18,314

Holiday, FL Homes

Section Image
  • /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
  • /17

    $1,350 total monthly price

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

    2137 Ranchita Trail Unit 2137 Ranchita, Holiday, FL 34690

    New Remodeled! 2 bedroom and 1 bath duplex. Included: Water, Sewer, Lawn Care, Trash. Indoor Washer and Dryer hookup! Pets ok (No aggressive breeds or any aggressive animal) Under 35 lbs - $250 per pet non-refundable pet feeMove in ready, granite countertops, No Water Bills, No Sewer Bill, No Lawn Care Bill, No Trash bill. $50/ application fee (Non-refundable) per person over 18

    2137 Ranchita Trail Unit 2137 Ranchita, Holiday, FL 34690
  • /2

    $248,000 Sold Oct 20, 2025

    5611 Mosaic Dr, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Below List Price
    • $188/SF
    • 4 Days On Market

    Current Estimated Value $250,253

    Last Listing Agent David O'brien STAR BAY REALTY CORP.

    5611 Mosaic Dr, Holiday, FL 34690
    • /24

      Not Listed For Sale

      3215 Lanark Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 672 Sq Ft
      • Built 1975
      3215 Lanark Dr, Holiday, FL 34690

      Last Sold Summary

      • $176/SF
      • 65 Days On Market

      Last Sold Price $118,000

      Last Listing Agent Randall Wolber SIMPLE FEE LISTINGS LLC

  • /33

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    4120 Sunray Dr, Holiday, FL 34691

    Own a piece of the Florida lifestyle without the premium price tag! This solid concrete-block home in Aloha Gardens offers a rare opportunity to own waterfront property leading directly to Lake Conley. Whether you are a first-time homebuyer looking for an affordable start or an investor seeking a high-demand rental with unique appeal, this property delivers. The interior features a functional

    Sandra Ceballos SILVER ROOTS REAL ESTATE GROUP

    4120 Sunray Dr, Holiday, FL 34691
  • /19

    $1,550 per month

    • 3 Beds
    • 1.5 Baths
    • 1,162 Sq Ft
    • House for Rent

    3029 Kilburn Rd, Holiday, FL 34691

    Tenants are responsible for all Utility expenses associated with the leased premises including but not limited to ELECTRIC - GAS - WATER - SEWER services. Tenants also responsible for CABLE and INTERNET Services if desired. Tenants are responsible for all LAWN & YARD maintenance. All Best Rental Service residents are enrolled in the Resident Benefits Package (RBP) for $60.00/month which includes

    Jason Canaan TAMPAS BEST REALTY LLC

    3029 Kilburn Rd, Holiday, FL 34691
  • /2

    $305,000 Sold May 29, 2025

    1435 Russel Ln, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $238/SF
    • 8 Days On Market

    Current Estimated Value $287,832

    Last Listing Agent Fanika Janko DALTON WADE INC

    1435 Russel Ln, Holiday, FL 34691
    • /11

      Not Listed For Sale

      3245 Lanark Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 672 Sq Ft
      • Built 1973
      3245 Lanark Dr, Holiday, FL 34690

      Last Sold Summary

      • $186/SF
      • 0 Days On Market

      Last Sold Price $125,000

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /28

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    5844 Riddle Rd, Holiday, FL 34690

    Situated on an oversized lot, this well-maintained 2-bedroom, 2-bath home offers a functional layout, flexible outdoor space, and the Florida lifestyle buyers are looking for. The home features a desirable split floor plan, with two spacious bedrooms—each offering its own en-suite bathroom, providing privacy and convenience. Both bathrooms are well-sized and fully functional. A standout feature

    Mark Berdelle REAL BROKER, LLC

    5844 Riddle Rd, Holiday, FL 34690
  • /64

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • House for Rent

    2646 Albion St, Holiday, FL 34691

    Welcome to 2646 Albion St, a lovely home located in the heart of Holiday, Florida. This spacious 3-bedroom, 2-bathroom property offers a comfortable and inviting space for families, couples, or individuals looking to enjoy Florida living. Spacious Interior: This home features a bright and open floor plan, making it ideal for entertaining or relaxing with loved ones. Updated Kitchen: Equipped with

    Cherie Kelly BHHS FLORIDA PROPERTIES GROUP

    2646 Albion St, Holiday, FL 34691
  • /2

    $235,000 Sold May 16, 2025

    1050 Tamarac Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft
    • Built 1974

    Last Sold Summary

    • 15% Below List Price
    • $217/SF
    • 23 Days On Market

    Current Estimated Value $246,444

    Last Listing Agent Jennifer Ott DALTON WADE INC

    1050 Tamarac Dr, Holiday, FL 34690
    • /34

      Est $113,343 Not Listed For Sale

      4318 Tahitian Gardens Cir Unit H, Holiday, FL 34691

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

      Last Sold Summary

      • 21% Below List Price
      • $249/SF
      • 6 Days On Market

      Last Sold Price $143,500

      Last Listing Agent Michael McAuley COASTAL FLORIDA REAL ESTATE

  • /35

    $259,000

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    1551 Derrick St, Holiday, FL 34690

    Beautiful Holiday Home Situated in Desirable Crest Ridge Gardens! This is a Full 3 Bedrooms 3 Baths home with Updated Windows and Doors! Move in Ready Home and Features NO Carpets, Block Home, with Over-sized Garage! Spacious Light and Bright with Lots of Natural Sunlight! Immaculate with Refinished Terrazzo Floors throughout! Newer Windows and Door! Spacious Eat in Kitchen with Lots of Cabinets!

    Linda Karpathios COLDWELL BANKER REALTY

    1551 Derrick St, Holiday, FL 34690
  • /100

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,692 Sq Ft
    • Townhouse for Rent

    1734 Rumar Ln Unit A, Holiday, FL 34691

    Take advantage of a unique opportunity to rent an expansive 1/2 duplex. Side A features 3 bedrooms and 2 bathrooms with nearly 1,700 square feet of living space. This unit offers an oversized two-car garage doors, ideal for car enthusiasts, contractors, or anyone needing ample storage or workspace. This 1/2 duplex is ideally located along the New Anclote Bike Trail and directly across from

    Erin Floyd COLDWELL BANKER REALTY

    1734 Rumar Ln Unit A, Holiday, FL 34691
  • /2

    $225,000 Sold Sep 25, 2025

    3539 Rock Royal Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft
    • Built 1972

    Last Sold Summary

    • 10% Below List Price
    • $194/SF
    • 58 Days On Market

    Current Estimated Value $216,569

    Last Listing Agent Britany Falgione EXP REALTY LLC

    3539 Rock Royal Dr, Holiday, FL 34691
    • /46

      Est $520,329 Not Listed For Sale

      2224 Sand Bay Dr, Holiday, FL 34691

      • 4 Beds
      • 2 Baths
      • 2,692 Sq Ft
      • Built 1991
      2224 Sand Bay Dr, Holiday, FL 34691

      Last Sold Summary

      • 4% Below List Price
      • $201/SF
      • 196 Days On Market

      Last Sold Price $539,900

      Last Listing Agent PHIL Kupczyk HORAN REALTY GROUP LLC

  • /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
  • /17

    $1,595 per month

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft
    • House for Rent

    1541 Alert St, Holiday, FL 34690

    Spacious w many recent upgrades 2BR/2BA Home with Garage – Move-In Ready! Welcome home to this beautiful 2 bedroom, 2 bath, 1-car garage property featuring brand new luxury vinyl flooring throughout for a clean, modern feel and easy maintenance. Enjoy a bright eat-in kitchen, a comfortable living room, and a versatile bonus room perfect for a home office, den, or flex space. Fresh, newer interior

    Mike Sanders HOMES BY SANDERS REALTY

    1541 Alert St, Holiday, FL 34690
  • /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

    Current Estimated Value $235,766

    Last Listing Agent Thao Mai TOP SALES REAL ESTATE LLC

    4142 Crestfield Ave, 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

      Last Sold Price $30,000

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

  • /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
  • /25

    $1,800 per month

    • 3 Beds
    • 1 Bath
    • 1,187 Sq Ft
    • House for Rent

    3041 Huntington Rd, Holiday, FL 34691

    Available for lease is a well-maintained 3-bedroom, 1-bath single-family home offering 1,187 sq ft of living space in Holiday. The home features an open floor plan, washer and dryer included, and a covered in-ground pool—ideal for year-round enjoyment. Conveniently located with easy access to US-19. No HOA community. 12-month lease term required. Pets considered with owner approval; breed and

    Anthony Malafronte REAL BROKER, LLC

    3041 Huntington Rd, 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

    Current Estimated Value $204,728

    Last Listing Agent Michael Constantine RE/MAX ALLIANCE GROUP

    1542 Derrick St, Holiday, FL 34690
    • /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

      • $166/SF
      • 31 Days On Market

      Last Sold Price $127,500

      Last Listing Agent Ashley Gillum Smith REAVES REAL ESTATE PROFESSIONALS LLC

  • /38

    $320,000 Pending

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

    4745 Guardian Ave, Holiday, FL 34690

    Under contract-accepting backup offers. 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

    Yanisleidy Gomez FUTURE HOME REALTY

    4745 Guardian Ave, Holiday, FL 34690
  • /14

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 972 Sq Ft
    • House for Rent

    4005 Dalwood Dr, Holiday, FL 34691

    Cute 3 bedroom home, new ceramic tile through out the home. Fresh paint $75 App fee/adult, $300 non-refundable pet fee/ pet, security deposit equal to one month's rent, $75 tenant annual processing fee/ household after acceptance, renters insurance required.

    Wanda Burnside DENNIS REALTY PROPERTY MGMT.

    4005 Dalwood 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
    • /2

      Not Listed For Sale

      3214 Hampshire Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 943 Sq Ft
      • Built 1974
      3214 Hampshire Dr, Holiday, FL 34690

      Last Sold Summary

      • $93/SF
      • 36 Days On Market

      Last Sold Price $87,500

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /23

    $315,000

    • 3 Beds
    • 3 Baths
    • 1,667 Sq Ft

    1050 Deal Ln, Holiday, FL 34691

    Turn-Key 3 bedroom home with Dual Primary Suites-Ideal for Multi-Generational Living or Income Potential! Welcome to this spacious 3bedroom, 3 bathroom home located in the established Holiday Lake Estates community. Offering 1,667 sqft of living space, this home features a flexible split-bedroom floor plan with two primary suites, making it perfect for multi-generational living, guests, or

    Ronald Astorga DJ & LINDSEY REAL ESTATE

    1050 Deal Ln, Holiday, FL 34691
  • /19

    $1,850 per month

    • 4 Beds
    • 2 Baths
    • 1,394 Sq Ft
    • House for Rent

    1344 Wickham Ln, Holiday, FL 34691

    Move In ready 3 Bedrooms 2 Full bath Corner Lot 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 newly remodeled kitchen with granite countertop. All tile throughout for quick and easy maintenance. Inside Laundry

    Caroline Hanna CHARLES RUTENBERG REALTY INC

    1344 Wickham Ln, Holiday, FL 34691
  • /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 $250,469

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

    2624 Society Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      2020 Roselawn Dr, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 672 Sq Ft
      • Built 1969
      2020 Roselawn Dr, Holiday, FL 34691

      Last Sold Summary

      • $132/SF
      • 8 Days On Market

      Last Sold Price $89,000

      Last Listing Agent Jeffrey Thomas, II HARTNEY REALTY & DEVELOPMENT

  • /57

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    4233 Darlington Rd, Holiday, FL 34691

    Move-in ready pool home! 3BR/2BA, 2,648 SF heated with private pool. Excellent location. Minutes to beaches, shopping & dining. Don’t miss this turnkey opportunity! PRICE FIRM. DON'T SEND ANY OFFER UNDER AKING PRICE

    Francisco Rojas GLOBAL FORTUNE REALTY LLC

    4233 Darlington Rd, 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
  • /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 $136,311

    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

      3200 Birkdale Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1981
      3200 Birkdale Dr, Holiday, FL 34690

      Last Sold Summary

      • $146/SF
      • 31 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /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
  • /23

    $1,795 per month

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

    3531 Rosewater Dr, Holiday, FL 34691

    Charming 2-bedroom, 2-bathroom home located in Holiday, Florida, just seconds from US Highway 19. This annual, unfurnished home offers comfortable living with tile flooring throughout, providing both style and easy maintenance. The home features a bright living room with a split floor plan that connects seamlessly to the kitchen and dining area, creating a great space for everyday living and

    JENNIFER VERBEL RENT SOLUTIONS

    3531 Rosewater 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 $295,846

    Last Listing Agent Debbie Raimo FUTURE HOME REALTY INC

    3208 Brompton Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      1842 Shady Cove Dr, Holiday, FL 34691

      • 2 Beds
      • 1 Bath
      • 820 Sq Ft
      • Built 1962
      1842 Shady Cove Dr, Holiday, FL 34691

      Last Sold Summary

      • $98/SF
      • 31 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Megan Pargov LIPPLY REAL ESTATE

Showing Results 201 - 240, Page 6 of 18

How to Buy a Home How to Finance a Home How to Sell a Home