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

$318,000
2 Beds ⋅ 2 Baths ⋅ Key Vista Ph 02 SubDv. ⋅ 34691 Zip Code
Welcome to this light and bright 2-bedroom, 2-bath home with a 2-car garage located in Key Vista, a desirable gated 55+ community near the Gulf of Mexico. NO FLOOD INSURANCE REQUIRED, and a NEW ROOF IS SCHEDULED TO BE INSTALLED PRIOR to CLOSING! Enjoy maintenance-free Florida living with an open layout, split-bedroom floor plan, no rear neighbors and a large screened-in porch perfect for relaxing and enjoying the Florida lifestyle. The welcoming foyer opens to the heart of the home, where the kitchen overlooks the spacious family room and features beautiful wood cabinetry, stainless steel appliances and a semi-formal dining area. The split-bedroom design provides added privacy for owners and guests, while an indoor laundry room adds everyday convenience. Key Vista is a beautifully planned community surrounded by manicured landscaping and offers an impressive array of amenities, including two clubhouses, heated pools, fitness center, tennis courts, volleyball, billiard room, library, two saunas, playground and more. Landscaping, irrigation system monitoring, basic cable and internet are included. The community also offers RV and boat storage for an additional fee. Enjoy living close to the Gulf of Mexico and Anclote River Park, with boat ramps, fishing piers, nature trails, marinas, public boat launches, swimming areas and waterfront parks nearby. Historic Tarpon Springs, famous for its Sponge Docks and waterfront restaurants, is just a short drive away. Howard Park Beach and Sunset Beach are also nearby, with Honeymoon Island State Park and Caladesi Island within easy reach. Enjoy the best of Florida's Gulf Coast lifestyle without giving up the convenience of a maintenance-free community.

2939 Wood Pointe 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

$114,900
2 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code
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

$115,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code
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

$449,000
3 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
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

Start Your Search