18,375

Holiday, FL Homes

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  • /55

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,028 Sq Ft

    3667 Rockaway Dr, Holiday, FL 34691

    Coastal comfort, modern style, and everyday convenience come together in this move in ready Florida gem. Completely remodeled, this beautifully updated 2 bedroom, 2 bath home with an attached garage offers a fresh start with a bright open layout designed for both relaxed living and easy entertaining. Step inside to find new flooring throughout, a stylishly refreshed kitchen with modern finishes,

    Kevin Rivera REALTY ONE GROUP BEYOND

    3667 Rockaway Dr, Holiday, FL 34691
  • /44

    $2,300 Per Month

    • 3 Beds
    • 1 Bath
    • 1,028 Sq Ft
    • House for Rent

    5913 Appletree Rd, Holiday, FL 34690

    Welcome home to this charming and well-maintained 3-bedroom, 1-bath single-family residence offering 1,028 square feet of comfortable living space. Designed for both convenience and functionality, this home features central heat and air to keep you comfortable year-round.The kitchen comes fully equipped with a refrigerator, oven, microwave, dishwasher, and electric water heater, making meal

    5913 Appletree Rd, Holiday, FL 34690
  • /2

    $229,900

    Sold Apr 29, 2026

    3748 Redwood Dr, Holiday, FL 34691

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

    Last Sold Summary

    • 2% Below List Price
    • $243/SF
    • 36 Days On Market

    Current Estimated Value $228,670

    Last Listing Agent Cortney Bain CHARLES RUTENBERG REALTY INC

    3748 Redwood Dr, Holiday, FL 34691
    • /38

      Not Listed For Sale

      4699 Continental Dr Unit 331, Holiday, FL 34690

      • 1 Bed
      • 1 Bath
      • Built 1987
      4699 Continental Dr Unit 331, Holiday, FL 34690

      Last Sold Summary

      • 38 Days On Market

  • /35

    $254,000

    $21K PRICE DROP 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
  • /14

    $1,800 Per Month

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

    1130 Powersong St, Holiday, FL 34690

    2 Bed/1 Bath Single-family Home-- AVAILABLE NOW!Beautifully updated 2 bedroom, 1 bath home with 1 car garage for rent in Holiday. This home is located on a corner-lot and features fresh paint and brand new wood laminate flooring throughout. The open kitchen has updated countertops and plenty of cabinet space. On the back of the home is a spacious, enclosed Florida room, and the large

    Kevin Byrne VALENCIA REALTY,LLC

    1130 Powersong St, Holiday, FL 34690
  • /2

    $262,000

    Sold Aug 20, 2025

    2624 Society Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • Built 1972

    Last Sold Summary

    • 24% Below List Price
    • $211/SF
    • 385 Days On Market

    Current Estimated Value $259,519

    Last Listing Agent Jay Hundt PA PEOPLE'S CHOICE REALTY SVC LLC

    2624 Society Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3220 Lanark Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1976
      3220 Lanark Dr, Holiday, FL 34690

      Last Sold Summary

      • 20 Days On Market

  • /50

    $175,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,047 Sq Ft

    3022 Salisbury Dr, Holiday, FL 34691

    Under contract-accepting backup offers. ** In Contract, accepting backup offers!Welcome to 3022 Salisbury drive! This home is move in ready and priced accordingly for your updated touches. Great floor place with 2 large bedrooms, large living room, and connected dining/kitchen area complete with a bonus room and screened porch on the back of house. The property also features an oversized

    Robert Kidwell DALTON WADE INC

    3022 Salisbury Dr, Holiday, FL 34691
  • /13

    $1,775 Per Month

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

    3446 Cincinnati Dr, Holiday, FL 34691

    ACT NOW! $500 MOVE-IN SPECIAL! Get $500 off your first month’s rent when your lease starts within 2 weeks of paying your holding fee Rent easily and live comfortably with ResiHome, a leader in single-family rentals. This newly renovated, pet-friendly home has all the features and space that you and your entire family will enjoy, including state-of-the-art -appliances, stylish kitchens and

    3446 Cincinnati Dr, Holiday, FL 34691
  • /2

    $135,000

    Sold Dec 02, 2025

    3854 Staysail Ln Unit 304, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • Built 1981

    Last Sold Summary

    • 10% Below List Price
    • $121/SF
    • 50 Days On Market

    Current Estimated Value $133,030

    Last Listing Agent Anita McCracken P.A. F I GREY & SON RESIDENTIAL

    3854 Staysail Ln Unit 304, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2108 Hoyle Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 736 Sq Ft
      • Built 1984
      2108 Hoyle Dr, Holiday, FL 34691

      Last Sold Summary

      • 52 Days On Market

  • /37

    $169,900

    $14K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    2216 Oak Wind Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Welcome home to this charming 2 bedroom, 2 bathroom villa with newer ROOF in the highly desirable Pinewood Villas community in Holiday, Florida. One of the biggest highlights of this adorable unit is the EXCEPTIONALLY LOW HOA fee of just $50 per month...an INCREDIBLE VALUE that makes ownership both affordable and stress-free. Even better, this is not a 55+

    Shawna Liotine RE/MAX CHAMPIONS

    2216 Oak Wind Dr, Holiday, FL 34691
  • /24

    $1,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,236 Sq Ft
    • House for Rent

    3431 Overland Dr, Holiday, FL 34691

    Move In ready 3 Bedrooms 2 Full bath 1 Car Garage Home! This inviting residence offers a functional layout with comfortable living spaces, spacious bedrooms, perfect for everyday living and entertaining. Walk into a large living room / Dining room combo with open plan layout to the kitchen. All tile throughout for quick and easy maintenance. Ceiling fans in every room. In the heart of the city of

    Caroline Hanna CHARLES RUTENBERG REALTY INC

    3431 Overland Dr, Holiday, FL 34691
  • /33

    $204,000

    Sold May 11, 2026

    4326 Fern Glen St, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $181/SF
    • 3 Days On Market

    Current Estimated Value $198,062

    Last Listing Agent Conor ONeill BLAKE REAL ESTATE INC

    4326 Fern Glen St, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2050 Lullaby Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1974
      2050 Lullaby Dr, Holiday, FL 34691

      Last Sold Summary

      • 69 Days On Market

  • /27

    $224,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,096 Sq Ft

    3850 Baden Dr, Holiday, FL 34691

    Renovated 3-bedroom, 2-bath, 1-car garage home featuring a desirable split-bedroom floor plan in Holiday! This move-in-ready home offers newer tile flooring throughout and a spacious layout designed for comfortable living. Step inside to a large combined living and dining area, with the kitchen conveniently tucked away while remaining open to the main living space. The private primary bedroom is

    Scott Robinson DENNIS REALTY & INV. CORP.

    3850 Baden Dr, Holiday, FL 34691
  • /11

    $1,350 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • 1/1 Furnished with Lake View & Utilities in Tahitian Gardens a 55+ Community.

    4358 Tahitian Gardens Cir, Holiday, FL 34691

    (**NOT AVAILABLE ON FACEBOOK OR CRAIGS LIST**) 1/1 LAKE VIEW CONDO IN AN OVER 55 COMMUNITY. WAKE UP EVERY MORNING TO A LAKE VEIW!! CONDO BOASTS RECENTLY REDONE KITCHEN CABINETS, & FLOORS, FULLY FURNISHED WITH WASHER AND DRYER . COMMUNITY AMENITIES INCLUDE USE OF THE COMMUNITY POOL AND CLUBHOUSE AND PROPERTY IS LOCATED CLOSE TO 19 AND SHOPPING. *Electric / Water/ Sewer/ Trash/ Lawn

    4358 Tahitian Gardens Cir, Holiday, FL 34691
  • /2

    $202,500

    Sold Apr 08, 2026

    1042 Saxon Ln, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft
    • Built 1970

    Last Sold Summary

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

    Current Estimated Value $202,733

    Last Listing Agent DJ Arrazcaeta Jr, LLC RE/MAX ALLIANCE GROUP

    1042 Saxon Ln, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3414 Chatford Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1980
      3414 Chatford Dr, Holiday, FL 34690

      Last Sold Summary

      • 118 Days On Market

  • /33

    $199,000

    $26K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,048 Sq Ft

    3128 Harvardston Loop, Holiday, FL 34691

    Spacious single-family home in the Beacon Square Subdivision in the heart of Holiday. Home features 3 large bedrooms, 2 Full bathrooms with ceramic tile floors throughout home. The open floor plan creates a bright and spacious living area connecting the living room, dining room, kitchen, and enclosed Florida Room. And there's a 1 car garage and fenced backyard. Beacon Square is minutes away from

    Michael Eddings MARK SPAIN REAL ESTATE

    3128 Harvardston Loop, Holiday, FL 34691
  • /18

    $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • 1,052 Sq Ft
    • House for Rent

    3528 Rock Royal Dr, Holiday, FL 34691

    Discover this beautifully renovated, light-filled home located on a corner lot with a tranquil view of the pond. Home features two bedrooms, one full bathroom, and a one-car garage, fenced backyard and washer and dryer hookups. Inside, enjoy contemporary laminate flooring throughout the living areas and tiled floors in the wet areas. The kitchen has been updated with newer appliances. A The home

    Jason Maniecki KELLER WILLIAMS TAMPA PROPERTIES

    3528 Rock Royal Dr, Holiday, FL 34691
  • /2

    $307,000

    Sold Aug 27, 2025

    3208 Brompton Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1970

    Last Sold Summary

    • $214/SF
    • 14 Days On Market

    Current Estimated Value $305,530

    Last Listing Agent Debbie Raimo FUTURE HOME REALTY INC

    3208 Brompton Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      4316 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1968
      4316 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      Last Sold Summary

      • 69 Days On Market

  • /18

    $105,000

    $8K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    4721 Burney Dr, Holiday, FL 34690

    Price improved! This 2/2 Sunny Florida Lakeview Home beckon you! Come Enjoy this peaceful, Golfcart friendly 55+ Active Community where you OWN your Own LAND! The Low HOA monthly fee of $ 143 includes, ground maintenance, Heated Year-Round Pool, Trash removal, Private Road, Clubhouse amenities, etc., Short distance of shopping, restaurants, close proximity to Beaches, Historic Tarpon Springs with

    Stella Wooster CITY BREEZE ACTION REALTY

    4721 Burney Dr, Holiday, FL 34690
  • /13

    $1,595 Per Month

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • House for Rent

    3121 Harvardston Loop, Holiday, FL 34691

    Rent easily and live comfortably with ResiHome, a leader in single-family rentals. This newly renovated, pet-friendly home has all the features and space that you and your entire family will enjoy, including state-of-the-art -appliances, stylish kitchens and countertops, and ample outdoor space to call your own. Plus, our streamlined application process makes it easy to apply for your new home!  

    3121 Harvardston Loop, Holiday, FL 34691
  • /2

    $225,000

    Sold May 19, 2026

    3307 Rosefield Dr, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 848 Sq Ft
    • Built 1966

    Last Sold Summary

    • 10% Below List Price
    • $265/SF
    • 253 Days On Market

    Current Estimated Value $213,187

    Last Listing Agent Junie Cook FUTURE HOME REALTY INC

    3307 Rosefield Dr, Holiday, FL 34691
    • /40

      Not Listed For Sale

      4699 Continental Dr Unit 590, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • Built 1994
      4699 Continental Dr Unit 590, Holiday, FL 34690

      Last Sold Summary

      • 29 Days On Market

  • /32

    $579,000

    $21K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,553 Sq Ft

    5657 Oceanic Rd, Holiday, FL 34690

    Experience the perfect blend of comfort and style in this updated turnkey-ready home. Boasting a spacious open-concept layout, the interior features beautiful hardwood and tile flooring throughout. Enjoy the freedom of NO HOA in this meticulously maintained residence. Relax in a private, fully screened outdoor space featuring an in-ground pool and a covered back patio, perfect for entertaining.

    Scott Fader JOSEPH WALTER REALTY LLC

    5657 Oceanic Rd, Holiday, FL 34690
  • /13

    $1,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 750 Sq Ft
    • Property for Rent

    2031 Lullaby Dr, Holiday, FL 34691

    *PLEASE DO NOT DISTURB TENANT STILL IN THE HOME*Home available July 1st2 Bedroom, 1 1/2 bathroom Mobile home on a large lot in Holiday, FL. Pet fees will apply.

    Nabil Basta BASTA REALTY SOLUTIONS

    2031 Lullaby Dr, Holiday, FL 34691
  • /2

    $165,000

    Sold Oct 13, 2025

    3836 Staysail Ln Unit 3836, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,534 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $108/SF
    • 11 Days On Market

    Last Listing Agent Nicholas Vavoulis RE/MAX MARKETING SPECIALISTS

    3836 Staysail Ln Unit 3836, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2235 Arcadia Rd, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 902 Sq Ft
      • Built 1972
      2235 Arcadia Rd, Holiday, FL 34690

      Last Sold Summary

      • 10 Days On Market

  • /26

    $449,000

    $26K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,454 Sq Ft

    1220 Stover Ct, Holiday, FL 34691

    Welcome to your own private oasis overlooking a beautiful lake. This completely remodeled five-bedroom, three-bathroom, one-car garage home offers exceptional space, versatility, and modern updates throughout. The property features a huge, detached workshop with electric, along with an attached storage building-perfect for hobbies, projects, or extra storage. Enjoy outdoor living at its best with

    Allan Safranek, III RICHEY REALTY

    1220 Stover Ct, Holiday, FL 34691
  • /13

    $1,699 Per Month

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

    1301 Mandarin Dr, Holiday, FL 34691

    Light and Bright 2/1/1 in Holiday. All hard surfaces and vaulted ceilings, great value and good location. Wont last !

    Jason Klimis KLIMIS & COMPANY

    1301 Mandarin Dr, Holiday, FL 34691
  • /2

    $375,000

    Sold Nov 26, 2025

    2427 Indian Key Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • Built 2003

    Last Sold Summary

    • 13% Below List Price
    • $213/SF
    • 40 Days On Market

    Current Estimated Value $382,123

    Last Listing Agent Linda Forgues LOKATION

    2427 Indian Key Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      1836 Shady Cove Dr, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,011 Sq Ft
      • Built 1960
      1836 Shady Cove Dr, Holiday, FL 34691

      Last Sold Summary

      • 33 Days On Market

  • /40

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,371 Sq Ft

    2146 Society Dr, Holiday, FL 34691

    Virtually Staged. Tucked along the shores of Lake Conley, this turn key 2 bedroom, 2 bathroom home feels like the kind of place where mornings start slow with coffee on the porch and evenings end around the fire pit or swinging by the water under the stars. From the moment you arrive, the covered front porch with its welcoming bench invites you to sit down, relax, and stay awhile. Inside, natural

    Traci Pearson - Realtor KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

    2146 Society Dr, 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
  • /28

    $290,000

    Sold Apr 16, 2026

    4250 Pinefield Ave, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft
    • Built 1980

    Last Sold Summary

    • $195/SF
    • 28 Days On Market

    Current Estimated Value $289,253

    Last Listing Agent John Blevins GENSTONE REALTY

    4250 Pinefield Ave, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3201 Nantucket Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 768 Sq Ft
      • Built 1978
      3201 Nantucket Dr, Holiday, FL 34690

      Last Sold Summary

      • 31 Days On Market

Showing Results 241 - 280, Page 7 of 18

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