Holiday Homes with Pool Community Features

Holiday Homes with Pool Community Features

Welcome to Holiday, Florida—a charming gem nestled in the heart of Pasco County. Known for its warm climate and friendly atmosphere, Holiday offers a delightful blend of suburban tranquility and vibrant community life. With its close proximity to the stunning Gulf Coast, residents enjoy easy access to beautiful beaches, recreational parks, and a variety of outdoor activities that make this area a haven for nature lovers and families alike.

One of the standout features of Holiday is its inviting homes with pool community. Imagine stepping into your backyard oasis, where you can unwind in your private pool, host summer barbecues, or simply soak up the sun in your own slice of paradise. These communities are designed with your lifestyle in mind, providing not only beautiful residences but also a sense of camaraderie among neighbors. Many homes feature spacious layouts, modern amenities, and meticulously landscaped yards, making them perfect for both relaxation and entertaining.

In addition to the stunning homes, Holiday boasts a plethora of community features that enhance everyday living. From well-maintained parks and playgrounds to local shops and restaurants, everything you need is just a stone's throw away. The area is also known for its excellent schools and healthcare facilities, making it an ideal choice for families and retirees alike.

Whether you’re looking for a serene retreat or an active community, Holiday, FL, with its inviting homes and pool communities, offers the perfect backdrop for your next chapter. Come and discover the warmth and charm that awaits you in this delightful Florida town!

Newest Holiday Homes with Pool Community Features

$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
$147,000
2 Beds ⋅ 2 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code
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
$95,000
1 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code
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
$337,900
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv. ⋅ 34691 Zip Code
Welcome to effortless Florida living in this meticulously maintained 3-bedroom, 2-bath, single-story villa, offering approximately 1,740 square feet of spacious, maintenance free living with the comfort and feel of a single-family home. Situated on a premium pond-view lot in the desirable Gulfwinds community, this inviting residence combines thoughtful upgrades, stylish finishes, and a carefree Florida lifestyle. From the moment you enter, the open-concept kitchen, dining, and family room create a warm and welcoming space designed for both everyday living and entertaining. The well-appointed kitchen features 42-inch nutmeg hardwood cabinetry, Caledonia granite countertops, an undermount double sink, modern appliances, glass-top range, microwave/exhaust hood, dishwasher, and a convenient closet pantry. Beautiful 18-inch ceramic tile extends through the wet areas and hallways, while crown molding, pendant lighting, and recessed lighting add a sophisticated finishing touch. The main living area features hand-scraped engineered hardwood flooring and a contemporary industrial-style ceiling fan. Sliding glass doors open to an extended screened lanai and oversized paver patio, creating an exceptional outdoor living space overlooking the peaceful pond—a perfect setting for morning coffee, evening gatherings, or simply enjoying the beautiful Florida surroundings. The spacious primary suite continues the engineered hardwood flooring and offers a generous walk-in closet and an ensuite bath with dual vanities, a relaxing garden tub, and a separate step-in shower. Two additional bedrooms provide excellent flexibility for family, guests, hobbies, or a home office. One bedroom is currently configured as a craft room, with cabinetry that can remain or be removed to suit the new owner's needs. Energy efficiency and peace of mind are also priorities here, with double-pane insulated windows, R-38 attic insulation, and advanced air-sealing techniques. The HVAC SYSTEM WAS REPLACED IN 2022, and the home carries an ENERGY STAR rating. Additional benefits include no CDD fees and a location that is not in a Special Flood Hazard Area. Gulfwinds offers the ultimate in low-maintenance living. Residents enjoy a heated community pool and beautifully maintained grounds, while the HOA takes care of many of the major exterior responsibilities, including lawn and shrub care, roof repair and replacement, exterior painting, high-speed internet, and cable service, including Hulu, Disney+, and ESPN. It's an ideal lock-and-leave lifestyle for seasonal residents, frequent travelers, or anyone who simply wants to spend less time on home maintenance and more time enjoying Florida. Conveniently located near marinas, parks, golf, shopping, and dining, this home is just minutes from the Gulf of Mexico and the world-famous Tarpon Springs Sponge Docks. Enjoy the tranquility of a beautifully maintained community while remaining close to the very best of the Florida lifestyle.

2219 Parrot Fish Dr, Holiday
$140,000
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code
Virtually Staged. Beautiful Corner unit in Holiday Lake Villas Condos. This beauty is located directly across from the Club House and Pool. There are 2 bedrooms and 2 bathrooms. The primary bedroom features sliding glass doors directly to the enclosed porch, a walk in closet, a mirrored dressing table as well as a dual sink vanity. The kitchen has a breakfast nook and a pass through to the living room, dining room. Unit has been beautifully updated with fresh paint, flooring and appliances. This condo was built in 1981 and has 1318 sq ft living area plus a 216 sq ft enclosed porch. Just perfect for a maintenance free winter home or a fulltime residence

3936 Sailmaker Lane, Holiday
$239,900
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
MOVE-IN READY! Welcome home to this charming 3-bedroom, 2-bathroom home featuring a desirable split-bedroom floor plan and spacious living areas. The large living room flows into the dining area, while the family room is open to both the dining room and kitchen, creating a great layout for everyday living and entertaining. Tile flooring runs throughout the home. The fenced backyard offers privacy and relaxation with a cute gazebo and no rear neighbors. An optional Civic Association offers access to a community pool. Enjoy an abundance of nearby recreational opportunities, including Anclote River Beach Park with boat ramp and fishing pier, Key Vista Nature Park, Eagle Point Park with playground and kayak trail, and Green Key Beach on the Gulf. Come enjoy your own piece of Paradise!

3431 Overland Drive, Holiday
$149,900
2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code
Come see this well-maintained 2-bedroom, 2-bath villa-style condo in the desirable Holiday Lake Villas community. This single-story home offers 1,114 square feet of comfortable living space with a practical layout and a number of attractive updates. The kitchen, fully redone in 2025, features bright white cabinetry, granite countertops, stainless steel appliances, and a convenient breakfast area overlooking the front of the home. The spacious living and dining areas feature durable wood-look flooring and open naturally to the enclosed Florida room through large sliding glass doors, creating an additional space to relax, entertain, or enjoy the Florida weather year-round. The Florida room also offers extra INTERIOR storage space that not every home in this community has. This home features all new windows replaced in 2025 as well, for YEARS of peace of mind. Both bedrooms are comfortably sized and offer ample closet space, while the two full bathrooms provide convenience for residents and guests. An interior laundry closet includes a full-size Samsung washer and dryer, and the home also comes with an assigned covered carport space. Outside, the property features a landscaped front entry and a private rear patio area overlooking a grassy common area. Holiday Lake Villas offers a low-maintenance lifestyle with community amenities including a clubhouse, pool, and recreational facilities. Conveniently located in Holiday with easy access to shopping, dining, parks, beaches, and the Tarpon Springs area, this home offers an excellent opportunity for anyone looking for a comfortable Florida residence in an established community.

3828 Sailmaker Lane, Holiday
$359,900
3 Beds ⋅ 2 Baths ⋅ Gulfwinds SubDv. ⋅ 34691 Zip Code
Maintenance-Free Living Meets the Florida Lifestyle! This beautifully designed 3-bedroom plus den, 2-bath villa offers 1,876 square feet of thoughtfully designed living space and truly lives like a single-family home—without the maintenance headaches. Best of all, it is not in a flood zone and offers a 2-car garage! Step inside to soaring ceilings and an inviting open-concept layout where the kitchen, dining area, and family room flow seamlessly together. The spacious kitchen is a standout, featuring 42-inch wood cabinetry, newer stainless steel appliances, an undermount sink, closet pantry, and an oversized granite island that is perfect for meal prep, casual dining, or entertaining friends and family. The private primary suite is your own retreat, complete with a large walk-in closet and a beautifully appointed en suite bathroom featuring dual granite vanities, an oval soaking tub, walk-in shower, and private water closet. Bedrooms two and three are thoughtfully located on the opposite side of the home, along with the second full bathroom, providing excellent privacy and flexibility for family, guests, or hobbies. The den with French doors makes an ideal home office, reading room, or additional sitting area. Outside, the screened-in paver lanai creates the perfect space to enjoy Florida's year-round outdoor living, while the privacy-fenced backyard provides an added sense of seclusion. The interior laundry room also offers valuable storage and convenience. This home has been lovingly updated with hurricane windows throughout (2023), a new A/C in 2021 with a 10-year warranty, hurricane-impact back door (2023), new garage door opener (2026), updated faucets and showerheads, updated lighting, and newer kitchen appliances. The low HOA fee makes life even easier by covering lawn service, internet, cable, exterior maintenance, roof replacement, and more. The community pool is just around the corner, giving you a convenient place to relax and enjoy the Florida sunshine without the upkeep of a private pool. Located in desirable Gulfwinds, you are close to schools, marinas, fishing piers, shopping, golf, dog parks, splash parks, and some of the area's most beautiful Gulf Coast destinations. Enjoy nearby Anclote River Park, Anclote Gulf Park, and the famous Tarpon Springs Sponge Docks, where you can explore unique shops, enjoy Greek cuisine, and experience local culture and events. A new walking and biking trail system also provides convenient connections to nearby parks and the Pinellas Trail. If you're looking for a beautifully updated home with the space and feel of a single-family residence, but the convenience of maintenance-free living, this Gulfwinds villa deserves a spot at the top of your list.

2220 Parrot Fish Drive, Holiday
$134,900
2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 34691 Zip Code
Come see this unique opportunity to own in the desirable, 55+ gated community of Tahitian Gardens! This partially furnished corner-unit condominium offers two bedrooms and one-and-a-half baths, making it ideal as a primary residence or second home. The bright, open living area features cross-cut tile flooring and floor-to-ceiling windows that fill the space with natural light. The kitchen flows into a separate dining area. The primary bedroom offers a walk-in closet and half bath, while the main bathroom features a full-size walk-in shower. An included washer/dryer add everyday convenience. Recent improvements include energy-efficient storm windows, a newer roof (2021), and an on-demand water heater (2022). A new AC System was installed in 2016. Relax on the private patio and enjoy a walk around the lake located directly behind the unit. Tahitian Gardens offers an active community lifestyle with a heated swimming pool, shuffleboard courts, two community buildings, arts and crafts, bingo, a bicycling club, and a variety of activities and events. Conveniently located near shopping, dining, Tarpon Springs, Howard Park Beach, and other Gulf Coast beaches, this well-cared-for condo is ready for you. Schedule your private showing today!

4330 Tahitian Gardens Circle Unit A, Holiday
$550,000
4 Beds ⋅ 3 Baths ⋅ Gulfwinds SubDv. ⋅ 34691 Zip Code
Welcome to 2309 Swordfish Ave, a beautifully maintained 4-bedroom, 3-bathroom, 2,462-square-foot single-story home situated on a spacious 10,320-square-foot lot in the desirable Gulfwinds community of Holiday, Florida. Offering an ideal combination of comfortable living space, thoughtful updates, privacy, and exceptional outdoor amenities, this home is designed for both everyday living and entertaining. The freshly painted interior features a spacious and versatile floor plan with tile flooring throughout the kitchen, breakfast nook, family room, living room, and dining room. The primary bedroom features attractive wood-look tile flooring, while the three additional bedrooms are carpeted. A dedicated office provides an ideal work-from-home space and features brand-new epoxy-resin flooring. Plantation shutters enhance the windows and sliding glass doors throughout the home. The kitchen offers granite countertops, a backsplash installed approximately two years ago, under-cabinet lighting, and a double-door refrigerator. The washer and dryer are included. The primary suite features an updated bathroom with new granite countertops, new tile, new faucets, a walk-in shower, and a walk-in tub. Additional improvements include a roof approximately three years old, a four-year-old HVAC system that has been recently serviced, and a tankless water heater. Outside, the private backyard is enclosed by a vinyl privacy fence and features a screened outdoor living area with a heated saltwater pool and heated hot tub, each equipped with its own separate pump. A newer double-wide side entrance can provide convenient access for a boat, recreational vehicle, or additional vehicle, subject to applicable HOA and county regulations. The property also features an irrigation system and a 3-car garage with newly installed aluminum attic steps for convenient access to additional storage. For added preparedness, the home features a dedicated generator connection with its own junction box and dedicated electrical circuits, providing a convenient setup for connecting a generator when needed. Residents of Gulfwinds enjoy community amenities including a nearby community pool, with HOA services covering community pool access, community grounds maintenance, cable TV, and internet. Gulfside Elementary in Holiday, Florida, closed in mid-2026 and has merged with Paul R. Smith Middle School K1-8. The two nearby, under-capacity campuses combined to form a single unified K-8 school operating at the Paul R. Smith site on Sweetbriar Drive. Conveniently located near the historic Tarpon Springs Sponge Docks, Belle Harbour and Port Tarpon Marinas, Fred Howard Park Beach, boating, dining, shopping, riding and walking trails, the Anclote River and Gulf parks, nearby islands, and spectacular Gulf Coast sunsets. With four bedrooms, three full bathrooms, a dedicated office, multiple living and dining areas, a 3-car garage, private fenced yard, heated saltwater pool and hot tub, tankless water heater, plantation shutters, and numerous recent improvements, 2309 Swordfish Ave offers an exceptional combination of comfort, functionality, and Florida outdoor living. Experience effortless Florida living in Gulfwinds—schedule your showing today!

2309 Swordfish Avenue, Holiday
$279,900
3 Beds ⋅ 2 Baths ⋅ Beacon Square SubDv. ⋅ 34691 Zip Code
Virtually Staged. Welcome to your beautifully updated Florida retreat in the heart of Holiday — a move-in-ready 3-bedroom, 2-bath home where modern finishes meet everyday comfort. Step inside and feel the warmth of a bright, open floor plan that flows effortlessly from the living room to the kitchen and into the enclosed Florida room, creating the perfect space for relaxing, entertaining, or enjoying quiet mornings with coffee. The stylishly renovated kitchen features white shaker cabinets, quartz countertops, and a convenient pass-through window that brings natural light into the home and makes hosting effortless. Both bathrooms have been tastefully updated, and the entire home shines with new luxury vinyl flooring, fresh interior and exterior paint, and a brand-new roof for peace of mind and long-term value. Enjoy the flexibility of an enclosed Florida room — perfect as a second living area, playroom, or home office — along with a fenced backyard offering privacy and space for pets, gardening, or weekend gatherings. A one-car garage adds convenience and storage options. Enjoy access to a sparkling pool, clubhouse, and playground, adding lifestyle amenities without the high HOA fees. And with the Gulf of Mexico, shopping, dining, parks, and recreation just minutes away, this home offers the perfect blend of comfort and convenience in a prime Holiday location. This beautifully refreshed home is ready for its next chapter — all that’s missing is you.

3128 Harvardston Loop, Holiday
$375,000
3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 02 SubDv. ⋅ 34691 Zip Code
Virtually Staged. ** Seller is willing to replace the roof with an acceptable offer.** Welcome to this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home in the desirable gated community of Key Vista! Thoughtfully refreshed, this warm and inviting home features luxury vinyl plank flooring, fresh interior paint, modern lighting and ceiling fans, beautiful bathrooms, a new water heater, and a new French-door refrigerator. Enjoy the low HOA fee (and no CDD) that includes cable and internet, along with resort-style amenities including a clubhouse, heated pool and hot tub, fitness center, tennis and pickleball courts, volleyball courts, playground, and optional RV/boat storage. Even better, travel out the back gate with convenient access to the community’s recreational amenities, putting them just a short walk from home. For added peace of mind, the property is located in Flood Zone X and sustained no damage from Hurricanes Helene or Milton. Inside, the spacious kitchen offers abundant cabinetry and counter space and flows comfortably into the living and dining areas, creating an inviting space for everyday living, casual meals, and entertaining family and friends. Step outside to the covered lanai and fully fenced backyard with vinyl privacy fencing—a private outdoor retreat perfect for morning coffee, relaxing at the end of the day, spending time with pets, or gathering with family and friends. Key Vista offers a wonderful Florida lifestyle with Anclote Nature Park, Anclote Beach, and the community recreation center nearby, plus convenient access to boating, fishing, shopping, dining, and the Gulf Coast. With its beautiful features, low HOA, gated-community amenities, private backyard, and location, this Key Vista home is ready to welcome its next owner!

2638 Big Pine Drive, Holiday
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