18,358

Holiday, FL Homes

Section Image
  • /35

    $117,000

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

    3430 Tiki Dr, Holiday, FL 34691

    Florida living at its finest! Tiki Village Mobile Home Park is a 55+ Gated Community where you OWN your LAND! Tiki Village is tucked back in off US 19 to enjoy the peace and quiet, yet convenient close to shopping, restaurants, medical, nature parks, beaches and so much more! The Home is move in ready, fully furnished and tastefully decorated. This 2 bedroom 2 bath is open and spacious Brand-NEW

    Jon Dant RE/MAX ACTION FIRST OF FLORIDA

    3430 Tiki Dr, Holiday, FL 34691
  • /14

    $1,375 Per Month

    • 2 Beds
    • 1 Bath
    • 1,568 Sq Ft
    • Townhouse for Rent

    5723 Silver Spur Dr Unit MFRTB8515426, Holiday, FL 34690

    2 BED/1 BATH AVAILABLE NOW!Charming 2 bedroom, 1 bath duplex for rent in Holiday, Florida. This unit has an open floor plan with tile flooring throughout the living area and the kitchen with ample cabinet space. Includes Central AC. Conveniently located near US 19 for travelling throughout Pinellas County. Enjoy nearby restaurants, shopping and landmarks like Fred Howard Park.

    Kevin Byrne VALENCIA REALTY, LLC

    5723 Silver Spur Dr Unit MFRTB8515426, Holiday, FL 34690
  • /2

    $320,000

    Sold May 18, 2026

    4745 Guardian Ave, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1967

    Last Sold Summary

    • $291/SF
    • 40 Days On Market

    Current Estimated Value $315,918

    Last Listing Agent Yanisleidy Gomez FUTURE HOME REALTY

    4745 Guardian Ave, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3340 Chatford Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1979
      3340 Chatford Dr, Holiday, FL 34690

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /12

    $65,000

    $10K PRICE DROP Under Contract
    • Land
    • 6,969 Sq Ft
    • $406,250 per Acre

    4101 Baden Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Rare opportunity to build your dream home on this waterfront lot, situated on a peaceful canal with breathtaking views. With no HOA, you’ll enjoy the freedom to design and build the home that perfectly fits your lifestyle. Boating, fishing, kayaking, sunbathing, the possibilities are plentiful. Conveniently located with easy access to US-19, this property

    Justin Ratzlaff COMPASS FLORIDA LLC

    4101 Baden Dr, Holiday, FL 34691
  • /37

    $1,599 Per Month

    • 3 Beds
    • 2 Baths
    • 1,602 Sq Ft
    • House for Rent

    2620 Cheval Dr, Holiday, FL 34690

    Welcome to 2620 Cheval Dr, Holiday, FL 34690 — a spacious and well-maintained 3-bedroom, 2-bathroom home designed for comfortable Florida living. This charming property offers a bright and functional layout with plenty of natural light throughout, creating a warm and inviting atmosphere from the moment you walk in.The home features a spacious living area perfect for relaxing or

    2620 Cheval Dr, Holiday, FL 34690
  • /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 $220,482

    Last Listing Agent Britany Falgione EXP REALTY LLC

    3539 Rock Royal Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      4715 Burney Dr, Holiday, FL 34690

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1981
      4715 Burney Dr, Holiday, FL 34690

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /19

    $240,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    3507 Landale Dr, Holiday, FL 34691

    Don’t miss this beautifully updated corner-lot home with serene pond views. Featuring a newer roof (2022) and a new HVAC system (2023), this property offers peace of mind along with modern upgrades throughout. Inside, the home has been fully remodeled with a brand-new kitchen, updated bathrooms, and all-new flooring. The layout includes two spacious bedrooms and two full bathrooms, along with

    Brian Eades DALTON WADE INC

    3507 Landale Dr, Holiday, FL 34691
  • /11

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • House for Rent

    3524 Bradford Dr, Holiday, FL 34691

    Welcome home to this freshly updated 2-bedroom, 2-bath residence in the heart of Holiday! Featuring fresh interior paint and brand-new carpeting, this move-in-ready home offers a clean, inviting space to make your own. Enjoy relaxing mornings or evening gatherings on the screened rear patio, perfect for taking advantage of Florida's beautiful weather. Conveniently located near US-19, public

    Daniel J O'Meara OMEARA REALTY LLC

    3524 Bradford Dr, 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

    Current Estimated Value $234,889

    Last Listing Agent Thao Mai TOP SALES REAL ESTATE LLC

    4142 Crestfield Ave, 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

      • 0 Days On Market

      Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  • /15

    $234,900

    • 3 Beds
    • 2 Baths
    • 1,240 Sq Ft

    3555 Sheryl Hill Dr, Holiday, FL 34691

    Come and see this move-in ready 3-bedroom, 2-bathroom home in the desirable Beacon Square neighborhood! This home features an inviting open-concept floor plan that creates a seamless flow throughout the main living areas. The updated kitchen serves as the heart of the home, beautifully appointed with granite countertops and modern stainless-steel appliances. Step outside to discover a private,

    Robert Salmons ENTERA REALTY LLC

    3555 Sheryl Hill Dr, Holiday, FL 34691
  • /13

    $1,175 Per Month

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

    2132 Kepner Dr, Holiday, FL 34691

    MO/LB 2/1 unit available to call home. Updated kitchen, fresh paint and lots of storage. New flooring throughout as well as an updated bathroom. Don't miss out. Resident Benefit Package $15/month

    2132 Kepner Dr, 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 $203,359

    Last Listing Agent Michael Constantine RE/MAX ALLIANCE GROUP

    1542 Derrick St, Holiday, FL 34690
    • /2

      Not Listed For Sale

      3241 Channing Dr, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft
      • Built 1974
      3241 Channing Dr, Holiday, FL 34690

      Last Sold Summary

      • 95 Days On Market

      Last Listing Agent Ashley Gillum Smith REAVES REAL ESTATE PROFESSIONALS LLC

  • /55

    $225,000

    Pending
    • 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
  • /17

    $1,175 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    5633 Golden Nugget Dr, Holiday, FL 34690

    Cozy 1BD 1BTH Retreat in Holiday - Discover your Ideal Space! Cozy retreat 1-bed, 1-bath unit at 5633 Golden Nugget Dr, Holiday, FL! (END UNIT) Annual/Unfurnished Rental. No Utilities Included. Discover your ideal space and be welcomed with an open layout with the living, dining, and kitchen areas all connected – perfect for cozy living. The backyard space allows for outdoor BBQ and the fresh

    JENNIFER VERBEL RENT SOLUTIONS

    5633 Golden Nugget Dr, Holiday, FL 34690
  • /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

      3406 Lanark Dr, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • 576 Sq Ft
      • Built 1973
      3406 Lanark Dr, Holiday, FL 34690

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent Magdalena Czech HORAN REALTY GROUP LLC

  • /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
  • /19

    $1,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • 948 Sq Ft
    • House for Rent

    4328 Baden Dr, Holiday, FL 34691

    Discover this 2-bedroom, 1.5-bath home on a desirable street in Holiday, FL The interior features both ceramic tile and luxury vinyl plank flooring along with neutral paint, and ceiling fans! The home has a great looking modern main bathroom. The kitchen has been updated with newer stainless appliances including a dishwasher. The living area is very large and opens to a nice bonus room and

    4328 Baden Dr, Holiday, FL 34691
  • /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 $228,185

    Last Listing Agent Cortney Bain CHARLES RUTENBERG REALTY INC

    3748 Redwood Dr, Holiday, FL 34691
    • /34

      Est $115,387

      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

      • 6 Days On Market

      Last Listing Agent Michael McAuley COASTAL FLORIDA REAL ESTATE

  • /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
  • /7

    $1,375 Per Month

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

    1551 Swordbill Dr, Holiday, FL 34690

    2BED/1BATH Duplex AVAILABLE NOW!This 2 bedroom, 1 bath duplex for rent in Holiday features tile flooring through out. The open concept and windows with plenty of natural lighting make it feel very spacious. The kitchen has ample cabinet space and an additional pantry for storage. Stackable washer and dryer connections

    Kevin Byrne VALENCIA REALTY, LLC

    1551 Swordbill 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

    Current Estimated Value $131,820

    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

      4319 Tahitian Gardens Cir Unit E, Holiday, FL 34691

      • 2 Beds
      • 1.5 Baths
      • 825 Sq Ft
      • Built 1979
      4319 Tahitian Gardens Cir Unit E, Holiday, FL 34691

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Jeffrey Borham EXP REALTY LLC

  • /26

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,737 Sq Ft

    1345 Basswood Dr, Holiday, FL 34690

    MOTIVATED SELLER! 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
  • /15

    $1,625 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • House for Rent

    4143 Oakfield Ave, Holiday, FL 34691

    Rent easily and live comfortably with ResiHome, a leader in single-family rentals. This refreshed, pet-friendly home in move-in ready condition 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

    4143 Oakfield Ave, 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 $256,735

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

    2624 Society Dr, Holiday, FL 34691
    • /46

      Est $536,758

      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

      • 196 Days On Market

      Last Listing Agent PHIL Kupczyk HORAN REALTY GROUP LLC

  • /18

    $253,000

    • 2 Beds
    • 2 Baths
    • 1,070 Sq Ft

    3419 Paloma Dr, Holiday, FL 34690

    Welcome to this beautifully maintained home both inside and out with great landscaping both front and back yards. Major upgrades include full Roof Replacement with gutters and downspouts 2026, A/C Compressor and Handler 2019 and H/W 2023 to give peace of mind. Kitchen upgrades include new cabinets, new stainless steel appliances and granite countertops in 2021. There is stylish vinyl flooring

    Christina Hill FLORIDA LUXURY REALTY INC

    3419 Paloma Dr, Holiday, FL 34690
  • /13

    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • 2,406 Sq Ft
    • House for Rent

    5509 Riddle Rd, Holiday, FL 34690

    2 bedroom 1 bath home located in holiday. This home sits on a corner lot with easy access to Shopping, Restaurants, and entertainment

    Albert Thompson THOMPSON AND THOMPSON REALTY

    5509 Riddle Rd, Holiday, FL 34690
  • /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 $200,181

    Last Listing Agent Conor ONeill BLAKE REAL ESTATE INC

    4326 Fern Glen St, Holiday, FL 34691
    • /37

      Not Listed For Sale

      4699 Continental Dr Unit 98, Holiday, FL 34690

      • 2 Beds
      • 1.5 Baths
      • Built 1995
      4699 Continental Dr Unit 98, Holiday, FL 34690

      Last Sold Summary

      • 10 Days On Market

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

  • /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
  • /15

    $1,595 Per Month

    • 2 Beds
    • 2 Baths
    • 1,310 Sq Ft
    • House for Rent

    5304 Penguin Dr, Holiday, FL 34690

    Available for quick move in! Newer kitchen cabinetry with quartz tops! Nice appliances, including the microwave, dishwasher, range, and refrigerator. Screened Porch and Fenced Yard! Garage! All on a desirable street in Holiday. With two large bedrooms, two baths, a living room, a family room, a dining area, and a breakfast area, there is plenty of living space in this home. Residents

    5304 Penguin Dr, Holiday, FL 34690
  • /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 $200,536

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

    1042 Saxon Ln, Holiday, FL 34691
    • /49

      Not Listed For Sale

      4699 Continental Dr Unit 244, Holiday, FL 34690

      • 2 Beds
      • 1 Bath
      • Built 2002
      4699 Continental Dr Unit 244, Holiday, FL 34690

      Last Sold Summary

      • 11 Days On Market

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

Showing Results 201 - 240, Page 6 of 18

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