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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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  • 2216 OAK WIND DR, HOLIDAY, FL 34691

    $169,900103 Days on yellowkey   MLS ID: TB8492620

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $10,000 (5.6%) on 06/15/2026

    For Sale TB8492620 - 2216 OAK WIND DR, HOLIDAY, FL 34691 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1128
       Built: 1986
    Monthly Fee: $50
       Tax: $2,500 (2025)
    Community: Pinewood Villas
    Villa


    Estimated Monthly Payment: $1,189 (change assumption)
    Mortgage ($931) + Fees ($50) + Taxes in 2025 ($208)


    Taxes:$2,500

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4016 BADEN DR, HOLIDAY, FL 34691

    $399,00022 Days on yellowkey   MLS ID: TB8521070

    For Sale TB8521070 - 4016 BADEN DR, HOLIDAY, FL 34691 44 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1488
       Built: 2025   Tax: $551 (2025)
    Community: Tahitian Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($46)


    Taxes:$551

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 5148 DARLINGTON RD, HOLIDAY, FL 34690

    $94,00075 Days on yellowkey   MLS ID: TB8503855

    REDUCED by $4,000 (4.1%) on 06/23/2026

    For Sale TB8503855 - 5148 DARLINGTON RD, HOLIDAY, FL 34690 16 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1024
       Built: 1974
    Monthly Fee: $17
       Tax: $657 (2025)
    Community: Buena Vista Manor
    Spa: No

    Mobile Home


    Estimated Monthly Payment: $587 (change assumption)
    Mortgage ($515) + Fees ($17) + Taxes in 2025 ($55)


    Taxes:$657

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5103 VALIMOR DR, HOLIDAY, FL 34690

    $235,00054 Days on yellowkey   MLS ID: TB8511567

    REDUCED by $15,000 (6.0%) on 06/23/2026

    FORECLOSURE TB8511567 - 5103 VALIMOR DR, HOLIDAY, FL 34690 13 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 912
       Built: 1969   Tax: $2,587 (2025)
    Community: Colonial Manor
    Single Family


    Estimated Monthly Payment: $1,503 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($216)


    Taxes:$2,587

    Elementary School: Anclote Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3549 ROCKAWAY DR, HOLIDAY, FL 34691

    $460,00034 Days on yellowkey   MLS ID: TB8518453

    REDUCED by $19,000 (4.0%) on 06/23/2026

    For Sale TB8518453 - 3549 ROCKAWAY DR, HOLIDAY, FL 34691 30 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2122
       Built: 1972   Tax: $5,158 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $2,950 (change assumption)
    Mortgage ($2,520) + Taxes in 2025 ($430)


    Taxes:$5,158

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5429 FLORA AVE, HOLIDAY, FL 34690

    $184,900402 Days on yellowkey   MLS ID: O6314390

    REDUCED by $25,100 (12.0%) on 06/23/2026

    For Sale O6314390 - 5429 FLORA AVE, HOLIDAY, FL 34690 33 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1160
       Built: 1969   Tax: $2,643 (2024)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $1,233 (change assumption)
    Mortgage ($1,013) + Taxes in 2024 ($220)


    Taxes:$2,643

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3023 MUIR ST, HOLIDAY, FL 34691

    $339,90052 Days on yellowkey   MLS ID: TB8509753

    REDUCED by $7,000 (2.0%) on 06/23/2026

    For Sale TB8509753 - 3023 MUIR ST, HOLIDAY, FL 34691 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1425
       Built: 2021   Tax: $3,980 (2025)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($332)


    Taxes:$3,980

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4843 CALAIS DR, HOLIDAY, FL 34690

    $230,00096 Days on yellowkey   MLS ID: TB8496145

    REDUCED by $5,000 (2.1%) on 06/22/2026

    For Sale TB8496145 - 4843 CALAIS DR, HOLIDAY, FL 34690 45 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1088
       Built: 1968   Tax: $2,520 (2025)
    Community: Crest Ridge Gardens
    Single Family


    Estimated Monthly Payment: $1,470 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($210)


    Taxes:$2,520

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3244 HAMPSHIRE DR, HOLIDAY, FL 34690

    $95,000359 Days on yellowkey   MLS ID: W7877402

    3 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $4,500 (4.5%) on 06/03/2026

    For Sale W7877402 - 3244 HAMPSHIRE DR, HOLIDAY, FL 34690 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 774
       Built: 1973
    Monthly Fee: $143
       Tax: $1,228 (2024)
    Community: Tanglewood Mobile Village
    Mobile Home


    Estimated Monthly Payment: $766 (change assumption)
    Mortgage ($521) + Fees ($143) + Taxes in 2024 ($102)


    Taxes:$1,228

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4128 BADEN DR, HOLIDAY, FL 34691

    $210,00039 Days on yellowkey   MLS ID: TB8514960

    For Sale TB8514960 - 4128 BADEN DR, HOLIDAY, FL 34691 9 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1088
       Built: 1969   Tax: $774 (2025)
    Community: Tahitian Homes #3
    Single Family


    Estimated Monthly Payment: $1,215 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($65)


    Taxes:$774

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5305 HAWK DR, HOLIDAY, FL 34690

    $200,00025 Days on yellowkey   MLS ID: TB8521053

    For Sale TB8521053 - 5305 HAWK DR, HOLIDAY, FL 34690 13 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1128
       Built: 1971   Tax: $2,479 (2025)
    Community: Colonial Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,302 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($207)


    Taxes:$2,479

    Elementary School: Anclote Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4130 OAKFIELD AVE, HOLIDAY, FL 34691

    $174,90049 Days on yellowkey   MLS ID: TB8512369

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $15,100 (7.9%) on 06/16/2026

    For Sale TB8512369 - 4130 OAKFIELD AVE, HOLIDAY, FL 34691 35 photos

    Bed: 3   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1080
       Built: 1966   Tax: $3,041 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,212 (change assumption)
    Mortgage ($958) + Taxes in 2025 ($253)


    Taxes:$3,041

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3835 SAILMAKER LN, HOLIDAY, FL 34691

    $150,00036 Days on yellowkey   MLS ID: TB8515686

    0 Days Off yellowkey (back on 6/20/2026)

    For Sale TB8515686 - 3835 SAILMAKER LN, HOLIDAY, FL 34691 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1318
       Built: 1989   Tax: $692 (2025)
    Community: Holiday Lake Villas Condo
    Condo


    Estimated Monthly Payment: $880 (change assumption)
    Mortgage ($822) + Taxes in 2025 ($58)


    Taxes:$692

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5311 BOARDWALK ST, HOLIDAY, FL 34690

    $447,400110 Days on yellowkey   MLS ID: TB8491269

    REDUCED by $2,500 (0.6%) on 05/30/2026

    For Sale TB8491269 - 5311 BOARDWALK ST, HOLIDAY, FL 34690 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 1998   Tax: $1,033 (2025)
    Community: Park Place
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,538 (change assumption)
    Mortgage ($2,451) + Taxes in 2025 ($86)


    Taxes:$1,033

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4238 PINEFIELD AVE, HOLIDAY, FL 34691

    $264,90029 Days on yellowkey   MLS ID: TB8519871

    For Sale TB8519871 - 4238 PINEFIELD AVE, HOLIDAY, FL 34691 64 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1334
       Built: 1980   Tax: $743 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,513 (change assumption)
    Mortgage ($1,451) + Taxes in 2025 ($62)


    Taxes:$743

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1148 FERNWOOD DR, HOLIDAY, FL 34690

    $259,000184 Days on yellowkey   MLS ID: W7881931

    INCREASED by $9,100 (3.6%) on 06/16/2026

    For Sale W7881931 - 1148 FERNWOOD DR, HOLIDAY, FL 34690 42 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1113
       Built: 1973   Tax: $3,584 (2024)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $1,718 (change assumption)
    Mortgage ($1,419) + Taxes in 2024 ($299)


    Taxes:$3,584

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 4914 SHERRELL DR, HOLIDAY, FL 34690

    $99,000162 Days on yellowkey   MLS ID: W7882675

    REDUCED by $2,000 (2.0%) on 06/19/2026

    For Sale W7882675 - 4914 SHERRELL DR, HOLIDAY, FL 34690 24 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 728
       Built: 1978
    Monthly Fee: $143
       Tax: $1,277 (2024)
    Community: Tanglewood Mobile Village
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $792 (change assumption)
    Mortgage ($542) + Fees ($143) + Taxes in 2024 ($106)


    Taxes:$1,277

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1414 WHITEHALL LN, HOLIDAY, FL 34691

    $288,90090 Days on yellowkey   MLS ID: TB8498792

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

    REDUCED by $1,000 (0.3%) on 06/18/2026

    For Sale TB8498792 - 1414 WHITEHALL LN, HOLIDAY, FL 34691 25 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1636
       Built: 1972   Tax: $2,052 (2025)
    Community: Holiday Lake Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,583) + Taxes in 2025 ($171)


    Taxes:$2,052

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 1623 PLUM TREE RD, HOLIDAY, FL 34690

    $190,00062 Days on yellowkey   MLS ID: TB8507340

    2 Days Off yellowkey (back on 5/19/2026)

    For Sale TB8507340 - 1623 PLUM TREE RD, HOLIDAY, FL 34690 33 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 888
       Built: 1973   Tax: $2,760 (2025)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $1,271 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2906 WINDRIDGE DR, HOLIDAY, FL 34691

    $359,000335 Days on yellowkey   MLS ID: TB8406249

    REDUCED by $10,000 (2.7%) on 06/19/2026

    For Sale TB8406249 - 2906 WINDRIDGE DR, HOLIDAY, FL 34691 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 1986
    Monthly Fee: $48
       Tax: $5,548 (2024)
    Community: Windridge Gulf Trace
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,477 (change assumption)
    Mortgage ($1,967) + Fees ($48) + Taxes in 2024 ($462)


    Taxes:$5,548

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.