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! Known for its warm, inviting atmosphere and stunning natural beauty, Holiday offers a delightful blend of suburban charm and coastal allure. Just a stone's throw away from the sparkling Gulf of Mexico, this vibrant community is perfect for those seeking a laid-back lifestyle with plenty of recreational opportunities.

In Holiday, residents enjoy access to beautiful parks, scenic waterfront views, and an array of outdoor activities. Whether you’re kayaking along the Anclote River or exploring the nearby beaches, adventure awaits at every turn. The city is also home to a variety of shopping and dining options, ensuring that you have everything you need right at your fingertips.

One of the most sought-after features of homes in Holiday is the private pool. Imagine coming home to your own personal oasis, where you can bask in the Florida sun, host barbecues with friends, or unwind after a long day. Homes with private pools in Holiday are designed for ultimate relaxation and entertainment, making them perfect for families, retirees, or anyone looking to enjoy the quintessential Florida lifestyle.

With a diverse selection of properties available, from charming single-family homes to spacious modern retreats, you’re sure to find the perfect residence to suit your needs. Discover the magic of Holiday, where your dream home with a private pool awaits – a tranquil haven in a vibrant community that truly feels like home. Come experience the best of Florida living in Holiday today!

Newest Holiday Homes with Private Pool type

1539 Dartmouth Drive, Holiday
$330,000
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
$379,900
3 Beds ⋅ 3 Baths ⋅ Holiday Lake Estates SubDv. ⋅ 34691 Zip Code
Virtually Staged. INVESTOR OPPORTUNITY! NO HOA / PAID-OFF SOLAR PANELS. This renovated 4-bedroom, 3-bath pool home offers approximately 1,726 SF and an adjacent area with its own private entrance that 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
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
1117 Rushmore Drive, Holiday
$399,000
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to this Amazing Waterfront 3-bedroom, 2-bathroom residence, complete with a versatile bonus room! This home features a two-car garage and a wealth of exceptional upgrades. Step inside to find new tile flooring throughout the entryway, kitchen, bonus room, and recent remodeled guest bath. Enjoy the elegance of crown molding and ample closet space, including his and her walk-in closets in the Primary suite. The remodeled baths boast luxurious finishes, with a heated whirlpool tub in the master bath for your relaxation. Safety and convenience are paramount, with hurricane-proof replacement windows and a new garage door. Outdoor living is at its finest with a boat lift, floating dock, and davits, perfect for boating enthusiasts. Dive into your large in-ground pool while enjoying breathtaking views of the Anclote River and the vibrant local wildlife, all set against the backdrop of a wide canal and a high seawall. This home is a true gem for anyone seeking a waterfront lifestyle. Don't miss your chance to make it yours! CALL TODAY FOR YOUR PRIVATE TOUR...

1117 Rushmore Drive, Holiday
3143 Pineview Drive, Holiday
$1,299,999
4 Beds ⋅ 4 Baths ⋅ Baileys Bluff Estates SubDv. ⋅ 34691 Zip Code
Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck, outdoor shower, travertine rear porch, and cedar trellis dining area—all with no rear neighbors. Step inside to soaring 10-14 foot ceilings, nine sets of French doors, and rare Santos Mahogany floors that exude timeless elegance. The chef’s kitchen is a masterpiece with granite counters, custom cabinetry, a large island, and a high counter perfect for entertaining. The first-floor primary suite is a true retreat with dual walk-in closets, private pool access, and an opulent spa bath with whirlpool tub and dual shower. Upstairs features a full secondary residence with three bedrooms, two baths, a massive living area, balcony with stunning sunset views, and a second laundry. The home also includes three spacious porches, a four-car garage with 14-foot ceilings, a six-inch slab, lift potential, and abundant workshop space. Luxury upgrades include impact windows, full hurricane strapping, exterior insulation, three new AC systems (2024), and a new tankless water heater. Baileys Bluff offers a community boat ramp, clubhouse, and parks, with nearby Anclote boat launch, marinas, waterfront dining, and the world-famous Tarpon Springs Sponge Docks accessible via quiet neighborhood roads. This estate blends sophistication, comfort, and waterfront living in one spectacular package.

3143 Pineview Drive, Holiday
5657 Oceanic Road, Holiday
$559,900
4 Beds ⋅ 4 Baths ⋅ Dodge City First Add SubDv. ⋅ 34690 Zip Code
Ok Let's try this again..... If space, comfort, and Florida living are at the top of your list, 5657 Oceanic Rd is a must-see! This beautifully maintained 4-bedroom, 3.5-bath home offers approximately 3,535 square feet of living space, giving you substantially more room than many of the surrounding homes. Two dedicated office spaces perfect for homeschooling or to set up arts and crafts. The spacious floor plan provides room to spread out, entertain, work from home, accommodate guests, and enjoy everyday Florida living without feeling cramped. The generous primary suite offers a private retreat, while the additional bedrooms provide flexibility for family. Step outside and enjoy your own private enclosed pool area, perfect for relaxing, entertaining, and taking advantage of Florida's year-round outdoor lifestyle. Assumable 2.37 VA loan for VA qualified buyers. Located in a quiet Holiday neighborhood with convenient access to beaches, the Sponge Docks, Honeymoon Island, Weeki Wachee Springs, shopping, restaurants, and Tampa Bay, this property offers both space and location. If you've been searching for a large Florida home without sacrificing location or lifestyle, this is the opportunity you've been waiting for.

5657 Oceanic Road, Holiday
2144 Harrison Drive, Holiday
$229,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Dev SubDv. ⋅ 34691 Zip Code
Short Sale. **Short Sale:** This 3-bedroom, 2-bath home features an in-ground pool and is located in the desirable Tahitian Development neighborhood, conveniently close to shopping, schools, and beaches. The property boasts a spacious, tiered yard enclosed by vinyl fencing. The family room is adjacent to the kitchen, making it easy for busy families to spend time together. Additionally, the home has a split floor plan that separates the living room from the bedrooms, ensuring privacy and comfort.

2144 Harrison Drive, Holiday
3748 Redwood Drive, Holiday
$244,900
2 Beds ⋅ 2 Baths ⋅ Tahitian Homes SubDv. ⋅ 34691 Zip Code
Move-in ready and beautifully updated, this charming 2-bedroom, 2-bath home features an oversized one-car garage, a brand-new above-ground pool with ladder, and inviting indoor-outdoor living spaces. The bright, open floor plan is ideal for everyday living and entertaining, while the spacious, fully fenced backyard provides plenty of room to relax, gather, or enjoy time with pets. Recent improvements include a new A/C system, water heater, kitchen appliances, washer and dryer, lighting, screened front and rear patios, outdoor pool shower, and above-ground pool—all completed in 2026. The hallway bathroom was also refreshed in 2026 with new flooring, vanity, faucet, and lighting. Additional upgrades include fresh interior paint (2026), vinyl flooring (2025), new windows (2025), a privacy fence (2025), and a roof installed in 2019. With no HOA and no flood insurance currently required, this property offers added flexibility and value. Enjoy a convenient location approximately eight minutes from the famous Tarpon Springs Sponge Docks, 36 minutes from Clearwater Beach, and 37 minutes from Tampa International Airport, with shopping, dining, employment centers, and Tampa Bay destinations within easy reach. Everything has been thoughtfully prepared for its next owner—simply unpack, settle in, and start enjoying your new home.

3748 Redwood Drive, Holiday
1324 Chancellor Drive, Holiday
$448,900
3 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to your own tropical oasis and the waterfront lifestyle you’ve been dreaming of! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a spacious bonus room is situated on a large lot along the Anclote River, offering approximately 70 feet of seawall and direct access to the Gulf. The sellers will have the solar panels removed and the roof replaced prior to closing, providing added peace of mind for the new owners. Inside, a desirable split-bedroom floor plan and new wood-plank tile flooring create a stylish and functional living space. The spacious living room flows seamlessly into the dining area, while sliding glass doors open to an expansive screened-in patio, bringing the best of Florida’s indoor-outdoor lifestyle home. A hallway off the main living area leads to two generously sized guest bedrooms. One features a private bathroom with convenient access to the pool area, while the second offers a large walk-in closet and easy access to the additional guest bathroom. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook—perfect for casual meals or morning coffee. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just beyond the primary suite, a large bonus room provides versatile space for a home office, den, nursery, gym, or additional living area. Step outside and discover your private Florida retreat. The expansive screened-in patio overlooks a sparkling swimming pool surrounded by stamped-concrete decking, while the large, fenced backyard provides plenty of space to relax, entertain, and enjoy the outdoors. A composite deck with pergola creates an inviting setting for outdoor dining, lounging, and soaking up the Florida sunshine year-round. And for boating enthusiasts, this property truly stands apart. Just steps from the deck, a composite boat dock with a 10,000-pound boat lift provides convenient access to the Anclote River and the Gulf. Spend the day boating, exploring nearby tropical islands, or enjoying the area’s beautiful sandy beaches—all from your own waterfront backyard. Bring your boat, your family, and your love of the water. This is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday
2641 Flintwood Drive, Holiday
$284,900
3 Beds ⋅ 2 Baths ⋅ Oak Hill SubDv. ⋅ 34690 Zip Code
This 3-bedroom, 2-bathroom home is located in the Oak Hill Unit neighbourhood. This home features a welcoming open floor plan that creates a seamless flow throughout the main living spaces, perfect for both everyday life and entertaining. The updated kitchen is beautifully appointed with granite countertops and stainless-steel appliances. For your privacy, the primary bedroom includes a dedicated attached bathroom. Step outside to discover your own private swimming pool, offering a great space to relax and unwind. Conveniently located near public schools and just a short drive to Gulf beaches, shopping, dining, and other amenities. Schedule your private showing today!

2641 Flintwood Drive, Holiday
2530 Arrowpointe Drive, Holiday
$499,900
3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 SubDv. ⋅ 34691 Zip Code
Welcome to this beautifully updated three-bedroom, two-bathroom pool home in the gated community of Key Vista in Holiday! Offering an impressive combination of thoughtful updates, smart-home technology, and resort-style amenities, this home is designed for comfortable and easy Florida living. Major improvements include a 2024 roof with a 25-year warranty, 2024 water heater, 2019 windows, 2021 Shaw Luxury Vinyl Plank flooring with 5¼-inch baseboards, and a 2020 AC compressor replacement featuring a 3-ton, 14 SEER heat pump with a 10-year warranty. The AC condenser is also from 2020. Additional updates include 2019 kitchen appliances, 2021 garage door opener and springs, 2017 washer and dryer, 2021 renovations to both bathrooms, and permanent exterior lighting installed in 2025. The open-concept interior offers a spacious and inviting layout with a large kitchen island perfect for meal preparation and casual dining, granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast nook overlooking the pool. A separate dining room provides additional space for entertaining. The spacious primary bedroom features a vaulted ceiling, ceiling fan, and relaxing pool views. The beautifully renovated primary bathroom features a dual-sink granite-top vanity, glass-enclosed shower, and newly tiled finishes, while the second bathroom was also renovated in 2021. Step outside and enjoy your private pool and fenced backyard, designed for effortless outdoor living. The pool features Hayward OmniLogic automation that allows you to control the pump, spa, and heater remotely from your smartphone, making it easy to turn everything on before you even step outside. The pool and spa lights can also be operated remotely, eliminating the need to go outside the screened enclosure to adjust switches. A 2025 salt cell replacement provides added convenience, while 2026 LED pool and spa lights offer enhanced lighting and remote operation. The pool also features beautiful natural travertine decking, a built-in pool-wall vacuum system, and an included Hayward robotic pool cleaner. The extended screened lanai features an Elite roof, creating additional covered outdoor living space. Smart technology continues throughout the home with a Sensi smart thermostat that can be controlled through your smartphone and a smart garage door opener that can notify you if the garage is left open too long or when you leave home. The home includes a generator that provides backup power for lighting, ceiling fans, and other select areas of the home that is prewired with a transfer switch, which was installed around 2023. Additional exterior features include gutters, a professionally installed drainage system, hurricane shutters for the entire home, front-door and Palladian-window mesh hurricane protection, and a professionally painted exterior using Sherwin-Williams Emerald Shield paint in 2021. Ring Doorbell and Ring security cameras provide additional smart-home convenience and security around the front garage area and pool lanai. The Key Vista community offers an outstanding lifestyle with a community pool, clubhouse, sport courts, and additional amenities, while the master association includes cable. Conveniently located near the J. Ben Harrill Recreation Complex, numerous parks and trails, dining and shopping options, and zoned schools. Schedule your showing today!

2530 Arrowpointe Drive, Holiday
3225 Hearthstone Court, Holiday
$459,500
3 Beds ⋅ 2 Baths ⋅ Glenwood Gulf Trace SubDv. ⋅ 34691 Zip Code
Recent Appraisal square footage is living space of 2151! Beautifully Updated 3-Bedroom Home on an Oversized Cul-de-Sac Lot Welcome home! This beautifully maintained 3-bedroom, 2-bath home sits on an oversized corner lot in a desirable cul-de-sac, offering extra space, privacy, and flexibility. With an impressive list of updates already completed, this home is truly move-in ready! 2019 — Exceptional Kitchen, Pool & Window Upgrades • Double-Pane, Impact-Rated Windows Installed, providing enhanced protection, energy efficiency, comfort, and peace of mind while also enhancing curb appeal and comfort. • Pool refinished and filtration system replaced. • Granite countertops add beauty, durability, and elegance. • Stainless steel appliances create a modern kitchen. • Soft-close kitchen cabinet drawers provide a premium finishing touch. 2020 — Added Protection • Gutters installed, helping direct rainwater away from the home. Well-fed irrigation system helps keep the lawn and landscaping looking green, healthy, and beautiful while providing an economical irrigation source. 2023 — Major System Improvements • Roof replaced, providing valuable peace of mind. • HVAC system replaced, keeping the home comfortable year-round. 2024 — Fresh Exterior • Exterior painted, delivering a fresh, attractive appearance and enhanced curb appeal. 2025 — Garage Upgrade • Garage door replaced, adding functionality, security, and curb appeal. NEW — Beautiful Flooring Luxury Vinyl Plank flooring has been newly installed throughout the main living spaces, creating a stylish, durable, and easy-to-maintain foundation. The Secondary bedrooms feature comfortable carpeting, creating cozy private spaces. Flexible Space to Make Your Own The home's 3-bedroom, 2-bath layout also offers additional space that can be transformed into an office, craft room, hobby space, or potentially a 4th bedroom, depending on your needs and applicable requirements. THE BIG STORY This home offers the rare opportunity to enjoy the benefits of years of thoughtful improvements without taking on the projects yourself. Major updates include the roof, HVAC, windows, pool, filtration system, gutters, exterior paint, garage door, kitchen features, irrigation system, and NEW flooring. Add the oversized cul-de-sac lot, private pool, flexible living space, and move-in-ready condition, and this home delivers an incredible combination of comfort, style, functionality, and value! Come see it, and make it yours!

3225 Hearthstone Court, Holiday
Start Your Search