to make it yours!

3172 Harvardston Loop, Holiday

2925 Featherstone Drive, Holiday

2925 Featherstone Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Edgewood Gulf Trace Rep SubDv. ⋅ 34691 Zip Code

Welcome to maintenance free totally remodeled villa located at Edgewood of Gulf Trace in Holiday. This is one of the larger villas overlooking a huge back yard making it a perfect place to relax and call it home. The beautiful villa features an open split floor plan, vaulted ceilings and lots of windows for natural lighting. Tastefully remodeled 2 bedrooms, 2 baths with a huge living room/dining room combo, new luxury vinyl flooring, new kitchen with a breakfast area, Stainless Steel appliances (2022), shaker cabinets throughout with Quartz countertops, new ceiling fans and lighting fixtures, indoor laundry closet (new washer 2023, dryer 2016), and new sliders that lead to the outdoor patio and peaceful backyard (no back neighbors). There is an under sink water ultra filtration system installed in 2023. The roof and skylights are also new (2022). The spacious master bedroom has a walk in closet and a huge window overlooking the picturesque backyard that makes this house incredible. The master bath has tile, walk-in shower and a nice size vanity. The secondary bedroom is very spacious and has 2 windows that allow natural light into the room. This unit comes with one assigned covered parking space. Additional guest parking is available. Pets are welcomed (NO SIZE LIMIT!) The HOA covers the roof, community heated pool, exterior maintenance, exterior paint, basic cable, water, trash, sewer and pest control.

2925 Featherstone Drive, Holiday

3083 Marisa Place, Holiday

3083 Marisa Place, Holiday

4 Beds ⋅ 4 Baths ⋅ Vista Lks/Baileys Bluff SubDv. ⋅ 34691 Zip Code

As the community’s original model home, this beautifully maintained pool home in gated Vista Lakes at Bailey’s Bluff showcases extra architectural details and upgraded finishes that make it stand out. Built in 2014, this four-bedroom, three-and-a-half-bath home offers 2,880 square feet of living space, a dedicated office, and a three-car garage with two spaces arranged in tandem. Crown molding, tray ceilings, decorative wall treatments, and Mohawk engineered wood flooring in the main living areas bring warmth and character to its inviting layout. Double doors open to a front office with a decorative feature wall. Formal dining and an eat-in kitchen offer welcoming spaces for everyday meals and entertaining. The kitchen features KitchenAid appliances, stone countertops, upgraded cabinetry with 42-inch upper cabinets, a designer backsplash, under-cabinet lighting, and a pantry with a custom storage system. A staircase accented by stained oak handrails and decorative metal spindles leads upstairs. The expansive primary suite features a tray ceiling and beautiful board-and-batten-style detailing across three walls. Two oversized walk-in closets with custom storage systems provide generous organization. The beautifully appointed en suite bathroom offers tile flooring, separate vanities on opposite sides of the room, a garden tub, a remodeled walk-in shower with decorative tile and a frameless enclosure, and a private water closet. Two additional bedrooms share a Jack-and-Jill bathroom with a tub/shower combination, while the fourth bedroom enjoys its own en-suite bathroom. The laundry room is between the mudroom and the garage and has cabinets and a utility sink to add to everyday convenience. Sliding glass doors connect the family room to the screened pool area, where a paver patio provides inviting spaces for outdoor dining, lounging, and entertaining. The chlorine pool features a tanning ledge and a recently replaced pump, and a removable pool safety fence is included. Established landscaping enhances privacy around the fully fenced backyard, with beige vinyl fencing along the sides and metal fencing at the rear. Built-in indoor speakers complement the home’s entertaining spaces. Additional highlights include decorative exterior stone accents, a paver front entry, dual A/C units, hurricane shutters, an irrigation system with a rain sensor, and an epoxy-coated garage floor. With distinctive model-home details, thoughtful storage, an impressive primary retreat, and a welcoming pool setting, this home offers a beautiful place to enjoy the Florida lifestyle. This home is not in a flood zone, yet it is near the Gulf coast and has convenient access to beautiful beaches, waterfront parks, boating and fishing!

3083 Marisa Place, Holiday

3317 Bainbridge Drive, Holiday

3317 Bainbridge Drive, Holiday

2 Beds ⋅ 1 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code

Welcome to your beautifully remodeled 2 bed-room & 1 bath & 1 Car Garage home in highly sought after Holiday Florida, where comfort, style, and convenience come together in one perfect package. This move-in-ready gem features a BRAND NEW ROOF, fresh interior and exterior paint, and elegant laminate wood plank flooring throughout—no carpet in sight. It has brand new knockdown ceilings (no popcorn). The heart of the home is a stunning custom kitchen with brand-new wood cabinetry designed for effortless organization, sparkling quartz countertops and backsplash, stainless steel appliances. The home also boasts a large living room and spacious dining area and two generously sized bedrooms and an updated bathroom featuring new custom wall tile and a brand new gray vanity, new sink, faucet, and exhaust fan. Every space has been thoughtfully upgraded. Step outside to an enclosed lanai overlooking a large fenced in backyard with plenty of room for entertaining, relaxing and/or for a pool. It also has a second driveway which is perfect for storing your boat, RV, or toys. This expansive outdoor space offers unmatched flexibility. Additional highlights include a one-car garage with a brand-new hurricane-rated door and new opener. Conveniently located, the property is steps away from Downtown New Port Richey and the Anclote Coastal Trail for walking/biking. Just minutes' drive to the Anclote River Park where you can enjoy a swimming beach, boat launch, designated fishing areas and a pavilion for picnics! Less than ten minutes away from the famous Tarpon Springs Sponge Docks and close to shopping, restaurants and entertainment. Also 20 minutes to the expressway and 30 minutes to Tampa international airport! NO HOA and no CDDs - park your RV or boat or work truck with no issues. Don’t miss this stunning, move-in-ready home that offers both comfort and convenience. Schedule your visit today to experience this wonderful property for yourself! NOTE: The nearby Beacon Square Civic Association is accessible through an optional membership so that you can enjoy the beautiful swimming pool on hot Florida days. Come see this turn-key home. FLOOD ZONE X = no flood insurance is needed.

3317 Bainbridge Drive, Holiday

2437 Fieldcrest Court, Holiday

2437 Fieldcrest Court, Holiday

2 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv. ⋅ 34691 Zip Code

Lovely pool home with a large backyard and outdoor space! Don't be deceived by the front exterior of the home. This home is bigger on the interior and exterior than what you would think!! The home features 2 bedrooms, 2 full bathrooms, an office, a sunroom which can be used as a dining room, a kitchen with eat-in space, a living room with a wood burning fireplace, an interior laundry room and a 1-car garage. The home has a nice layout with split bedrooms (see attached floorplan). The kitchen is large, has double ovens, stainless-steel appliances and an eat-up bar! This home is clean and move-in ready. Roof 2018. New 200-amp panel with whole house surge protector 2026. A/C 2020. Hot water heater 2021. The outdoor area features an inground pool with solar heat, an outdoor cooking/bar area with a brick oven, dining area, lounge area, a firepit, a potting shed & garden space, a well for irrigation, and outdoor shower! The back yard has plenty of room for the kids and/or pets to play and even more room to park your boat and kayaks! This home is centrally located to the Anclote River, the Gulf of Mexico, Key Vista Nature Park, the Anclote Coastal Trail (which is right behind the house and offers over four miles of scenic paths that connect to the Pinellas Trail in Tarpon Springs), the Anclote River Park & boat launch, Fred Howard Park/Beach, schools, marinas, boating, fishing, waterfront dining, shopping, medical facilities and the Historic Tarpon Springs Sponge Docks. Welcome to the Florida lifestyle! This home is a must see and a pleasure to show!

2437 Fieldcrest Court, Holiday

2123 Bayou Drive, Holiday

2123 Bayou Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code

Waterfront living with Gulf access in Holiday. This 3-bedroom, 2-bathroom pool home at 2123 Bayou Dr sits on a saltwater canal with a private dock and seawall. It has 1,962 square feet of living space and a backyard made for the Florida boating lifestyle. Inside, the comfortable layout gives you room to spread out, with bright living areas for everyday living and hosting friends and family. The primary suite has its own private bath, and the two other bedrooms work well for guests, a home office, or hobbies. Step outside to your private pool overlooking the canal, the perfect spot to unwind and catch the breeze off the water. Tie up at your own dock, protected by a seawall, and cruise straight out to the Gulf of Mexico for fishing, sandbar days, and sunset rides. Boaters, kayakers, and anglers will love having the water right at their back door. You're minutes from Key Vista Nature Park, Anclote River Park, Gulf beaches, the historic Tarpon Springs Sponge Docks, and the shopping and dining along US-19. Clearwater, Tampa, and Tampa International Airport are an easy drive. Saltwater canal homes with a pool, dock, and Gulf access are hard to find. Schedule your private showing today.

2123 Bayou Drive, Holiday

4365 Tahitian Gardens Circle Unit E, Holiday

4365 Tahitian Gardens Circle Unit E, Holiday

2 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code

CORNER UNIT with a private location! 2-bedroom condo in Tahitian Gardens, a GATED 55+ community. This corner unit features oversized living room windows, private kitchen area that can be closed off from the rest of the unit, newer luxury vinyl wood floors, newer hot water tank (2023). Included is a washer/dryer for your convenience. This unit would make a great year-round home or winter retreat. Tahitian Gardens has many activities including shuffleboard, arts and crafts, a bicycling club, bingo, dominoes, cards and more. Take a walk around the beautiful lake or sit on one of the many benches and enjoy watching the wildlife. You can also spend time relaxing in the large, heated swimming pool or play pool in the club house. Easy access to shopping, dining, and public transportation. Walking distance to CVS, Walgreens and Aldi. Located off US 19 in Holiday, FL with quick access to the Gulf of Mexico beaches, Tampa, Clearwater and St. Pete are less than an hour drive. Low down payment financing available to qualified individuals. Leased through 1/14/2027.

4365 Tahitian Gardens Circle Unit E, Holiday

3024 Pineview Drive, Holiday

3024 Pineview Drive, Holiday

3 Beds ⋅ 2 Baths ⋅ Sand Bay SubDv. ⋅ 34691 Zip Code

Beautifully maintained 3-bedroom, 2-bath, 2-car garage, pool home on an oversized lot! This home features an open floor plan with kitchen/family room and a living room/dining room areas. The kitchen features wood cabinets, granite countertops, stainless-steel appliances and a separate eat-in space area. The cozy family room features a fireplace and has sliding doors to the beautiful outdoor area. Split bedrooms. Roof 2017. A|C 2020. Hot water heater 2016. The screened lanai has covered space that overlooks the pool. The large yard and outdoor space is perfect for entertaining and features a gazebo, a firepit, picnic table & swing, outdoor kitchen & bar, and there is a playhouse that is finished with an a/c and loft! The outdoor area has plenty of room for the kids and/or pets to play. There is also an area for a garden. The side yard/driveway has space to park a boat and/or RV. This home is centrally located to the Anclote River, the Gulf of Mexico, Key Vista Nature Park, the Anclote Coastal Trail (which offers over four miles of scenic paths that connect to the Pinellas Trail in Tarpon Springs), the Anclote River Park & boat launch, Gulf beaches, marinas, boating, fishing, waterfront dining, shopping, medical facilities and the Historic Tarpon Springs Sponge Docks. Welcome to the Florida lifestyle! This home is a must see and a pleasure to show!

3024 Pineview Drive, Holiday

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