18,375

Holiday, FL Homes

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  • /31

    $99,500

    $30K PRICE DROP
    • 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

    4349 Tahitian Gardens Cir Unit G, Holiday, FL 34691
  • /20

    $1,790 Per Month

    • 3 Beds
    • 2 Baths
    • 1,345 Sq Ft
    • House for Rent

    3205 Matchlock Dr, Holiday, FL 34690

    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 $1934.90. That covers your base rent, $1790.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3205 Matchlock Dr, Holiday, FL 34690
  • /2

    $199,900

    Sold Feb 06, 2026

    3326 Garfield Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • Built 1978

    Last Sold Summary

    • $153/SF
    • 55 Days On Market

    Current Estimated Value $205,406

    Last Listing Agent Jim Steele BHHS FLORIDA PROPERTIES GROUP

    3326 Garfield Dr, Holiday, FL 34691
    • /2

      Est $263,066

      Not Listed For Sale

      3543 Rockaway Dr, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,519 Sq Ft
      • Built 1972
      3543 Rockaway Dr, Holiday, FL 34691

      Last Sold Summary

      • 21 Days On Market

  • /25

    $122,500

    • 2 Beds
    • 1.5 Baths
    • 768 Sq Ft

    4315 Tahitian Gardens Cir Unit H, Holiday, FL 34691

    Welcome to easy Florida living in this charming 2-bedroom, 1-bath condo in the gated 55+ community of Tahitian Gardens. This private end-corner unit features a bright living area with wood laminate flooring, an inviting kitchen with ample storage and breakfast bar, comfortable bedrooms, and a laundry area with stackable washer and dryer that can be converted back to a half bath. Enjoy low HOA

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4315 Tahitian Gardens Cir Unit H, Holiday, FL 34691
  • /16

    $1,955 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • House for Rent

    3904 Elmwood Dr, Holiday, FL 34691

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    3904 Elmwood Dr, Holiday, FL 34691
  • /32

    $14,900

    Sold Sep 08, 2025

    4699 Continental Dr Unit 144, Holiday, FL 34690

    • 1 Bed
    • 1 Bath
    • Built 1981

    Last Sold Summary

    • 17% Below List Price
    • 109 Days On Market

    Last Listing Agent Lane Parks Gulf Breeze Mobile Home Sales, LLC

    4699 Continental Dr Unit 144, Holiday, FL 34690
    • /2

      Est $245,603

      Not Listed For Sale

      2252 Society Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,220 Sq Ft
      • Built 1974
      2252 Society Dr, Holiday, FL 34691

      Last Sold Summary

      • 18 Days On Market

  • /30

    $124,900

    Pending
    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    4312 Tahitian Gardens Cir Unit A, Holiday, FL 34691

    TURN-KEY, CORNER UNIT now available! Discover Tahitian Gardens, an exclusive 55+ gated community featuring a heated pool, clubhouse, and recreation center. This two-bedroom unit boasts a bright, open floor plan with tile floors in the kitchen, living room, hall and bath. Enjoy the convenience of an in-unit washer and dryer. A private parking space is conveniently located just outside the unit.

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4312 Tahitian Gardens Cir Unit A, Holiday, FL 34691
  • /16

    $2,105 Per Month

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • House for Rent

    1028 Mandarin 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,

    1028 Mandarin Dr, Holiday, FL 34691
  • /2

    $320,000

    Sold Oct 17, 2025

    2648 Grand Blvd, Holiday, FL 34690

    • Land
    • 5.13 Acres
    • $62,378 per Acre

    Last Sold Summary

    • 47% Below List Price
    • 96 Days On Market

    Current Estimated Value $512,760

    Last Listing Agent Robert Moore INTERNATIONAL TOP AGENTS REALTY

    2648 Grand Blvd, Holiday, FL 34690
    • /2

      Est $438,286

      Not Listed For Sale

      3040 Sheppards Crook Ct, Holiday, FL 34691

      • 3 Beds
      • 3 Baths
      • 2,694 Sq Ft
      • Built 2002
      3040 Sheppards Crook Ct, Holiday, FL 34691

      Last Sold Summary

      • 113 Days On Market

  • /24

    $119,000

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft

    4344 Tahitian Gardens Cir Unit B, Holiday, FL 34691

    Enjoy affordable Florida living in the beautiful gated 55+ community of Tahitian Gardens! This well-maintained 2-bedroom, 1.5-bath condo offers comfortable, low-maintenance living with laminate wood flooring throughout, spacious bedrooms, large closets, and the convenience of in-unit laundry. Natural light fills the living spaces, creating a bright and inviting atmosphere. Tahitian Gardens is

    Agent Photo

    Jackie Little

    KELLER WILLIAMS REALTY- PALM HARBOR

    4344 Tahitian Gardens Cir Unit B, Holiday, FL 34691
  • /14

    $900 Per Month

    • 1 Bed
    • 1 Bath
    • 150 Sq Ft
    • House for Rent

    34690 Holiday, Holiday, FL 34690

    Property Id: 2075918Hola, Se renta este hermoso apartamento de un cuarto, Cocina y bano todo independiente en Holiday Fl. Los servicios como Agua, Electricidad, Wifi y basura estan incluidos. La entrada es independiente, pequena terraza y parqueo para vehiculo. El apartamento esta completamente remodelado. La cocina tiene gabinetes, nuevos microonda, nueva stufa, nueva meseta, nuevo

    34690 Holiday, Holiday, FL 34690
  • /2

    $65,100

    Sold Jun 05, 2026

    1044 Bowsprit Ln Unit 1308, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • Built 1985

    Last Sold Summary

    • 41% Below List Price
    • $58/SF
    • 159 Days On Market

    Current Estimated Value $110,600

    Last Listing Agent Roger Fruits HOMEFRONT REALTY

    1044 Bowsprit Ln Unit 1308, Holiday, FL 34691
    • /2

      Est $239,560

      Not Listed For Sale

      3139 Corona Dr, Holiday, FL 34690

      • 3 Beds
      • 2 Baths
      • 1,226 Sq Ft
      • Built 1978
      3139 Corona Dr, Holiday, FL 34690

      Last Sold Summary

      • 3 Days On Market

  • /28

    $297,000

    $2K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    3228 Rock Valley Dr, Holiday, FL 34691

    Welcome to this charming two bedroom, two bath home with a spacious Florida room that offers beautiful water views. The semi-open floor plan features updated kitchen counters, and fresh paint, along with new flooring installed after last year’s storms. Enjoy the serene water view complemented by a mature tree in the backyard, perfect for fishing and budget friendly lifestyle. The home has been

    Agent Photo

    Guillermina Rickey

    ENGEL & VOLKERS BELLEAIR

    3228 Rock Valley Dr, Holiday, FL 34691
  • /20

    $950 Per Month

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

    2133 Melody Dr, Holiday, FL 34691

    Step into this single-family home featuring wood plank floors. Equipped with modern amenities, this residence is ready to welcome you.- Electric range and refrigerator included- Off-street parking available- Heat pump and Ceiling fans- Relaxing patio spaceNestled in a convenient location, enjoy easy access to local shops and dining options.1 Gig internet

    2133 Melody Dr, Holiday, FL 34691
  • /2

    $450,000

    Sold Jul 03, 2025

    2924 Windridge Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 2,069 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $217/SF
    • 32 Days On Market

    Current Estimated Value $452,786

    Last Listing Agent Cortney Bain CHARLES RUTENBERG REALTY INC

    2924 Windridge Dr, Holiday, FL 34691
    • /2

      Est $172,997

      Not Listed For Sale

      2836 Featherstone Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,159 Sq Ft
      • Built 1986
      2836 Featherstone Dr, Holiday, FL 34691

      Last Sold Summary

      • 5 Days On Market

  • /13

    $219,000

    $30K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,541 Sq Ft

    5131 Forum Blvd, Holiday, FL 34690

    Under contract-accepting backup offers. Short Sale. *Short Sale Opportunity!** Seize this remarkable chance to own your dream home. This stunning 2-bedroom, 21⁄2-bathroom residence, featuring a one-car garage and constructed in 2023, is situated in a serene and well-maintained neighborhood. The upper level includes two bedrooms, each with its own private bathroom, while the downstairs boasts a

    Agent Photo

    Stephanie Bonefont

    MARTINEZ 2 & ASSOCIATES OF FLO

    5131 Forum Blvd, Holiday, FL 34690
  • /16

    $1,925 Per Month

    • 3 Beds
    • 2 Baths
    • 1,639 Sq Ft
    • House for Rent

    3040 Brompton 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,

    3040 Brompton Dr, Holiday, FL 34691
  • /2

    $279,900

    Sold May 27, 2026

    5130 Victoria Ln, Holiday, FL 34690

    • 2 Beds
    • 3 Baths
    • 1,458 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Above List Price
    • $192/SF
    • 3 Days On Market

    Current Estimated Value $271,170

    Last Listing Agent Amie Lenhart CHARLES RUTENBERG REALTY INC

    5130 Victoria Ln, Holiday, FL 34690
    • /2

      Est $218,295

      Not Listed For Sale

      4932 Gaslight Ave, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 816 Sq Ft
      • Built 1966
      4932 Gaslight Ave, Holiday, FL 34690

      Last Sold Summary

      • 2 Days On Market

  • /41

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    3325 Honeymoon Ln, Holiday, FL 34691

    Welcome to waterfront living in Holiday! This beautifully maintained 2-bedroom, 2-bath home offers 1,334 square feet of comfortable living space with no HOA and peaceful pond views. Enjoy your own private dock, perfect for fishing, sunset watching, stargazing, or launching a canoe or kayak. The waterway also allows small boating with a trolling motor, making it ideal for quiet, scenic cruising

    Agent Photo

    Nicole Dufala

    KELLER WILLIAMS REALTY- PALM HARBOR

    3325 Honeymoon Ln, Holiday, FL 34691
  • /20

    $1,845 Per Month

    • 3 Beds
    • 1 Bath
    • 1,225 Sq Ft
    • House for Rent

    3555 Winder 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 $1989.90. That covers your base rent, $1845.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3555 Winder Dr, Holiday, FL 34691
  • /2

    $271,000

    Sold May 07, 2026

    2440 Pinetta Ct, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Built 1988

    Last Sold Summary

    • $199/SF
    • 4 Days On Market

    Current Estimated Value $270,665

    Last Listing Agent Blake Keathley EVERYSTATE INC.

    2440 Pinetta Ct, Holiday, FL 34691
    • /2

      Est $243,448

      Not Listed For Sale

      1332 Fuchsia Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,184 Sq Ft
      • Built 1985
      1332 Fuchsia Dr, Holiday, FL 34691

      Last Sold Summary

      • 1 Day On Market

  • /56

    $249,999

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,519 Sq Ft

    3640 Richboro Dr, Holiday, FL 34691

    Welcome to this beautifully updated 3-Bedroom, 2-bathroom, 2-car garage home in the heart of Holiday and close to the Gulf of Mexico! This move-in ready property features stylish upgrades throughout, including remodeled bathrooms in May 2026, and a beautifully updated kitchen designed for both functionality and style. Split bedroom plan and primary bedroom has a large primary bathroom suite

    Agent Photo

    Dawn Fox, PA

    RE/MAX SUNSET REALTY

    3640 Richboro Dr, Holiday, FL 34691
  • /20

    $1,710 Per Month

    • 3 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • House for Rent

    1132 Maybury Dr, Holiday, FL 34691

    Limited Time Special Offer until 6/20 - Waived Administration Fee (Value $250)This charming 3-bedroom, 2-bathroom home offers a perfect blend of comfort and modern living in 1173 sq ft of space. - Stainless steel appliances: Electric range, refrigerator, and microwave - Energy-efficient heat pump and central air - Durable wood plank and tile floors throughout - Lawn

    1132 Maybury Dr, Holiday, FL 34691
  • /2

    $136,000

    Sold May 29, 2026

    2608 Akita Place, Holiday, FL 34691

    • 3 Beds
    • 1.5 Baths
    • 1,356 Sq Ft
    • Built 1971

    Last Sold Summary

    • 32% Below List Price
    • $100/SF
    • 155 Days On Market

    Current Estimated Value $200,049

    Last Listing Agent Ann McIntosh GULF TO BAY REAL ESTATE

    2608 Akita Place, Holiday, FL 34691
    • /2

      Est $254,855

      Not Listed For Sale

      3302 Eisenhower Dr, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 1972
      3302 Eisenhower Dr, Holiday, FL 34691

      Last Sold Summary

      • 40 Days On Market

  • /30

    $124,900

    $4K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 768 Sq Ft

    4329 Tahitian Gardens Cir Unit B, Holiday, FL 34691

    Welcome to this move-in ready two-bedroom, one and a half-bath condo in the desirable 55+ gated community of Tahitian Gardens. The open-concept layout offers a bright, inviting atmosphere, with a spacious primary bedroom with a large closet. Recent updates include laminate flooring throughout and fresh paint on all interior walls and doors. Enjoy the convenience of in-unit laundry, tinted

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4329 Tahitian Gardens Cir Unit B, Holiday, FL 34691
  • /16

    $1,745 Per Month

    • 3 Beds
    • 1 Bath
    • 1,328 Sq Ft
    • House for Rent

    3307 Kimberly Oaks Dr, Holiday, FL 34691

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    3307 Kimberly Oaks Dr, Holiday, FL 34691
  • /2

    $455,000

    Sold May 29, 2026

    2706 Sierra Vista Way, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $298/SF
    • 24 Days On Market

    Current Estimated Value $453,477

    Last Listing Agent Jeffrey Borham EXP REALTY LLC

    2706 Sierra Vista Way, Holiday, FL 34691
    • /2

      Est $336,532

      Not Listed For Sale

      2933 Jacob Crossing Ln, Holiday, FL 34691

      • 3 Beds
      • 2.5 Baths
      • 1,813 Sq Ft
      • Built 2020
      2933 Jacob Crossing Ln, Holiday, FL 34691

      Last Sold Summary

      • 75 Days On Market

  • /25

    $339,900

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    3023 Muir St, Holiday, FL 34691

    Welcome home! This beautifully maintained 2021 built gem checks all the boxes with 3 bedrooms, 2 baths, and a 2-car garage nestled on a desirable corner lot. A bright, split floor plan filled with natural light makes everyday living feel open and airy, while the fully fenced backyard offers privacy and plenty of room to make it your own. Only 5 years young means all the newness without the wait

    Agent Photo

    Christy Morgan

    RE/MAX COLLECTIVE

    3023 Muir St, Holiday, FL 34691
  • /20

    $1,770 Per Month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    3910 Beechwood 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 $1914.90. That covers your base rent, $1770.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3910 Beechwood Dr, Holiday, FL 34691
  • /2

    $280,000

    Sold Sep 11, 2025

    Unlisted Address

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 1970

    Last Sold Summary

    • $220/SF
    • 11 Days On Market

    Current Estimated Value $273,140

    Last Listing Agent Michael Constantine RE/MAX ALLIANCE GROUP

    Unlisted Address
    • /33

      Not Listed For Sale

      2045 Manoa Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1979
      2045 Manoa Dr, Holiday, FL 34691

      Last Sold Summary

      • 70 Days On Market

Showing Results 41 - 80, Page 2 of 18

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