18,229

Holiday, FL Homes

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  • /34

    $124,900

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    4338 Tahitian Gardens Cir Unit H, Holiday, FL 34691

    UPDATED, WATERFRONT, 2-bedroom CORNER condominium in the GATED 55+ community of Tahitian Gardens can now be yours. This recently updated unit has gorgeous WATER VIEWS, an open floor plan that features an abundance of natural light from the oversized living room windows. The kitchen has been updated with stainless-steel appliances, wood cabinets and granite counters. Other updates include newer

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    (727) 202-5543

    4338 Tahitian Gardens Cir Unit H, Holiday, FL 34691
  • /15

    $2,480 per month

    • 4 Beds
    • 2 Baths
    • 2,316 Sq Ft
    • House for Rent

    3206 Coldwell Dr, Holiday, FL 34691

    We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be

    3206 Coldwell Dr, Holiday, FL 34691
  • /2

    $245,000 Sold Sep 05, 2025

    • 1,444 Sq Ft
    • $170/SF
    • 98 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    3032 Jacob Crossing Ln, Holiday, FL 34691

    One or more photo(s) has been virtually staged. This home qualifies for great affordable mortgage programs: NHP (Neighborhood Housing Program) low fixed interest rate of 3.99 for 5 years or 6.25 for 30 years fix, NO mortgage insurance, this is HUGE!!! Only for Primary residence, no money down, and the lender will contribute $6k toward buyers closing costs. The PRESERVE AT GULF TRACE is a LOW HOA

    Jesenia Valdez BHHS FLORIDA PROPERTIES GROUP

    3032 Jacob Crossing Ln, Holiday, FL 34691
    • /32

      Est $138,939 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 768 Sq Ft

      4331 Tahitian Gardens Cir Unit F, Holiday, FL 34691

      4331 Tahitian Gardens Cir Unit F, Holiday, FL 34691
  • /11

    $60,000

    • Land
    • 0.16 Acre
    • $375,000 per Acre

    2046 Calusa Trail, Holiday, FL 34690

    Discover the unlimited potential of 2046 Calusa Trail in Holiday!! A 6,840 square foot vacant lot zoned R4, accommodating single family homes, duplexes or triplexes or if you prefer a manufactured home. Previously had a home in place, this plot is primed for development with existing public water/sewer and electric connections in place. This versatile lot presents an excellent opportunity for

    Agent Photo

    Tania Borelli

    COLDWELL BANKER REALTY

    (727) 435-7397

    2046 Calusa Trail, Holiday, FL 34690
  • /16

    $1,950 per month

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • House for Rent

    3452 Brookfield Dr, Holiday, FL 34691

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    3452 Brookfield Dr, Holiday, FL 34691
  • /2

    $211,500 Sold Sep 05, 2025

    • 907 Sq Ft
    • $233/SF
    • 132 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1970

    1414 Wickham Ln, Holiday, FL 34691

    One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Welcome to your new home, a haven of tranquility and style. The interior is graced with a neutral color paint scheme, freshly applied, that provides a calming, sophisticated backdrop to your decor. The kitchen is a cook's delight, featuring an accent backsplash that adds a pop of interest. The

    Karen Albright OPENDOOR BROKERAGE LLC

    1414 Wickham Ln, Holiday, FL 34691
    • /21

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,084 Sq Ft

      2019 Maui Dr, Holiday, FL 34691

      2019 Maui Dr, Holiday, FL 34691
  • /30

    $114,900

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    4349 Tahitian Gardens Cir Unit G, Holiday, FL 34691

    FRESHLY PAINTED! NOT IN A FLOOD ZONE! Discover this bright and cheerful 1-bedroom condo in Tahitian Gardens, a well-kept GATED 55+ community. The expansive floor-to-ceiling windows in the living room create a luminous and open ambiance. This unit boasts modern flooring, an updated electrical panel, a new 50-gallon water heater (2022), ample storage with a large utility closet, and ceiling fans in

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    (727) 615-5973

    4349 Tahitian Gardens Cir Unit G, Holiday, FL 34691
  • /15

    $1,845 per month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    5535 Baroque Dr, Holiday, FL 34690

    COMING SOONMonthly Recurring Fees:$175.00 - Pool Service$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, $175 monthly pool maintenance fee, and an amenity fee for homes with

    5535 Baroque Dr, Holiday, FL 34690
  • /2

    $250,000 Sold Sep 05, 2025

    • 1,733 Sq Ft
    • $144/SF
    • 353 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    1172 Chelsea Ln, Holiday, FL 34691

    Step into this 2 bed, 2 FULL bath, home and see it has a little bit of everything for a new homeowner. An open concept living area providing a perfect setting for entertainment with family and friends. Updated hurricane IMPACT windows throughout the home offering peace of mind and safety. NEW roof installed in 2020. Newer luxury vinyl flooring throughout. An adjacent dining room area joining the

    John Brown FUTURE HOME REALTY INC

    1172 Chelsea Ln, Holiday, FL 34691
    • /25

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft

      2113 Kahala Dr, Holiday, FL 34691

      2113 Kahala Dr, Holiday, FL 34691
  • /2

    $959,900

    • Land
    • 1.28 Acres
    • $749,922 per Acre

    0 Flotilla Dr Unit MFRU8228712, Holiday, FL 34690

    Beautiful 1.28 Acre Vacant Land on the Anclote River : On a dead end Peaceful Street with no through traffic : Land can be divided into 3 Lots, each approx .43 acre Waterfront lots or sold as one piece to a Developer : Could be ideal for A Townhome Developement : Or build a Gorgeous Large Family Home with tons of Privacy : Many Possibilities : Land is cleared and already has a concrete seawall

    Theresa Legatti

    CHARLES RUTENBERG REALTY INC

    (727) 607-6729

    0 Flotilla Dr Unit MFRU8228712, Holiday, FL 34690
  • /13

    $1,800 per month

    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft
    • House for Rent

    2122 Shannon Dr, Holiday, FL 34690

    Spacious 2 Bedroom Home with Bonus Room & Pool! This well-maintained 2 bedroom, 1.5 bath home with a 1-car garage is located in a quiet neighborhood with no rear neighbors. Inside you’ll find a versatile bonus room that can be used as an office, workout room, or guest space. The home features porcelain tile throughout, updated bathrooms, a brand new air conditioning system, and a new water

    Maria Demellis FLORIDA LUXURY REALTY INC

    2122 Shannon Dr, Holiday, FL 34690
  • /2

    $270,000 Sold Sep 05, 2025

    • 1,224 Sq Ft
    • $221/SF
    • 461 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1974

    1810 Hacienda Way, Holiday, FL 34690

    WONDERFUL INVESTMENT OPPORTUNITY. DUPLEX WITH 2 UNITS! Each unit has its own washer/dryer, and are separately metered! Multi unit properties in this area do not go on the market often so this is a great chance. ROOF in 2015!! Also the interiors were remolded and completed in 2015 with AC UNITS, NEW WINDOWS,VANITIES, PAINT, TILE, FIXTURES AND MORE! Both Units are 2/1, and all have central air and

    Christian Bennett RE/MAX CHAMPIONS

    1810 Hacienda Way, Holiday, FL 34690
    • /51

      Est $405,424 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,970 Sq Ft

      2406 Sand Bay Dr, Holiday, FL 34691

      2406 Sand Bay Dr, Holiday, FL 34691
  • /33

    $220,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    3543 Seffner Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Welcome to this beautifully maintained 2-bedroom, 2-bath home featuring recent upgrades and a spacious, versatile layout. Perfect for full-time residents seeking comfort and convenience.Tropical landscaping and great curb appeal greet you at the front yard. Inside, the open floor plan offers a combined living and dining area with neutral carpeting,

    Agent Photo

    Jodi Avery

    KELLER WILLIAMS REALTY- PALM H

    (727) 202-5811

    3543 Seffner Dr, Holiday, FL 34691
  • /20

    $1,899 per month

    • 3 Beds
    • 3 Baths
    • 1,590 Sq Ft
    • House for Rent

    5801 Elena Dr, Holiday, FL 34690

    Step into comfort and style at 5801 Elena Dr, a beautifully refreshed 3-bedroom, 3-bathroom home offering 1,590 sq ft of modern living in a quiet Holiday, FL neighborhood. This spacious residence features an open-concept layout with wood-style flooring, an inviting living room, and a bright dining area perfect for gatherings. The contemporary kitchen includes sleek countertops, stainless steel

    5801 Elena Dr, Holiday, FL 34690
  • /2

    $135,000 Sold Sep 04, 2025

    • 768 Sq Ft
    • $176/SF
    • 32 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1968

    4346 Tahitian Gardens Cir Unit D, Holiday, FL 34691

    TURNKEY! Come see this extra clean, updated condo in Tahitian Gardens, a fully gated, active 55+ community. This unit comes fully furnished and is turn-key. Featured updates include a beautiful kitchen with solid wood cabinets, granite counters and Whirlpool appliances. Enjoy the open floor plan with tile floors throughout and a unique convertible second bedroom that can extend the living room

    Michael McAuley COASTAL FLORIDA REAL ESTATE

    4346 Tahitian Gardens Cir Unit D, Holiday, FL 34691
    • /54

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 736 Sq Ft

      2426 Prestige Dr, Holiday, FL 34690

      2426 Prestige Dr, Holiday, FL 34690
  • /31

    $264,900

    • 2 Beds
    • 2 Baths
    • 1,239 Sq Ft

    1232 Persimmon Dr, Holiday, FL 34691

    A very well maintained and upgraded single family, waterfront home in Holiday Lakes West. You will enjoy the pond view from each window on the east side and ducks playing at your back yard. Living room, dining room combination with fireplace. Master bedroom with its own private bath and walk-in closet. Second bedroom on the other side of the house. Kitchen with updated white cabinets and very

    Agent Photo

    Derrik Bonelli

    OLYMPIC REALTY SERVICES LLC

    (727) 607-2503

    1232 Persimmon Dr, Holiday, FL 34691
  • /42

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,786 Sq Ft
    • House for Rent

    2414 San Luis Rd, Holiday, FL 34691

    Welcome to this stunning 3-bedroom, 2.5-bath pool home, nestled at the end of a quiet cul-de-sac in the highly sought-after Aloha Gardens neighborhood. Set on an oversized, fully fenced lot nearly 1/3 of an acre, this property offers exceptional indoor and outdoor space rarely found in the area. The expansive backyard is perfect for entertaining, complete with a sparkling pool, large, screened

    Chelsie Jacobs WRIGHT DAVIS REAL ESTATE

    2414 San Luis Rd, Holiday, FL 34691
  • /2

    $229,900 Sold Sep 04, 2025

    • 1,124 Sq Ft
    • $205/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    3811 Elmwood Dr, Holiday, FL 34691

    Immaculate home with a 6-year-New Roof, Updated Kitchen with beautiful GRANITE countertops and double pane windows. Enjoy a spacious living room and generously sized bedrooms, along with an Updated Bathroom. The home also includes a versatile flex room, perfect for a home office or cozy den. Extra paver driveway offers added parking space. 2nd bath is located in the garage. There's also a open,

    Sandra Vigil FUTURE HOME REALTY INC

    3811 Elmwood Dr, Holiday, FL 34691
    • /30

      Est $122,069 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 576 Sq Ft

      4341 Tahitian Gardens Cir Unit D, Holiday, FL 34691

      4341 Tahitian Gardens Cir Unit D, Holiday, FL 34691
  • /14

    $198,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    2033 Essex Dr, Holiday, FL 34691

    Welcome to this charming 2-bedroom, 1-bath home tucked away in a quiet neighborhood of Holiday. This property is perfect for first-time buyers, downsizers, or investors looking for a low-maintenance Florida lifestyle. Step inside and enjoy peace of mind with major updates already done: Roof (2022), HVAC (2022), double-pane windows for energy efficiency and comfort and updated electrical! The home

    Agent Photo

    Carmine Petruzziello

    THE SOMERDAY GROUP PL

    (727) 594-6614

    2033 Essex Dr, Holiday, FL 34691
  • /10

    $1,625 per month

    • 2 Beds
    • 1.5 Baths
    • 813 Sq Ft
    • House for Rent

    3609 Bigelow Dr, Holiday, FL 34691

    MOVE-IN READYMonthly Recurring Fees:$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community

    3609 Bigelow Dr, Holiday, FL 34691
  • /2

    $387,000 Sold Sep 03, 2025

    • 1,860 Sq Ft
    • $208/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1970

    5022 Forest Hills Dr, Holiday, FL 34690

    Welcome to 5022 Forest Hills Drive, a rare opportunity to own over half an acre of private, Florida land with no flood insurance, no HOA, no CDD, and no rear neighbors. This freshly painted, move-in-ready pool home has been thoughtfully updated with a new roof, new air-conditioning system, stylish new kitchen, many new areas of flooring in the living spaces, the layout is open and airy, ideal for

    Kelly Ackley PREMIER SOTHEBY'S INTL REALTY

    5022 Forest Hills Dr, Holiday, FL 34690
    • /16

      Est $129,216 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      4350 Tahitian Gardens Cir Unit G, Holiday, FL 34691

      4350 Tahitian Gardens Cir Unit G, Holiday, FL 34691
  • /40

    $109,900

    • 2 Beds
    • 1.5 Baths
    • 857 Sq Ft

    1917 Hess Dr, Holiday, FL 34691

    This two-bedroom, one-bathroom house offers approximately 857 square feet of living space. The property features a covered carport, providing convenient covered parking. Additionally, there is a work shed on the property that includes a washer and dryer for added convenience.The low homeowner's association (HOA) fees make this an attractive option for those looking to minimize their

    Agent Photo

    Jennifer Zulian

    COLDWELL BANKER REALTY

    (727) 604-7046

    1917 Hess Dr, Holiday, FL 34691
  • /20

    $1,550 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    4122 Kibler Ln, Holiday, FL 34691

    All applications and application information can be found on our website www.best-rentalservices.com.Utilities not included.

    Jason Canaan TAMPAS BEST REALTY LLC

    4122 Kibler Ln, Holiday, FL 34691
  • /2

    $330,000 Sold Sep 02, 2025

    • 1,519 Sq Ft
    • $217/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    3635 Delta Place, Holiday, FL 34691

    Experience amazing panoramic water views from this stunning 3/2 situated at the end of a quiet cul-de-sac! Upon entering this well-loved home, you’ll walk through the spacious L-shaped living and dining areas, which provide stunning views through the large screened-in, paved lanai overlooking the lake and your impressive 148 feet of water frontage, complete with a dock. Mature tropical

    JENNIFER VERBEL RENT SOLUTIONS

    3635 Delta Place, Holiday, FL 34691
    • /26

      Not Listed For Sale

      0 Sheppards Crook Ct, Holiday, FL 34691

      0 Sheppards Crook Ct, Holiday, FL 34691
  • /43

    $199,500

    • 2 Beds
    • 1.5 Baths
    • 842 Sq Ft

    4352 Tahitian Gardens Cir Unit M, Holiday, FL 34691

    IMMACULATE, WATERFRONT, 2-bedroom, bath and a half townhouse in the GATED 55+ community of Tahitian Gardens can now be yours. This updated townhouse has gorgeous WATER VIEWS and the largest floorplan in the community. Freshly painted with numerous updates! App controlled smart lighting, HVAC and even a smart bath vent with Bose Wi-Fi speakers. The spacious living and dining area feature an

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    (727) 610-8393

    4352 Tahitian Gardens Cir Unit M, Holiday, FL 34691
  • /19

    $1,565 per month

    • 2 Beds
    • 1 Bath
    • 986 Sq Ft
    • House for Rent

    1327 Dartmouth Dr, Holiday, FL 34691

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

    1327 Dartmouth Dr, Holiday, FL 34691
  • /2

    $227,500 Sold Sep 02, 2025

    • 1,128 Sq Ft
    • $202/SF
    • 18 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    2240 Pinewood Villas Dr, Holiday, FL 34691

    Welcome to this beautifully maintained 2-bedroom, 2-bathroom villa, 3 parking spaces (1 covered) ideally located in a peaceful, amenity-rich, ALL AGES community! Enjoy a low HOA fee of just $50/month! Step inside to discover a bright and airy open floor plan, highlighted by soaring cathedral ceilings and clerestory windows that fill the space with natural light. The spacious living and dining

    Tyler Janssen INSPIRED REALTY, LLC

    2240 Pinewood Villas Dr, Holiday, FL 34691
    • /37

      Est $133,619 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 825 Sq Ft

      4345 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      4345 Tahitian Gardens Cir Unit H, Holiday, FL 34691
  • /21

    $50,000

    • Land
    • 0.14 Acre
    • $357,143 per Acre

    3631 Rockaway Dr, Holiday, FL 34691

    Vacant lot for sale at 3631 Rockaway Dr, Holiday, FL 34691, perfect for single-family use, 0.14 acres. There are no deed restrictions. The original home was unfortunately torn down due to fire damage, but utilities are already on the property, meaning no impact fees for you. This is a great opportunity to build a new home in the popular Beacon Square community. Enjoy proximity to downtown New

    Agent Photo

    Lance Willard

    CHARLES RUTENBERG REALTY INC

    (727) 513-7038

    3631 Rockaway Dr, Holiday, FL 34691
  • /14

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • House for Rent

    3446 Brookfield Dr, Holiday, FL 34691

    Escape to the charm of Holiday in this stunning 3-bedroom, 2-bathroom, 1 car garage retreat! This beautifully renovated home boasts a neutral color palette, new paint, newer windows, and brand new blinds, setting the tone for a relaxing atmosphere. The heart of the home is the UPGRADED kitchen, featuring gorgeous granite countertops and stainless steel appliances. Spacious Primary Bedroom with a

    Michele Strong ENGEL & VOLKERS BELLEAIR

    3446 Brookfield Dr, Holiday, FL 34691
  • /2

    $260,000 Sold Sep 02, 2025

    • 1,444 Sq Ft
    • $180/SF
    • 144 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    3032 Inlet Breeze Way, Holiday, FL 34691

    PRICE DROP!! THIS HOME QUALIFIES FOR DOWN PAYMENT ASSISTANCE. Discover MODERN living in this BEAUTIFUL TOWNHOME, built in 2021, this home offers a blend of STYLE & COMFORT. Featuring 3-bedrooms, 2 1/2-bathrooms, and a 1-car garage. The OPEN-CONCEPT layout seamlessly connects the living, dining, and kitchen areas, creating an inviting space perfect for both relaxation and entertaining. The MODERN

    Melissa Spooner CENTURY 21 COAST TO COAST

    3032 Inlet Breeze Way, Holiday, FL 34691
    • /37

      Est $444,679 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,259 Sq Ft

      3329 Mela Ct, Holiday, FL 34691

      3329 Mela Ct, Holiday, FL 34691

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