Holiday Homes with Deed Restrictions Community Features

Holiday Homes with Deed Restrictions Community Features

Welcome to Holiday, Florida – a hidden gem nestled in the heart of Pasco County! This charming city offers a unique blend of serene suburban living and vibrant community spirit, making it an ideal place for families, retirees, and everyone in between. With its picturesque landscapes and proximity to the stunning Gulf Coast, Holiday is a haven for nature lovers and outdoor enthusiasts alike.

One of the standout features of Holiday is its welcoming neighborhoods, many of which boast homes with deed restrictions. These communities are designed to maintain a certain standard of living, ensuring that your investment is protected and your surroundings remain pristine. From beautifully manicured lawns to well-maintained amenities, these deed-restricted areas foster a sense of pride among residents, making them perfect for those who appreciate a well-organized community.

In addition to the aesthetic benefits, living in a deed-restricted community often means access to fantastic features such as community pools, parks, and recreational facilities. Enjoy leisurely strolls through tree-lined streets, or gather with friends and neighbors at local events and gatherings. The sense of camaraderie in these neighborhoods is palpable, creating a tight-knit atmosphere where everyone feels at home.

With its prime location, Holiday also offers convenient access to shopping, dining, and entertainment options, ensuring that you’re never far from the action. Whether you’re exploring the nearby beaches or enjoying a day out at local attractions, Holiday is the perfect backdrop for your next chapter. Discover the charm of this delightful city and find your dream home in one of its beautiful deed-restricted communities today!

Newest Holiday Homes with Deed Restrictions Community Features

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

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

Ibis Sub SubDv. ⋅ 34691 Zip Code

Build your Florida dream home in the exclusive gated community of Ibis, an intimate enclave of just 13 homesites with only a handful of custom residences currently built. This .29-acre homesite offers a wonderful sense of privacy with no rear neighbors, along with an easement area directly to the north that provides additional open space and gives the property an even more spacious feel. A beautiful mature oak tree adds natural character to the homesite and offers the opportunity to incorporate its shade and beauty into the design and landscaping of your new home. For buyers looking for inspiration or a head start on the building process, the seller also has plans for a custom home designed for the property and is willing to share them with an interested buyer. Enjoy a location that combines privacy with easy access to some of the area's best outdoor recreation. J. Ben Harrill Recreation Complex is just down the road, offering indoor pickleball, tennis, soccer and baseball fields, a gymnasium and a variety of recreational programs. Nearby Key Vista Nature Park and the Anclote Coastal Trail offer opportunities for walking, biking and enjoying nature, while Anclote Gulf Park and Anclote River Park provide convenient access to public boat ramps, waterfront recreation and the Gulf. Both Downtown New Port Richey and historic Tarpon Springs are approximately 15 minutes away, putting waterfront dining, local shops, festivals, the famous Sponge Docks and more within easy reach. With no rear neighbors, additional open space to the north and very few homesites remaining, this property offers a unique opportunity to design and build a custom home in a private gated setting close to everything that makes Florida's Gulf Coast lifestyle so appealing.

3034 Sheppards Crook, Holiday

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

3 Beds ⋅ 2 Baths ⋅ Vista Lks/Baileys Bluff SubDv. ⋅ 34691 Zip Code

Welcome to this well-maintained three-bedroom, two-bathroom home in Holiday, offering a comfortable split floor plan, spacious backyard, and no rear neighbors. A welcoming foyer entry leads into the open-concept living, dining, and kitchen areas, creating an ideal space for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, a walk-in pantry, and a center island with room for meal preparation and casual dining. Tile flooring flows throughout the main living areas, while ceiling fans are found throughout the home for added comfort. Sliding glass doors open to a covered patio overlooking the large backyard, providing plenty of room to relax, play, or enjoy the outdoors. The private primary suite includes an en-suite bathroom with a dual-sink vanity, glass-enclosed shower, and walk-in closet. Two additional bedrooms share a second full bathroom, and a dedicated laundry room adds convenience. Major updates include a 2016 roof, HVAC system, and water heater. Located near a community playground and park and close to a variety of dining options, this home offers a great combination of comfort, convenience, and outdoor space. Schedule your showing today!

3123 Mela Court, Holiday

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

3 Beds ⋅ 3 Baths ⋅ Preserve/Gulf Trace SubDv. ⋅ 34691 Zip Code

End-unit privacy, a first-floor primary suite, an expanded screened lanai, no rear neighbors and a wide green backdrop give this 2021-built townhome by Ryan Homes a combination that’s hard to find. Offering 1,813 square feet with 3 bedrooms, 2½ baths, an upstairs loft and an attached 2-car garage, the home pairs a smart two-story layout with thoughtful upgrades inside and out. Enter through the covered side entry into a soft neutral interior where the kitchen opens naturally to the main living and dining areas. Dark raised-panel cabinetry, granite countertops, ceramic tile flooring, and a spacious peninsula with a double-basin sink provide generous prep space, storage, and casual bar seating. Beyond, dramatic ceiling height and clerestory windows give the living and dining areas impressive volume, while multiple windows and sliding glass doors fill the space with natural light and draw the eye toward the greenery outside. The first-floor primary suite is comfortably proportioned for a complete bedroom set plus a sitting area, with neutral carpet, a ceiling fan, and two large windows. A full wall of closet storage is incorporated into the bedroom, while the ensuite bath adds a second walk-in closet, a dual-sink vanity with extensive storage, an oversized mirror, and a glass-enclosed tiled shower. Upstairs, two additional bedrooms share a full bath with a tub/shower combination, while the spacious loft creates valuable bonus space for a home office, media room, library, hobby area, or whatever fits your lifestyle. A dedicated laundry room provides space for full-size appliances and generous shelving. The outdoor living area is one of the home’s standout features. Added in 2021, the covered lanai flows into an extended screened patio, creating distinct spaces for lounging, dining and grilling. A ceiling fan, additional electrical outlets and switches, tropical plantings, and a fenced yard make the space especially usable, while the broad green backdrop creates an open feel at the rear of the home. Practical upgrades include double-pane windows; 3M security film on all windows and the sliding glass door; a Nest smart thermostat; a Vivint security system; GE whole-house water filtration; a Rheem water softener; and a leased Sunrun solar system with battery backup. Garage shelving and a Phantom retractable screen at the front entry add even more everyday function. The Preserve at Gulf Trace includes a community playground and fenced dog park with agility equipment, while the nearby 38-acre J. Ben Harrill Recreation Complex offers tennis courts, athletic fields, basketball, and more. Gulf Coast parks, beaches, Tarpon Springs, the Sponge Docks, shopping, dining and downtown New Port Richey are all within convenient reach, giving this home a setting that feels tucked away without leaving everyday destinations far behind.

3029 Jacob Crossing Lane, 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 ⋅ 3 Baths ⋅ Townes At Darlington, Townes/Darlington SubDv. ⋅ 34690 Zip Code

Virtually Staged. INVESTMENT PROPERTY. SOLD WITH AMAZING TENANT IN PLACE. NEW PRICE- SELLER MOTIVATED! Beautiful, three bedroom townhome in well maintained community. Townes at Darlington is close to everything! Built in 2023 the community is practically new! Lower level with living room, dining area, kitchen with breakfast bar, pantry and sliding access to covered rear patio with waterfront view. Stairs to access bedrooms. Large primary suite with walk in closet and en suite bath. En suite bath with double sinks and walk in shower. All bedrooms have ceiling fans. Laundry room on upper level with bedrooms. Guest bath with tub/shower. One car garage and one car driveway. Max 2 cars. Lease will be assigned at closing. Escrow will be transferred at closing.

2578 Charlan Court, 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

Start Your Search