Holiday Homes with Pool

Holiday Homes with Pool

Welcome to Holiday, Florida – a hidden gem nestled in the heart of Pasco County! This charming community is known for its picturesque landscapes, friendly atmosphere, and proximity to the stunning Gulf Coast beaches. Whether you’re seeking a serene retreat or a vibrant lifestyle, Holiday offers the perfect blend of both.

Imagine waking up in your dream home, where sunny skies and warm breezes greet you each morning. Holiday boasts a variety of homes for sale, many featuring inviting pools that promise endless summer fun. These properties provide a perfect oasis for relaxation and entertainment, allowing you to bask in the Florida sunshine or host delightful gatherings with family and friends.

The area is not just about beautiful homes; it’s also rich in recreational opportunities. With nearby parks, nature trails, and waterfront access, residents can enjoy outdoor activities year-round. From boating and fishing to leisurely strolls along the scenic coastline, Holiday offers a lifestyle that embraces the great outdoors.

Families will appreciate the excellent schools and community amenities, while retirees will find a peaceful environment to unwind and enjoy life. The local dining scene and shopping options cater to all tastes, ensuring you’re never far from your favorite comforts.

In Holiday, you’re not just buying a home; you’re investing in a vibrant community filled with warmth, charm, and endless possibilities. Come explore the homes with pools in this delightful area, and discover why so many are proud to call Holiday home!

Newest Holiday Homes with Pool

$399,000
3 Beds ⋅ 2 Baths ⋅ TB8551484 MLS
Welcome to this Amazing Waterfront 3-bedroom, 2-bathroom residence, complete with a versatile bonus room! This home features an oversized 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
$1,299,999
4 Beds ⋅ 4 Baths ⋅ W7889727 MLS
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
$579,900
4 Beds ⋅ 4 Baths ⋅ TB8550532 MLS
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 3,400 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 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
$114,900
2 Beds ⋅ 1 Baths ⋅ TB8550638 MLS ⋅ 4337 BLDG.
PRIVATE CORNER UNIT, two-bedroom condominium in Tahitian Gardens, an active 55+ gated community. This residence features newer flooring and expansive floor-to-ceiling windows overlooking the patio and spacious lawn. The kitchen is appointed with stainless steel appliances and granite countertops. The primary bedroom offers a generous walk-in closet and thermal windows. Ceiling fans are installed in the living room and both bedrooms, which also feature updated windows. An inside laundry/utility room includes a washer and dryer for your convenience. The property includes one assigned parking space, with multiple guest spaces available. Wide, paved sidewalks extend throughout the community and along the lake. Residents enjoy convenient access to a large, heated swimming pool, recreation center, and clubhouse, all located a short walk from the unit. Tahitian Gardens also offers a variety of activities, including shuffleboard, arts and crafts, a bicycling club, bingo, dominoes, card groups, and more. Dining, shopping, and public transportation are easily accessible, with CVS, Walgreens, Publix, and Aldi nearby. Tarpon Springs, the Sponge Docks, Sunset Beach, and Howard Park Beach are just minutes away. Tampa and Clearwater-St. Pete Airports are less than an hour’s drive. Low condominium fees provide additional value. Easy to see, schedule your appointment today!

4337 Tahitian Gardens Circle Unit E, Holiday
$229,000
2 Beds ⋅ 2 Baths ⋅ TB8548625 MLS
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
$94,900
1 Beds ⋅ 1 Baths ⋅ TB8550192 MLS ⋅ 32 BLDG.
NEWER AC SYSTEM! Welcome to this bright, well-maintained one-bedroom condominium in Tahitian Gardens, a gated 55+ community. Expansive floor-to-ceiling living room windows fill the residence with natural light and create an open, inviting atmosphere. The home features tile flooring throughout, a walk-in shower, and a kitchen equipped with brand-new stainless-steel appliances, including a range, range hood, and refrigerator. Ceiling fans are located in the living room, kitchen and bedroom. The patio offers a partial lake view, and a private parking space is conveniently situated directly in front of the unit. Residents can enjoy the large, heated swimming pool, scenic community pathways, and lakeside setting. Tahitian Gardens also offers a variety of activities, including shuffleboard, arts and crafts, a cycling club, bingo, dominoes, and card groups. The community is conveniently located near dining and shopping, with CVS, Walgreens, Publix, and Aldi just minutes away. A short drive to Tarpon Springs provides access to the Sponge Docks, Sunset Beach, and Fred Howard Park. Tampa International Airport and St. Pete–Clearwater International Airport are both less than an hour away. The property is easy to show, and all reasonable offers will be considered. This residence is an excellent option for a primary home or seasonal retreat.

4349 Tahitian Gardens Circle Unit C, Holiday
$115,000
2 Beds ⋅ 2 Baths ⋅ TB8548421 MLS ⋅ 4359 BLDG.
Welcome to your bright and inviting 2-bedroom, 1.5-bath condo in Tahitian Gardens, a desirable 55+ gated community with a low monthly maintenance fee of $282.00 where Florida living is all about relaxing, connecting, and enjoying life. Filled with natural light and offering a comfortable, low-maintenance layout, this home is the perfect place to settle in and enjoy everything the Florida lifestyle has to offer. And the best part? You’re not just buying a home - you’re joining a community. Residents enjoy a heated community pool, clubhouse, shuffleboard and a wonderful calendar of social activities including cookouts, bingo, fashion shows, dances, line dancing, sailboat races, and more. Card and game enthusiasts can enjoy mahjong, dominoes, and other games while getting to know the neighbors. With low HOA fees and plenty to enjoy right outside your door, there’s more time to do the things you came to Florida for — relax by the pool, meet friends, stay active at the gym, or simply enjoy a slower, easier pace of life. Location is another major highlight. You’re just minutes from shopping, restaurants, parks, and the beautiful beaches of the Tarpon Springs area, with the famous Sponge Docks only about 10 minutes away. Tampa International Airport is approximately an hour away, making visits from family and friends - and your own travels - convenient. Not in the flood zone!

4359 Tahitian Gardens Circle Unit B, Holiday
$244,900
2 Beds ⋅ 2 Baths ⋅ W7889528 MLS
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
$147,000
2 Beds ⋅ 2 Baths ⋅ TB8548377 MLS ⋅ 4333 BLDG.
Tucked away in a quiet, secluded corner of the gated Tahitian Gardens community, this desirable end unit offers extra privacy and effortless, low-maintenance living! The bright, single-story layout features zero carpet with durable luxury vinyl and tile flooring throughout, plus a primary bedroom complete with a private half bath, a spacious walk-in closet and a large laundry/utility closet too! Sip your morning coffee on the cozy front porch or head out to enjoy the community's sparkling pool, active clubhouse, and walking paths. The affordable monthly fee covers exterior and grounds maintenance, security, and amenities for complete peace of mind. A prime location right off US-19 close to shopping, dining, and Gulf beaches—it's the perfect choice for a perfect retirement, easy winter retreat, or smart investment! MOVE IN READY !

4333 Tahitian Gardens Circle Unit A, Holiday
$449,000
3 Beds ⋅ 3 Baths ⋅ TB8547859 MLS
Welcome to your tropical oasis and the waterfront lifestyle most people only dream about! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a bonus room is situated on a large lot along the Anclote River, featuring approximately 70 feet of seawall with direct Gulf access. Powered by solar, this stunning home offers a desirable split-bedroom floor plan and new wood-plank tile flooring throughout. As you enter, you'll immediately appreciate the spacious living area, which flows seamlessly into the dining room. Sliding glass doors open to an expansive screened-in patio, creating the perfect indoor-outdoor living experience. To the left, a hallway leads to two generously sized guest bedrooms. One features its own private bathroom with access to the pool area, while the second guest bedroom offers a large walk-in closet and is conveniently serviced by the additional guest bath. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just off the primary suite, a large bonus room provides flexible space for a home office, den, nursery, or additional living area. Step outside and discover your own private Florida retreat. The expansive screened-in patio overlooks a beautiful swimming pool surrounded by stamped concrete, while the large, fenced backyard provides plenty of room to relax and entertain. A composite deck with pergola creates an inviting space for outdoor dining, lounging, and enjoying the Florida sunshine year-round. For the boating enthusiast, this property truly shines. Just steps from the deck is a composite boat dock with a 10,000-lb boat lift, offering direct access to the Gulf. Whether you're heading out for a day on the water, exploring nearby tropical islands, or enjoying the area's beautiful sandy beaches, this waterfront home makes it easy to embrace the Florida lifestyle. Bring your boat, your family, and your love of the water—this is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday
$95,000
1 Beds ⋅ 1 Baths ⋅ TB8547070 MLS ⋅ 32 BLDG.
Welcome to easy Florida living in the active 55+ community of Tahitian Gardens! This charming 1-bedroom, 1-bathroom villa-style condo offers comfortable, low-maintenance living in a community where there is always something to do. Fresh interior paint and luxury vinyl flooring create a clean feel, while a newer water heater (2022) helps make this home truly move-in ready. Residents of Tahitian Gardens can take advantage of the community pool and a variety of activities and social events, including cookouts, fashion shows, bingo, shuffleboard, bocce ball, horseshoes, sailboat races, dances and line dancing. Game enthusiasts can enjoy pinochle, euchre, mahjong, dominoes and other card games. Located only 10 minutes from Tarpon Springs and sponge docks, this community is close to restaurants, shopping and activities. Whether you're looking for a full-time Florida home, a seasonal getaway, or a place to enjoy an active and social lifestyle, this villa offers an inviting opportunity to make Florida living simple.

4349 Tahitian Gardens Circle Unit G, Holiday
$284,900
3 Beds ⋅ 2 Baths ⋅ O6438494 MLS
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
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