18,313

Holiday, FL Homes

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  • /16

    $265,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,289 Sq Ft

    3629 Rosewater Dr, Holiday, FL 34691

    One or more photo(s) has been virtually staged. This charming 1 story home offers 3 bedrooms, 1 bathroom with stylish living with stainless steel appliances, crisp white cabinets, and granite countertops that make the kitchen both elegant and functional. Step outside to enjoy a spacious yard enclosed by a wood fence, perfect for outdoor activities, pets, or relaxing in privacy. The screened back

    Raquel Littlejohn MAINSTAY BROKERAGE LLC

    3629 Rosewater Dr, Holiday, FL 34691
  • /18

    $1,550 per month

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • House for Rent

    3251 Devonshire Dr, Holiday, FL 34691

    Adorable 3/1/1 single in All-Age community in Holiday. Large backyard with privacy fence, close to Anclote beach park and pier, Howard Park and beach and lots of interesting places to visit and shop. Close to US Hwy 19 with lots of shopping nearby. Available 01/15/2026. Tile throughout, newer fan/light combo in most rooms. Newer dishwasher, newer SS microwave, ceramic top range, refrigerator,

    Fran Spector CENTURY 21 COASTAL ALLIANCE

    3251 Devonshire 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

      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

      • $158/SF
      • 7 Days On Market

      Last Sold Price $130,000

      Last Listing Agent DJ Arrazcaeta Jr, LLC RE/MAX

  • /34

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    4149 Darlington Rd, Holiday, FL 34691

    Welcome to this fully renovated, move-in-ready home in the Tahitian Homes community! Virtually every inch of this property has been completely updated, featuring a bright and open floor plan with all-new tile flooring and brand-new windows throughout. The centerpiece of the home is the brand-new kitchen, which boasts all-new cabinetry, sleek stone countertops, and a full suite of stainless steel

    Stefan Nikic DALTON WADE INC

    4149 Darlington Rd, Holiday, FL 34691
  • /13

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft
    • Condo for Rent

    4354 Tahitian Gardens Cir Unit F, Holiday, FL 34691

    This 2-bedroom, 1-bath lakefront condo offers peaceful living with stunning fountain views right from the front porch. Priced to rent quickly, the unit features 825 sq ft of one-level living, freshly updated with new flooring, a new microwave, and a clean, fresh interior. It comes with some furniture (furniture can be removed if requested), and includes an in-unit washer and dryer. Residents

    Kelly Mothershead Timmons KELLER WILLIAMS REALTY- PALM H

    4354 Tahitian Gardens Cir Unit F, 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 $376,376

    Last Listing Agent Linda Forgues LOKATION

    2427 Indian Key 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

      • $147/SF
      • 22 Days On Market

      Last Sold Price $127,000

      Last Listing Agent Mike Del Grande 1% LISTS CENTRAL FLORIDA

  • /39

    $269,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    1200 Grand Blvd, Holiday, FL 34690

    One or more photo(s) has been virtually staged. NO HOA | NO FLOODING IN 2024 STORMS | Move-In Ready | Fully Renovated Welcome home to this beautifully updated 3-bedroom, 2-bathroom, 1-car garage residence located in Holiday, Florida—ideal for buyers seeking a low-maintenance, move-in ready home with no HOA restrictions. This property has been extensively renovated and features a NEW roof, NEW

    Troy Hunter FUTURE HOME REALTY INC

    1200 Grand Blvd, Holiday, FL 34690
  • /18

    $1,629 per month

    • 2 Beds
    • 2 Baths
    • 1,519 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 2 bedrooms, 2bathrooms, 2 car garage and approximately 1519 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

    $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 $183,180

    Last Listing Agent Marcos Reyes CHARLES RUTENBERG REALTY INC

    4404 Beacon Square 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

      • $135/SF
      • 65 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Kamila Thornton CHARLES RUTENBERG REALTY INC

  • /30

    $127,900 Pending

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    4375 Tahitian Gardens Cir Unit B, Holiday, FL 34691

    Under contract-accepting backup offers. Welcome to this beautifully maintained 2-bedroom, 1-bath condo in the sought-after 55+ Tahitian Gardens community of Holiday. This unit is move-in ready and exceptionally clean, featuring fresh interior paint and a bright, open layout that maximizes space and natural light. Every appliance is brand new, including a Samsung washer and dryer combo and

    Taylor Towers REALTY ONE GROUP BEYOND

    4375 Tahitian Gardens Cir Unit B, Holiday, FL 34691
  • /18

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • House for Rent

    3331 Rock Valley Dr, Holiday, FL 34691

    Discover the timeless appeal of this meticulously renovated 3-bedroom, 2-bathroom home, complete with an oversized 1-car garage, nestled in the desirable Beacon Square neighborhood. The home radiates charm, featuring classic design elements that create a warm and inviting atmosphere throughout. Enjoy relaxing moments on the covered, screened-in front porch, perfect for sipping morning coffee or

    Charles Ulatowski SUNCOAST GROUP REALTORS LLC

    3331 Rock Valley Dr, Holiday, FL 34691
  • /2

    $130,000 Sold Jun 10, 2025

    3244 Fairmount Dr, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 846 Sq Ft
    • Built 1972

    Last Sold Summary

    • 26% Below List Price
    • $154/SF
    • 106 Days On Market

    Current Estimated Value $142,360

    Last Listing Agent Valarie Gerbus MANGROVE BAY REALTY LLC

    3244 Fairmount Dr, Holiday, FL 34691
    • /2

      Est $247,489 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

      • 1% Above List Price
      • $151/SF
      • 73 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Ce Ce Devereaux DALTON WADE INC

  • /43

    $279,900

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    5802 Greenwood Way, Holiday, FL 34690

    Expansive and surprisingly large, this beautifully maintained residence offers nearly 1,600 square feet of open living space. The interior features a freshly remodeled kitchen with stunning granite countertops, pairing perfectly with the low-maintenance tile flooring that runs throughout the entire home. With a versatile 4-bedroom, 2-bathroom layout and valuable additional storage, the open

    Joe Benson ARGO GROUP PROPERTIES LLC

    5802 Greenwood Way, Holiday, FL 34690
  • /24

    $1,695 per month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    2531 Almond Dr, Holiday, FL 34691

    Located in Aloha Gardens, this 3 bedroom has been renovated with: solid wood kitchen cabinets, ogee edge counter tops, new appliances, lighting/ceiling fans, and windows. This home has a living room and dining room. The garage was converted into the master bedroom with full bathroom and closet space. There is a large covered patio and gorgeous 12x22 front porch. Nice size backyard that is

    Joan Cristinzio DENNIS REALTY PROPERTY MGMT.

    2531 Almond Dr, 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 $222,356

    Last Listing Agent Jonas Stodart CHARLES RUTENBERG REALTY INC

    2035 Erin Dr, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3243 Hampshire Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 1973
      3243 Hampshire Dr, Holiday, FL 34690

      Last Sold Summary

      • $126/SF
      • 44 Days On Market

      Last Sold Price $139,000

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /23

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 980 Sq Ft

    3519 Wellington Dr, Holiday, FL 34691

    Stunningly updated POOL home in the desirable Holiday FL! Featuring a brand NEW ROOF, all new interior and exterior paint, an open floor plan concept and many upgrades throughout. Your chef's kitchen awaits you with white soft-close cabinets, quartz countertops, and the best backyard views. Additionally, there are two spacious bedrooms and a newly updated bathroom. With 980 square feet of

    Monica Donahue URBAN CORE REALTY

    3519 Wellington Dr, Holiday, FL 34691
  • /8

    $1,750 per month

    • 4 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • Townhouse for Rent

    5507 Riddle Rd, Holiday, FL 34690

    MOVE-IN Special, 2wks off rent. NEW KITCHEN INSTALLED. Welcome to this beautifully updated and spacious 4-bedroom, 1-bath 1⁄2 duplex situated on a desirable corner lot. This home features tile flooring throughout and a brand-new kitchen with solid wood cabinets, granite countertops, and stainless-steel appliances. Enjoy outdoor living in the screened-in patio—perfect for relaxing or entertaining.

    Albert Thompson THOMPSON AND THOMPSON REALTY

    5507 Riddle Rd, Holiday, FL 34690
  • /50

    $239,000 Sold Apr 28, 2025

    1721 Kenilworth St, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,186 Sq Ft
    • Built 1973

    Last Sold Summary

    • $202/SF
    • 12 Days On Market

    Current Estimated Value $230,764

    Last Listing Agent Catherine Miller RE/MAX Sunset Realty

    1721 Kenilworth St, Holiday, FL 34691
    • /2

      Est $282,665 Not Listed For Sale

      3058 Victoria Inlet Dr, Holiday, FL 34691

      • 3 Beds
      • 2.5 Baths
      • 1,440 Sq Ft
      • Built 2023
      3058 Victoria Inlet Dr, Holiday, FL 34691

      Last Sold Summary

      • 6% Below List Price
      • $208/SF
      • 48 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Wally Whisennant COLDWELL BANKER REALTY

  • /33

    $269,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    3520 Overland Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Welcome to your own slice of Gulf Coast waterfront living. This beautifully updated pool home is set along a peaceful lake, offering serene water views and direct access to outstanding fishing right from your backyard. Whether you enjoy boating, kayaking, paddleboarding, or simply relaxing by the water, this property delivers the lifestyle so many dream of.

    Kim Doukas CHARLES RUTENBERG REALTY INC

    3520 Overland Dr, Holiday, FL 34691
  • /19

    $1,595 per month

    • 2 Beds
    • 2 Baths
    • 848 Sq Ft
    • House for Rent

    3516 Sheryl Hill Dr, Holiday, FL 34691

    PRICE DROPPED! Cozy 2-Bedroom, 2-Bathroom Home for Rent in Beacon SquareWelcome to your next home in the peaceful and desirable Beacon Square neighborhood! This charming 2-bedroom, 2-bathroom house offers comfort, convenience, and character—perfect for anyone looking to settle into a quiet yet connected community. Home Features:• Open-concept layout filled with natural light• Granite

    Stephanie Ottar-Gieder MYREALTY 2 LLC

    3516 Sheryl Hill 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 $227,640

    Last Listing Agent Dan Risola RE/MAX REALTEC GROUP INC

    5033 Tammy Ln, Holiday, FL 34690
    • /2

      Not Listed For Sale

      5200 Darlington Rd, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 672 Sq Ft
      • Built 1973
      5200 Darlington Rd, Holiday, FL 34690

      Last Sold Summary

      • $129/SF
      • 28 Days On Market

      Last Sold Price $86,600

      Last Listing Agent Jessica Schmidt FLORIDA LUXURY REALTY INC

  • /36

    $279,000

    • 3 Beds
    • 1.5 Baths
    • 1,511 Sq Ft

    5605 Oceanic Rd, Holiday, FL 34690

    Welcome to this beautifully updated, move in ready dream home! Open floor plan, many updates! Fresh Paint, New flooring as well as updated fixtures and much more!!!!! Beautiful waterproof Life Lock flooring throughout the common areas and new carpet in the bedrooms. The cook in your house will appreciate the new kitchen featuring all wood cabinets custom granite countertops as well as a brand new

    David O'brien STAR BAY REALTY CORP.

    5605 Oceanic Rd, Holiday, FL 34690
  • /45

    $1,850 per month

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

    1741 Fairfield St Unit A, Holiday, FL 34691

    Beautifully Renovated 3BR / 2BA Home in Prime Holiday Location – Housing Vouchers Accepted Welcome to this fully updated 3-bedroom, 2-bathroom rental home designed for comfortable, modern living. From the moment you enter, you’ll notice the clean finishes, updated flooring, and bright open layout. The home features a stylish modern kitchen equipped with stainless steel appliances, ample cabinet

    Bao Tran EXP REALTY LLC

    1741 Fairfield St Unit A, Holiday, FL 34691
  • /34

    $247,500 Sold May 29, 2025

    4252 Courier Ln, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,239 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Below List Price
    • $200/SF
    • 388 Days On Market

    Current Estimated Value $239,476

    Last Listing Agent Rebecca Huffsmith RE/MAX MARKETING SPECIALISTS

    4252 Courier Ln, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2123 Speck Dr, Holiday, FL 34691

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 2023
      2123 Speck Dr, Holiday, FL 34691

      Last Sold Summary

      • $170/SF
      • 166 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Penny Gould PENNY GOULD REALTY INC

  • /21

    $264,900

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    3609 Truman Dr, Holiday, FL 34691

    This beautifully maintained 3-bedroom, 2-bath home is perfect for first-time buyers looking for comfort, space, and affordability near Florida’s Gulf Coast. Located in the quiet Aloha Gardens neighborhood of Holiday, this home offers a great balance of convenience and relaxation — just minutes from beaches, shopping, and dining. Step inside to a bright, open floor plan with easy-to-maintain tile

    Giancarlo Gonzalez BRIDGE HOMES

    3609 Truman Dr, Holiday, FL 34691
  • /60

    $3,500 per month

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Property for Rent

    5312 Flora Ave, Holiday, FL 34690

    Experience luxury coastal living in this beautifully furnished waterfront pool home available January 5 – July 1, 2026. This fully equipped 3-bedroom, 3-bath residence offers 2,000 sq ft of open, light-filled living space designed for comfort, convenience, and the ultimate Florida lifestyle. Everything you see in the photos remains — just bring your suitcase. Enjoy serene water views from the

    Natalie Pindar KELLER WILLIAMS REALTY- PALM H

    5312 Flora Ave, 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 $325,856

    Last Listing Agent Reynol De La Fe AVENUE HOMES LLC

    1051 Normandy Blvd, Holiday, FL 34691
    • /2

      Est $118,896 Not Listed For Sale

      4323 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 768 Sq Ft
      • Built 1979
      4323 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      Last Sold Summary

      • 3% Below List Price
      • $160/SF
      • 68 Days On Market

      Last Sold Price $123,000

      Last Listing Agent Raquel Kennedy FUTURE HOME REALTY

  • /38

    $278,900

    • 3 Beds
    • 2 Baths
    • 1,393 Sq Ft

    1324 Viking Dr, Holiday, FL 34691

    GREAT HOME FOR THE GROWING FAMILY. LARGER THAN NORMAL BEDROOMS, PLENTY OF CLOSET SPACE. LIGHT AND BRIGHT UPGRADED KITCHEN WITH GRANITE COUNTERS INCLUDING A FAMILY ROOM KITCHEN COMBO. EVEN A WINDOW AT SINK TO LOOK OUTSIDE. LARGE LIVING ROOM WITH A LARGE WINDOW FOR LIGHTING. OUTDOOR COVERED PATIO AREA FOR A PARTY AND NEXT TO THAT IS A EXTRA OUTDOOR KITCHEN AREA. YOU WILL FEEL AT HOME HERE. SINGLE

    Luis H Gonzalez TEAM AMERICAN REALTY, INC.

    1324 Viking Dr, Holiday, FL 34691
  • /34

    $1,225 per month

    • 1 Bed
    • 1 Bath
    • 624 Sq Ft
    • Townhouse for Rent

    5409 Oceanic Rd, Holiday, FL 34690

    Beautifully updated one bedroom, one bath rental with modern finishes throughout. This rental features luxury vinyl plank flooring, fresh paint, and an open living area filled with natural light. The kitchen has been tastefully remodeled with shaker style cabinets, granite countertops, and stainless steel appliances. The bathroom offers a modern vanity with granite top, updated fixtures, and a

    Christopher Schaefer II IMPACT REALTY TAMPA BAY

    5409 Oceanic Rd, Holiday, FL 34690
  • /2

    $274,700 Sold May 05, 2025

    1744 Colmar Dr, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 1,006 Sq Ft
    • Built 1966

    Last Sold Summary

    • $273/SF
    • 31 Days On Market

    Current Estimated Value $275,000

    Last Listing Agent Hugo Ortiz LPT REALTY, LLC

    1744 Colmar Dr, Holiday, FL 34690
    • /2

      Not Listed For Sale

      4318 Tahitian Gardens Cir Unit 4318, Holiday, FL 34691

      • 1 Bed
      • 1 Bath
      • 576 Sq Ft
      • Built 1968
      4318 Tahitian Gardens Cir Unit 4318, Holiday, FL 34691

      Last Sold Summary

      • $220/SF
      • 4 Days On Market

      Last Sold Price $127,000

      Last Listing Agent DJ Arrazcaeta Jr, LLC RE/MAX

Showing Results 241 - 280, Page 7 of 18

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