18,359

Holiday, FL Homes

Section Image Section Image
  • /25

    $324,900

    $22K 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
  • /13

    $1,495 Per Month

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

    4022 Baden Dr, Holiday, FL 34691

    This home is move-in ready. Schedule your tour now or start your application today.Comfortable living spaces and inviting features make this 2-bedroom, 1-bathroom home in Florida a welcoming place to call home. A covered front entrance, one-car garage, and spacious backyard add both convenience and outdoor appeal.Inside, the living room features cozy carpet flooring, while

    4022 Baden Dr, Holiday, FL 34691
  • /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 $208,329

    Last Listing Agent Jim Steele BHHS FLORIDA PROPERTIES GROUP

    3326 Garfield Dr, Holiday, FL 34691
    • /2

      Est $282,817

      Not Listed For Sale

      3136 Primrose Dr, Holiday, FL 34691

      • 4 Beds
      • 2 Baths
      • 2,036 Sq Ft
      • Built 1971
      3136 Primrose Dr, Holiday, FL 34691

      Last Sold Summary

      • 117 Days On Market

      Last Listing Agent Bella Beata DALTON WADE INC

  • /33

    $135,000

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft

    4324 Tahitian Gardens Cir Unit J, Holiday, FL 34691

    WATERFRONT, 2-bedroom, bath-and-a-half condo in the gated 55+ community of Tahitian Gardens. Enjoy stunning water views from the oversized living room windows and outside patio. This property features separate kitchen and dining areas. Both bedrooms are generously sized with updated windows and newer carpet. The primary bedroom includes a half bath and a walk-in closet. A full-sized, all-tile

    Agent Photo

    Michael McAuley

    COASTAL FLORIDA REAL ESTATE

    4324 Tahitian Gardens Cir Unit J, Holiday, FL 34691
  • /16

    $1,695 Per Month

    • 4 Beds
    • 1 Bath
    • 1,136 Sq Ft
    • House for Rent

    3542 Wiltshire Dr, Holiday, FL 34691

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    3542 Wiltshire 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 $216,695

      Not Listed For Sale

      5636 Dolores Dr, Holiday, FL 34690

      • 3 Beds
      • 2 Baths
      • 1,522 Sq Ft
      • Built 1973
      5636 Dolores Dr, Holiday, FL 34690

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Charles Ludington RE/MAX SUNSET REALTY

  • /87

    $499,900

    $125K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,198 Sq Ft

    3238 Mela Ct, Holiday, FL 34691

    Under contract-accepting backup offers. Amazing Price Reduction in Gated Neighborhood of Vista Lakes at Bailys Bluff - 5 Bedroom, 3.5 Bath, 2 Story home perfectly situated on an extra large pool size premium corner lot with fenced back yard and lighted gazebo overlooking a serene pond plus NO FLOOD INSURANCE. This gorgeous 2 story home boasts a wonderful floor plan with soaring ceilings and

    Agent Photo

    Mary Kay Likly

    REALTY ONE GROUP ADVANTAGE

    3238 Mela Ct, Holiday, FL 34691
  • /10

    $925 Per Month

    • 1 Bed
    • 1 Bath
    • Townhouse for Rent

    3033 Jacob Crossing Ln, Holiday, FL 34691

    Property Id: 2764818 Back on the market, short-term tenant just moved out and now at a LOWER rate for quick turnaround. Furnished !! Queen bed and luxury Nectar Hybrid Mattress. Chest of drawers and side table. "Cloffice" has desk. First-Floor Master Bedroom with Private En-Suite in Shared Townhouse $925/Month This spacious first-floor master bedroom with a private

    3033 Jacob Crossing Ln, 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 $523,232

    Last Listing Agent Robert Moore INTERNATIONAL TOP AGENTS REALTY

    2648 Grand Blvd, Holiday, FL 34690
    • /2

      Est $289,588

      Not Listed For Sale

      5104 Cardiff Dr, Holiday, FL 34690

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1969
      5104 Cardiff Dr, Holiday, FL 34690

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Stacey Muller DALTON WADE INC

  • /34

    $222,900

    $2K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,004 Sq Ft

    4130 Crestfield Ave, Holiday, FL 34691

    Welcome to this 2-bedroom,1-bath home located in the heart of Holiday! This well-maintained residence offers approximately 1,004 sq. ft. of living space with a functional floor plan designed for comfortable everyday living. The home features a bright living area filled with natural light, a practical kitchen and generously sized bedrooms. Ceramic tile throughout for easy maintenance. Enjoy the

    Agent Photo

    Sheree Landreth

    BHHS FLORIDA PROPERTIES GROUP

    4130 Crestfield Ave, Holiday, FL 34691
  • /16

    $2,145 Per Month

    • 3 Beds
    • 2 Baths
    • 1,938 Sq Ft
    • House for Rent

    3246 Supreme 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,

    3246 Supreme Dr, Holiday, FL 34691
  • /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 $92,798

    Last Listing Agent Roger Fruits HOMEFRONT REALTY

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

      Est $281,385

      Not Listed For Sale

      3245 Bigelow Dr, Holiday, FL 34691

      • 4 Beds
      • 2 Baths
      • 1,656 Sq Ft
      • Built 1971
      3245 Bigelow Dr, Holiday, FL 34691

      Last Sold Summary

      • 292 Days On Market

      Last Listing Agent Coleen Garner CENTURY 21 ELITE LOCATIONS, INC

  • /29

    $200,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 846 Sq Ft

    3104 Salisbury Dr, Holiday, FL 34691

    Back on market at no fault of the seller. Buyer's financing fell through. Appraisal already completed above full asking price which provides a rare head start for the next buyer. Welcome to 3104 Salisbury Drive, a beautifully renovated home in the heart of Holiday offering comfort, style, and an easy Florida lifestyle. This move-in ready 2-bedroom, 1-bath home has been thoughtfully updated and

    Agent Photo

    Donald Hathaway, III

    REAL BROKER, LLC

    3104 Salisbury Dr, Holiday, FL 34691
  • /16

    $1,965 Per Month

    • 3 Beds
    • 2 Baths
    • 1,558 Sq Ft
    • House for Rent

    1948 Coolidge Rd, Holiday, FL 34691

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    1948 Coolidge Rd, 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 $277,789

    Last Listing Agent Amie Lenhart CHARLES RUTENBERG REALTY INC

    5130 Victoria Ln, Holiday, FL 34690
    • /2

      Est $255,938

      Not Listed For Sale

      3206 Peterborough St, Holiday, FL 34690

      • 4 Beds
      • 3 Baths
      • 1,416 Sq Ft
      • Built 1974
      3206 Peterborough St, Holiday, FL 34690

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Raquel Littlejohn MAINSTAY BROKERAGE LLC

  • /52

    $213,500

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    4327 Beacon Square Dr, Holiday, FL 34691

    Welcome home! This charming Holiday gem is the perfect opportunity for first-time buyers. This Beacon home offers an open-concept layout perfect for everyday living and entertaining. Featuring 3 bedrooms, 1 bathroom, and over 1,100 square feet of living space, this home has been thoughtfully updated with a newer roof (July 2020), AC (2020), and water heater (August 2020) — all major mechanicals

    Agent Photo

    Heather Stotts LLC

    RE/MAX COLLECTIVE

    4327 Beacon Square Dr, Holiday, FL 34691
  • /16

    $1,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,342 Sq Ft
    • House for Rent

    5023 Cougar Loop, Holiday, FL 34690

    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,

    5023 Cougar Loop, Holiday, FL 34690
  • /32

    $26,900

    Sold Jul 27, 2026

    4699 Continental Dr Unit 113, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • Built 1986

    Last Sold Summary

    • 77 Days On Market

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

    4699 Continental Dr Unit 113, Holiday, FL 34690
    • /2

      Est $525,086

      Not Listed For Sale

      2349 Wood Pointe Dr, Holiday, FL 34691

      • 5 Beds
      • 3 Baths
      • 2,585 Sq Ft
      • Built 2003
      2349 Wood Pointe Dr, Holiday, FL 34691

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Mike Kaluza PEOPLE'S TRUST REALTY

  • /38

    $259,900

    $39K PRICE DROP
    • 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

    Agent Photo

    Sheree Landreth

    BHHS FLORIDA PROPERTIES GROUP

    2349 Hama Dr, Holiday, FL 34691
  • /10

    $1,625 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    1633 Doubloon Dr, Holiday, FL 34690

    Property Id: 1950352 Renting from a private owner. No big corporation, no extra fee. House will be shown personally with proof of ownership! Cute house, 2 Full Bedrooms, 1 Full Bath, 1 Car Garage and a bonus sunroom! You can make it into 3 bedrooms. It is a Block Home on high ground with a new roof to sustain all the natural disasters. Make it your home to paint it at your own taste! Nice

    1633 Doubloon Dr, Holiday, FL 34690
  • /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 $270,736

    Last Listing Agent Blake Keathley EVERYSTATE INC.

    2440 Pinetta Ct, Holiday, FL 34691
    • /2

      Est $264,590

      Not Listed For Sale

      5152 Victoria Ln, Holiday, FL 34690

      • 2 Beds
      • 1.5 Baths
      • 1,408 Sq Ft
      • Built 1968
      5152 Victoria Ln, Holiday, FL 34690

      Last Sold Summary

      • 131 Days On Market

      Last Listing Agent Steve Fingerman PEOPLE'S TRUST REALTY

  • /46

    $115,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    3229 Tiki Dr, Holiday, FL 34691

    Tiki Village. NON-FLOOD ZONE. Only $400 a year. Gated. 55 and Older. You OWN THE LAND. Massive front porch 9 feet by 19 feet. This spacious home stands out as one of the community’s largest units at 1344 Sq Feet. Home has an oversized living room, expansive dining area and generously sized kitchen, also features a screened-in side porch and a carport. The hall bathroom features a high-end walk-in

    Agent Photo

    Randal Jenkins

    FLORIDA REAL ESTATE PARTNERS

    3229 Tiki Dr, Holiday, FL 34691
  • /16

    $1,665 Per Month

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • House for Rent

    3402 Eisenhower 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 $1809.90. That covers your base rent, $1665.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3402 Eisenhower 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 $170,766

    Last Listing Agent Ann McIntosh GULF TO BAY REAL ESTATE

    2608 Akita Place, Holiday, FL 34691
    • /2

      Est $205,165

      Not Listed For Sale

      4333 Baden Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 948 Sq Ft
      • Built 1968
      4333 Baden Dr, Holiday, FL 34691

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Cori McNichols CHARLES RUTENBERG REALTY INC

  • /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
  • /16

    $1,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft
    • House for Rent

    5040 Valimor Dr, Holiday, FL 34690

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    5040 Valimor Dr, Holiday, FL 34690
  • /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 $451,543

    Last Listing Agent Jeffrey Borham EXP REALTY LLC

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

      Est $425,295

      Not Listed For Sale

      1919 Oswego Dr, Holiday, FL 34691

      • 4 Beds
      • 2 Baths
      • 2,175 Sq Ft
      • Built 2004
      1919 Oswego Dr, Holiday, FL 34691

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Viral Doshi, PA. AMETHYST PROPERTY ADVISORS LLC

  • /24

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,116 Sq Ft

    2044 Pamela Dr, Holiday, FL 34690

    Virtually Staged. Water View living with NO HOA! From the charming covered front porch with decorative columns to the expansive screened lanai overlooking the pond, this beautifully updated 2-bedroom plus bonus room home offers the Florida lifestyle you've been searching for. Enjoy peaceful water views, a flexible floor plan, and a convenient Holiday location just minutes from shopping,

    Agent Photo

    Tony Baroni

    KELLER WILLIAMS SUBURBAN TAMPA

    2044 Pamela Dr, Holiday, FL 34690
  • /16

    $1,970 Per Month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    3730 Sablewood Dr, Holiday, FL 34691

    Beautiful, pet-friendly home coming soon! Apply now — available date is tentative and move-in will be scheduled within 5–10 days of the home being ready. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month's rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo),

    3730 Sablewood 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 $271,942

    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

      Last Listing Agent Jamie Devine Brown RE/MAX ALLIANCE GROUP

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home