Holiday, FL Homes

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  /33

  $220,000

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  3518 Umber Rd, Holiday, FL 34691

  4 Bedroom, 2 Bathroom 1 car garage block home in desirable Holiday Florida. The most affordable 4-bedroom listing in Holiday at time of posting—featuring an attached garage and a large fenced-in backyard. The interior includes ceramic tile and vinyl flooring—no carpet—along with a spacious living room, ceiling fans, window blinds, central AC and heat, kitchen with glass-top range, refrigerator,

  

  Randal Jenkins

  FLORIDA REAL ESTATE PARTNERS

  (727) 607-6658

  3518 Umber Rd, Holiday, FL 34691
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  /18

  $1,445 per month

  • 2 Beds
  • 1.5 Baths
  • 1,108 Sq Ft
  • House for Rent

  5912 Della Dr, Holiday, FL 34690

  This 2-bedroom, 1.5-bathroom block home offers a functional layout and a convenient location near the Tarpon Springs Sponge Docks, Gulf beaches, shopping, and dining.Property Features:-Spacious living room with natural light-Updated kitchen with ample cabinet storage-Three bedrooms with closet space-1.5 bathrooms for added convenience-Private backyard-Attached

  5912 Della Dr, Holiday, FL 34690
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  $150,000 Sold Jul 14, 2025

  3214 Pinon Dr, Holiday, FL 34691

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft
  • Built 1973

  Last Sold Summary

  • 25% Below List Price
  • $189/SF
  • 48 Days On Market

  Current Estimated Value $158,963

  Last Listing Agent Eric Jenkins, PA KELLER WILLIAMS REALTY- PALM H

  3214 Pinon Dr, Holiday, FL 34691
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  /2

  Est $226,705 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  1249 Firecreek Ct, Holiday, FL 34690

  1249 Firecreek Ct, Holiday, FL 34690
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  /40

  $89,900

  • 2 Beds
  • 1.5 Baths
  • 857 Sq Ft

  1917 Hess Dr, Holiday, FL 34691

  Owner financing will be considered.This two-bedroom, one-bathroom house offers approximately 857 square feet of living space. The property features a covered carport, providing convenient covered parking. Additionally, there is a work shed on the property that includes a washer and dryer for added convenience. The low homeowner's association (HOA) fees make this an attractive option for those

  

  Jennifer Zulian

  COLDWELL BANKER REALTY

  (727) 604-7046

  1917 Hess Dr, Holiday, FL 34691
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  /16

  $1,400 per month

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

  3838 Beechwood Dr, Holiday, FL 34691

  Squeaky clean rental home in Holiday, FL—available now! Fresh interior + exterior paint, no carpet, and no more laundromat trips with your own washer & dryer. Enjoy a private garage, yard space, and a screened-in lanai—perfect for relaxing.

  Carol Conologue KELLER WILLIAMS REALTY- PALM H

  3838 Beechwood Dr, Holiday, FL 34691
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  /2

  $290,000 Sold Feb 02, 2026

  3103 Muir St, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $212/SF
  • 38 Days On Market

  Last Listing Agent Jesus Quique Van Der Henst KELLER WILLIAMS REALTY- PALM H

  3103 Muir St, Holiday, FL 34691
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  /2

  Est $253,435 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1339 Persimmon Dr, Holiday, FL 34691

  1339 Persimmon Dr, Holiday, FL 34691
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  /51

  $564,000

  • 4 Beds
  • 3 Baths
  • 1,761 Sq Ft

  1166 Chancellor Dr, Holiday, FL 34690

  Stunning fully remodeled 4-bedroom, 3-bath waterfront home offering privacy, functionality, and true Gulf-access living. This exceptional property has remained high and dry with no flooding during recent storms, providing peace of mind along with an unbeatable natural setting. Set along a scenic bend of the river, the backyard overlooks a private island preserve—meaning no rear neighbors, just

  

  Shawn Poole

  SNAP REALTY LLC

  (727) 497-7642

  1166 Chancellor Dr, Holiday, FL 34690
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  /25

  $1,500 per month

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

  1126 Normandy Blvd, Holiday, FL 34691

  This single-family rental offers ample living space with several great features. - Electric range, dishwasher, refrigerator, garbage disposal- Central cooling, heat pump, ceiling fans- Fenced yard with patio for outdoor relaxation- Attached garage- Laundry Hookups - Tile flooring Conveniently located with easy access to nearby shopping, dining, and

  1126 Normandy Blvd, Holiday, FL 34691
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  /2

  $234,500 Sold Mar 28, 2025

  1725 Dander Dr, Holiday, FL 34690

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Below List Price
  • $264/SF
  • 144 Days On Market

  Current Estimated Value $235,535

  Last Listing Agent Dave Doherty TOM TUCKER REALTY

  1725 Dander Dr, Holiday, FL 34690
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  /2

  Est $211,810 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 744 Sq Ft

  1310 Mandarin Dr, Holiday, FL 34691

  1310 Mandarin Dr, Holiday, FL 34691
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  /4

  $277,000

  • Land
  • 8.75 Acres
  • $31,657 per Acre

  1318 Classic Dr, Holiday, FL 34691

  Gated WATERFRONT LOT in the Holiday! This 8.75 acre lot sits on 6.75 acres lake, 2 acres land and priced to sell. Property is being sold for cash and AS IS. Zoned for R4, the property in near Lake Nash situated in Lake Holiday Estates neighborhood. Peaceful and private! Delineation map completed - 1.6 upland area! Owner Motivated - Make an Offer!

  Mary Giasevits

  TRADEWIND PROPERTIES

  (727) 761-8981

  1318 Classic Dr, Holiday, FL 34691
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  /12

  $1,550 per month

  • 3 Beds
  • 1 Bath
  • 1,461 Sq Ft
  • House for Rent

  4103 Darlington Rd, Holiday, FL 34691

  2 Bedrooms with a bonus room and 1 bathroom home located close to shopping and dining. Pets okay with fees. The home is ready now.

  Nabil Basta BASTA REALTY SOLUTIONS

  4103 Darlington Rd, Holiday, FL 34691
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  /2

  $206,800 Sold Feb 11, 2025

  5321 Baroque Dr, Holiday, FL 34690

  • 2 Beds
  • 1.5 Baths
  • 1,125 Sq Ft
  • Built 1969

  Last Sold Summary

  • $184/SF

  Current Estimated Value $216,297

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  5321 Baroque Dr, Holiday, FL 34690
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  /2

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,920 Sq Ft

  5511 Cheyenne Dr, Holiday, FL 34690

  5511 Cheyenne Dr, Holiday, FL 34690
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  /53

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,018 Sq Ft

  3426 Kimberly Oaks Dr, Holiday, FL 34691

  One or more photo(s) has been virtually staged. 25k PRICE IMPROVEMENT! Priced to sell!! Welcome to this well-priced 3 bedroom, 2 bathroom, 1 car garage home located in the heart of Holiday, Florida. This property offers all new kitchen appliances with convenience, comfort, and an ideal location for first-time buyers or those looking to downsize. Situated close to the Gulf, you’ll enjoy quick

  

  David McCollum

  REALTY EXPERTS

  (727) 361-6006

  3426 Kimberly Oaks Dr, Holiday, FL 34691
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  /3

  $1,945 per month

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft
  • House for Rent

  4926 Colonnade Ave, Holiday, FL 34690

  This single-family rental offers a range of practical features to ensure a comfortable living experience. - Includes microwave, electric range, and refrigerator - Central cooling and heat pump systems - Durable tile flooring - Convenient hookups available - Attached garage for secure parking Located in a calm area, providing a peaceful living

  4926 Colonnade Ave, Holiday, FL 34690
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  /2

  $330,000 Sold Jun 27, 2025

  6321 Staunton Dr, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 1,689 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $195/SF
  • 159 Days On Market

  Current Estimated Value $335,852

  Last Listing Agent Melissa Hoglund ENGEL & VOLKERS BELLEAIR

  6321 Staunton Dr, Holiday, FL 34690
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  /2

  Est $352,548 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft

  1740 Sprint Ln, Holiday, FL 34691

  1740 Sprint Ln, Holiday, FL 34691
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  /68

  $269,900

  • 3 Beds
  • 1 Bath
  • 1,004 Sq Ft

  3410 Pinehurst Dr, Holiday, FL 34691

  This is the one you’ve been waiting for!Welcome home to 3410 Pinehurst Drive in Holiday—a charming, truly move-in-ready home that shines from top to bottom. From the moment you step inside, you’re greeted by a beautifully maintained interior and thoughtful upgrades throughout.Home Highlights & Upgrades• Impact windows & impact doors (front door is solid wood & impact-rated)• Newer

  Mary Giasevits

  TRADEWIND PROPERTIES

  (727) 606-8047

  3410 Pinehurst Dr, Holiday, FL 34691
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  /26

  $1,750 per month

  • 2 Beds
  • 1 Bath
  • 1,243 Sq Ft
  • House for Rent

  3233 Finch Dr, Holiday, FL 34690

  Brand-new, beautifully updated 2-BEDROOM 2-BATHROOM home located in Holiday within the desirable Colonial Hills community. This property features a 1-car garage, screened-in patio, and a fully fenced yard perfect for relaxing or entertaining. The kitchen includes a STAINLESS STEEL Refrigerator and Stove. Washer/ Dryer are also included for added convenience. Lawn Care is INCLUDED for easy

  Kyle Wright WRIGHT MANAGEMENT & REALTY LLC

  3233 Finch Dr, Holiday, FL 34690
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  /2

  $378,900 Sold Jul 07, 2025

  1650 Springdale Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Above List Price
  • $263/SF
  • 7 Days On Market

  Current Estimated Value $366,147

  Last Listing Agent Taylor Sparling SELECT PROPERTIES INC

  1650 Springdale Dr, Holiday, FL 34691
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  /33

  Not Listed For Sale

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

  2045 Manoa Dr, Holiday, FL 34691

  2045 Manoa Dr, Holiday, FL 34691
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  /8

  $99,900

  • Land
  • 0.16 Acre
  • $624,375 per Acre

  5247 Boardwalk St, Holiday, FL 34690

  **OWNER FINANCING AVAILABLE WITH QUALIFIED DOWN PAYMENT** Discover the perfect opportunity to build your dream waterfront home on this vacant canal-front lot. Featuring a sturdy seawall already in place, this property offers peace of mind and easy access for future dock or boat lift installation. With direct water frontage, you'll enjoy scenic views, relaxing breezes, and the chance to design a

  

  Terisha Miller

  Realty Executive America, Inc

  (727) 496-7752

  5247 Boardwalk St, Holiday, FL 34690
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  /15

  $1,645 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  5547 Golden Nugget Dr, Holiday, FL 34690

  **MOVE-IN SPECIAL!!! HALF OFF FIRST FULL MONTH’S RENT AND NO MOVE IN FEE WITH DEPOSIT BY 2/14/26**Discover the perfect blend of modern comfort and Florida sunshine at 5547 Golden Nugget Drive. This charming 2-bedroom, 2-bathroom single-story residence offers 1,000 square feet of bright, open-concept living space designed for a clean and contemporary feel. The interior is highlighted by

  5547 Golden Nugget Dr, Holiday, FL 34690
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  /2

  $240,000 Sold Apr 07, 2025

  4900 Colonnade Ave, Holiday, FL 34690

  • 2 Beds
  • 1.5 Baths
  • 996 Sq Ft
  • Built 1964

  Last Sold Summary

  • $241/SF
  • 2 Days On Market

  Current Estimated Value $238,853

  Last Listing Agent Christa Setzer SIGNATURE REALTY ASSOCIATES

  4900 Colonnade Ave, Holiday, FL 34690
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  /3

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  4750 Betsy Dr, Holiday, FL 34690

  4750 Betsy Dr, Holiday, FL 34690
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  /51

  $250,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,136 Sq Ft

  1242 Viking Dr, Holiday, FL 34691

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. MOVE RIGHT IN to this beautifully restored and well-loved 2-bedroom, 2-bath home with a 1-car garage, and bonus room which could be made into a 3rd bedroom, offering comfort, convenience, and an unbeatable location. Restored inside and out, this inviting home features vinyl plank flooring, a newly updated

  

  Kim Adams

  RE/MAX ELITE REALTY

  (727) 606-7076

  1242 Viking Dr, Holiday, FL 34691
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  /20

  $1,829 per month

  • 3 Beds
  • 2 Baths
  • 1,742 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 3 bedrooms, 2 bathrooms and approximately 1,742 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 reqrd, Pool

  Christopher Yambo TAH FLORIDA LLC

  Unlisted Address
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  /2

  $110,000 Sold Nov 25, 2025

  4834 Mile Stretch Dr, Holiday, FL 34690

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1962

  Last Sold Summary

  • 12% Below List Price
  • $100/SF
  • 2 Days On Market

  Last Listing Agent Jacqueline Filippi BHHS FLORIDA PROPERTIES GROUP

  4834 Mile Stretch Dr, Holiday, FL 34690
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  /31

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  3724 Bywater Dr, Holiday, FL 34691

  3724 Bywater Dr, Holiday, FL 34691
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  /57

  $199,900 Pending

  • 2 Beds
  • 2 Baths
  • 905 Sq Ft

  3614 Rosewater Dr, Holiday, FL 34691

  Under contract-accepting backup offers. Step into this inviting 2-bedroom, 2-bath home that truly lives larger than the recorded square footage—with smart flow, great entertaining spaces, and tile throughout for easy upkeep. The kitchen is designed to impress with ample workspace, all appliances included, and a dedicated coffee bar—perfect for mornings and hosting. Enjoy indoor-outdoor living

  

  Penny Perry

  RE/MAX CHAMPIONS

  (727) 513-5640

  3614 Rosewater Dr, Holiday, FL 34691
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  /16

  $1,995 per month

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • House for Rent

  3511 Sheryl Hill Dr, Holiday, FL 34691

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month's rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  3511 Sheryl Hill Dr, Holiday, FL 34691
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  /2

  $213,500 Sold Jan 31, 2026

  3743 Lomi Dr, Holiday, FL 34691

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2021

  Last Sold Summary

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

  Last Listing Agent Diana Schlafley CHARLES RUTENBERG REALTY INC

  3743 Lomi Dr, Holiday, FL 34691
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  /45

  Est $553,634 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,169 Sq Ft

  3196 Gina Ct, Holiday, FL 34691

  3196 Gina Ct, Holiday, FL 34691
• 

  

  /25

  $154,500

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  3702 Tiki Dr, Holiday, FL 34691

  Very nicely updated 3 bed/2 bath doublewide with large indoor air conditioned storage room (3rd bedroom option), shed, carport, and screened porch in Tiki Village, a gated 55+ community where you own the land. NON-FLOOD ZONE with low $520/year HOA. Updates include new roof and A/C (Sept 2024), spacious new kitchen with granite countertops and new appliances, remodeled bathrooms including a master

  

  Randal Jenkins

  FLORIDA REAL ESTATE PARTNERS

  (727) 594-6782

  3702 Tiki Dr, Holiday, FL 34691
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  /19

  $1,850 per month

  • 3 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
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  /2

  $220,000 Sold Sep 29, 2025

  6141 Staunton Dr, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 5 Days On Market

  Current Estimated Value $226,375

  Last Listing Agent Chris Sakamoto MARK SPAIN REAL ESTATE

  6141 Staunton Dr, Holiday, FL 34690
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  /21

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  1902 Shady Cove Dr, Holiday, FL 34691

  1902 Shady Cove Dr, Holiday, FL 34691

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