Holiday Homes with Pool Community Features

Holiday Homes with Pool Community Features

Welcome to Holiday, Florida—a hidden gem nestled in the heart of Pasco County that perfectly blends serene living with vibrant community spirit. Known for its warm climate and friendly atmosphere, Holiday is an ideal location for those seeking a laid-back lifestyle without sacrificing convenience. With its proximity to stunning Gulf Coast beaches, lush parks, and a variety of shopping and dining options, this charming city offers the best of both worlds.

One of the standout features of Holiday is its array of homes with pool community amenities. Imagine coming home from a long day to your own private oasis, where you can unwind by your sparkling pool or host gatherings with friends and family in a picturesque setting. Many of the neighborhoods in Holiday are designed with community pools and recreational areas, promoting a sense of camaraderie among residents. These vibrant communities often feature lush landscaping, walking trails, and playgrounds, making them perfect for families and individuals alike.

The homes in Holiday are as diverse as its residents, ranging from cozy single-family homes to spacious properties that cater to all lifestyles. Whether you're a first-time homebuyer or looking to retire in a tranquil environment, you’ll find a variety of options that suit your needs.

With its welcoming atmosphere, beautiful homes with pool community features, and an abundance of outdoor activities, Holiday, FL, is a place where you can truly live your best life. Come explore the possibilities and discover why so many are choosing to call this delightful city home!

Newest Holiday Homes with Pool Community Features

$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
$94,900
1 Beds ⋅ 1 Baths ⋅ Tahitian Gardens Condo SubDv. ⋅ 34691 Zip Code
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 ⋅ 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
$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
$354,900
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
$545,000
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
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