Holiday Homes with Pool Community Features

Holiday Homes with Pool Community Features

Welcome to Holiday, Florida, a charming community nestled in the heart of Pasco County that perfectly embodies the laid-back Florida lifestyle. Known for its warm weather, stunning natural landscapes, and friendly atmosphere, Holiday is an ideal destination for those seeking a serene yet vibrant place to call home. With its close proximity to the Gulf of Mexico, residents enjoy easy access to beautiful beaches, recreational activities, and an abundance of outdoor adventures.

One of the standout features of Holiday is its diverse range of homes, many of which boast private swimming pools. Imagine stepping into your backyard oasis on a warm Florida day, where you can unwind by the poolside or host delightful gatherings with family and friends. The homes in this community offer a blend of comfort and style, with spacious layouts and modern amenities that cater to all lifestyles.

In addition to the allure of homes with pools, Holiday is home to a wealth of community features that enhance the quality of life for its residents. Enjoy leisurely strolls through picturesque parks, take advantage of nearby golf courses, or explore the local shops and restaurants that add to the charm of the area. With a strong sense of community and a welcoming spirit, Holiday is not just a place to live; it’s a place to thrive.

Whether you’re looking for a peaceful retreat or an active lifestyle, Holiday, Florida, offers the perfect backdrop for your next chapter. Come and discover the beauty of this hidden gem, where your dream home with a pool awaits!

Newest Holiday Homes with Pool Community Features

$139,900
2 Beds 2 Baths Lake Conley Mhp SubDv. 34691 Zip Code
You'll love coming home to this beautifully remodeled 2-bedroom, 2-bathroom double-wide mobile home in the highly sought-after 55+ gated community of Lake Conley MHP, where you own the land! Enjoy peaceful water views from the spacious, fully enclosed front porch—the perfect spot to sip your morning coffee or unwind at the end of the day. From the moment you enter the meticulously maintained gates of Lake Conley MHP, you'll appreciate the pride of ownership, beautifully landscaped grounds, and welcoming atmosphere that define this exceptional community. Step inside this move-in-ready home—just bring your toothbrush! The light-filled, open floor plan has been thoughtfully updated with quality improvements throughout. The remodeled kitchen (2019) features new cabinetry and offers plenty of storage and workspace, while a new dishwasher was installed in 2025. Additional updates include new windows and blinds (2018), laminate flooring and subfloors (2018), remodeled bathrooms (2020), a new A/C system (2021), a decorative driveway (2022), a new electrical panel (2023), new porch screens (2023), new skirting (2024), and a roof resealed with a new vent installed (2025). Lake Conley MHP offers affordable living with low monthly HOA fees of just $63.82. This pet-friendly, golf cart community features an active social calendar, a heated swimming pool, shuffleboard courts, and a clubhouse. Residents also enjoy access to a private fishing dock and community boat ramp. RV and boat storage is available on-site for an additional annual fee, subject to availability (small spaces: $240/year; large spaces: $480/year). Conveniently located in Holiday, you'll be just minutes from shopping, restaurants, entertainment, beautiful Gulf beaches, Honeymoon Island, and the famous Tarpon Springs Sponge Docks. Tampa International Airport is approximately 35 minutes away, and Orlando's world-renowned theme parks are about a 90-minute drive. Don't miss this incredible opportunity to own a beautifully updated home in one of the area's most desirable 55+ communities. Pack your bags—you've just found your new home!

2122 Waterview Drive, Holiday

$350,000
3 Beds 3 Baths Beacon Square SubDv. 34691 Zip Code
Come see one of the largest homes in the neighborhood with almost 2,200 SF! This spacious and inviting home is MOVE IN READY with a SPLIT bedroom plan with 3 bedrooms, 2.5 bathrooms and a bonus room/game room/media room. The large kitchen has plenty of counter space with stone countertops and STAINELESS STEEL appliances and flows seamlessly to the living room, dining area and a breakfast nook. It is the ideal space for entertaining the whole family. In the front of the house, you'll find a bedroom and a full bathroom. Off the living room, you'll find the large primary suite with a wood burning fireplace and enough room for all your king size furniture along with a full bathroom and double sink vanity. The 3rd bedroom is in the back of the house next to the bonus room that can be used as a game room, media room and has a 1/2 bath with access to the garage. Add a barn door and you have the perfect space for your mother-in-law, guests or even teenager! The backyard is fully fenced in for your fur babies to roam with a shed for additional storage. Beacon Square neighborhood has an optional community center with a pool, playground, fitness center, and activities starting at just $23/month. Boat storage is available too for just $30/month. Conveniently located off Hwy 19, just south of State Rd 54 and minutes to downtown Tarpon Springs with shopping, restaurants and hospital nearby. Call me to schedule a showing today!

3652 Westchester Drive, Holiday

$125,000
1 Beds 1 Baths Holiday Lake Villas Condo SubDv. 34691 Zip Code
Welcome home to total ease and true maintenance-free Florida living at 3806 Staysail Ln, a beautifully updated, spacious single-story block construction villa in a peaceful 55+ community with no stairs to entry and no unit or neighbors above! Located in a non-flood zone, this home offers added peace of mind before you even step inside. This move-in ready villa has been thoughtfully updated with fresh interior paint, new waterproof LVP flooring throughout, 2019 AC and newer water heater, while the HOA takes care of the exterior maintenance so you can spend more time enjoying life. A reserved covered carport (#3806) is conveniently located directly in front of the villa, with plenty of guest parking available nearby. Large windows fill the home with natural light, creating an inviting atmosphere throughout. The thoughtfully designed floor plan offers room for a full living room set, an eat-in kitchen with newer cabinetry, clean appliances, and bar stool seating at the counter, plus a separate walk-in utility room and an additional outdoor storage room so you'll never run out of space. The washer and dryer are already installed and convey with the home. Unwind in your enclosed Florida room or lanai, open the windows to enjoy the gentle breeze, and take in tranquil pond and fountain views while watching duck families, blue herons, and other birds gather near the water. The oversized primary bedroom features a large walk-in closet, while the spacious bathroom offers a step-in tile shower and plenty of room to navigate comfortably. The low $412/month HOA fee covers water, sewer, trash, cable, internet, roof, exterior building maintenance, exterior painting, lawn and grounds care, and pest control. Outside your door, you can walk to the active clubhouse for card games, bingo, community BBQs, reserve the space for hosting large family gatherings, enjoy the community pool year-round, play shuffleboard, or take a peaceful stroll around the beautifully maintained neighborhood. Conveniently located just minutes from the world-famous Tarpon Springs Sponge Docks, beautiful Gulf beaches, shopping, dining, medical facilities, and everyday conveniences, you'll enjoy the perfect balance of peaceful living and an unbeatable Florida lifestyle. Opportunities to own a beautifully updated, single-story pond view villa in this community don't come along often. Two small pets are welcome, making this the perfect place to enjoy easy, maintenance-free Florida living.

3806 Staysail Lane, Holiday

$350,000
3 Beds 2 Baths Key Vista Ph 01 SubDv. 34691 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath home with a dedicated office and a 2-car garage, ideally situated on a quiet cul-de-sac in the highly desirable 55+ community of Key Vista. The versatile office is perfect for working from home, a hobby room, library, or can easily serve as a guest room. Designed for comfortable Florida living, the open floor plan seamlessly connects the kitchen, living room, and breakfast nook, with triple sliding glass doors leading to a covered lanai overlooking a private backyard—perfect for relaxing or entertaining. Plantation shutters throughout the home add both elegance and timeless Florida charm. The spacious kitchen offers abundant counter space, a built-in pantry, and plenty of cabinetry for storage. The primary suite features a large walk-in closet and an en-suite bath with a low-threshold walk-in shower for added convenience. Recent updates include a new 2022 roof, a 3-year-old A/C system, and a water heater approximately 5 years old. The home also features accordion hurricane shutters on all windows and is located in Flood Zone X, providing additional peace of mind. The low HOA fee includes lawn maintenance, exterior home painting, cable, internet, access to two clubhouses, two swimming pools, a fitness center, tennis and pickleball courts, and a community boat/RV storage lot (subject to availability). Conveniently located near Key Vista Nature Park, the Gulf, golf courses, the Tarpon Springs Sponge Docks, county parks, and the Pasco walking and biking trail system, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle. Furnishings are available upon buyer's request.

2542 Sandy Hill Court, Holiday

$160,000
2 Beds 2 Baths Lake Conley Mobile Ho Me Park Co SubDv. 34691 Zip Code
Whether you want seasonal residency or year round living, Lake Conley Mobile Home Park is the perfect place to enjoy the Florida lifestyle. This quiet, well-established 55+ lakefront community offers everything you could want – pet friendly, private boat ramp, fishing pier, clubhouse, heated pool, shuffleboard, and an array of social activities. There’s even parking space for your boat or RV for a small fee. What sets this home apart is the community itself – a close-knit, peaceful environment known for long-term residents, pride of ownership, and a welcoming atmosphere. Being sold partially furnished or unfurnished, this home features an attractive STAMPED CONCRETE DRIVEWAY, BRICK SIDEWALK for easy access to the backyard, METAL ROOF, ELECTRICAL 2023, INTERIOR PLUMBING 2021, A/C 2018, and WINDOWS ON LANAI REPLACED 2018. Inside you’ll find a comfortable, functional floorplan with laminate flooring throughout. Home features living room, dining room with wall-to-wall built-in hutch, kitchen, 2 bedrooms, 2 baths, enclosed front porch, and enclosed lanai that houses an extra refrigerator and storage shed with washer, dryer, and laundry tub. The efficient kitchen has pantry, backsplash, built-ins, microwave, dishwasher, refrigerator, and solid surface range. Primary bedroom has en-suite bath with large closet, walk-in shower, laundry holder, and linen cabinetry. Bedroom #2 features built-in drawers and it’s own bath with tub/shower combination Save money on your water bill with irrigation system that uses reclaimed water from community well. Centrally located with easy access to medical, dining, shopping, beaches, airport, and all that the Tampa Bay Area has to offer. Call for your private showing today!

2123 Oahu Drive, Holiday

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