18,319

Holiday, FL Homes

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  • /38

    $279,900

    • 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

    Nora Dakaj BHHS FLORIDA PROPERTIES GROUP

    2349 Hama Dr, Holiday, FL 34691
  • /15

    $2,010 per month

    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft
    • House for Rent

    3844 Elmwood Dr, Holiday, FL 34691

    Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

    3844 Elmwood Dr, Holiday, FL 34691
  • /2

    $285,000 Sold Mar 21, 2025

    2406 Cool Rd, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Below List Price
    • $248/SF
    • 2 Days On Market

    Current Estimated Value $286,709

    Last Listing Agent Gigi Gauthier TRUE REALTY GROUP

    2406 Cool Rd, Holiday, FL 34690
    • /32

      Est $135,501 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 768 Sq Ft

      4331 Tahitian Gardens Cir Unit F, Holiday, FL 34691

      4331 Tahitian Gardens Cir Unit F, Holiday, FL 34691
  • /60

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft

    5644 Riddle Rd, Holiday, FL 34690

    Welcome to an exceptional opportunity to enjoy Florida waterfront living at its finest in this beautifully updated 3-bedroom, 2-bath residence, where comfort, style, and peace of mind come together seamlessly. This home has never flooded under current ownership and features a brand-new roof January, along with thoughtfully completed interior updates within the last six years offering a truly

    Harold Welch IV KELLER WILLIAMS SOUTH SHORE

    5644 Riddle Rd, Holiday, FL 34690
  • /18

    $1,799 per month

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 3 bedrooms, 2 bathrooms, 1 car garage and approximately 1,216 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance

    Christopher Yambo TAH FLORIDA LLC

    Unlisted Address
  • /2

    $150,000 Sold Nov 07, 2025

    3818 Cherrywood Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 1,169 Sq Ft
    • Built 1969

    Last Sold Summary

    • 17% Below List Price
    • $128/SF
    • 6 Days On Market

    Current Estimated Value $159,086

    Last Listing Agent Christine Vielhauer PMI PALMS

    3818 Cherrywood Dr, Holiday, FL 34691
    • /9

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      2139 Orange Dr, Holiday, FL 34691

      2139 Orange Dr, Holiday, FL 34691
  • /18

    $199,000

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    3437 Wiltshire Dr, Holiday, FL 34691

    Welcome to 3437 Wiltshire Drive, an updated and move-in ready 2-bedroom, 2-bath, 1-car garage home in the heart of Holiday.Every detail has been refreshed, offering comfort and style. Bonus room with closet that leads to the screened lanai and open-air patio that would be great for a BBQ! Major updates include a shingle roof (2024), water heater in 2025, interior and exterior paint completed

    Toni Benton KELLER WILLIAMS REALTY- PALM H

    3437 Wiltshire Dr, Holiday, FL 34691
  • /17

    $1,799 per month

    • 2 Beds
    • 2.5 Baths
    • 1,541 Sq Ft
    • House for Rent

    5191 Forum Blvd, Holiday, FL 34690

    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 $1968.90. That covers your base rent, $1799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5191 Forum Blvd, Holiday, FL 34690
  • /2

    $236,000 Sold Nov 13, 2025

    3514 Truman Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,216 Sq Ft
    • Built 1971

    Last Sold Summary

    • 14% Below List Price
    • $194/SF
    • 184 Days On Market

    Last Listing Agent Christine Knighton SMITH & ASSOCIATES REAL ESTATE

    3514 Truman Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft

      5134 River Birch Ave, Holiday, FL 34690

      5134 River Birch Ave, Holiday, FL 34690
  • /4

    $5,400,000

    • Land
    • 80 Acres
    • $67,500 per Acre

    3130 Shipwatch Dr, Holiday, FL 34691

    Discover the ultimate lifestyle property with tremendous investment potential. The property features multiple premium conservation lots, thoughtfully designed around a beautiful wetland system that wraps the development area to the east and north, creating a private and scenic natural buffer.Currently zoned for 60 single-family homes, the site offers the potential to rezone for additional

    Reed Fischbach Fischbach Land Company

    3130 Shipwatch Dr, Holiday, FL 34691
  • /13

    $1,399 per month

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

    1103 Classic Dr, Holiday, FL 34691

    Welcome to this delightful 2-bedroom, 2-bath home tucked away in a quiet Holiday neighborhood. With its bright, open living spaces and functional layout, this home is designed for both comfort and convenience. Whether you’re enjoying a cozy night in, entertaining friends, or spending time in the private backyard, this home offers the perfect setting for everyday living. Ideally located, this home

    Jorge Vazquez GRAYSTONE REAL ESTATE

    1103 Classic Dr, Holiday, FL 34691
  • /2

    $360,000 Sold Dec 19, 2025

    2511 Indian Key Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 2,027 Sq Ft
    • Built 2002

    Last Sold Summary

    • 15% Below List Price
    • $178/SF
    • 158 Days On Market

    Last Listing Agent Sandra Keroles COLDWELL BANKER REALTY

    2511 Indian Key Dr, Holiday, FL 34691
    • /21

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,084 Sq Ft

      2019 Maui Dr, Holiday, FL 34691

      2019 Maui Dr, Holiday, FL 34691
  • /6

    $1,000,000

    • Land
    • 1.22 Acres
    • $819,672 per Acre

    3705 U S Hwy 19, Holiday, FL 34652

    This 1.2 acre lot boasts excellent visibility and high traffic volume situated on a busy stretch of US-19 in Holiday, FL. With its versatile zoning, size, and strategic location, this property presents an ideal canvas for a quick service restaurant, retail, or industrial development. Situated just minutes from several popular shopping centers, restaurants, and entertainment options, including a

    Saunders Estate Saunders Land

    3705 U S Hwy 19, Holiday, FL 34652
  • /10

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,165 Sq Ft
    • House for Rent

    3545 Holiday Lake Dr, Holiday, FL 34691

    Property Id: 2348939This home won't last long! 3/2 Home in Desirable Holiday Lake Estate Community, right on the border of Tarpon Springs, FL .Tile flooring throughout,1 car Garage, Ample space plus an additional three-car parking in the wide driveway. Enjoy a fenced backyard and a screened porch with tile flooring. Convenient laundry hookups available. Pets under 25

    3545 Holiday Lake Dr, Holiday, FL 34691
  • /2

    $132,500 Sold Nov 04, 2025

    3849 Sailmaker Ln, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Below List Price
    • $119/SF
    • 87 Days On Market

    Current Estimated Value $137,435

    Last Listing Agent Dean Anderson DELTA REALTY INTERNATIONAL INC

    3849 Sailmaker Ln, Holiday, FL 34691
    • /25

      Not Listed For Sale

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

      2113 Kahala Dr, Holiday, FL 34691

      2113 Kahala Dr, Holiday, FL 34691
  • /45

    $165,000

    • 2 Beds
    • 2 Baths
    • 1,318 Sq Ft

    3835 Sailmaker Ln, Holiday, FL 34691

    Back on the market! FULLY FURNISHED, MOVE IN READY CORNER UNIT. If you want serene water views and generous square footage without the maintenance, this home is for you! This SPACIOUS 2 BEDROOM 2 BATH, CORNER UNIT is located minutes from the Gulf and historic downtown Tarpon. Tour the sponge docks for some amazing food and shopping or head over to Fred Howard for some beach time. When it’s time

    Lisa Simmerman TOM TUCKER REALTY

    3835 Sailmaker Ln, Holiday, FL 34691
  • /26

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • House for Rent

    3214 Huntington Rd, Holiday, FL 34691

    AVAILABLE NOW! Welcome home to this beautiful 3-bedroom, 2-bath POOL home with a 1-car garage in Holiday Lake Estates! The upgraded kitchen features stainless steel appliances, granite countertops, and a stylish backsplash. Enjoy an open split floor plan with a bonus room ideal for a home office or playroom. The primary suite offers his-and-hers closets and a tastefully updated bath with serene

    Irina Roth DALTON WADE INC

    3214 Huntington Rd, Holiday, FL 34691
  • /2

    $480,000 Sold May 20, 2025

    3302 Gina Ct, Holiday, FL 34691

    • 4 Beds
    • 3 Baths
    • 2,504 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Below List Price
    • $192/SF
    • 6 Days On Market

    Current Estimated Value $499,786

    Last Listing Agent Laura Pope ORCHID REALTY TEAM INC

    3302 Gina Ct, Holiday, FL 34691
    • /51

      Est $420,301 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,970 Sq Ft

      2406 Sand Bay Dr, Holiday, FL 34691

      2406 Sand Bay Dr, Holiday, FL 34691
  • /18

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,310 Sq Ft

    5245 Bluejay Dr, Holiday, FL 34690

    This beautifully updated corner-lot home offers exceptional value and versatility, with ample space to add a side driveway for extra parking, an RV, or a boat. The kitchen was remodeled to open up the space and features a center island, upgraded cabinets, stainless steel appliances, and waterproof vinyl plank flooring, while the rest of the home includes updated interior finishes and comfortable

    Aprile Ceciro CHARLES RUTENBERG REALTY INC

    5245 Bluejay Dr, Holiday, FL 34690
  • /20

    $1,645 per month

    • 3 Beds
    • 1.5 Baths
    • 1,384 Sq Ft
    • House for Rent

    4242 Oak Bluff Ave, Holiday, FL 34691

    SPLIT THE PAYMENT! Reserve your new home by paying 50% of your security deposit now, with the remaining balance due before move-in.**MOVE-IN SPECIAL! HALF OFF FIRST FULL MONTH'S RENT IF LEASED BY FEBRUARY 15th**PAY 50% OF THE SECURITY DEPOSIT NOW TO SECURE THE HOME AND THE REMAINING 50% BEFORE MOVE-IN**Step into comfort and convenience at 4242 Oak Bluff Ave, a spacious

    4242 Oak Bluff Ave, Holiday, FL 34691
  • /2

    $171,000 Sold Nov 24, 2025

    1415 Russel Ln, Holiday, FL 34691

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1971

    Last Sold Summary

    • 12% Below List Price
    • $173/SF
    • 103 Days On Market

    Last Listing Agent Kevin Barrow UNITED REALTY GROUP INC

    1415 Russel Ln, Holiday, FL 34691
    • /54

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 736 Sq Ft

      2426 Prestige Dr, Holiday, FL 34690

      2426 Prestige Dr, Holiday, FL 34690
  • /35

    $254,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,210 Sq Ft

    3237 Jackson Dr, Holiday, FL 34691

    Under contract-accepting backup offers. $11K PRICE REDUCTION and BRAND NEW APPLIANCES! This upgraded three bed, two bath home sits on an oversized corner lot with plenty of room to park your toys or to install a new pool! The kitchen features dark espresso cabinets, granite countertops and custom backsplash. The two full baths are outfitted with upgraded hardware and beautiful tile. You'll love

    Holly Cole LEO GROUP REAL ESTATE INC

    3237 Jackson Dr, Holiday, FL 34691
  • /6

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • House for Rent

    1550 Roundtree Rd, Holiday, FL 34690

    Spacious 3-bedroom, 2-bath home featuring wood-look tile flooring throughout most of the residence. The home offers a functional galley kitchen and a large living room upon entry that flows seamlessly into the dining area. The kitchen is conveniently located just off the dining room, creating an efficient and comfortable layout. Ideally situated near shopping, beaches, schools, and public transit

    Kim Doukas CHARLES RUTENBERG REALTY INC

    1550 Roundtree Rd, Holiday, FL 34690
  • /2

    $250,000 Sold Jun 23, 2025

    3444 Clydesdale Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • Built 1966

    Last Sold Summary

    • 9% Below List Price
    • $216/SF
    • 149 Days On Market

    Current Estimated Value $252,699

    Last Listing Agent Gena McCulloch REAL BROKER, LLC.

    3444 Clydesdale Dr, Holiday, FL 34691
    • /26

      Not Listed For Sale

      0 Sheppards Crook Ct, Holiday, FL 34691

      0 Sheppards Crook Ct, Holiday, FL 34691
  • /29

    $299,995

    • 3 Beds
    • 2 Baths
    • 1,341 Sq Ft

    2931 Walnut Grove Ct, Holiday, FL 34691

    HUGE PRICE REDUCTION !! Welcome to the beautiful most popular community of Key Vista. This immaculate villa is located in Vista Point in an adult 55+ community. No CDD and low monthly HOA fees. This 3 bedroom, 2 bath, 2 car garage sits on a private cul-de-sac. Open floor plan with, kitchen, great room and dine in kitchen. Kitchen features 42 in wood cabinets, breakfast bar opening to the great

    Kathy Dobies FUTURE HOME REALTY

    2931 Walnut Grove Ct, Holiday, FL 34691
  • /10

    $1,975 per month

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • House for Rent

    3041 Holiday Lake 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 $2119.90. That covers your base rent, $1975.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3041 Holiday Lake Dr, Holiday, FL 34691
  • /2

    $285,000 Sold Aug 11, 2025

    5132 Flora Ave, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • Built 1969

    Last Sold Summary

    • 5% Below List Price
    • $199/SF
    • 46 Days On Market

    Current Estimated Value $288,618

    Last Listing Agent Jackie Johnson DALTON WADE INC

    5132 Flora Ave, Holiday, FL 34690
    • /37

      Est $134,557 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 825 Sq Ft

      4345 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      4345 Tahitian Gardens Cir Unit H, Holiday, FL 34691
  • /38

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    4745 Guardian Ave, Holiday, FL 34690

    One or more photo(s) has been virtually staged. One or more photo(s) have been virtually staged. This fully remodeled, move in ready 3 bedroom, 2-bath corner lot home has been thoughtfully updated throughout offering a true turnkey opportunity where you can simply purchase and enjoy. The property features a 1 car garage, carport, two driveways, and a fully fenced backyard with vinyl fencing, St.

    Yanisleidy Gomez FUTURE HOME REALTY

    4745 Guardian Ave, Holiday, FL 34690
  • /6

    $1,445 per month

    • 2 Beds
    • 1.5 Baths
    • 968 Sq Ft
    • House for Rent

    1620 Doubloon Dr, Holiday, FL 34690

    *PLEASE DO NOT DISTURB TENANT IN THE HOME*2 Bedroom, 1.5 Bathrooms, 1 Car Garage home located in Holiday. Close to shopping, beaches and easy commute to State Road 54.Pets allowed with fees.

    Nabil Basta BASTA REALTY SOLUTIONS

    1620 Doubloon Dr, Holiday, FL 34690
  • /2

    $375,000 Sold Apr 17, 2025

    3228 Jackson Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Below List Price
    • $242/SF
    • 16 Days On Market

    Current Estimated Value $377,433

    Last Listing Agent Annie Rocks ROCKS REALTY

    3228 Jackson Dr, Holiday, FL 34691
    • /37

      Est $456,532 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,259 Sq Ft

      3329 Mela Ct, Holiday, FL 34691

      3329 Mela Ct, Holiday, FL 34691

Showing Results 161 - 200, Page 5 of 18

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