Holiday Homes with Private Pool type

Holiday Homes with Private Pool type

Welcome to Holiday, Florida – a hidden gem nestled in the heart of Pasco County, where sunshine and tranquility meet! Known for its warm weather, beautiful landscapes, and friendly community, Holiday is the perfect place for those seeking a serene lifestyle with easy access to the vibrant attractions of the Tampa Bay area.

Imagine waking up in your dream home, stepping out into your private oasis – a sparkling pool surrounded by lush greenery and the soothing sounds of nature. Homes with private pools in Holiday offer the ultimate retreat, allowing you to unwind and enjoy the Florida sunshine right in your backyard. Whether you're hosting summer barbecues, enjoying a quiet evening swim, or simply lounging poolside with a good book, these homes provide the perfect setting for relaxation and entertainment.

The real estate market in Holiday boasts a diverse selection of properties, from charming single-family homes to modern designs that cater to every taste and budget. Many of these homes are conveniently located near local parks, shopping centers, and dining options, making it easy to embrace the laid-back Florida lifestyle.

In addition to its beautiful homes, Holiday offers residents a plethora of outdoor activities. With nearby beaches, golf courses, and nature trails, adventure awaits just around the corner.

If you’re ready to make a splash in Holiday, Florida, explore our listings of homes with private pools today. Your dream home is waiting – and it’s just a dip away!

Newest Holiday Homes with Private Pool type

3031 Bigelow Drive, Holiday
$290,000
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
$347,000
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
$430,000
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
$224,900
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
$649,900
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
2437 Fieldcrest Court, Holiday
$350,000
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
$579,900
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
3024 Pineview Drive, Holiday
$475,000
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
1539 Dartmouth Drive, Holiday
$320,000
3 Beds ⋅ 2 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Welcome to 1539 Dartmouth Drive! This beautifully updated 3-bedroom, 2-bath home in the heart of Holiday Lake combines modern style with inviting spaces. Enjoy a modern Florida room and a private office that provides a dedicated space for work or study. The newly renovated kitchen features granite countertops and wood cabinetry, while both bathrooms have been updated with a fresh, contemporary look. New closets with modern lighting add a stylish finishing touch. Beautiful above-ground pool with an open deck to enjoy the beautiful nature. Enjoy Florida living with convenient access to nearby beaches, Anclote River Park, and the famous Greek community of Tarpon Springs. With thoughtful updates and versatile spaces, this home offers a beautiful setting for your next chapter. Schedule your showing today!

1539 Dartmouth Drive, Holiday
3708 Holiday Lake Drive, Holiday
$369,900
3 Beds ⋅ 3 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Virtually Staged. INVESTOR OPPORTUNITY! NEW ROOF OCT 2026/ NO HOA / PAID-OFF SOLAR PANELS. This renovated 3-bedroom, 3-bath pool home offers approximately 1,726 SF and an adjacent area with its own private entrance that potentially may be used as an in-law suite, with separate driveway, bedroom, full bath and kitchenette, ideal for multigenerational living, extended family, guests, or potential rental income. The updated main residence features a kitchen quartz countertop, modern cabinetry, updated appliances, renovated bathrooms, Luxury vinyl and tile flooring, new baseboards, contemporary fixtures, and fresh interior/exterior paint. Enjoy a large screened pool with a new pump, filter, timer and lighting, plus the flexibility of a spacious corner lot. Major value-added features include FULLY PAID, SELLER-OWNED SOLAR PANELS, EV CHARGER, NO HOA, and a 2024 WHOLE-HOUSE REPIPE INCLUDING NEW MAIN WATER LINE. A rare combination of energy savings and major improvements at an attractive price point. Some photos have been virtually staged for visualization purposes only.

3708 Holiday Lake Drive, Holiday
1419 Blue Marlin Boulevard, Holiday
$500,000
4 Beds ⋅ 3 Baths ⋅ Gulfwinds SubDv. ⋅ 34691 Zip Code
SALTWATER POOL. NO REAR NEIGHBORS. 4 BEDROOMS + DEN. This Gulfwinds home brings together the space, privacy, and Florida lifestyle you are looking for. With 2,480 square feet and 3 FULL baths, the SINGLE-STORY split bedroom layout gives you plenty of room to spread out. The spacious kitchen opens to the family room, while separate living and dining areas add flexibility for entertaining, working from home, or simply having a little extra breathing room. Step outside to your own tropical retreat. The screened SALTWATER POOL offers plenty of space to relax, dine, and entertain, while NO REAR NEIGHBORS adds to the sense of privacy. And your furry friends will be happy with pet safe turf running under foot! Several of the big-ticket items are already done, including a NEW ROOF IN 2026, NEW WATER HEATER IN 2026, BRAND-NEW WATER SOFTENER, and A/C replaced in 2018. Gulfwinds offers a COMMUNITY POOL, SIDEWALKS winding throughout the neighborhood, and COMMUNITY PONDS for an evening stroll. And the location? You’re approximately 3 MINUTES FROM WATERFRONT DINING and just 5 MINUTES FROM THE TARPON SPRINGS SPONGE DOCKS, putting restaurants, shops, and one of the area’s most recognizable waterfront destinations practically in your backyard. Come see how much this home — and this location — has to offer.

1419 Blue Marlin Boulevard, Holiday
2831 Blossom Lake, Holiday
$379,900
3 Beds ⋅ 2 Baths ⋅ Holiday Lakes West SubDv. ⋅ 34691 Zip Code
This 3-bedroom, 2-bath home features fresh interior and exterior paint, new LVP flooring, and stainless steel appliances. The kitchen offers plenty of cabinet and counter space, a large window overlooking the backyard, and a breakfast bar that opens to the living area. The open living space features vaulted ceilings, mirrored accent wall panels, and French doors leading to the screened-in pool area. The backyard offers a peaceful screened pool, creating a great space for relaxing or entertaining.

2831 Blossom Lake, Holiday
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