18,318

Holiday, FL Homes

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  • /39

    $253,500

    • 3 Beds
    • 1.5 Baths
    • 1,276 Sq Ft

    4940 Picture Ave, Holiday, FL 34690

    Look no further than this well maintained 3-bedroom, 1.5 bath single-family home located in the Crest Ridge Gardens neighborhood. This attractive and cozy residence is move-in ready and features a newer roof, hurricane-rated garage door, and a well-maintained AC system. Property is high and dry in Flood Zone X which means no flood insurance required, offering additional monthly savings, and has

    Ivonne Alvarez REALNET BROKERAGE

    4940 Picture Ave, Holiday, FL 34690
  • /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

    $244,000 Sold Dec 04, 2025

    4142 Crestfield Ave, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,004 Sq Ft
    • Built 1966

    Last Sold Summary

    • 9% Below List Price
    • $243/SF
    • 38 Days On Market

    Last Listing Agent Thao Mai TOP SALES REAL ESTATE LLC

    4142 Crestfield Ave, Holiday, FL 34691
    • /24

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 672 Sq Ft

      3215 Lanark Dr, Holiday, FL 34690

      3215 Lanark Dr, Holiday, FL 34690
  • /25

    $255,900

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    1134 Fernwood Dr, Holiday, FL 34690

    This 2 Bedroom 2 Bath is a must see! Pride of ownership here for sure!! 1170 Sq feet Beautiful l home! New Vinyl floor planking through out, remodeled kitchen with beautiful quartz counters ,New kitchen appliances, New windows throughout home, Remodeled bathrooms ,New roof ,New hot water heater! Garage has new epoxy floors, New Paint inside and out. New Vinyl fencing! Everything is new! Garage

    Shawn Miller PREMIER REALTY

    1134 Fernwood Dr, 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

    $170,000 Sold Mar 19, 2025

    3421 Allandale Dr, Holiday, FL 34691

    • 2 Beds
    • 1.5 Baths
    • 912 Sq Ft
    • Built 1973

    Last Sold Summary

    • 13% Below List Price
    • $186/SF
    • 19 Days On Market

    Current Estimated Value $175,284

    Last Listing Agent Denise Hook STAR ONE REALTY GROUP ELITE

    3421 Allandale Dr, Holiday, FL 34691
    • /11

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 672 Sq Ft

      3245 Lanark Dr, Holiday, FL 34690

      3245 Lanark Dr, Holiday, FL 34690
  • /31

    $255,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,124 Sq Ft

    4327 Newgate Ave, Holiday, FL 34691

    Under contract-accepting backup offers. Welcome to 4327 Newgate Avenue—a beautifully updated Florida home where modern upgrades meet everyday comfort. Thoughtfully renovated from top to bottom, this move-in-ready property offers peace of mind with a new roof, new plumbing whole home PEX plumbing re-pipe, new central HVAC, hurricane-impact windows, doors, and garage, ensuring durability,

    Matt Sofarelli CHARLES RUTENBERG REALTY INC

    4327 Newgate Ave, Holiday, FL 34691
  • /12

    $1,100 per month

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

    3415 Tricon Ln Unit 24, Holiday, FL 34691

    2/1 Condominium in Holiday, This 2-bedroom second floor unit boasts an open floor plan with tile floors throughout, both bedrooms are located on the east side of the unit connected by a hallway with extra closet space. The condo features a galley style kitchen with a breakfast bar that opens to an ample size living/dining area & a balcony that has northern exposure with a view of the common

    Plamen Petkov 1 REALTY GROUP LLC

    3415 Tricon Ln Unit 24, Holiday, FL 34691
  • /2

    $204,000 Sold Jan 16, 2026

    1542 Derrick St, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 1,188 Sq Ft
    • Built 1967

    Last Sold Summary

    • 2% Above List Price
    • $172/SF
    • 60 Days On Market

    Last Listing Agent Michael Constantine RE/MAX ALLIANCE GROUP

    1542 Derrick St, Holiday, FL 34690
    • /34

      Est $126,008 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 576 Sq Ft

      4318 Tahitian Gardens Cir Unit H, Holiday, FL 34691

      4318 Tahitian Gardens Cir Unit H, Holiday, FL 34691
  • /31

    $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
  • /18

    $1,750 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

    $179,500 Sold Sep 30, 2025

    3211 Southport Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Below List Price
    • $135/SF
    • 11 Days On Market

    Last Listing Agent Nancy Leslie RE/MAX REALTEC GROUP INC

    3211 Southport Dr, Holiday, FL 34690
    • /46

      Est $573,493 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,692 Sq Ft

      2224 Sand Bay Dr, Holiday, FL 34691

      2224 Sand Bay Dr, Holiday, FL 34691
  • /29

    $139,999

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    1121 Bowsprit Ln, Holiday, FL 34691

    Welcome to 1121 Bowsprit Lane, nestled in the desirable Holiday Lake Villas, a peaceful 55+ community offering maintenance-free living in the heart of Holiday, Florida. This beautifully upgraded 2-bedroom, 2-bath villa features a bright and open floor plan with spacious living and dining areas, a stylish kitchen with ample storage, and a comfortable Florida room perfect for relaxing with your

    Michael Gay KELLER WILLIAMS REALTY SMART 1

    1121 Bowsprit Ln, Holiday, FL 34691
  • /17

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft
    • House for Rent

    5651 Canosa Dr, Holiday, FL 34690

    Beautiful Home! Step into comfort and convenience in this inviting 3 bedrooms and 2 baths residence.A solid Home with character and space in a quiet and convenient location near beaches , shops and parks. Move in ready! Call before it's gone!!

    Marissa Davila AXEN REALTY, LLC

    5651 Canosa Dr, 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 $262,859

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

    2624 Society Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 672 Sq Ft

      2020 Roselawn Dr, Holiday, FL 34691

      2020 Roselawn Dr, Holiday, FL 34691
  • /23

    $274,900

    • 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
  • /16

    $1,725 per month

    • 3 Beds
    • 2 Baths
    • 1,308 Sq Ft
    • House for Rent

    5606 Andrea Dr, Holiday, FL 34690

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    5606 Andrea Dr, Holiday, FL 34690
  • /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

    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

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      3200 Birkdale Dr, Holiday, FL 34690

      3200 Birkdale Dr, Holiday, FL 34690
  • /23

    $269,000

    • 2 Beds
    • 2 Baths
    • 1,306 Sq Ft

    3438 Bigelow Dr, Holiday, FL 34691

    2BR/2BA with SWIMMING POOL in Holiday, Florida! NO FLOOD ZONE for your peach of mind! Peace of mind comes with a BRAND NEW SHINGLE ROOF – replaced in March 2025, ensuring durability and reliability for years to come. Welcome to your personal oasis just minutes to the Gulf Beaches! Step inside to discover a spacious and OPEN CONCEPT FLOOR PLAN with a bright, airy atmosphere, offering a seamless

    Brad Uline RE/MAX REALTEC GROUP INC

    3438 Bigelow Dr, Holiday, FL 34691
  • /27

    $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

    $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 $311,706

    Last Listing Agent Debbie Raimo FUTURE HOME REALTY INC

    3208 Brompton Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 820 Sq Ft

      1842 Shady Cove Dr, Holiday, FL 34691

      1842 Shady Cove Dr, Holiday, FL 34691
  • /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
  • /15

    $1,345 per month

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

    3048 Coldwell Dr, Holiday, FL 34691

    Now is the perfect time to make your move! Looking for the perfect place to call home?For a limited time, move into this beautiful home for just $1,845 Move-In price Includes:First month’s rentSecurity depositAdministration feePlease note: This price does not include any applicable pet fees or utility charges. Tenants are responsible for all Utility expenses associated with

    Jason Canaan TAMPAS BEST REALTY LLC

    3048 Coldwell 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

      • 2 Beds
      • 1 Bath
      • 825 Sq Ft

      4363 Tahitian Gardens Cir Unit C, Holiday, FL 34691

      4363 Tahitian Gardens Cir Unit C, Holiday, FL 34691
  • /27

    $139,900

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft

    3421 Tricon Ln Unit 22, Holiday, FL 34691

    Welcome to a thoughtfully, UPGRADED ALL NEW INSIDE CONDO at 3421 Tricon Ln Unit 22 —a home that combines modern comfort with low-maintenance living. This 2-bedroom, 1-bath residence offers 870 sq ft of carefully planned space, ideal for buyers seeking both style and convenience. Step inside and experience the inviting feel of Luxury vinyl plank flooring that complements every room, providing both

    Deborah Roy RE/MAX MARKETING SPECIALISTS

    3421 Tricon Ln Unit 22, Holiday, FL 34691
  • /22

    $1,650 per month

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • House for Rent

    5702 Moog Rd, Holiday, FL 34690

    ATTRACTIVE 3 BED 2 BATH WITH SPACIOUS 1 CAR GARAGE/ NO CARPET - ALL WOOD LAMINATE OR CERAMIC TILE FLOORS. COZY STEP DOWN FAMILY ROOM WITH WOOD LAMINATE FLOOR. SEPARATE DINING ROOM , GOOD WORKABLE KITCHEN W NEW FLAT TOP ELECTRIC STOVE, SINK/FAUCET, AND NEW CEILING LIGHTS. SPLIT BEDROOMS - MASTER ON THE RIGHT HAS ITS OWN BATH AND WALK IN CLOSET AND THE OTHER 2 ARE SPLIT BY A FULL BATH. ALL NEW

    Mike Sanders HOMES BY SANDERS REALTY

    5702 Moog Rd, Holiday, FL 34690
  • /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

    Last Listing Agent Linda Forgues LOKATION

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

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft

      4920 Sherrell Dr, Holiday, FL 34690

      4920 Sherrell Dr, Holiday, FL 34690
  • /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
  • /5

    $1,200 per month

    • 1 Bed
    • 1 Bath
    • 440 Sq Ft
    • House for Rent

    1741 Fairfield St Unit B, Holiday, FL 34691

    Discover the perfect blend of comfort and flexibility.This beautiful, updated 1-bedroom, 1-bathroom home features a modern kitchen with stainless steel appliances, renovated bathrooms, and elegant finishes throughout—designed to provide convenience and practicality from day one. Located in the heart of Holiday, this property offers easy access to a wide range of attractions and amenities.

    Bao Tran EXP REALTY LLC

    1741 Fairfield St Unit B, Holiday, FL 34691
  • /27

    $175,000 Sold Mar 10, 2025

    3307 Brookfield Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,363 Sq Ft
    • Built 1969

    Last Sold Summary

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

    Last Listing Agent Kayla McDonald RE/MAX ALLIANCE GROUP

    3307 Brookfield Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

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

      3728 Sailmaker Ln Unit 1702, Holiday, FL 34691

      3728 Sailmaker Ln Unit 1702, Holiday, FL 34691

Showing Results 241 - 280, Page 7 of 18

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