Holiday, FL Homes

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  /45

  $152,900

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  2029 Wailua Dr, Holiday, FL 34691

  Lake Conley Mobile Home Park welcomes you into this gated home in Desirable 55+ community. This tastefully well kept home is ready for you with all furnishings provided. You enter through a secure gate while enjoying the private lake view, wild bird life and tranquil community. There is so much to enjoy!! You have fishing, boating, golf cart riding, club house with great social life gatherings,

  Linda Saunders PARADISE WEST REALTY, INC

  2029 Wailua Dr, Holiday, FL 34691
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  /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
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  /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 $183,960

  Last Listing Agent Marcos Reyes CHARLES RUTENBERG REALTY INC

  4404 Beacon Square Dr, Holiday, FL 34691
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  /2

  Est $259,149 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  3507 Cincinnati Dr Unit 9, Holiday, FL 34691

  3507 Cincinnati Dr Unit 9, Holiday, FL 34691
• 

  

  /2

  $140,000

  • Land
  • 0.16 Acre
  • $875,000 per Acre

  5245 Boardwalk St, Holiday, FL 34690

  This is the perfect time to acquire a CLEARED vacant lot in Holiday, Florida with access to all public utilities available.The lot has approximately 7,091 sq ft, and has a direct view of the beautiful marina bay! The amount of opportunity here is incredible.Previously there was a condo that used to sit on the lot. Since then, the lot has been completely cleared and is ready for a

  Steven Koleno BEYCOME OF FLORIDA LLC

  5245 Boardwalk St, Holiday, FL 34690
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  /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
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  /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 $142,989

  Last Listing Agent Valarie Gerbus MANGROVE BAY REALTY LLC

  3244 Fairmount Dr, Holiday, FL 34691
• 

  /2

  Est $304,978 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  3058 Victoria Inlet Dr, Holiday, FL 34691

  3058 Victoria Inlet Dr, Holiday, FL 34691
• 

  

  /100

  $649,900

  • 6 Beds
  • 4 Baths
  • 3,384 Sq Ft

  1734 Rumar Ln, Holiday, FL 34691

  Take advantage of a unique opportunity to own an expansive duplex that includes both units of the property. Each side features 3 bedrooms and 2 bathrooms with nearly 1,700 square feet of living space, totaling 3,384 heated square feet and 7,062 square feet overall, with one unit being sold furnished for added convenience. Both units offer oversized two-car garage doors, ideal for car enthusiasts,

  Erin Floyd COLDWELL BANKER REALTY

  1734 Rumar Ln, Holiday, FL 34691
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  /5

  $1,699 per month

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft
  • House for Rent

  3640 Holiday Lake Dr, Holiday, FL 34691

  MOVE-IN SPECIAL: One Month Free Rent! Step into comfort and convenience in this inviting 3-bedroom, 2-bath residence. The spacious kitchen offers ample cabinetry and storage, perfect for home chefs and busy households. Enjoy seamless indoor-outdoor living with sliding doors that open to a large backyard—ideal for entertaining, gardening, or relaxing under the stars. A welcoming front porch sets

  Jordan Clark PALM LEAF PROPERTY MANAGEMENT

  3640 Holiday Lake Dr, Holiday, FL 34691
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  /2

  $237,000 Sold Feb 20, 2025

  3326 Supreme Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $146/SF
  • 24 Days On Market

  Current Estimated Value $258,684

  Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

  3326 Supreme Dr, Holiday, FL 34691
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  5200 Darlington Rd, Holiday, FL 34690

  5200 Darlington Rd, Holiday, FL 34690
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  /30

  $199,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  3326 Garfield Dr, Holiday, FL 34691

  Under contract-accepting backup offers. Move in ready 3 bedroom home is available! New LVP flooring and paint. Fenced in yard. 12 year old roof. Bones are solid. Come and check it out!

  Jim Steele BHHS FLORIDA PROPERTIES GROUP

  3326 Garfield 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
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  /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 $221,642

  Last Listing Agent Jonas Stodart CHARLES RUTENBERG REALTY INC

  2035 Erin Dr, Holiday, FL 34690
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  /2

  Est $119,847 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 768 Sq Ft

  4323 Tahitian Gardens Cir Unit H, Holiday, FL 34691

  4323 Tahitian Gardens Cir Unit H, Holiday, FL 34691
• 

  

  /26

  $110,000

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

  1044 Bowsprit Ln Unit 1308, Holiday, FL 34691

  So you really want a deal! This 2/2 second floor condo does have amazing views of the pond. Also includes a carport and storage closet. Located in an amazing well kept 55+ community with a community pool. Located in an X flood zone, high and dry. Enjoy the many community amenities, including the pool, shuffleboard, & clubhouse. Cash only, and the buyer is willing to accept the property with all

  Roger Fruits HOMEFRONT REALTY

  1044 Bowsprit Ln Unit 1308, Holiday, FL 34691
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  /18

  $1,900 per month

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

  1741 Fairfield St Unit A, Holiday, FL 34691

  Discover the perfect blend of comfort and flexibility.This beautiful, updated 3-bedroom, 2-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 A, Holiday, FL 34691
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  /2

  $310,000 Sold Apr 01, 2025

  3524 Emory Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Below List Price
  • $171/SF
  • 13 Days On Market

  Current Estimated Value $320,179

  Last Listing Agent Robert Johnson REAL BROKER, LLC.

  3524 Emory Dr, Holiday, FL 34691
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  /2

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  4318 Tahitian Gardens Cir Unit 4318, Holiday, FL 34691

  4318 Tahitian Gardens Cir Unit 4318, Holiday, FL 34691
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  /2

  $199,000

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  2608 Akita Place, Holiday, FL 34691

  Great buy on this 3 bedroom one & 1/2 bath home in Holiday. Garage has been converted into an additional room for added living space. Over 1,600 square feet, block construction. Located on a quiet cul-de-sac with a spacious back yard. Enclosed rear patio. No flood insurance required. Being sold "as is".

  Ann McIntosh GULF TO BAY REAL ESTATE

  2608 Akita Place, Holiday, FL 34691
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  /14

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • House for Rent

  1027 Orca Ct, Holiday, FL 34691

  Live the Florida lifestyle in this spacious, maintenance-free villa located just minutes from charming downtown Tarpon Springs! Boasting 1,876 square feet of well-designed living space, this 3-bedroom, 2-bathroom home with a bonus den/office offers the feel and function of a single-family home. The open-concept layout seamlessly blends the kitchen, dining, and living areas—perfect for

  Renee Gialousis COLDWELL BANKER REALTY

  1027 Orca Ct, Holiday, FL 34691
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  /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 $238,989

  Last Listing Agent Catherine Miller RE/MAX Sunset Realty

  1721 Kenilworth St, Holiday, FL 34691
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  /35

  Est $444,560 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,854 Sq Ft

  3226 Gina Ct, Holiday, FL 34691

  3226 Gina Ct, Holiday, FL 34691
• 

  

  /21

  $249,000

  • 2 Beds
  • 1.5 Baths
  • 1,039 Sq Ft

  2228 Society Dr, Holiday, FL 34691

  Price Improvement! Discover peaceful living in this charming 2-bedroom, 1.5-bath home nestled along the banks of Lake Conley. Perfect for nature lovers and weekend anglers, this property offers a rare blend of comfort, convenience, and outdoor beauty. Fire up the barbecue and enjoy the fresh landscaping. This home is perfect for those seeking a laid-back lifestyle with a touch of adventure at an

  Aaron Burke CHARLES RUTENBERG REALTY INC

  2228 Society Dr, Holiday, FL 34691
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  /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
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  /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 $229,493

  Last Listing Agent Dan Risola RE/MAX REALTEC GROUP INC

  5033 Tammy Ln, Holiday, FL 34690
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  /2

  Est $538,818 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,057 Sq Ft

  3349 Gina Ct, Holiday, FL 34691

  3349 Gina Ct, Holiday, FL 34691
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  /11

  $199,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  4328 Sussex St, Holiday, FL 34691

  This small community of villas is the best kept secret around. $50/monthly HOA and has a pool and allows pets! No kidding! This particular unit has a new roof, florida room, courtyard, master bathroom, walk-in closets, laundry closet, tile and laminate floors, skylights! Don't miss this one.

  Julie Hanigan SUNCOAST GROUP REALTORS LLC

  4328 Sussex St, Holiday, FL 34691
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  /16

  $1,650 per month

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

  1253 Brightwell Dr, Holiday, FL 34690

  Charming 2 bedroom, 1.5 bath with a 1 car garage home and a screened-in, enclosed porch. New windows and sliding door, a spacious backyard perfect for entertaining, and a cozy, well-maintained interior. Conveniently located close to shopping, dining, and major roads. Cute, cozy, and move-in ready. Don't miss this opportunity!

  Maria Demellis FLORIDA LUXURY REALTY INC

  1253 Brightwell Dr, Holiday, FL 34690
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  /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 $242,469

  Last Listing Agent Rebecca Huffsmith RE/MAX MARKETING SPECIALISTS

  4252 Courier Ln, Holiday, FL 34691
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  /45

  Est $129,528 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  4367 Tahitian Gardens Cir Unit G, Holiday, FL 34691

  4367 Tahitian Gardens Cir Unit G, Holiday, FL 34691
• 

  

  /13

  $149,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,134 Sq Ft

  3042 Bahia Ave, Holiday, FL 34690

  Under contract-accepting backup offers. This La Villa Gardens home has 2 bedrooms, 1 1/2 baths (1/2 bath is in garage) living room, and bonus room that is currently used as a bedroom. Living room flows into dining area and kitchen. Garage has washer and dryer and electric door opener. Rear yard has sitting area overlooking canal and peaceful conservation area. No neighbors in rear of yard for

  Thomas DeBella SOUTHLAND REAL ESTATE INC

  3042 Bahia Ave, Holiday, FL 34690
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  /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

  $295,604 Sold Feb 18, 2025

  2305 Sugarbush Dr, Holiday, FL 34690

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • $191/SF
  • 158 Days On Market

  Current Estimated Value $306,280

  Last Listing Agent Virginia Werneken FUTURE HOME REALTY INC

  2305 Sugarbush Dr, Holiday, FL 34690
• 

  /2

  Est $521,987 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,498 Sq Ft

  3314 Gina Ct, Holiday, FL 34691

  3314 Gina Ct, Holiday, FL 34691
• 

  

  /27

  $120,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  1940 Shady Cove Dr, Holiday, FL 34691

  New roof installed in 2025 with 30 year transferable warranty! Newer mini split A/C installed in primary bedroom! This home is move-in ready! Charming Home with New Upgrades – Perfect for Various Lifestyles! *Privacy Fence Installed! 2024* This delightful property is perfect as a starter home, rental, retirement retreat, or vacation getaway! You’ll own the land, enjoy low property taxes, a low

  Catherine Rubio COMPASS FLORIDA LLC

  1940 Shady Cove Dr, Holiday, FL 34691
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  /26

  $2,900 per month

  • 2 Beds
  • 1.5 Baths
  • 1,121 Sq Ft
  • House for Rent

  1354 Linstock Dr, Holiday, FL 34690

  SEASONAL RENTAL available for Winter 2025/2026. THREE MONTH MINIMUM. Short term tax under 6 months- but Landlord will pay a portion of it for you. Ask for details. Incentives for leases longer than 6.5mo. THESE DETAILS ARE IN THE REALTOR ONLY SECTION- ASK YOUR AGENT TO REVIEW THEM WITH YOU. Updated single family home located on a canal with gulf access.Turnkey furnished WITH washer and dryer.

  Lorina Smith BEST OF THE GULF REALTY INC

  1354 Linstock Dr, 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 $274,208

  Last Listing Agent Hugo Ortiz LPT REALTY, LLC

  1744 Colmar Dr, Holiday, FL 34690
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  /48

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  3112 Southport Dr, Holiday, FL 34690

  3112 Southport Dr, Holiday, FL 34690

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