Holiday Homes with Pool Amenities

Holiday Homes with Pool Amenities

Welcome to Holiday, Florida – a hidden gem nestled in the heart of Pasco County, where sunshine, serenity, and a vibrant community blend seamlessly to create the perfect living environment. With its picturesque landscapes, proximity to the Gulf of Mexico, and a wealth of recreational activities, Holiday is an ideal destination for those seeking a relaxed lifestyle infused with outdoor adventures.

One of the standout features of homes in this charming city is the abundance of properties boasting inviting pool amenities. Imagine coming home to your own personal oasis, where you can unwind in the refreshing waters of your private pool, host summer barbecues, or enjoy lazy afternoons basking in the sun. These homes with pool amenities cater to both families and individuals alike, providing a perfect backdrop for creating lasting memories with friends and loved ones.

Holiday's vibrant community offers a plethora of shopping, dining, and entertainment options, ensuring that you’re never far from the action. With nearby parks, nature trails, and waterfront activities, residents can embrace an active lifestyle while enjoying the stunning Floridian weather year-round.

Living in Holiday means you’re just a stone’s throw away from some of the most beautiful beaches in Florida, where you can soak up the sun or take part in thrilling water sports. Whether you’re a first-time homebuyer or looking to upgrade, the homes in Holiday with pool amenities provide a unique opportunity to enjoy the best of Florida living. Come discover your dream home in Holiday today – where every day feels like a vacation!

Newest Holiday Homes with Pool Amenities

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

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

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

3 Beds ⋅ 2 Baths ⋅ Key Vista Ph 02 SubDv. ⋅ 34691 Zip Code

Virtually Staged. 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

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! Bonus Opportunity!!!!! Golf cart available for purchase! The golf cart may be included with the sale of the home with a full-price offer.

2122 Waterview Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv. ⋅ 34690 Zip Code

Discover your own slice of paradise in this lakefront home in Tanglewood Mobile Village, this is a 55+ community with low monthly maintenance fee of $143.00 per month which includes lawn maintenance, garbage service, maintenance of year-around-heated pool, a very active clubhouse, shuffleboard courts, and much more. Home features load of storage shed, large, enclosed porch overlooking the lake, where you can watch all the wildlife, separate dining room, oh plus 2 walk-in closets, plus master bath in master bedroom. Home is furnished and ready for you to enjoy. Measurements are approx. Buyer to verify all information that is deemed to be accurate. Sold As Is.

3201 Brewster Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code

Welcome to Holiday Lake Villas, a 55+ community in Holiday! This affordable, move-in-ready, one level end unit villa offers 2 bedrooms, 2 full baths, and approximately 1,316 square feet of comfortable living space. The spacious kitchen features abundant cabinet space and overlooks the bright living room, where vaulted ceilings and plenty of natural light create an open and inviting atmosphere. The spacious primary suite includes a walk-in closet and a private bathroom with dual vanities. The home also features a generously sized second bedroom and an enclosed Florida room that provides flexible bonus space. Additional highlights include a new A/C system installed in 2026, a newer water heater, and a washer and dryer. Community amenities include a pool, clubhouse, shuffleboard courts, and gathering areas. Conveniently located near shopping, restaurants, historic Tarpon Springs, the Sponge Docks, parks, and Gulf Coast beaches. Enjoy easy Florida living in this welcoming community! Property is being sold as-is for the seller's convinience and has been priced accordingly.

3960 Sailmaker Lane, Holiday

2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv. ⋅ 34690 Zip Code

Partially furnished home with many newer features. New windows 2023, roof in 2025, refrigerator 2025, dishwasher 2026. Own your own land! Very active 55+ community with year-round heated pool, low monthly HOA ($143.00) that provides lawn care, trash removal, clubhouse, shuffleboard, and many community activities. No Rentals are allowed in this private community. Features primary bedroom offering both a walk-in and standard closet as well as en-suite bathroom, a second bedroom and full bath, office space with built-in desk and cabinets. Newer laminate floors, kitchen with eat-in area and built-ins. Screened in lanai with vinyl windows including an additional full-sized refrigerator, carport electric chair lift installed by the VA in 2025. Driveway long enough hold two vehicles and golf cart pad as well! Full sized 2023 washer and dryer in the attached shed along with newer water heater. Patio area behind shed. Designated outlet for a generator. Sold as-is. Buyers and buyer's agent to verify all information that is deemed to be accurate.

4645 Burney Drive, Holiday

2 Beds ⋅ 2 Baths ⋅ Tanglewood Mobile Village SubDv. ⋅ 34690 Zip Code

AC 2026!!! Looking for a Fixer Upper? Then look no further. This is the one. This is a 2 bedroom, 2 bathroom and you Own Your Own Land. Very active 55+ Mobile Home Community with low monthly HOA fee, no CDD! Bring your dog or cat as pets are welcome if they are under 25 lbs and no more than 2. Enjoy using the year round heated pool at the Clubhouse, Shuffleboard and nice Sunsets overlooking the ponds in the community. Great location close to shopping, restaurants and you could be at the beach within 30 minutes. Trash, ground maintenance, amenities, private maintained roads are included in the fees. Measurements are approximately and all information is deemed to be accurate and for buyer to verify. Sold As Is.

3203 Birkdale Drive, Holiday

1 Beds ⋅ 1 Baths ⋅ Holiday Lake Villas Condo SubDv. ⋅ 34691 Zip Code

Clean, Updated and Move in Ready, Non Flood Zone (X), and LOW HOA of $412/mo more than pays for itself! 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, updated 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

4 Beds ⋅ 2 Baths ⋅ Key Vista Ph 04 SubDv. ⋅ 34691 Zip Code

Virtually Staged. WOW! Take a look at this 4 BEDROOM, 2 BATHROOM, 3 CAR GARAGE POOL HOME LOADED WITH UPDATES AND UPGRADES IN THE STUNNING KEY VISTA COMMUNITY ON A QUIET CUL DE SAC. The open kitchen has been remodeled. THE CABINETS AND COUNTER TOPS HAVE BEEN REPLACED, NEW REFRIGERATOR, AND A NEW DISHWASHER. The QUARTZ KITCHEN ISLAND IS EXCELLENT FOR ENTERTAINING AND USING AS A CASUAL SPACE FOR BAR STOOLS. The big open family says bring your sectional and huge TV because there is plenty of room! THE SLIDERS TO THE POOL HAVE RECENTLY BEEN REPLACED AS WELL AS NEW WINDOWS IN THE BACK OF THE HOUSE. It sure feels like Florida here with the PLANTATION SHUTTERS and light bright colors and SPARKLING SWIMMING POOL. There are no rear neighbors, you can enjoy your pool and outdoor space in private. New interior paint in many of the rooms. THE PRIMARY BEDROOM HAS MORE THAN ENOUGH ROOM FOR A KING SIZE BED AND THE PRIMARY BATHROOM FEATURES A STAND UP SHOWER AND SOAKING TUB. There is enough room to stretch out with double sinks too! Some other noteworthy things about this very special home are HIGH CEILINGS, a NEW ROOF IN 2023, NEW AC IS 2017 AND A NEW HOT WATER HEATER. You don't have to go far to enjoy the community amenities! There is a huge heated pool, clubhouse, playground, tennis and pickleball courts, fitness center, and more. Key Vista Nature Park is about a mile away, Sunset Beach and Fred Howard Park in Tarpon Springs are just a short drive away!

2811 Ravendale Lane, Holiday

2 Beds ⋅ 2 Baths ⋅ Pinewood Villas SubDv. ⋅ 34691 Zip Code

Virtually Staged. Back on the market—buyer financing fell through. Discover this charming and spacious 2-bedroom, 2 full-bathroom villa in a truly tranquil, amenity-rich, ALL-AGES community. With a remarkably LOW HOA fee of $50 per month, this property is ideal whether you’re seeking a permanent residence or a seasonal retreat, and could be the perfect STARTER HOME for those just starting their homeowner journey. On arrival appreciate the well maintained exterior, pleasing front patio, three parking spaces with one covered. You will also note that this villa is in one of the quietest parts of the community with no through traffic, and it is just steps away from the beautiful community pool, the clubhouse and the community mailboxes. Step inside to a bright, open floor plan with soaring vaulted ceilings and clerestory windows that bathe the home with natural light. The well maintained kitchen features, newer stainless steel appliances, a double sink and a breakfast bar. The inside laundry room, which includes washer and dryer also serves as a storage room or pantry. Enjoy outdoor living in the expansive screened-in lanai—one of the largest in the neighborhood and a sizeable back yard—which offer the perfect spaces to relax or entertain year round. This home also features a - NEWER WATER HEATER, recently re-done ROOF 2022 and a well maintained HVAC system for peace of mind. The super low HOA fee of only $50 covers enjoyment of the sparkling community pool, shuffleboard, horseshoes, grilling area, shaded picnic tables complete with gated entry and restroom facilities all just steps away. Don’t miss your chance to own this well situated villa—convenient to all kinds shopping and restaurants and ~10 minutes from the world-famous sponge docks in Tarpon Springs, several coastal parks, fishing piers and beaches

4320 Fern Glen St, Holiday

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