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Holiday Homes For Sale & Real Estate - 327 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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  • 3840 STAYSAIL LN #3840, HOLIDAY, FL 34691

    $110,00023 Days on yellowkey   MLS ID: TB8510841

    For Sale TB8510841 - 3840 STAYSAIL LN #3840, HOLIDAY, FL 34691 55 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1114
       Built: 1981   Tax: $2,224 (2025)
    Community: Holiday Lake Villas Condo
    Condo


    Estimated Monthly Payment: $788 (change assumption)
    Mortgage ($603) + Taxes in 2025 ($185)


    Taxes:$2,224

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4344 OAK BLUFF AVE, HOLIDAY, FL 34691

    $299,0009 Days on yellowkey   MLS ID: TB8516133

    For Sale TB8516133 - 4344 OAK BLUFF AVE, HOLIDAY, FL 34691 49 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1547
       Built: 1965   Tax: $5,242 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $2,075 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($437)


    Taxes:$5,242

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 5736 MELALEUCA DR #22, HOLIDAY, FL 34690

    $375,0009 Days on yellowkey   MLS ID: TB8516066

    SHORT SALE TB8516066 - 5736 MELALEUCA DR #22, HOLIDAY, FL 34690 25 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1502
       Built: 1974   Tax: $4,356 (2025)
    Community: Forest Hills Unit 22
    Single Family


    Estimated Monthly Payment: $2,418 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($363)


    Taxes:$4,356

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4031 CHESSWOOD DR, HOLIDAY, FL 34691

    $224,9009 Days on yellowkey   MLS ID: TB8515708

    For Sale TB8515708 - 4031 CHESSWOOD DR, HOLIDAY, FL 34691 37 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1084
       Built: 1967   Tax: $3,508 (2025)
    Community: Buena Vista Melody Manor Add
    Single Family


    Estimated Monthly Payment: $1,525 (change assumption)
    Mortgage ($1,232) + Taxes in 2025 ($292)


    Taxes:$3,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3608 TIKI DR, HOLIDAY, FL 34691

    $105,20089 Days on yellowkey   MLS ID: W7883910

    For Sale W7883910 - 3608 TIKI DR, HOLIDAY, FL 34691 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 720
       Built: 1973   Tax: $209 (2025)
    Community: Tiki Village Mhp Condo
    Spa: No

    Mobile Home


    Estimated Monthly Payment: $594 (change assumption)
    Mortgage ($576) + Taxes in 2025 ($17)


    Taxes:$209

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3612 TIKI DR, HOLIDAY, FL 34691

    $114,50089 Days on yellowkey   MLS ID: W7883913

    For Sale W7883913 - 3612 TIKI DR, HOLIDAY, FL 34691 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 800
       Built: 1971   Tax: $904 (2025)
    Community: Tiki Village Mhp Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $703 (change assumption)
    Mortgage ($627) + Taxes in 2025 ($75)


    Taxes:$904

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3132 JACKSON DR, HOLIDAY, FL 34691

    $269,00037 Days on yellowkey   MLS ID: W7885484

    0 Days Off yellowkey (back on 6/5/2026)

    For Sale W7885484 - 3132 JACKSON DR, HOLIDAY, FL 34691 19 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1332
       Built: 1981   Tax: $4,128 (2025)
    Community: Tahitian Dev
    Single Family


    Estimated Monthly Payment: $1,818 (change assumption)
    Mortgage ($1,474) + Taxes in 2025 ($344)


    Taxes:$4,128

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 1435 WHITEHALL LN, HOLIDAY, FL 34691

    $225,00025 Days on yellowkey   MLS ID: TB8500067

    REDUCED by $10,000 (4.3%) on 06/05/2026

    For Sale TB8500067 - 1435 WHITEHALL LN, HOLIDAY, FL 34691 33 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 932
       Built: 1971   Tax: $2,671 (2025)
    Community: Holiday Lake Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,455 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($223)


    Taxes:$2,671

    Elementary School: Gulfside Elementary-PO

    High School: Gulf High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 1909 PLEASURE DR, HOLIDAY, FL 34691

    $210,99146 Days on yellowkey   MLS ID: P4938575

    1 Days Off yellowkey (back on 6/5/2026)

    REDUCED by $1 (0.0%) on 06/01/2026

    For Sale P4938575 - 1909 PLEASURE DR, HOLIDAY, FL 34691 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1067
       Built: 2026   Tax: $1,020 (2026)
    Community: Buena Vista 2Nd Add
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,241 (change assumption)
    Mortgage ($1,156) + Taxes in 2026 ($85)


    Taxes:$1,020

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2026

    Middle School: Paul R. Smith Middle-PO


  • 3611 SHERYL HILL DR, HOLIDAY, FL 34691

    $252,90010 Days on yellowkey   MLS ID: W7886412

    For Sale W7886412 - 3611 SHERYL HILL DR, HOLIDAY, FL 34691 24 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1286
       Built: 1968   Tax: $2,559 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,599 (change assumption)
    Mortgage ($1,386) + Taxes in 2025 ($213)


    Taxes:$2,559

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3438 KIMBERLY OAKS DR, HOLIDAY, FL 34691

    $229,00010 Days on yellowkey   MLS ID: TB8515227

    For Sale TB8515227 - 3438 KIMBERLY OAKS DR, HOLIDAY, FL 34691 15 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: $1,433 (change assumption)
    Mortgage ($1,255) + Taxes in 2025 ($178)


    Taxes:$2,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3429 DEVONSHIRE DR, HOLIDAY, FL 34691

    $315,00061 Days on yellowkey   MLS ID: TB8497350

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale TB8497350 - 3429 DEVONSHIRE DR, HOLIDAY, FL 34691 44 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1572
       Built: 1969   Tax: $2,570 (2025)
    Community: Beacon Square
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,940 (change assumption)
    Mortgage ($1,726) + Taxes in 2025 ($214)


    Taxes:$2,570

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3521 BIGELOW DR, HOLIDAY, FL 34691

    $229,90019 Days on yellowkey   MLS ID: O6409940

    For Sale O6409940 - 3521 BIGELOW DR, HOLIDAY, FL 34691 18 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1164
       Built: 1970   Tax: $2,468 (2025)
    Community: Aloha Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,465 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($206)


    Taxes:$2,468

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4531 AEGEAN AVE, HOLIDAY, FL 34690

    $235,00076 Days on yellowkey   MLS ID: TB8490763

    For Sale TB8490763 - 4531 AEGEAN AVE, HOLIDAY, FL 34690 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 992
       Built: 1965   Tax: $3,335 (2025)
    Community: Orangewood Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,566 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($278)


    Taxes:$3,335

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3711 ELMWOOD DR, HOLIDAY, FL 34691

    $205,000153 Days on yellowkey   MLS ID: TB8463595

    0 Days Off yellowkey (back on 5/5/2026)

    REDUCED by $10,000 (4.7%) on 04/07/2026

    For Sale TB8463595 - 3711 ELMWOOD DR, HOLIDAY, FL 34691 42 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1096
       Built: 1974   Tax: $3,304 (2024)
    Community: Tahitian Homes
    Single Family


    Estimated Monthly Payment: $1,399 (change assumption)
    Mortgage ($1,123) + Taxes in 2024 ($275)


    Taxes:$3,304

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 1125 FERNWOOD DR, HOLIDAY, FL 34690

    $489,90094 Days on yellowkey   MLS ID: TB8485326

    REDUCED by $10,000 (2.0%) on 06/04/2026

    For Sale TB8485326 - 1125 FERNWOOD DR, HOLIDAY, FL 34690 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 1976   Tax: $2,493 (2025)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $2,892 (change assumption)
    Mortgage ($2,684) + Taxes in 2025 ($208)


    Taxes:$2,493

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3423 FOXHALL DR, HOLIDAY, FL 34691

    $450,00051 Days on yellowkey   MLS ID: TB8500487

    REDUCED by $25,000 (5.3%) on 06/04/2026

    For Sale TB8500487 - 3423 FOXHALL DR, HOLIDAY, FL 34691 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2387
       Built: 1991
    Monthly Fee: $48
       Tax: $3,287 (2025)
    Community: Glenwood Gulf Trace
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,788 (change assumption)
    Mortgage ($2,466) + Fees ($48) + Taxes in 2025 ($274)


    Taxes:$3,287

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3510 ALLANDALE DR, HOLIDAY, FL 34691

    $230,00017 Days on yellowkey   MLS ID: TB8512585

    For Sale TB8512585 - 3510 ALLANDALE DR, HOLIDAY, FL 34691 18 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1368
       Built: 1974   Tax: $3,076 (2025)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,517 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($256)


    Taxes:$3,076

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3143 PINEVIEW DR, HOLIDAY, FL 34691

    $1,379,990247 Days on yellowkey   MLS ID: W7879730

    REDUCED by $10,000 (0.7%) on 06/04/2026

    For Sale W7879730 - 3143 PINEVIEW DR, HOLIDAY, FL 34691 93 photos

    Bed: 4   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4204
       Built: 2006   Tax: $6,850 (2024)
    Community: Baileys Bluff Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,132 (change assumption)
    Mortgage ($7,561) + Taxes in 2024 ($571)


    Taxes:$6,850

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6345 LOST TRL, HOLIDAY, FL 34690

    $309,000200 Days on yellowkey   MLS ID: W7881056

    REDUCED by $16,000 (4.9%) on 06/04/2026

    For Sale W7881056 - 6345 LOST TRL, HOLIDAY, FL 34690 83 photos

    Bed: 5   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1920
       Built: 1974   Tax: $2,763 (2024)
    Community: N/A
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,923 (change assumption)
    Mortgage ($1,693) + Taxes in 2024 ($230)


    Taxes:$2,763

    Elementary School: Anclote Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO




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.