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Holiday Homes For Sale & Real Estate - 336 homes

Holiday homes for sale are located in Pasco County, Florida. Find homes in Holiday for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Holiday houses.

Location: Holiday

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  • 1056 TAMARAC DR, HOLIDAY, FL 34690

    $249,9165 Days on yellowkey   MLS ID: TB8527609

    For Sale TB8527609 - 1056 TAMARAC DR, HOLIDAY, FL 34690 48 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1272
       Built: 1973   Tax: $1,240 (2025)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $1,473 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($103)


    Taxes:$1,240

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1853 DARTMOUTH DR, HOLIDAY, FL 34691

    $306,00056 Days on yellowkey   MLS ID: TB8510421

    REDUCED by $9,000 (2.9%) on 06/24/2026

    For Sale TB8510421 - 1853 DARTMOUTH DR, HOLIDAY, FL 34691 88 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1462
       Built: 1974   Tax: $1,447 (2025)
    Community: Holiday Lake Estates 21
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,677) + Taxes in 2025 ($121)


    Taxes:$1,447

    Elementary School: Gulf Highland Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4320 FERN GLEN ST, HOLIDAY, FL 34691

    $183,00020 Days on yellowkey   MLS ID: TB8522628

    For Sale TB8522628 - 4320 FERN GLEN ST, HOLIDAY, FL 34691 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1128
       Built: 1985
    Monthly Fee: $50
       Tax: $620 (2025)
    Community: Pinewood Villas
    Villa


    Estimated Monthly Payment: $1,104 (change assumption)
    Mortgage ($1,003) + Fees ($50) + Taxes in 2025 ($52)


    Taxes:$620

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3438 KIMBERLY OAKS DR, HOLIDAY, FL 34691

    $225,00041 Days on yellowkey   MLS ID: TB8515227

    REDUCED by $4,000 (1.7%) on 06/24/2026

    For Sale TB8515227 - 3438 KIMBERLY OAKS DR, HOLIDAY, FL 34691 29 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 988
       Built: 1967   Tax: $2,138 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,411 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($178)


    Taxes:$2,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1203 CHANCELLOR DR, HOLIDAY, FL 34690

    $228,9884 Days on yellowkey   MLS ID: TB8528450

    For Sale TB8528450 - 1203 CHANCELLOR DR, HOLIDAY, FL 34690 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1152
       Built: 1973   Tax: $3,002 (2025)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $1,505 (change assumption)
    Mortgage ($1,255) + Taxes in 2025 ($250)


    Taxes:$3,002

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Gulf Middle-PO


  • 3452 CHAUNCY RD, HOLIDAY, FL 34691

    $235,0009 Days on yellowkey   MLS ID: TB8525777

    For Sale TB8525777 - 3452 CHAUNCY RD, HOLIDAY, FL 34691 24 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1368
       Built: 1973   Tax: $776 (2025)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,352 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($65)


    Taxes:$776

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2230 PLEASANT HILL LN, HOLIDAY, FL 34691

    $314,90033 Days on yellowkey   MLS ID: TB8517371

    REDUCED by $10,000 (3.1%) on 06/28/2026

    For Sale TB8517371 - 2230 PLEASANT HILL LN, HOLIDAY, FL 34691 94 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1341
       Built: 2003
    Monthly Fee: $180
       Tax: $1,795 (2025)
    Community: Key Vista
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($1,725) + Fees ($180) + Taxes in 2025 ($150)


    Taxes:$1,795

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1962 SOCIETY DR, HOLIDAY, FL 34691

    $275,00027 Days on yellowkey   MLS ID: TB8518932

    0 Days Off yellowkey (back on 7/11/2026)

    For Sale TB8518932 - 1962 SOCIETY DR, HOLIDAY, FL 34691 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1419
       Built: 1978   Tax: $3,791 (2025)
    Community: West Shore Estates
    Single Family


    Estimated Monthly Payment: $1,823 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($316)


    Taxes:$3,791

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3801 SAILMAKER LN, HOLIDAY, FL 34691

    $160,00075 Days on yellowkey   MLS ID: TB8503166

    REDUCED by $5,000 (3.0%) on 07/11/2026

    For Sale TB8503166 - 3801 SAILMAKER LN, HOLIDAY, FL 34691 67 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1318
       Built: 1988   Tax: $3,182 (2025)
    Community: Holiday Lake Villas Condo
    Condo


    Estimated Monthly Payment: $1,142 (change assumption)
    Mortgage ($877) + Taxes in 2025 ($265)


    Taxes:$3,182

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5046 FARLEY DR, HOLIDAY, FL 34690

    $235,00015 Days on yellowkey   MLS ID: TB8524409

    For Sale TB8524409 - 5046 FARLEY DR, HOLIDAY, FL 34690 43 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1004
       Built: 1968   Tax: $2,286 (2025)
    Community: Colonial Manor
    Single Family


    Estimated Monthly Payment: $1,478 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($191)


    Taxes:$2,286

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3731 ELMWOOD DR, HOLIDAY, FL 34691

    $239,900106 Days on yellowkey   MLS ID: TB8492251

    For Sale TB8492251 - 3731 ELMWOOD DR, HOLIDAY, FL 34691 41 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1033
       Built: 1970   Tax: $2,510 (2025)
    Community: Tahitian Homes
    Single Family


    Estimated Monthly Payment: $1,524 (change assumption)
    Mortgage ($1,314) + Taxes in 2025 ($209)


    Taxes:$2,510

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2911 JACOB CROSSING LN, HOLIDAY, FL 34691

    $260,00026 Days on yellowkey   MLS ID: TB8519042

    For Sale TB8519042 - 2911 JACOB CROSSING LN, HOLIDAY, FL 34691 52 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1444
       Built: 2020
    Monthly Fee: $280
       Tax: $2,972 (2025)
    Community: Preserve/Gulf Trace
    Townhouse


    Estimated Monthly Payment: $1,952 (change assumption)
    Mortgage ($1,425) + Fees ($280) + Taxes in 2025 ($248)


    Taxes:$2,972

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2529 SAN LUIS RD, HOLIDAY, FL 34691

    $325,00097 Days on yellowkey   MLS ID: W7884683

    REDUCED by $15,000 (4.4%) on 07/08/2026

    For Sale W7884683 - 2529 SAN LUIS RD, HOLIDAY, FL 34691 62 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 1986   Tax: $487 (2025)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,821 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($41)


    Taxes:$487

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4312 BEACON SQUARE DR, HOLIDAY, FL 34691

    $229,00018 Days on yellowkey   MLS ID: TB8523384

    For Sale TB8523384 - 4312 BEACON SQUARE DR, HOLIDAY, FL 34691 40 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 816
       Built: 1964   Tax: $2,608 (2026)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,472 (change assumption)
    Mortgage ($1,255) + Taxes in 2026 ($217)


    Taxes:$2,608

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2026

    Middle School: Paul R. Smith Middle-PO


  • 1414 GRAND BLVD, HOLIDAY, FL 34690

    $349,999487 Days on yellowkey   MLS ID: W7872784

    For Sale W7872784 - 1414 GRAND BLVD, HOLIDAY, FL 34690 43 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2278
       Built: 1973   Tax: $2,228 (2023)
    Community: Forest Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,103 (change assumption)
    Mortgage ($1,918) + Taxes in 2023 ($186)


    Taxes:$2,228

    Elementary School: Anclote Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2023

    Middle School: Paul R. Smith Middle-PO


  • 3625 RICHBORO DR, HOLIDAY, FL 34691

    $299,000179 Days on yellowkey   MLS ID: TB8463808

    For Sale TB8463808 - 3625 RICHBORO DR, HOLIDAY, FL 34691 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1587
       Built: 1972   Tax: $4,526 (2025)
    Community: Beacon Square
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,015 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($377)


    Taxes:$4,526

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 1843 SHADY COVE DR, HOLIDAY, FL 34691

    $89,90039 Days on yellowkey   MLS ID: W7886481

    REDUCED by $3,000 (3.2%) on 07/11/2026

    For Sale W7886481 - 1843 SHADY COVE DR, HOLIDAY, FL 34691 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 624
       Built: 1971
    Monthly Fee: $36
       Tax: $1,208 (2025)
    Community: Buena Vista 2Nd Add
    Mobile Home


    Estimated Monthly Payment: $629 (change assumption)
    Mortgage ($493) + Fees ($36) + Taxes in 2025 ($101)


    Taxes:$1,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1301 VIKING DR, HOLIDAY, FL 34691

    $240,0009 Days on yellowkey   MLS ID: W7887284

    For Sale W7887284 - 1301 VIKING DR, HOLIDAY, FL 34691 60 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1136
       Built: 1972   Tax: $2,481 (2025)
    Community: Holiday Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,522 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($207)


    Taxes:$2,481

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3641 HARVARD DR, HOLIDAY, FL 34691

    $249,90089 Days on yellowkey   MLS ID: TB8499046

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale TB8499046 - 3641 HARVARD DR, HOLIDAY, FL 34691 47 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 980
       Built: 1968   Tax: $2,819 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $1,604 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($235)


    Taxes:$2,819

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2815 WOOD POINTE DR, HOLIDAY, FL 34691

    $359,90075 Days on yellowkey   MLS ID: TB8499477

    REDUCED by $10,000 (2.7%) on 06/26/2026

    For Sale TB8499477 - 2815 WOOD POINTE DR, HOLIDAY, FL 34691 95 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2003
    Monthly Fee: $181
       Tax: $5,680 (2025)
    Community: Key Vista
    Single Family


    Estimated Monthly Payment: $2,626 (change assumption)
    Mortgage ($1,972) + Fees ($181) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Holiday Homes for Sale and Other Real Estate?

Holiday home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Holiday. You can use our website to view Multiple Listing Service (MLS) data on Holiday Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Holiday listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.