18,380

Holiday, FL Homes

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  • /26

    $450,000

    • 4 Beds
    • 3 Baths
    • 2,638 Sq Ft

    1316 Blue Marlin Blvd, Holiday, FL 34691

    Welcome to your turnkey coastal retreat in the highly desirable Gulfwinds community, where homes rarely become available and the Florida lifestyle takes center stage. This spacious 4-bedroom, 3-bath home offers over 2,600 square feet of living space with a bright open layout, soaring ceilings, and a functional split-bedroom floorplan designed for both everyday living and entertaining. Located in

    Sheri Harris EXP REALTY LLC

    1316 Blue Marlin Blvd, Holiday, FL 34691
  • /19

    $2,100 Per Month

    • 4 Beds
    • 2 Baths
    • 1,588 Sq Ft
    • House for Rent

    3127 Corona Dr, Holiday, FL 34690

    BEAUTIFUL REMODELED 4 BED 2 BATH WITH ALL NEW KITCHEN , price reduced UPDATED BATHS, ALL TILE FLOORS, NEWER WINDOWS AND AC , VINYL FENCED REAR YARD AND SHED. HUGE GREAT ROOM WITH CATHEDRAL CEILINGS AND 2 FANS plus DINING ROOM. 1 CAR GARAGE , 2CAR WIDE DRIVEWAY, WASHER /DRYER INCLUDED BUT AS IS. MAIN BATH IS FULLY UPDATED AND BEAUTIFUL BRIGHT AND CLEAN. LOCATED IN A NICE COMMUNITY IN HOLIDAY EAST

    Mike Sanders HOMES BY SANDERS REALTY

    3127 Corona Dr, Holiday, FL 34690
  • /2

    $185,000

    Sold Nov 04, 2025

    4404 Beacon Square Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,021 Sq Ft
    • Built 1967

    Last Sold Summary

    • $181/SF
    • 0 Days On Market

    Current Estimated Value $189,206

    Last Listing Agent Marcos Reyes CHARLES RUTENBERG REALTY INC

    4404 Beacon Square Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3214 Hampshire Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 943 Sq Ft
      • Built 1974
      3214 Hampshire Dr, Holiday, FL 34690

      Last Sold Summary

      • 36 Days On Market

  • /18

    $222,900

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    3619 Wiltshire Dr, Holiday, FL 34691

    Welcome Home to this 3 bedroom/2 bath block home. Hard surface flooring and freshly painted throughout. NEW Septic System in 2026, Roof 2022, HVAC 2018, Water Heater 2018. Enjoy the Florida Room and spacious backyard. So close to the sun and fun on the Gulf, many restaurants, and shopping close by.

    Lynne Powers POWERS REAL ESTATE SOLUTIONS LLC

    3619 Wiltshire Dr, Holiday, FL 34691
  • /21

    $1,600 Per Month

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

    3742 Darlington Rd, Holiday, FL 34691

    Available Now for Annual Lease! Welcome home to this well-maintained 2-bedroom, 1-bath home featuring an open, functional floor plan and easy-care tile flooring throughout. The spacious living area flows seamlessly into the kitchen, creating a comfortable space for everyday living. Enjoy the convenience of a one-car garage with laundry hookups, plus a screened porch overlooking the fully fenced

    Kimberly Bramer, PA Bramer Property Management and Realty Group LLC

    3742 Darlington Rd, Holiday, FL 34691
  • /2

    $221,000

    Sold Jul 22, 2025

    2035 Erin Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $233/SF
    • 31 Days On Market

    Current Estimated Value $222,936

    Last Listing Agent Jonas Stodart CHARLES RUTENBERG REALTY INC

    2035 Erin Dr, Holiday, FL 34690
    • /2

      Not Listed For Sale

      2020 Roselawn Dr, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 672 Sq Ft
      • Built 1969
      2020 Roselawn Dr, Holiday, FL 34691

      Last Sold Summary

      • 8 Days On Market

  • /44

    $575,000

    • 5 Beds
    • 3 Baths
    • 3,072 Sq Ft

    1914 Oswego Dr, Holiday, FL 34691

    Welcome to this beautiful 5 bedroom 3 bathroom two-story home located in the highly desirable community of Key Vista. Upon entry you immediately feel welcome and at home with the large formal dining area and front living area with electric fireplace. The large kitchen boasts tall cabinetry and plenty of counter space with amazing views of the tree line that reflects along the waters edge. One

    Jason Scott INVESTMENT FLORIDA REALTY LLC

    1914 Oswego Dr, Holiday, FL 34691
  • /10

    $1,800 Per Month

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • House for Rent

    2610 Templewood Dr, Holiday, FL 34690

    Spacious 3- bedroom,1-bath home with large backyard. No hidden fees. Conveniently located and ready for immediate occupancy. one small dog allowed with approval. contact us today to schedule a showing!

    Yoicy Milian BELLA VISTA REALTY GROUP LLC

    2610 Templewood Dr, Holiday, FL 34690
  • /2

    $114,000

    Sold May 27, 2026

    1850 Mary Ln, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $108/SF
    • 44 Days On Market

    Last Listing Agent Cristina Taylor SIRROM REALTY LLC

    1850 Mary Ln, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3200 Birkdale Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1981
      3200 Birkdale Dr, Holiday, FL 34690

      Last Sold Summary

      • 31 Days On Market

  • /11

    $214,900

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    4901 Picture Ave, Holiday, FL 34690

    Move-in ready and beautifully updated, this Holiday home is packed with upgrades and ready for its new owner. From the moment you step inside, you'll notice the brand-new luxury vinyl flooring that flows throughout the home, creating a clean and modern feel. The completely updated kitchen features new shaker-style cabinets, quartz countertops, soft-close drawers, and plenty of storage and

    Nicholas Vavoulis RE/MAX MARKETING SPECIALISTS

    4901 Picture Ave, Holiday, FL 34690
  • /2

    $2,400 Per Month

    • 4 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • House for Rent

    3637 Winder Dr, Holiday, FL 34691

    Vouchers welcomed- Now accepting applications for this newly renovated four bedrooms, one bath house. Looking for long term tenants to enjoy living on a quiet street, close to the famous sponge docks, beaches and parks. The converted garage offers extra living space, Perfect as a primary bedroom. Enjoy stainless steel appliances, including a dishwasher and garbage disposal. Washer and dryer combo

    Natie Sdeh Or BHHS FLORIDA PROPERTIES GROUP

    3637 Winder Dr, Holiday, FL 34691
  • /2

    $237,500

    Sold Oct 24, 2025

    5033 Tammy Ln, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Built 1968

    Last Sold Summary

    • 7% Below List Price
    • $208/SF
    • 131 Days On Market

    Current Estimated Value $235,932

    Last Listing Agent Dan Risola RE/MAX REALTEC GROUP INC

    5033 Tammy Ln, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3839 Lomi Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,212 Sq Ft
      • Built 1983
      3839 Lomi Dr, Holiday, FL 34691

      Last Sold Summary

      • 123 Days On Market

  • /59

    $225,000

    $125K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    4233 Darlington Rd, Holiday, FL 34691

    Income-Generating Property - the best Price! "Excellent investment opportunity in the Holiday market! This 3-bedroom, 2-bathroom property stands out for its generous size (2,628 sq. ft.) and excellent condition, including a brand-new roof and a beautiful in-ground pool. The house is being sold with a tenant already in place, paying $1,750/month, eliminating the wait time to find a new tenant.

    Francisco Rojas GLOBAL FORTUNE REALTY LLC

    4233 Darlington Rd, Holiday, FL 34691
  • /18

    $1,650 Per Month

    • 2 Beds
    • 1 Bath
    • 1,276 Sq Ft
    • House for Rent

    4620 Tropical Ln, Holiday, FL 34690

    Renovated house for rent. 3 Bedrooms, 1 Bathroom. Kitchen and dining room combo. Fenced back yard.

    Dina Bravo VITA LUXURY REALTY LLC

    4620 Tropical Ln, Holiday, FL 34690
  • /2

    $345,000

    Sold Mar 04, 2026

    1051 Normandy Blvd, Holiday, FL 34691

    • 4 Beds
    • 3 Baths
    • 1,154 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Above List Price
    • $299/SF
    • 7 Days On Market

    Current Estimated Value $333,353

    Last Listing Agent Reynol De La Fe AVENUE HOMES LLC

    1051 Normandy Blvd, Holiday, FL 34691
    • /2

      Not Listed For Sale

      1842 Shady Cove Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 820 Sq Ft
      • Built 1962
      1842 Shady Cove Dr, Holiday, FL 34691

      Last Sold Summary

      • 31 Days On Market

  • /42

    $320,000

    Open Sat 2AM - 4PM $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft

    2211 Barracuda Ct, Holiday, FL 34691

    Welcome to 2211 Barracuda Ct, Holiday, FL 34691 — a beautifully maintained turn-key home offering 1,876 sq ft of living space in the desirable Gulf winds community. This home features 3 bedrooms, 2 full bathrooms, plus a bonus room that can be used as a home office, playroom, media room, or flex space. The home is also pre-wired for a home theater system, making it perfect for movie nights and

    Mayra Roland KELLER WILLIAMS REALTY- PALM HARBOR

    2211 Barracuda Ct, Holiday, FL 34691
  • /12

    $1,650 Per Month

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • House for Rent

    3433 Monticello St, Holiday, FL 34690

    CHARMING 3 BEDROOM 1.5 BATHROOM 1 CAR GARAGE HOME IN HOLIDAY. OPEN FLOOR PLAN THAT CREATES A SPACIOUS FEEL WITH AN ABUNDANCE OF NATURAL LIGHT. PLENTY OF COUNTERTOP SPACE IN THE KITCHEN AND STAINLESS STEEL REFRIGERATOR. TILE FLOORING THROUGHOUT WITH A LARGE FULLY FENCED IN BACK YARD. GREAT SCHOOL ZONE! PETS CONSIDERED WITH A NON-REFUNDABLE FEE PER PET. NON REFUNDABLE BACKROUND FEE IS $49 PER

    Kosta Karatzas FUTURE HOME REALTY INC

    3433 Monticello St, Holiday, FL 34690
  • /2

    $136,500

    Sold May 21, 2026

    4312 Tahitian Gardens Cir Unit E, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1967

    Last Sold Summary

    • 9% Below List Price
    • $178/SF
    • 166 Days On Market

    Last Listing Agent Michael McAuley COASTAL FLORIDA REAL ESTATE

    4312 Tahitian Gardens Cir Unit E, Holiday, FL 34691
    • /2

      Not Listed For Sale

      4363 Tahitian Gardens Cir Unit C, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 825 Sq Ft
      • Built 1968
      4363 Tahitian Gardens Cir Unit C, Holiday, FL 34691

      Last Sold Summary

      • 7 Days On Market

  • /14

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,289 Sq Ft

    3425 Richboro Dr Unit 14B, Holiday, FL 34691

    Welcome to this charming 2-bedroom, 2-bath home located at 3425 Richboro Drive in Holiday, Florida. This well-maintained property offers comfortable living with a functional layout perfect for year-round residents or seasonal homeowners. Enjoy relaxing mornings and peaceful evenings in the enclosed screened lanai, providing the perfect indoor-outdoor space to unwind or entertain. The fully fenced

    Eneida Vicario PEOPLE'S TRUST REALTY

    3425 Richboro Dr Unit 14B, Holiday, FL 34691
  • /22

    $1,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,129 Sq Ft
    • House for Rent

    1254 Firecreek Ct, Holiday, FL 34690

    !!LOOK N LEASE FOR A $500 MOVE IN SPECIAL!! Prospects must apply the same-day as their scheduled showing, approved for a July 1st, 2026 move-in date, to receive $500 OFF on the 2nd month's rent. Welcome Home! This 3BD/1BTH (Plus a .75BTH in the garage) includes a 1 car garage and larger driveway. Two large bedrooms share a hall bath. A smaller bedroom with access to the patio and windows on 3

    Steve Oehlerking RENT SOLUTIONS

    1254 Firecreek Ct, Holiday, FL 34690
  • /2

    $630,000

    Sold Jun 15, 2026

    2401 Sandbay Dr, Holiday, FL 34691

    • 4 Beds
    • 3 Baths
    • 2,451 Sq Ft
    • Built 2006

    Last Sold Summary

    • $257/SF
    • 9 Days On Market

    Current Estimated Value $589,251

    Last Listing Agent Victor Carranza 3 POINT REAL ESTATE SOLUTION

    2401 Sandbay Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      5208 River Birch Ave, Holiday, FL 34690

      • 3 Beds
      • 2 Baths
      • 1,388 Sq Ft
      • Built 2005
      5208 River Birch Ave, Holiday, FL 34690

      Last Sold Summary

      • 165 Days On Market

  • /14

    $189,400

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    3118 Elkridge Dr, Holiday, FL 34691

    This charming 2 bedroom, 1 bath home with Florida room(easy 3rd bedroom/office) offers newer flooring, fresh interior paint, and a 2024 roof for peace of mind. Beautiful paver patio in the back yard, great for grilling and chilling with family and friends. Large back porch is great for all 4 season! Ideally located near everyday conveniences and just a short drive to area beaches. Schedule your

    DJ Arrazcaeta Jr, LLC RE/MAX ALLIANCE GROUP

    3118 Elkridge Dr, Holiday, FL 34691
  • /7

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • House for Rent

    3433 Atlantis Dr, Holiday, FL 34691

    Charming 2 Bedroom Home for Rent – Holiday, FL Freshly polished and ready to welcome you home, this beautifully renovated 2-bedroom, 1.5-bath residence offers comfort with a crisp, modern edge. Step inside and enjoy a bright, airy layout complemented by brand-new windows that invite in natural light like a Florida sunrise. Stay cool year-round with a new A/C system, keeping things perfectly

    Nabil Basta BASTA REALTY SOLUTIONS

    3433 Atlantis Dr, Holiday, FL 34691
  • /2

    $197,000

    Sold Jun 08, 2026

    2038 Maui Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,636 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $120/SF
    • 17 Days On Market

    Last Listing Agent Wes Weber INSPIRED REALTY, LLC

    2038 Maui Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      4920 Sherrell Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1994
      4920 Sherrell Dr, Holiday, FL 34690

      Last Sold Summary

      • 22 Days On Market

  • /62

    $356,500

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft

    2201 Parrot Fish Dr, Holiday, FL 34691

    2201 Parrot Fish Drive, Holiday, FL Gulfwinds Villa | 3 Bed + Den/Office | 2 Bath | 2-Car Garage | 1,876 Sq Ft | Maintenance-Free Living | NOT in a flood zone Built in 2013, this beautifully designed one-story villa lives like a single-family home - without single-family maintenance headaches. Tucked away on a private cul-de-sac, this 1,876-square-foot home features soaring ceilings and an

    Thomas Homan, Jr HOMAN REALTY GROUP INC

    2201 Parrot Fish Dr, Holiday, FL 34691
  • /32

    $1,550 Per Month

    • 1 Bath
    • 540 Sq Ft
    • Property for Rent

    Unlisted Address

    Short-Term Rental Available! This beautifully remodeled mobile home is now available for short-term lease, perfect for those in need of temporary housing.Currently available April 1 2026 until the end of October. 2 person MAX Key Features:Utilities Included: Cable TV, high-speed internet, electric, water, and trash pickupFully FurnishedNewly Remodeled Bathroom: Spacious 10’ x

    Tom Emundi SUNCOAST GROUP REALTORS LLC

    Unlisted Address
  • /2

    $165,400

    Sold May 13, 2026

    2032 Waterview Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1979

    Last Sold Summary

    • $157/SF

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2032 Waterview Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3728 Sailmaker Ln Unit 1702, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1985
      3728 Sailmaker Ln Unit 1702, Holiday, FL 34691

      Last Sold Summary

      • 65 Days On Market

  • /63

    $175,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,167 Sq Ft

    4706 Burney Dr, Holiday, FL 34690

    NEW PRICING! This cozy, WATERFRONT home is nestled in Holiday, surrounded by Tarpon Springs, New Port Richey, and the glistening Gulf of Mexico. Overlooking Lake Tanglewood, the 2 bedroom/2 bath dwelling features water on two sides with just one neighbor on one side and a seawall around the water frontage. Here you’ll enjoy all the favorite local water sports; electric motorboats are permitted.

    Lori Crawford RE/MAX ACTION FIRST OF FLORIDA

    4706 Burney Dr, Holiday, FL 34690
  • /30

    $1,650 Per Month

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

    3405 Wilson Dr, Holiday, FL 34691

    Furnished and Fully renovated two-bedroom, one-bath single family home. The renovated interior, offers a modern and inviting living space. The updates include appliances, flooring, paint, lighting fixture, plumbing fixtures, blinds, vanity, countertops and provide a comfortable and stylish home environment. The fence in backyard is private and a great area to relax. The sewer and trash pickup

    Jeffrey Stuben DALTON WADE INC

    3405 Wilson Dr, Holiday, FL 34691
  • /2

    $221,000

    Sold May 19, 2026

    3611 Atlantis Dr, Holiday, FL 34691

    • 3 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Built 1970

    Last Sold Summary

    • 12% Below List Price
    • $205/SF
    • 201 Days On Market

    Current Estimated Value $218,459

    Last Listing Agent Stephanie Schwartz GREAT WESTERN REALTY

    3611 Atlantis Dr, Holiday, FL 34691
    • /2

      Est $248,638

      Not Listed For Sale

      3507 Cincinnati Dr Unit 9, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,620 Sq Ft
      • Built 1972
      3507 Cincinnati Dr Unit 9, Holiday, FL 34691

      Last Sold Summary

      • 73 Days On Market

Showing Results 281 - 320, Page 8 of 18

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