Holiday Club Real Estate, Homes, Condos for Sale in Odessa, FL

1 Beds ⋅ 2 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Virtually Staged. HUGE PRICE IMPROVEMENT! Now offered at $320,000! Whether you’re looking to downsize, escape the typical subdivision lifestyle, spend more time on the water or simply own something with a little more character, this home offers a rare combination of flexibility, low-maintenance living and access to the lake lifestyle that makes Holiday Club so special. Welcome to a little slice of Old Florida in Holiday Club, where lake life and a laid-back lifestyle are part of everyday living. This unique 1-bedroom, 1.5-bath home offers approximately 1,100 square feet of living space plus a loft/flex area that works beautifully as a home office, guest space, reading nook or hobby room. Holiday Club is a gated community with private roads and access to a lifestyle that’s getting harder to find. Within roughly three minutes of your front door, you can be at the community fishing docks, boat ramp, volleyball area, picnic tables and outdoor grills. Spend the morning fishing or kayaking, launch the boat for an afternoon on Lake Ann, then come home to your own low-maintenance retreat. The turf backyard keeps upkeep simple, while the detached, insulated 2-car garage with its own mini-split adds valuable flexibility for vehicles, storage, a workshop, home gym or hobby space. The home has been extensively updated over the years, including the roof, electrical wiring, plumbing and fixtures, flooring, appliances, windows, drywall, paint and lighting. A newer Mitsubishi mini-split system was installed in 2025 and includes a 10-year warranty. Additional improvements include an electric gate, concrete driveway, approximately 120-foot-deep private well with chlorine system, sand filter and water softener, plus a polyurethane septic tank and drain field installed in 2015. Just off Gunn Highway and minutes from Starkey Ranch, Holiday Club gives you that tucked-away, Old Florida feel without sacrificing everyday convenience. Shopping, groceries and dining are nearby, with Publix at Starkey Ranch Town Square, Keke’s Breakfast Cafe, Joey’s Italian Market, Chick-fil-A, Lowe’s and more within an easy drive.

1817 Beachway Lane, Odessa

$165,900

2 Beds ⋅ 1 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Tucked inside a private gated community in Odessa, this home sits in an area rich with local history. The neighborhood traces back to some of Odessa’s earliest settlers, with roots tied to one of the region’s original lumber mills that helped attract early investors and shape the area’s growth. What began as a quiet retreat for Tampa residents escaping the city has evolved into the sought after lake lifestyle that makes Odessa and Keystone so desirable today. This charming 1-bedroom, 3-bath home offers incredible potential for the right buyer ready to add their personal touch. Surrounded by a natural canopy of mature live oak trees, the community features peaceful, shaded streets with a slow-paced 10 MPH speed limit, creating a relaxed, country like atmosphere. Residents enjoy access to a spacious, multi-acre park on the shores of Lake Parker, complete with open green spaces beneath towering cypress trees perfect for picnics and gatherings. Amenities include a volleyball court, fishing dock, boat ramp, designated swimming area, and horseshoe pits. Nearby Lake Anne adds even more natural beauty, while a fully fenced playground provides a safe space for younger residents. The community also maintains an active Neighborhood Watch program, contributing to a secure and welcoming environment. If you’re looking for a place to unwind, enjoy lake living, and embrace a slower pace this could be the perfect opportunity.

1811 Beachway Lane, Odessa

$280,000

2 Beds ⋅ 1 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Step into this delightful 2-bedroom, 1-bath bungalow tucked within the tranquil, recreation-rich Holiday Club community of Odessa. Spanning 704 sq ft, this cozy home boasts modern comforts like quartz countertops and stainless-steel appliances, all set beneath the shade of lush, mature landscaping. Outside, a private backyard oasis includes an above-ground pool and convenient shed for storage or laundry. Enjoy lake days without the upkeep: this gated, golf-cart friendly community features a private beach, dock, playground, sand volleyball, and picnic areas—all within easy reach. Whether you're looking for a charming full-time home, low-maintenance retreat, or attractive rental, this property delivers the perfect blend of relaxation and accessibility—just minutes from top schools, shopping and dining.

1835 Beachway Lane, Odessa

$495,000

3 Beds ⋅ 3 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

***BACK ON THE MARKET. BUYER FINANCING FELL THROUGH.*** Welcome to lakefront living at its finest! This stunning 3-bedroom, 3-bath home with a 2-car garage is nestled in the highly sought-after, gated community of Holiday Club a private enclave featuring access to a pristine chain of three ski lakes, including beautiful Lake Ann. Enjoy breathtaking water views and modern comforts throughout. The primary suite boasts a spacious walk-in closet with a built-in safe, offering both luxury and peace of mind. Thoughtfully updated, the home features Pella windows and doors, a 2-year-old roof, water softener, and a whole-house water purification system. This golf cart-friendly community offers resort-style amenities including a community park, private boat ramp, and top-rated schools nearby perfect for both full-time residents and weekend getaways. Opportunities like this in Holiday Club don’t come often. Come see what true lakefront luxury feels like—schedule your private tour today!

1638 Beachway Lane, Odessa

$100,000

Holiday Club SubDv. ⋅ 33556 Zip Code

A rare find in the best kept secret of Odessa. Holiday Club is Odessa's hidden treasure... a charming, gated community with lots of canopy oak trees throughout and SKI LAKE ACCESS to Lake Ann, one of the most desired lakes in the area. Vacant lots are hard to come by in Odessa. The lot size is 60 x 125. Community fee's are low at just $275 a year for the vacant lot and $550/year once you have a home on it. Gated community with boat ramp, lake access, paved roads, playground, sand volleyball & basketball courts. Feel like you're on vacation all year...bring your fishing pole, jet ski or boat, you can use them all right here. Paradise in Odessa awaits!

Weekend Lane, Odessa

$530,000

6 Beds ⋅ 3 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Luxury Lakefront Living in the Gated Community of Holiday Club! Welcome to your dream retreat—this fully renovated 6-bedroom, 3-bathroom lakefront home offers the ultimate in waterfront lifestyle and modern comfort. Nestled in the highly sought-after Holiday Club, a private, gated community featuring a chain of three breathtaking ski lakes, this property offers both seclusion and adventure in equal measure. Step inside to discover a thoughtfully designed layout with two full master suites, ideal for extended families, guests, or even dual living arrangements. Every inch of this home has been updated with high-end finishes, from sleek modern bathrooms to luxury flooring and fixtures. The open-concept living spaces are perfect for entertaining or relaxing, with expansive windows and doors that showcase the unobstructed PANORAMIC LAKE VIEWS—a truly priceless feature that sets this property apart. Whether you're starting the day with a cup of coffee while watching the sunrise or ending it with a glass of wine on the upper deck during sunset, you'll never tire of the ever-changing beauty right outside your window. The second-story composite deck provides the perfect vantage point, while the screened-in lanai on the lower level offers a shaded, bug-free space to unwind just steps from the water. Additional highlights include: NEW ROOF (2023), Short-Term RENTALS ALLOWED – excellent income potential, lush, wooded views across the lake for added privacy and serenity Spacious layout perfect for families, gatherings, or investment This is more than just a home—it's a lakeside lifestyle that many dream of. Come see what luxury lakefront living truly feels like. Opportunities like this in Holiday Club don’t last long—schedule your private tour today!

1700 Beachway Lane, Odessa

$433,000

4 Beds ⋅ 3 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Here is your chance to own lakefront access property for under $500k! ADDITIONAL PARCEL INCLUDED IN THE SALE GIVES YOU DIRECT ACCESS TO LAKE ANN/LAKE PARKER and chain of lakes. New Roof! Renovate to your liking and own an absolute hidden gem in a gated community.

13949 Friendship Lane, Odessa

$505,000

3 Beds ⋅ 2 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

SELLER IS OFFERING A 15k CREDIT TOWARDS THE KITCHEN REFRESH!!!! Allowance may be used towards buyers closing cost, rate buydown and prepaids. COUNTRY ROADS... TAKE ME HOME! If you're searching for peaceful country living just minutes from Trinity, look no further! Nestled in a gated community with a private boat ramp on a chain of three serene lakes, this property offers the true essence of country-style living. This stunning 3-bedroom, 2-bathroom home has been updated and boasts a massive driveway, a charming barn, and an upstairs GUEST HOUSE. The owners have poured their heart and soul into transforming this home into a custom masterpiece. The open floor plan provides generous living spaces that seamlessly blend indoor and outdoor living. Step outside onto the private wood deck patio, perfect for enjoying the natural surroundings. With a new metal roof installed in 2018 and new windows, this home is truly turn-key and ready for you to move in and start living the dream. Homes in this community are rarely available and when they are, they don't last long—this one is a gem! Don’t miss your chance to own this slice of paradise—schedule your appointment today before it's gone! NO CDD!

13805 Nice Lane, Odessa

$657,000

4 Beds ⋅ 2 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

UNIQUE COMPOUND WITH APARTMENTS: Previous buyer financing fell through. Discover the opportunity to own a stunning home in the desirable Holiday Lakes neighborhood of Odessa on 1/3 ACRES. Everything in this home is BRAND NEW! This meticulously maintained home offers exceptional features and upgrades, making it a rare find. The MAIN HOME has 4 Bedrooms, 2 baths, plus and office at 1900 sq foot. There is ADDITIONAL LIVING SPACE ABOVE THE GARAGE of 840 sq ft that has a double mother-in-law suite (TWO APARTMENTS: 1 BED/1 BATH EACH WITH SEPARATE KITCHENS AND BATHS) that is perfect for extended family or Airbnb rentals. APARTMENTS COME WITH SEPARATE WASHER/DRYER IN GARAGE BELOW. The detached garage also has 840 sq ft. The home is completed updated with modern features throughout. Brand new roof, gutters, NEW HVAC, electrical and insulation. INSIDE FEATURES: Completely remodeled kitchen and baths with all-new modern cabinetry, fixtures, and appliances. Gigantic kitchen island, vaulted ceilings, and LED lighting throughout. Ethernet cables installed at all TV and computer locations. OUTSIDE FEATURES: New paver driveway with space for up to 9 vehicles. Two large, brand-new wooden decks (front and back) on a spacious lot over COMMUNITY FEATURES: Nestled in a tree-filled community surrounded by 3 lakes with private lake access and amenities. Private lake access with beach. Boat ramp and fishing docks. Volleyball court, basketball court, grills, and horseshoe area. New amenities on the way! Boat and RV-friendly neighborhood. TOP RATED SCHOOLS: This home is located in a top-rated school district (Odessa Elementary, Seven Springs Middle, Mitchell High) adding even more value. Don’t miss this chance to own a piece of lake life!

13833 Vacation Lane, Odessa

$420,000

3 Beds ⋅ 2 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Welcome home to this charming 3-bedroom, 2-bath private oasis, nestled in the highly sought-after gated community of Holiday Club. This home features an open-concept living, dining, and kitchen area, perfect for entertaining or relaxing with family. A brand NEW ROOF adds peace of mind, while the cozy and inviting wrap-around porch offers the ideal spot to unwind and enjoy the beautiful surroundings. The newly remodeled master bath is truly a showstopper, featuring a luxurious freestanding tub, separate shower, and a double vanity—creating a spa-like retreat. Whether you're enjoying the spacious interiors or the outdoor charm, this home provides the perfect balance of comfort and style. Holiday Club is a GOLF CART FRIENDLY neighborhood, perfect for cruising to the fun Christmas golf cart parade and year-round events. The community is filled with friendly neighbors who look out for one another, with regular potluck gatherings, an annual Easter egg hunt, a grand 4th of July firework display, and plenty of waves from passing neighbors. This hidden gem in Odessa is zoned for top-rated schools, with school bus pickup right outside the community gate. The community offers fantastic amenities, including a playground with a swing set, basketball court, and a private beach with a boat ramp, volleyball court, horseshoe games, picnic tables, and a community dock—ensuring endless outdoor fun for all ages. Enjoy peace of mind with NO FLOOD ZONE and a low HOA fee of just $550 per year, covering all these amazing amenities. The community is surrounded by a chain of three ski lakes, providing an idyllic setting for relaxation and recreation. Don’t miss the chance to make this beautiful property your own in the heart of a vibrant, friendly community!

13834 Vacation Lane, Odessa

$335,000

2 Beds ⋅ 1 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Welcome to this charming 2-bedroom, 1-bath private oasis, nestled in the highly sought-after gated community of Holiday Club. Fully remodeled, this home features new windows, wood flooring, stainless steel appliances, a cozy fireplace, and a built-in closet system. The bathroom includes a double vanity, and the tin roof adds a unique touch to this one-of-a-kind property. Located beneath majestic oak trees, the neighborhood is rich with history and character, offering a true sense of community. Holiday Club is a GOLF CART FRIENDLY neighborhood, perfect for cruising to the fun Christmas golf cart parade and year-round events. The community is filled with friendly neighbors who look out for one another, with regular potluck gatherings, an annual Easter egg hunt, a grand 4th of July firework display, and plenty of waves from passing neighbors. This hidden gem in Odessa is zoned for top-rated schools, with school bus pickup right outside the community gate. The community offers fantastic amenities, including a playground with a swing set, basketball court, and a private beach with a boat ramp, volleyball court, horseshoe games, picnic tables, and a community dock—ensuring endless outdoor fun for all ages. Enjoy peace of mind with NO FLOOD ZONE and a low HOA fee of just $550 per year, covering all these amazing amenities. The community is surrounded by a chain of three ski lakes, providing an idyllic setting for relaxation and recreation. Don’t miss your chance to own this truly unique property!

1907 Beachway Lane, Odessa

$278,000

2 Beds ⋅ 1 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Welcome to Holiday Club in Odessa, a hidden treasure with so much to offer. Rare find with ski lake access to gorgeous Lake Ann. Residents who live here get to enjoy this beautiful ski lake with use of the private boat ramp...so bring your boat, jet ski, paddle board, canoe & fishing pole. There is a community beach area with boat launch, fishing dock, swimming area, picnic tables, BBQ grilles, volleyball, basketball courts and playground. This community is so unique, you'll fall in love with the ambiance. As you wind around the streets, you'll see it's a great place for a golf cart, bike or to just go for a stroll amongst the shaded oak trees. This home is located on a corner lot with a circle drive, lots of room for parking a boat or camper. Large fenced in backyard with firepit, storage shed and two covered gazebos including a HOT TUB that's ready to use! This backyard is great for entertaining, lots of room to relax & unwind. Inside features laminate flooring, high ceilings, open living/dining room with a breakfast bar, granite countertops, all stainless-steel appliances, farmhouse sink with gooseneck faucet & a coffee bar. Some of the updates include a new roof in 2014, new hot water tank in 2016 with new well pump/electronics in 2023. Holdiay Club is a gated community with private boat ramp, ski lake, minimal restrictions with a low fee of just $550/year. Sought after community with so much to offer, come see what it's all about.

13736 Nice Lane, Odessa

$455,000

4 Beds ⋅ 2 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Nestled in the exclusive community, HOLIDAY CLUB of Odessa, this fully remodeled 4-BEDROOM, 2-BATHROOM home is a modern oasis of comfort and style. As you enter into the heart of the home, you are immediately greeted by a spacious OPEN CONCEPT kitchen and living room. Featuring a gorgeous ELECTRIC FIREPLACE detail set against a custom stone wall, creating a warm and inviting ambiance to the space. Just outside of your living room sliders, you enter into the screened-in back porch with custom tongue-and-groove wood ceiling and views of the fully fenced back yard. The perfect outdoor space for relaxation or entertaining guests! The spacious 2-car garage provides ample storage and convenience, with plenty of additional parking in the paver driveway! Updated head-to-toe with so many improvements, including a NEW roof, NEW air handler and NEW electric panel! The chefs kitchen features new SHAKER CABINETS with QUARTZ COUNTERTOPS and a STAINLESS STEEL APPLIANCE SUITE. This unique property is located in a community with so much history and charm, layered beneath the oak trees! GOLF CART FRIENDLY with a fun Christmas golf cart parade to look forward to! This neighborhood is truly ONE-OF-A-KIND and the type of community where everyone looks out for each other. Large pot-luck gatherings occur often at the community beach, the annual Easter egg hunt for the littles, a huge firework display and cookout for the 4th of July, and constant waves from neighbors passing by! Truly a hidden gem of Odessa. Zoned for TOP-NOTCH SCHOOLS just minutes away, with school bus pickup right outside of the community gate. Centrally located just 12 minutes to the Veterans Expressway, and just 30 minutes to Tampa International Airport. The community offers a playground with swing set + basketball court. The private beach boasts to its residents a PRIVATE BOAT RAMP, VOLLEYBALL COURT, HORSE-SHOE GAMES, COMMUNITY DOCK, PICNIC TABLES AND MORE... ensuring endless outdoor fun for all ages! NO FLOOD ZONE and a low HOA of only $550/year for all those great community amenities!!! This gated neighborhood offers not only security but also a vibrant, active lifestyle amidst the old Florida natural beauty. Don't miss the opportunity to own this exquisite home in one of Odessa's most sought-after neighborhoods!

13914 Friendship Lane, Odessa

$243,000

1 Beds ⋅ 1 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

This tastefully renovated bungalow is located in a private gated community on picturesque Lake Ann. Offering one bedroom and one bathroom, this charming property serves as an ideal winter retreat, an attractive addition to an investment portfolio with its established short term rental status, or a permanent residence exuding undeniable charm. Situated in a hidden oasis of a community, this home provides a tranquil escape with a plethora of amenities for relaxation, embodying the essence of classic Florida allure. Picture yourself unwinding on the screened porch surrounded by majestic Florida oak trees or taking leisurely walks along the tree lined streets or the serene lakeshore, immersing yourself in the beauty of nature. A short stroll away, you'll find the private community park, complete with playgrounds, basketball courts, a private beach, a fishing dock, BBQ areas, picnic tables, a volleyball court, and a private boat launch onto the scenic Lake Ann. Enjoy a variety of water activities like boating, fishing, water skiing, or kayaking, embracing the natural splendor of Florida. This meticulously remodeled home boasts a stunning bathroom with exquisite finishes, a spacious kitchen, a cozy bay window bench seat, updated flooring, newer hurricane impact windows, wainscoting, modern exterior siding, newer septic system, and freshly painted interiors. Notably, the home is offered fully furnished, ensuring a seamless transition to a serene Florida lifestyle. Properties within this highly sought-after community are rarely available, reflecting its peaceful ambiance and strong community spirit. Despite its tranquil setting, essential amenities such as restaurants and shopping are conveniently located nearby. With the Suncoast Parkway/Veterans Expressway just minutes away, easy access to vibrant cities like Tampa, Clearwater, and St. Petersburg is readily accessible. Seize the opportunity to own this exceptional home in a remarkable community.

1840 Weekend Lane, Odessa

$413,000

4 Beds ⋅ 2 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

This home has been tastefully remodeled with a modern farmhouse flare from top to bottom and is located in a one of a kind gated neighborhood oasis, Holiday Club. With tropical landscaping and a canopy of trees over the roads, you'll wonder if you are still minutes from the Veterans Expressway and Tampa. As you enter the neighborhood (Similar to an HOA community but set up as a Trust) you will quickly realize just how unique the community really is. New vinyl flooring, 5 inch baseboards, fresh paint. New cabinets, granite, appliances, and backsplash in the kitchen. New bathrooms from top to bottom. New roof, water heater, and pressure tank for well pump. Two filtration systems for water. AC 3 years. The fireplace has been tastefully remodeled with shiplap and granite. Don't forget the community beach lake access with picnic tables, volleyball court, basketball court, and a playground. The small lake across from the house has access and leads to the 2 larger lakes. You really can not appreciate the uniqueness of this property without seeing it for yourself! Odessa is known for its country like feel with a quick commute to Tampa and this house does not disappoint. If you are searching for a property in the suburbs but not in a development this one might be for you! Close to shopping, groceries, and dining.

13941 Friendship Lane, Odessa

$260,000

2 Beds ⋅ 1 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

Escape to your serene lakeside oasis in Odessa! Welcome to Holiday Club, an exclusive gated lake community nestled amidst a lush canopy of trees. While not directly on the lake, it's just steps away, offering effortless access to water activities and community amenities on foot, bike, or a quick ride. This enchanting 2-bedroom, 1-bath bungalow boasts 704 sqft of inviting living space. Revel in the elegance of Cambia Quartz countertops and stainless steel appliances in the kitchen. Outside, unwind by the above-ground pool in a meticulously landscaped yard, ideal for entertaining or escaping the hustle and bustle of daily life. A convenient shed provides extra storage and laundry facilities. Holiday Club is a haven for recreational enthusiasts, featuring a park with a private beach, dock, sand volleyball court, picnic area, playground, and basketball courts. Situated in a top-rated school district, it's also conveniently close to medical centers, shopping, restaurants, schools, libraries, highways, downtown Tampa, amusement parks, and more. The community's remarkable stability reflects the profound contentment of its residents, who savor the exceptional Florida lifestyle it offers. This home embodies comfortable living, seamlessly blending style and convenience in a one-of-a-kind lakeside setting. Don't miss the chance to transform it into your dream lakehouse. Most of the plants & the outside decor are included & stay with the home. Schedule your appointment today!

1835 Beachway Lane, Odessa

$350,000

3 Beds ⋅ 1 Baths ⋅ Holiday Club SubDv. ⋅ 33556 Zip Code

This charming "Happy Court" craftsman bungalow is renovated head-to-toe and ready for someone to call it home! NEW METAL ROOF, NEWER AC, NEWER WINDOWS, NEW PAINT, AND SO MUCH MORE! Featuring 3 bedrooms, 1 bathroom and a detached 1-car garage/workshop. As you approach the front door and walk through the covered porch, you enter the home and are greeted by a cozy open floor plan with porcelain wood-look tile. Straight ahead is the custom chefs kitchen with stone countertops and premium solid wood soft closing kitchen cabinets. To the right of the door is the living room space with CUSTOM BUILT-IN SHELVING, and to the left a dining nook perfect for entertaining. NEW PLANTATION SHUTTERS and custom craftsman trim-work throughout. A gorgeous bathroom with a spacious walk-in shower, large soaking tub, and beautiful custom tile work throughout. An indoor laundry room off the kitchen with newer water heater and space for your favorite washer and dryer set. Located on a large, pie shaped lot on a quiet cul-de-sac with NO REAR NEIGHBORS(woods behind.) GOLF CART FRIENDLY COMMUNITY with a fun Christmas golf cart parade to look forward to! This neighborhood is truly ONE-OF-A-KIND and the type of community where everyone looks out for each other. Large pot-luck gatherings often at the community beach, annual Easter egg hunt for the little ones and constant waves from the neighbors passing by. You DO NOT WANT TO MISS THIS PLACE! This unique property is located in a community with so much history! Zoned for TOP-NOTCH SCHOOLS just minutes away, with school bus pickup right outside of the community gate. Centrally located just 12 minutes to the Veterans Expressway, and just 30 minutes to Tampa International Airport. Call today for your private showing!

1939 Happy Court, Odessa

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