18,367

Holiday, FL Homes

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  • /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
  • /26

    $1,550 Per Month

    • 3 Beds
    • 1 Bath
    • 1,004 Sq Ft
    • House for Rent

    4125 Oakfield Ave, Holiday, FL 34691

    Charming 3-Bedroom Home with 1-Car Garage in HolidayWelcome home! This inviting 3-bedroom, 1-bathroom home offers comfortable living in a convenient Holiday location. The practical floor plan provides plenty of space for everyday living, with three bedrooms offering flexibility for family, guests, a home office, or additional living space.A 1-car garage provides convenient covered

    Beth Burnette PEOPLE'S TRUST REALTY

    4125 Oakfield Ave, Holiday, FL 34691
  • /2

    $270,000

    Sold Sep 02, 2026

    3718 Penrick Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Below List Price
    • $202/SF
    • 24 Days On Market

    Current Estimated Value $284,506

    Last Listing Agent Melissa Stoddard LPT REALTY, LLC

    3718 Penrick Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      3861 Sailmaker Ln Unit 3861, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1991
      3861 Sailmaker Ln Unit 3861, Holiday, FL 34691

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Jeffrey Stone LOKATION

  • /26

    $270,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,737 Sq Ft

    1345 Basswood Dr, Holiday, FL 34690

    PRICE TO SELL! No flood zone insurance is required. Some photos have been virtually staged. This waterfront home with direct access to the Gulf of America presents a rare opportunity to enjoy boating, kayaking, and breathtaking sunset views right from your own backyard. This move-in-ready residence offers the best of Florida waterfront living with three bedrooms, two updated bathrooms, and a

    Regina Vitoria Silva Dare PEOPLE'S TRUST REALTY

    1345 Basswood Dr, Holiday, FL 34690
  • /44

    $1,695 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

    $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
    • /33

      Not Listed For Sale

      4699 Continental Dr Unit 362, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • Built 1986
      4699 Continental Dr Unit 362, Holiday, FL 34690

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Lane Parks Gulf Breeze Mobile Home Sales, LLC

  • /34

    $324,900

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

    2931 Walnut Grove Ct, Holiday, FL 34691

    NO FLOOD INS REQUIRED.. Welcome to the beautiful most popular community of KEY VISTA. This home is immaculate and the entire inside has been freshly painted. Home features 3 bedrooms, 2 baths, 2 car garage, in a cul de sac, 43 in cabinets in the kitchen, newer stove and dishwasher. Very open floor plan and great room. Master bedroom and bathroom are private. Split plan to include 2 bedrooms and

    Laura Roy FUTURE HOME REALTY

    2931 Walnut Grove Ct, Holiday, FL 34691
  • /21

    $1,550 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

    $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 $379,631

    Last Listing Agent Linda Forgues LOKATION

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

      Not Listed For Sale

      2133 Oahu Dr Unit 140, Holiday, FL 34691

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1979
      2133 Oahu Dr Unit 140, Holiday, FL 34691

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Becky Billeci IMPACT REALTY TAMPA BAY

  • /18

    $95,000

    $18K 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,

    Stella Wooster CITY BREEZE ACTION REALTY

    4721 Burney Dr, Holiday, FL 34690
  • /11

    $1,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • House for Rent

    3422 Peterborough St, Holiday, FL 34690

    Welcome to the Peterborough, a charming 3-bedroom, 2-bathroom home located in the vibrant community of Holiday, FL. This home boasts a fenced backyard, providing a private outdoor space for relaxation or entertaining. Inside, you'll find a host of modern amenities that elevate everyday living. The kitchen is equipped with top-of-the-line appliances and features stunning granite countertops,

    3422 Peterborough St, 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 $287,582

    Last Listing Agent John Blevins GENSTONE REALTY

    4250 Pinefield Ave, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2004 Pleasure Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 880 Sq Ft
      • Built 1959
      2004 Pleasure Dr, Holiday, FL 34691

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Penny Gould PENNY GOULD REALTY INC

  • /58

    $2,340,000

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,006 Sq Ft

    3439 Brookfield Cir, Holiday, FL 34691

    Rarely available and updated Deerwood model in The Preserve at Emerald Hills, situated on a private corner lot with beautiful lake views. This modern organic home blends warm contemporary design with sophisticated finishes throughout. Home features 22' ceilings in the living room, oversized impact windows, and an open-concept layout filled with natural light. Kitchen includes Wolf and Sub-Zero

    Sabina Potack Douglas Elliman

    3439 Brookfield Cir, Holiday, FL 34691
  • /7

    $1,300 Per Month

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Townhouse for Rent

    1515 Swordbill Dr, Holiday, FL 34690

    Discover the charm of this inviting half-duplex, perfectly positioned on a spacious corner lot. This cozy home features 2 comfortable bedrooms and 1 well-appointed bathroom, offering a warm and welcoming atmosphere. Enjoy the convenience of washer and dryer hookups located outside, along with a generous, oversized parking area that provides plenty of space. Located in a prime area, this property

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    1515 Swordbill 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 $189,548

    Last Listing Agent Marcos Reyes RE/MAX REALTEC GROUP INC

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

      Not Listed For Sale

      4341 Manton Ln, Holiday, FL 34691

      4341 Manton Ln, Holiday, FL 34691

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Carrissa Henshaw RE/MAX COLLECTIVE

  • /46

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    4036 Sunray Dr, Holiday, FL 34691

    WATERFRONT LIVING AT ITS FINEST — PRICED TO SELL!Discover this beautifully updated 3-bedroom, 2-bathroom lakefront home offering modern finishes, peaceful waterfront living, and a convenient Florida location just minutes from Lake Tarpon and the Gulf of Mexico. Never flooded and untouched by the effects of Hurricanes, this move-in-ready home offers an exceptional opportunity for waterfront

    Ekaterina Osipova DALTON WADE INC

    4036 Sunray Dr, Holiday, FL 34691
  • /13

    $1,400 Per Month

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

    4363 Tahitian Gardens Cir Unit G, Holiday, FL 34691

    Welcome to this updated and fully furnished 2-bedroom, 1-bath condominium located in the desirable 55+ community of Tahitian Gardens. Thoughtfully decorated throughout, this move-in ready home offers a comfortable and inviting living space with tasteful furnishings and modern upgrades. The interior features upgraded flooring, a renovated kitchen with updated finishes, and a stylishly

    4363 Tahitian Gardens Cir Unit G, Holiday, FL 34691
  • /2

    $250,000

    Sold Aug 27, 2026

    1414 Russel Ln, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,061 Sq Ft
    • Built 1971

    Last Sold Summary

    • $236/SF
    • 13 Days On Market

    Current Estimated Value $245,520

    Last Listing Agent Natashalee Otero PEOPLE'S TRUST REALTY

    1414 Russel Ln, Holiday, FL 34691
    • /29

      Not Listed For Sale

      4699 Continental Dr Unit 428, Holiday, FL 34690

      • 1 Bed
      • 1 Bath
      • Built 1986
      4699 Continental Dr Unit 428, Holiday, FL 34690

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Lane Parks Gulf Breeze Mobile Home Sales, LLC

  • /28

    $269,500

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,524 Sq Ft

    5144 Chime Way, Holiday, FL 34690

    Under contract-accepting backup offers. Welcome to affordable Florida waterfront living! This beautifully updated 3-bedroom, 1.5-bath home offers the perfect combination of comfort,outdoor lifestyle, and peace of mind — all tucked away on a scenic lakefront setting complete with your own private dock, relaxing backyardretreat, hot tub, and fire pit area overlooking the water. Step inside

    Michele Rehm STAR ONE REALTY GROUP ELITE

    5144 Chime Way, Holiday, FL 34690
  • /16

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • House for Rent

    3614 Nixon Rd, Holiday, FL 34691

    GREAT LOCATION! NEAR PASCO/PINELLAS BORDER FOR COMMUTERS & NEAR THE GULF/OCEAN FOR THOSE WHO LOVE THE WATER AND THE LOCAL NATURE PARKS! Schedule your showing today for this PET FRIENDLY 2 bedroom, 2 full bath with bonus room, an enclosed porch, and 1 car garage. Fenced in Back Yard for your furry friends. Open Plan makes this home feel spacious. Just a few miles to historical downtown New Port

    Linda Forgues LOKATION

    3614 Nixon Rd, Holiday, FL 34691
  • /2

    $229,900

    Sold Jul 24, 2026

    3521 Bigelow Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft
    • Built 1970

    Last Sold Summary

    • $198/SF
    • 59 Days On Market

    Current Estimated Value $228,598

    Last Listing Agent Dalton Robinson BIRCH HAVEN REAL ESTATE, LLC

    3521 Bigelow 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

      Last Listing Agent Lane Parks Gulf Breeze Mobile Home Sales, LLC

  • /32

    $195,000

    $5K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    1207 Lodestar Dr, Holiday, FL 34690

    NEW AC AND FLAT ROOF TO BE INSTALLED BEFORE CLOSING. The Home was owned and occupied, and well maintained exclusively by one family; never any tenants. The roof was replaced about three years ago. Living, dining, and kitchen have terrazzo flooring; bedrooms and baths are carpeted over terrazzo. All walls and ceilings are plastered white. All plumbing is in good condition and has been repaired or

    Liz Piedra Horizon Palm Realty Group

    1207 Lodestar Dr, Holiday, FL 34690
  • /34

    $1,899 Per Month

    • 3 Beds
    • 2 Baths
    • 1,293 Sq Ft
    • House for Rent

    5135 Cardiff Dr, Holiday, FL 34690

    Updated 3BR/2BA Home with Garage! - Fully Fenced Yard and Move in Ready! Welcome home to this beautifully refreshed single family home! Recent Updates: Brand new Fridge with Water and Ice dispencer, New Utility Sink and Toilet. Fresh Interior and Exterior Paint. Has a beautiful stone Countertop and a Florida Room! This Clean -Move in Ready home offers a functional layout, plenty of

    5135 Cardiff 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

      1843 Hoyle Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 692 Sq Ft
      • Built 1958
      1843 Hoyle Dr, Holiday, FL 34691

      Last Sold Summary

      • 141 Days On Market

      Last Listing Agent Caylee Decleene, LLC SOUTH CEDAR REAL ESTATE, INC

  • /59

    $124,900

    • 1 Bed
    • 1 Bath
    • 880 Sq Ft

    3806 Staysail Ln Unit 704, Holiday, FL 34691

    Virtually Staged. Clean, updated and move-in ready single story villa with no stairs to entry, non flood zone (X), and LOW HOA of $412/mo more than pays for itself! Welcome home to total ease and true maintenance-free Florida living at 3806 Staysail Ln, a beautifully updated, spacious single-story block construction villa in a peaceful 55+ community with no stairs to entry and no unit or

    Denvir Steele REALTY EXPERTS ASSOCIATES

    3806 Staysail Ln Unit 704, Holiday, FL 34691
  • /30

    $1,200 Per Month

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

    4752 Sunny Loop, Holiday, FL 34690

    The interior was painted. the appliances have been upgraded. This super clean villa in Sunrise Square is ready for you to call it home. Split bedrooms with ceramic tiling throughout. The sunroom is an extension of the living room offering air conditioned space. It also has an additional storage closet for those things you can never find a place to put them. Single assigned carport space per unit.

    Lori Hermansen BHHS FLORIDA PROPERTIES GROUP

    4752 Sunny Loop, Holiday, FL 34690
  • /32

    $220,000

    Sold Sep 06, 2026

    3332 Umber Rd, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • Built 1972

    Last Sold Summary

    • 12% Below List Price
    • $161/SF
    • 119 Days On Market

    Current Estimated Value $232,943

    Last Listing Agent Tayfun Apaydin TAMPABAY4U.COM

    3332 Umber Rd, Holiday, FL 34691
    • /49

      Not Listed For Sale

      4699 Continental Dr Unit 62, Holiday, FL 34690

      • 1 Bed
      • 1 Bath
      • Built 1991
      4699 Continental Dr Unit 62, Holiday, FL 34690

      Last Sold Summary

      • 179 Days On Market

      Last Listing Agent Lane Parks Gulf Breeze Mobile Home Sales, LLC

  • /21

    $284,700

    $4K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft

    5600 Andrea Dr, Holiday, FL 34690

    Charm and curb appeal abound for this Holiday home! Step inside the inviting foyer and into the well-appointed living room, positioned at the front of the home. Through the dining room you'll find the kitchen, which boasts stainless steel appliances, hard surface countertops, and ample storage. This split, ranch style floorplan is rounded out by the primary suite and two secondary bedrooms. Come

    Blake Keathley EVERYSTATE INC.

    5600 Andrea Dr, Holiday, FL 34690
  • /32

    $1,900 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 September 1, 2026 thru January15. 2 person MAX Perfect for Out of Town guests, or someone looking for a winter rentalKey Features:Utilities Included: Cable TV, high-speed internet, electric, water, and

    Tom Emundi SUNCOAST GROUP REALTORS LLC

    Unlisted Address
  • /2

    $105,000

    Sold Jul 08, 2026

    3811 Sailmaker Ln, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • Built 1988

    Last Sold Summary

    • 28% Below List Price
    • $94/SF
    • 199 Days On Market

    Current Estimated Value $119,717

    Last Listing Agent Marcus Howard REALNET BROKERAGE

    3811 Sailmaker Ln, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2021 Lullaby Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 576 Sq Ft
      • Built 1968
      2021 Lullaby Dr, Holiday, FL 34691

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Shelly Hayden BILTMORE GROUP INC

Showing Results 241 - 280, Page 7 of 18

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