18,313

Holiday, FL Homes

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  • /53

    $215,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,018 Sq Ft

    3426 Kimberly Oaks Dr, Holiday, FL 34691

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. 30k PRICE IMPROVEMENT! Priced to sell!! Welcome to this well-priced 3 bedroom, 2 bathroom, 1 car garage home located in the heart of Holiday, Florida. This property offers all new kitchen appliances with convenience, comfort, and an ideal location for first-time buyers or those looking to downsize. Situated

    Agent Photo

    David McCollum

    REALTY EXPERTS

    (727) 361-6006

    3426 Kimberly Oaks Dr, Holiday, FL 34691
  • /20

    $1,875 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    3620 Westchester Dr, Holiday, FL 34691

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2019.90. That covers your base rent, $1875.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3620 Westchester Dr, Holiday, FL 34691
  • /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

    Current Estimated Value $180,277

    Last Listing Agent Kevin Barrow UNITED REALTY GROUP INC

    1415 Russel Ln, Holiday, FL 34691
    • /6

      Not Listed For Sale

      5886 Pappillion Ln, Holiday, FL 34690

      • 3 Beds
      • 2 Baths
      • 1,194 Sq Ft
      • Built 1981
      5886 Pappillion Ln, Holiday, FL 34690

      Last Sold Summary

      • $117/SF
      • 2 Days On Market

      Last Sold Price $140,000

      Last Listing Agent DJ Arrazcaeta Jr, LLC RE/MAX

  • /55

    $269,000

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

    3421 Supreme Dr, Holiday, FL 34691

    NO HOA. NO FLOOD ZONE. Stop scrolling because this is the one everyone is looking for at this price point! This move-in ready gem offers true Florida living with an open floor plan filled with natural light, featuring generously sized bedrooms and a spacious primary suite complete with a walk-in closet and beautifully updated en-suite bathroom. The home showcases brand new paint, new doors, new

    Nikki Para BHHS FLORIDA PROPERTIES GROUP

    3421 Supreme Dr, Holiday, FL 34691
  • /11

    $1,590 per month

    • 2 Beds
    • 1.5 Baths
    • 1,234 Sq Ft
    • Townhouse for Rent

    3633 Rock Royal Dr Unit 1, Holiday, FL 34691

    Welcome to your remodeled home in Holiday! This charming 2-bedroom, 1-bath residence features an open layout, modern finishes, and abundant natural light throughout. Enjoy a brand-new feel with updated kitchen, bathroom, flooring, and fresh paint. The property offers 2 convenient open parking spaces and a relaxing backyard with water views that create a truly peaceful atmosphere. Ideally located

    zulmad Antolinez HABLOFT GLOBAL

    3633 Rock Royal Dr Unit 1, 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 $245,645

    Last Listing Agent Gena McCulloch REAL BROKER, LLC

    3444 Clydesdale Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3325 Lanark Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1974
      3325 Lanark Dr, Holiday, FL 34690

      Last Sold Summary

      • $118/SF
      • 82 Days On Market

      Last Sold Price $125,000

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /31

    $219,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,151 Sq Ft

    2107 Harrison Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Priced to Sell! Here is your chance to stop renting and own a property at an affordable price. This is a beautiful, solid block construction home. It's move-in ready in a nice sidewalk neighborhood, includes 2-bedroom, 2-bath and a 1-car garage with a wide driveway for extra parking. All major appliances are there including washer and dryer. There are no

    Jansz Umboh LOKATION

    2107 Harrison Dr, Holiday, FL 34691
  • /7

    $900 total monthly price

    • 4 Beds
    • 3 Baths
    • 1,888 Sq Ft
    • House for Rent

    3416 Bainbridge Dr, Holiday, FL 34691

    2 story home 4 bed | 3 bath with shared living space Contact me if interested

    3416 Bainbridge 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 $282,671

    Last Listing Agent Jackie Johnson DALTON WADE INC

    5132 Flora Ave, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3210 Birkdale Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1981
      3210 Birkdale Dr, Holiday, FL 34690

      Last Sold Summary

      • $162/SF
      • 167 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /38

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2349 Hama Dr, Holiday, FL 34691

    WELCOME HOME to this meticulously maintained 3-bedroom, 2-bath waterfront home in Holiday's sought-after Tahitian Homes community. The charming single-story residence offers an open layout with an updated kitchen! Enjoy tranquil Lake Conley views from the enclosed sunroom or step outside to your private backyard with a concrete seawall, ideal for relaxing by the water. The garage had previously

    Nora Dakaj BHHS FLORIDA PROPERTIES GROUP

    2349 Hama Dr, Holiday, FL 34691
  • /22

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 1,078 Sq Ft
    • House for Rent

    1351 Whitehall Ln, Holiday, FL 34691

    Call today for more information on this charming Holiday home featuring 2 bedrooms, 1 bathroom, and a 1-car garage. This property offers a beautifully updated kitchen with faux granite countertop, tile flooring throughout, and a newly renovated tiled bathroom. Enjoy additional living space in the large Florida Room overlooking a spacious, fully fenced backyard perfect for relaxing or

    Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

    1351 Whitehall Ln, Holiday, FL 34691
  • /2

    $46,250 Sold Feb 09, 2026

    1919 Dixie Ln, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 390 Sq Ft
    • Built 1959

    Last Sold Summary

    • 16% Below List Price
    • $119/SF
    • 3 Days On Market

    Last Listing Agent Jennifer Franke NJS REALTY PLLC

    1919 Dixie Ln, Holiday, FL 34690
    • /2

      Not Listed For Sale

      4755 Burney Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1981
      4755 Burney Dr, Holiday, FL 34690

      Last Sold Summary

      • $119/SF
      • 1 Day On Market

      Last Sold Price $148,000

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /60

    $325,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft

    5644 Riddle Rd, Holiday, FL 34690

    Welcome to an exceptional opportunity to enjoy Florida waterfront living at its finest in this beautifully updated 3-bedroom, 2-bath residence, where comfort, style, and peace of mind come together seamlessly. This home has never flooded under current ownership and features a brand-new roof January, along with thoughtfully completed interior updates within the last six years offering a truly

    Harold Welch IV KELLER WILLIAMS SOUTH SHORE

    5644 Riddle Rd, Holiday, FL 34690
  • /15

    $2,000 total monthly price

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft
    • House for Rent

    5214 Forest Hills Dr, Holiday, FL 34690

    Welcome to this beautifully updated 2-bedroom, 2-bath single-family home in Holiday, offering far more space and flexibility than the square footage suggests. The home features two fully enclosed and tiled Florida rooms — a front enclosed porch and a rear enclosed lanai — providing versatile bonus space ideal for a home office, gym, or additional living area. Inside, the home has been

    5214 Forest Hills Dr, 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 $363,704

    Last Listing Agent Annie Rocks ROCKS REALTY

    3228 Jackson Dr, Holiday, FL 34691
    • /46

      Not Listed For Sale

      3413 Tiki Dr, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 768 Sq Ft
      • Built 1985
      3413 Tiki Dr, Holiday, FL 34691

      Last Sold Summary

      • $176/SF
      • 113 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Tina Curry REALTY ONE GROUP ADVANTAGE

  • /94

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    5311 Boardwalk St, Holiday, FL 34690

    Welcome to 5311 Boardwalk St, a rare opportunity to own a beautifully updated waterfront townhouse in the desirable Park Place subdivision, offering NO HOA and NO CDD fees. Built in 1998 and featuring approximately 1,848 square feet with 3 bedrooms and 2.5 to 3 bathrooms, this home combines modern upgrades with exceptional riverfront living. Immaculately maintained and thoughtfully upgraded, the

    Dustin Benjamin Jose ALIGN RIGHT REALTY LLC

    5311 Boardwalk St, Holiday, FL 34690
  • /45

    $1,500 per month

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

    2143 Chatlin Rd, Holiday, FL 34691

    Holiday 2 Bedroom 1 Bath 1 car Garage Available. I am so excited to share this wonderful opportunity with you. Call to see this charming 2 bedroom, 1 bath home featuring a super large fenced backyard perfect for family and pets, perfect for relaxing, entertaining, or simply enjoying your own private outdoor space. This home offers a one-car garage (please note it is not automatic) with washer and

    Fonda Dillard BHHS FLORIDA PROPERTIES GROUP

    2143 Chatlin Rd, Holiday, FL 34691
  • /2

    $394,995 Sold Jul 01, 2025

    3873 Gainer Springs Ave, Holiday, FL 34690

    • 4 Beds
    • 2.5 Baths
    • 1,870 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Above List Price
    • $211/SF
    • 162 Days On Market

    Last Listing Agent Michael Conlon DALTON WADE INC

    3873 Gainer Springs Ave, Holiday, FL 34690
    • /2

      Est $480,490 Not Listed For Sale

      3171 Marisa Place, Holiday, FL 34691

      • 4 Beds
      • 3 Baths
      • 2,498 Sq Ft
      • Built 2017
      3171 Marisa Place, Holiday, FL 34691

      Last Sold Summary

      • 3% Below List Price
      • $198/SF
      • 11 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Sean Kwiatkowski Peoples Trust Realty Inc

  • /40

    $218,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,023 Sq Ft

    4326 Westwood Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Here is your chance to own property with a solid block construction home at a great price! This updated, move in ready 3-bedroom, 1-bath home with a 1-car garage, includes a laundry room and a wide driveway. There are no HOA, no CDD fees, and NOT located in a flood zone makes it very affordable. Renovated throughout, with all popcorn ceiling and carpet

    Jansz Umboh LOKATION

    4326 Westwood Dr, Holiday, FL 34691
  • /19

    $2,300 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • House for Rent

    2603 Almond Dr, Holiday, FL 34691

    Beautiful 3-Bedroom Home for Rent in a Safe & Quiet Area – Holiday, FLThis charming 3-bedroom, 1-bathroom home is located in a nice, safe, and quiet neighborhood in Holiday, Florida. The property features a spacious and beautifully landscaped backyard with a garden showcasing sunflowers, gladiolus, and dahlias, creating a peaceful outdoor retreat.Enjoy outdoor living with a

    2603 Almond Dr, Holiday, FL 34691
  • /2

    $360,000 Sold Jul 18, 2025

    2344 Pleasant Hill Ln, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Below List Price
    • $232/SF
    • 36 Days On Market

    Current Estimated Value $358,392

    Last Listing Agent Gail Urban CENTURY 21 COASTAL ALLIANCE

    2344 Pleasant Hill Ln, Holiday, FL 34691
    • /53

      Est $363,912 Not Listed For Sale

      3341 Mela Ct, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,483 Sq Ft
      • Built 2017
      3341 Mela Ct, Holiday, FL 34691

      Last Sold Summary

      • 9% Below List Price
      • $269/SF
      • 65 Days On Market

      Last Sold Price $399,000

      Last Listing Agent Kristina Djivilikian HOME LAND REAL ESTATE INC

  • /100

    $1,145,000

    • 6 Beds
    • 5.5 Baths
    • 5,360 Sq Ft

    1238 Flotilla Dr, Holiday, FL 34690

    Welcome to this one-of-a-kind exclusive waterfront home pool home in Holiday, set on 1.18 acres at the end of a quiet cul-de-sac on the Anclote River, with water on three sides and approximately 630 feet of waterfront. Surrounded by beautiful moss-draped oak trees, the property offers a private and scenic setting with incredible potential. Featuring Spanish and Mediterranean-inspired

    Ruth Primeau CHARLES RUTENBERG REALTY INC

    1238 Flotilla Dr, Holiday, FL 34690
  • /23

    $1,550 per month

    • 2 Beds
    • 2 Baths
    • 1,108 Sq Ft
    • House for Rent

    5912 Della Dr, Holiday, FL 34690

    This 2 bed/ 2 bath well-maintained home offers comfortable living with tile and laminate flooring throughout — no carpet! The open and spacious living area flows into a fully equipped kitchen featuring all appliances (refrigerator, stove, microwave, and dishwasher) plus a convenient breakfast bar for additional seating. Enjoy the flexibility of a large bonus back room — perfect for a second

    Brande Greenlee Kennedy GREENLEE REALTY GROUP

    5912 Della Dr, Holiday, FL 34690
  • /2

    $145,000 Sold Oct 01, 2025

    2402 Prestige Dr, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Below List Price
    • $143/SF
    • 6 Days On Market

    Last Listing Agent Jo Anne Locascio LANDSHARK REALTY

    2402 Prestige Dr, Holiday, FL 34690
    • /53

      Not Listed For Sale

      3426 Tiki Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 624 Sq Ft
      • Built 1974
      3426 Tiki Dr, Holiday, FL 34691

      Last Sold Summary

      • $150/SF
      • 203 Days On Market

      Last Sold Price $93,500

      Last Listing Agent Randal Jenkins FLORIDA REAL ESTATE PARTNERS

  • /24

    $235,000

    • 3 Beds
    • 2 Baths
    • 992 Sq Ft

    4531 Aegean Ave, Holiday, FL 34690

    Welcome to this beautifully updated one-story home offering 3 bedrooms, 2 full bathrooms, and a 1-car garage, perfectly situated on a quiet dead-end street for added privacy and minimal traffic. This move-in ready property has been thoughtfully renovated throughout, making it an ideal option for both homeowners and investors alike. Step inside to discover a bright and inviting interior featuring

    Linda Santa 27NORTH REALTY

    4531 Aegean Ave, Holiday, FL 34690
  • /25

    $2,100 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,240 Sq Ft
    • House for Rent

    4744 Guardian Ave, Holiday, FL 34690

    This fully renovated 4-bedroom, 2-bath rental is move-in ready! Located on a corner lot in South Holiday, this home features an open floor plan with brand-new ceramic tile flooring throughout. The kitchen is a standout, with ample cabinets, sleek granite countertops, and new stainless steel appliances, including a Samsung Smart Oven with an air fryer.The spacious Master Bedroom offers a

    4744 Guardian Ave, Holiday, FL 34690
  • /2

    $230,000 Sold Dec 30, 2025

    4802 Zodiac Ave, Holiday, FL 34690

    • 3 Beds
    • 1 Bath
    • 1,006 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Below List Price
    • $229/SF
    • 73 Days On Market

    Current Estimated Value $226,495

    Last Listing Agent Brian Kanicki 54 REALTY LLC

    4802 Zodiac Ave, Holiday, FL 34690
    • /51

      Est $486,920 Not Listed For Sale

      2450 Triggerfish Ct, Holiday, FL 34691

      • 4 Beds
      • 3 Baths
      • 2,658 Sq Ft
      • Built 2010
      2450 Triggerfish Ct, Holiday, FL 34691

      Last Sold Summary

      • 6% Below List Price
      • $196/SF
      • 15 Days On Market

      Last Sold Price $520,000

      Last Listing Agent DAVE Ryder WEICHERT REALTORS EXCLUSIVE PROPERTIES

  • /29

    $237,999 Pending

    • 2 Beds
    • 2 Baths
    • 1,047 Sq Ft

    1025 Deal Ln, Holiday, FL 34691

    If you’re looking for a home that has been truly cared for, this is it. This charming 2 bedroom, 2 bathroom home in Holiday Lake Estates offers 1,047 sq ft of comfortable living space and thoughtful upkeep throughout. Inside you’ll find laminate and tile flooring, a cozy wood-burning fireplace, and a functional kitchen with a brand new refrigerator and space for dining. The home also features

    Maria Pasotti AGILE GROUP REALTY

    1025 Deal Ln, Holiday, FL 34691
  • /19

    $1,550 per month

    • 3 Beds
    • 1.5 Baths
    • 1,162 Sq Ft
    • House for Rent

    3029 Kilburn Rd, Holiday, FL 34691

    Tenants are responsible for all Utility expenses associated with the leased premises including but not limited to ELECTRIC - GAS - WATER - SEWER services. Tenants also responsible for CABLE and INTERNET Services if desired. Tenants are responsible for all LAWN & YARD maintenance. All Best Rental Service residents are enrolled in the Resident Benefits Package (RBP) for $60.00/month which includes

    Jason Canaan TAMPAS BEST REALTY LLC

    3029 Kilburn Rd, Holiday, FL 34691
  • /2

    $242,000 Sold Aug 28, 2025

    5128 Perennial Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft
    • Built 1969

    Last Sold Summary

    • 14% Below List Price
    • $213/SF
    • 103 Days On Market

    Current Estimated Value $235,219

    Last Listing Agent Cori McNichols CHARLES RUTENBERG REALTY INC

    5128 Perennial Dr, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3340 Chatford Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1979
      3340 Chatford Dr, Holiday, FL 34690

      Last Sold Summary

      • $125/SF
      • 26 Days On Market

      Last Sold Price $132,200

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

Showing Results 161 - 200, Page 5 of 18

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