18,296

Holiday, FL Homes

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  • /4

    $5,400,000

    • Land
    • 80 Acres
    • $67,500 per Acre

    3130 Shipwatch Dr, Holiday, FL 34691

    BANKRUPTCY SALE! - SOLICITING OFFERS!Discover the ultimate lifestyle property with tremendous investment potential. This exceptional site presents a rare opportunity to establish the stalking horse bid in a bankruptcy court-supervised sale process.The property features multiple premium conservation lots, thoughtfully designed around a beautiful wetland system that wraps the

    Reed Fischbach Fischbach Land Company

    3130 Shipwatch Dr, Holiday, FL 34691
  • /27

    $1,695 per month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    2531 Almond Dr, Holiday, FL 34691

    Located in Aloha Gardens, this 3 bedroom has been renovated with: solid wood kitchen cabinets, ogee edge counter tops, new appliances, lighting/ceiling fans, and windows. This home has a living room and dining room. The garage was converted into the master bedroom with full bathroom and closet space. There is a large covered patio and gorgeous 12x22 front porch. Nice size backyard that is

    Joan Cristinzio DENNIS REALTY PROPERTY MGMT.

    2531 Almond Dr, Holiday, FL 34691
  • /2

    $236,000 Sold Nov 13, 2025

    3514 Truman Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Built 1971

    Last Sold Summary

    • 14% Below List Price
    • $194/SF
    • 184 Days On Market

    Last Listing Agent Christine Knighton SMITH & ASSOCIATES REAL ESTATE

    3514 Truman Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft

      5134 River Birch Ave, Holiday, FL 34690

      5134 River Birch Ave, Holiday, FL 34690
  • /6

    $1,000,000

    • Land
    • 1.22 Acres
    • $819,672 per Acre

    3705 U S Hwy 19, Holiday, FL 34652

    This 1.2 acre lot boasts excellent visibility and high traffic volume situated on a busy stretch of US-19 in Holiday, FL. With its versatile zoning, size, and strategic location, this property presents an ideal canvas for a quick service restaurant, retail, or industrial development. Situated just minutes from several popular shopping centers, restaurants, and entertainment options, including a

    Saunders Estate Saunders Land

    3705 U S Hwy 19, Holiday, FL 34652
  • /16

    $2,170 per month

    • 3 Beds
    • 2 Baths
    • 1,783 Sq Ft
    • House for Rent

    3116 Rock Valley 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

    3116 Rock Valley Dr, Holiday, FL 34691
  • /2

    $360,000 Sold Dec 19, 2025

    2511 Indian Key Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 2,027 Sq Ft
    • Built 2002

    Last Sold Summary

    • 15% Below List Price
    • $178/SF
    • 158 Days On Market

    Last Listing Agent Sandra Keroles COLDWELL BANKER REALTY

    2511 Indian Key Dr, 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
  • /33

    $21,900

    • 2 Beds
    • 1 Bath

    4699 Continental Dr Unit 309, Holiday, FL 34690

    This 2 Bedroom, 1 Bath Partially Furnished Home is in Holiday Travel Park, an All-Ages Community with LOW $659 Lot Rent. The Home has 770 Sq Ft with a Double Carport, a Roof-over, a Central Ac and Heating System, Installed in 2016 with the Motor Replaced Recently. The Metal Roof over the Add-on was Insulated and the Water Lines to the Hot Water Heater were replaced.The Spacious Add-on is 10'x35'

    Lane Parks Gulf Breeze Mobile Home Sales, LLC

    4699 Continental Dr Unit 309, Holiday, FL 34690
  • /27

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft
    • House for Rent

    5703 Andrea Dr, Holiday, FL 34690

    Welcome to this beautifully remodeled and spacious 2-bedroom, 2-bath home! Step inside to a bright and inviting living room that offers plenty of space for relaxing or entertaining. The updated kitchen features granite countertops, solid wood cabinets, stainless steel appliance, and opens to an oversized dining room, which can also be used as a family room or flex space. Enjoy the outdoors

    Rebecca Gustafson KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

    5703 Andrea Dr, Holiday, FL 34690
  • /2

    $132,500 Sold Nov 04, 2025

    3849 Sailmaker Ln, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Below List Price
    • $119/SF
    • 87 Days On Market

    Last Listing Agent Dean Anderson DELTA REALTY INTERNATIONAL INC

    3849 Sailmaker 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

    $140,000

    • Land
    • 0.16 Acre
    • $875,000 per Acre

    5245 Boardwalk St, Holiday, FL 34690

    This is the perfect time to acquire a CLEARED vacant lot in Holiday, Florida with access to all public utilities available.The lot has approximately 7,091 sq ft, and has a direct view of the beautiful marina bay! The amount of opportunity here is incredible.Previously there was a condo that used to sit on the lot. Since then, the lot has been completely cleared and is ready for a

    Steven Koleno BEYCOME OF FLORIDA LLC

    5245 Boardwalk St, Holiday, FL 34690
  • /20

    $2,049 per month

    • 3 Beds
    • 2 Baths
    • 1,742 Sq Ft
    • House for Rent

    6320 Moog Rd, Holiday, FL 34690

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,742 square feet, this well-maintained home offers a high standard of rental living,

    6320 Moog Rd, Holiday, FL 34690
  • /2

    $171,000 Sold Nov 24, 2025

    1415 Russel Ln, Holiday, FL 34691

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1971

    Last Sold Summary

    • 12% Below List Price
    • $173/SF
    • 103 Days On Market

    Last Listing Agent Kevin Barrow UNITED REALTY GROUP INC

    1415 Russel Ln, Holiday, FL 34691
    • /51

      Est $409,859 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
  • /13

    $112,500 Pending

    • 2 Beds
    • 2 Baths
    • 768 Sq Ft

    3136 Buckner Ct, Holiday, FL 34690

    This charming two-bedroom, one-and-a-half-bath home nestled within a tranquil and low-maintenance 55+ community offers a peaceful lifestyle. Partially furnished and ready for occupancy, this meticulously designed home is meticulously crafted to provide comfort and ease.Spacious and inviting, the home features a covered driveway with ample parking, perfect for outdoor activities. The

    John Grey FI GREY & SON INC COMMERCIAL

    3136 Buckner Ct, Holiday, FL 34690
  • /16

    $1,755 per month

    • 3 Beds
    • 2 Baths
    • 1,499 Sq Ft
    • House for Rent

    3353 Trask Dr, Holiday, FL 34691

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    3353 Trask Dr, Holiday, FL 34691
  • /2

    $480,000 Sold May 20, 2025

    3302 Gina Ct, Holiday, FL 34691

    • 4 Beds
    • 3 Baths
    • 2,504 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Below List Price
    • $192/SF
    • 6 Days On Market

    Current Estimated Value $485,746

    Last Listing Agent Laura Pope ORCHID REALTY TEAM INC

    3302 Gina Ct, 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
  • /30

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft

    3326 Garfield Dr, Holiday, FL 34691

    Move in ready 3 bedroom home is available! New LVP flooring and paint. Fenced in yard. 12 year old roof. Bones are solid. Come and check it out!

    Jim Steele BHHS FLORIDA PROPERTIES GROUP

    3326 Garfield Dr, Holiday, FL 34691
  • /11

    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft
    • Townhouse for Rent

    5650 Golden Nugget Dr, Holiday, FL 34690

    Property Id: 2210862Welcome to this beautifully remodeled 2-bedroom, 1-bathroom rental in Holiday, Florida, just minutes from shopping, beaches, and the historic downtown district of Tarpon Springs. The bright, open living area features updated laminate flooring throughout, creating a fresh, contemporary feel. The kitchen flows seamlessly into the living space, perfect for everyday living

    5650 Golden Nugget Dr, Holiday, FL 34690
  • /2

    $407,500 Sold Feb 06, 2025

    5511 Cheyenne Dr, Holiday, FL 34690

    • 5 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Below List Price
    • $212/SF
    • 4 Days On Market

    Last Listing Agent Dillon Cook MAVREALTY

    5511 Cheyenne Dr, Holiday, FL 34690
    • /26

      Not Listed For Sale

      0 Sheppards Crook Ct, Holiday, FL 34691

      0 Sheppards Crook Ct, Holiday, FL 34691
  • /9

    $110,000

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft

    1044 Bowsprit Ln Unit 1308, Holiday, FL 34691

    So you really want a deal! This 2/2 second floor condo does have amazing views of the pond. Also includes a carport and storage closet. Located in an amazing well kept 55+ community with a community pool. Located in an X flood zone, high and dry. Enjoy the many community amenities, including the pool, shuffleboard, & clubhouse. Cash only, and the buyer is willing to accept the property with all

    Roger Fruits HOMEFRONT REALTY

    1044 Bowsprit Ln Unit 1308, Holiday, FL 34691
  • /15

    $1,395 per month

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

    3048 Coldwell Dr, 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

    3048 Coldwell Dr, Holiday, FL 34691
  • /2

    $250,000 Sold Jun 23, 2025

    3444 Clydesdale Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • Built 1966

    Last Sold Summary

    • 9% Below List Price
    • $216/SF
    • 149 Days On Market

    Current Estimated Value $246,840

    Last Listing Agent Gena McCulloch REAL BROKER, LLC

    3444 Clydesdale Dr, Holiday, FL 34691
    • /37

      Est $134,883 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
  • /2

    $199,000

    • 3 Beds
    • 1.5 Baths
    • 1,356 Sq Ft

    2608 Akita Place, Holiday, FL 34691

    Great buy on this 3 bedroom one & 1/2 bath home in Holiday. Garage has been converted into an additional room for added living space. Over 1,600 square feet, block construction. Located on a quiet cul-de-sac with a spacious back yard. Enclosed rear patio. No flood insurance required. Being sold "as is".

    Ann McIntosh GULF TO BAY REAL ESTATE

    2608 Akita Place, Holiday, FL 34691
  • /11

    $1,545 per month

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • House for Rent

    3724 Redwood Dr, Holiday, FL 34691

    MOVE-IN READYThis home is move-in ready. Schedule your tour now or start your application today.Monthly 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

    3724 Redwood Dr, Holiday, FL 34691
  • /2

    $285,000 Sold Aug 11, 2025

    5132 Flora Ave, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • Built 1969

    Last Sold Summary

    • 5% Below List Price
    • $199/SF
    • 46 Days On Market

    Current Estimated Value $282,220

    Last Listing Agent Jackie Johnson DALTON WADE INC

    5132 Flora Ave, Holiday, FL 34690
    • /37

      Est $448,071 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
  • /45

    $165,000

    • 2 Beds
    • 2 Baths
    • 1,318 Sq Ft

    3835 Sailmaker Ln, Holiday, FL 34691

    FULLY FURNISHED, MOVE IN READY CORNER UNIT. If you want serene water views and generous square footage without the maintenance, this home is for you! This SPACIOUS 2 BEDROOM 2 BATH, CORNER UNIT is located minutes from the Gulf and historic downtown Tarpon. Tour the sponge docks for some amazing food and shopping or head over to Fred Howard for some beach time. When it’s time to relax, your new

    Lisa Simmerman TOM TUCKER REALTY

    3835 Sailmaker Ln, Holiday, FL 34691
  • /22

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • House for Rent

    5702 Moog Rd, Holiday, FL 34690

    ATTRACTIVE 3 BED 2 BATH WITH SPACIOUS 1 CAR GARAGE/ NO CARPET - ALL WOOD LAMINATE OR CERAMIC TILE FLOORS. COZY STEP DOWN FAMILY ROOM WITH WOOD LAMINATE FLOOR. SEPARATE DINING ROOM , GOOD WORKABLE KITCHEN W NEW FLAT TOP ELECTRIC STOVE, SINK/FAUCET, AND NEW CEILING LIGHTS. SPLIT BEDROOMS - MASTER ON THE RIGHT HAS ITS OWN BATH AND WALK IN CLOSET AND THE OTHER 2 ARE SPLIT BY A FULL BATH. ALL NEW

    Mike Sanders HOMES BY SANDERS REALTY

    5702 Moog Rd, Holiday, FL 34690
  • /2

    $375,000 Sold Apr 17, 2025

    3228 Jackson Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Below List Price
    • $242/SF
    • 16 Days On Market

    Current Estimated Value $362,425

    Last Listing Agent Annie Rocks ROCKS REALTY

    3228 Jackson Dr, Holiday, FL 34691
    • /6

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,194 Sq Ft

      5886 Pappillion Ln, Holiday, FL 34690

      5886 Pappillion Ln, Holiday, FL 34690
  • /29

    $175,900 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,055 Sq Ft

    3125 Salisbury Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Welcome to this single-story home in Holiday Lake Estates. This property features 2 bedrooms, 1 full bath, 1 half bath, plus two additional rooms—one with a closet—that can be used as a third bedroom, office, den, or hobby room. The living room flows into the dining area, while the kitchen offers laminate flooring, ample cabinet space, and a functional

    Kimberly Watson PEOPLE'S TRUST REALTY

    3125 Salisbury Dr, Holiday, FL 34691
  • /16

    $1,705 per month

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • House for Rent

    3410 Trask 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

    3410 Trask Dr, Holiday, FL 34691
  • /2

    $127,500 Sold Mar 31, 2025

    4337 Tahitian Gardens Cir Unit B, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 768 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $166/SF
    • 82 Days On Market

    Current Estimated Value $126,004

    Last Listing Agent Michael McAuley COASTAL FLORIDA REAL ESTATE

    4337 Tahitian Gardens Cir Unit B, Holiday, FL 34691
    • /2

      Not Listed For Sale

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

      3325 Lanark Dr, Holiday, FL 34690

      3325 Lanark Dr, Holiday, FL 34690

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