Holiday, FL Homes

• 

  

  

  /31

  $149,900

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  4312 Tahitian Gardens Cir Unit E, Holiday, FL 34691

  Experience the tranquility of condominium living with serene water views at your doorstep. This turnkey two-bedroom condo is located in Tahitian Gardens, a fully gated, active 55+ community. This corner unit is offered fully furnished and boasts significant upgrades including an open floor plan with tile flooring throughout. Large floor to ceiling living room windows. An updated bathroom which

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 761-4257

  4312 Tahitian Gardens Cir Unit E, Holiday, FL 34691
• Explore Holiday

• 

  

  

  /20

  $1,275 per month

  • 2 Beds
  • 1.5 Baths
  • 825 Sq Ft
  • Condo for Rent

  4330 Tahitian Gardens Cir Unit C, Holiday, FL 34691

  UNFURNISHED - 2-bedroom, bath and a half condo in Tahitian Gardens a GATED 55+ community. This unit has been updated throughout. Features all tile floors, granite counters in kitchen and baths. Washer/dryer hookups or use the community's private laundry facility. Convenient parking is located directly in front of the unit. Enjoy the heated pool, clubhouse and many activities or just take a

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 761-8178

  4330 Tahitian Gardens Cir Unit C, Holiday, FL 34691
• 

  

  /2

  $110,000 Sold Dec 02, 2025

  4328 Tahitian Gardens Cir Unit E, Holiday, FL 34691

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

  Last Sold Summary

  • $143/SF
  • 5 Days On Market

  Last Listing Agent Christina Probeyahn COASTAL PROPERTIES GROUP INTERNATIONAL

  4328 Tahitian Gardens Cir Unit E, Holiday, FL 34691
• 

  

  /2

  Est $301,043 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
• 

  

  

  /45

  $149,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  2028 Oahu Dr, Holiday, FL 34691

  MOTIVATED SELLER... BEAUTIFUL GATED COMMUNITY... BOAT RAMP... FLORIDA LIVING... Welcome to this charming 2-bedroom, 2-bathroom home located in the desirable, gated 55+ community of Lake Conley. As you enter, you’ll be greeted by a generous living room that offers ample space for relaxation and entertaining. The kitchen features dual sinks and is seamlessly connected to the dining room in an

  

  Scott Morris

  EXP REALTY LLC

  (727) 496-8815

  2028 Oahu Dr, Holiday, FL 34691
• 

  

  /16

  $1,200 per month

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

  2037 Calusa Trail, Holiday, FL 34690

  This updated 2 Bedroom 1 bath unit is available for immediate occupancy. Located near restaurants, shopping, beaches and more. Features updated kitchen, large living room, spacious bedrooms, and updated bath. Small pets allowed with owner approval and additional $350 non-refundable pet fee. Smoking is prohibited inside. Centrally located with easy commutes to all the Tampa Bay area! 1st, last and

  

  Beth Belloise

  TROPICAL LIFE REALTY, INC.

  (727) 761-6564

  2037 Calusa Trail, Holiday, FL 34690
• 

  /2

  $250,000 Sold Dec 02, 2025

  1516 Sentinel St, Holiday, FL 34690

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Above List Price
  • $248/SF
  • 17 Days On Market

  Last Listing Agent Christa Setzer SIGNATURE REALTY ASSOCIATES

  1516 Sentinel St, Holiday, FL 34690
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  5200 Darlington Rd, Holiday, FL 34690

  5200 Darlington Rd, Holiday, FL 34690
• 

  

  /39

  $335,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  3145 Domino Dr, Holiday, FL 34691

  Short Sale. Well-maintained 2-bedroom, 2-bath home with a versatile bonus room, spacious 2-car garage, and fantastic curb appeal in the desirable Holiday Lake Estates community. This home offers a blend of comfort, functionality, and personality—inside and out. A bold cobalt blue front door welcomes you to a shaded front porch with space for seating—perfect for morning coffee or greeting

  

  Jodi Avery

  KELLER WILLIAMS SOUTH TAMPA

  (727) 615-3684

  3145 Domino Dr, Holiday, FL 34691
• 

  

  /20

  $1,200 per month

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

  2039 Calusa Trail, Holiday, FL 34690

  This updated 2 Bedroom 1 bath unit is available for immediate occupancy. Located near restaurants, shopping, beaches and more. Features updated kitchen, large living room, spacious bedrooms, and updated bath. Small pets allowed with owner approval and additional $350 non-refundable pet fee. Smoking prohibited inside. Centrally located with easy commutes to all the Tampa Bay area! 1st, last and

  

  Beth Belloise

  TROPICAL LIFE REALTY, INC.

  (727) 354-7444

  2039 Calusa Trail, Holiday, FL 34690
• 

  /2

  $170,000 Sold Sep 23, 2025

  3136 Birkdale Dr, Holiday, FL 34690

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $147/SF
  • 33 Days On Market

  Last Listing Agent Stella Wooster CITY BREEZE ACTION REALTY

  3136 Birkdale Dr, Holiday, FL 34690
• 

  /2

  Est $314,364 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,497 Sq Ft

  2007 Tumbleweed Dr, Holiday, FL 34690

  2007 Tumbleweed Dr, Holiday, FL 34690
• 

  

  /29

  $459,900

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  5253 Boardwalk St, Holiday, FL 34690

  TRUE FLORIDA LIVING AT ITS BEST! Welcome to your waterfront oasis at 5253 Boardwalk Street in Holiday, Florida—where luxury meets lifestyle with direct Gulf access right from your backyard. This stunning 3-bedroom, 2.5-bathroom home has been completely rebuilt and reimagined with high-end finishes and thoughtful design throughout. From the moment you enter, you'll notice the open layout, filled

  

  Gigi Gauthier

  TRUE REALTY GROUP

  (727) 910-5580

  5253 Boardwalk St, Holiday, FL 34690
• 

  

  /29

  $1,895 per month

  • 3 Beds
  • 2 Baths
  • 1,028 Sq Ft
  • House for Rent

  1748 Colmar Dr, Holiday, FL 34690

  Move right in and start fresh in this charming home. Freshly painted and carefully maintained, this property is ready for its new tenant to make it their own. The flexible layout offers a cozy yet spacious feel with a bonus room that can easily serve as an office or third bedroom. The enclosed lanai and large backyard provide great outdoor living space, and the mature landscaping is ideal for a

  

  Jackie Little

  KELLER WILLIAMS REALTY- PALM H

  (727) 594-6506

  1748 Colmar Dr, Holiday, FL 34690
• 

  /2

  $235,000 Sold Jun 20, 2025

  3445 Pinehurst Dr, Holiday, FL 34691

  • 3 Beds
  • 1 Bath
  • 1,014 Sq Ft
  • Built 1965

  Last Sold Summary

  • $232/SF
  • 4 Days On Market

  Current Estimated Value $226,099

  Last Listing Agent Josh Jacobs FUTURE HOME REALTY INC

  3445 Pinehurst Dr, Holiday, FL 34691
• 

  /2

  Est $222,036 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  1431 Jennings Dr, Holiday, FL 34690

  1431 Jennings Dr, Holiday, FL 34690
• 

  

  /30

  $124,900

  • 2 Beds
  • 1.5 Baths
  • 768 Sq Ft

  4329 Tahitian Gardens Cir Unit B, Holiday, FL 34691

  Welcome to this move-in ready two-bedroom, one and a half-bath condo in the desirable 55+ gated community of Tahitian Gardens. The open-concept layout offers a bright, inviting atmosphere, with a spacious primary bedroom with a large closet. Recent updates include laminate flooring throughout and fresh paint on all interior walls and doors. Enjoy the convenience of in-unit laundry, tinted

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 761-6098

  4329 Tahitian Gardens Cir Unit B, Holiday, FL 34691
• 

  

  /49

  $2,300 per month

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • House for Rent

  3248 Rock Valley Dr, Holiday, FL 34691

  Located in the desirable Beacon Square community, and including a free one-year membership to the Beacon Square Civic Association, this lakefront home offers the perfect blend of relaxation and adventure! Bring your kayak and fishing pole! With direct canal access, you can enjoy Florida waterfront living right from your backyard. This beautifully updated 2-bedroom, 2-bath home features a 1-car

  

  Norma Lopez

  REALTY ONE GROUP SUNSHINE

  (727) 597-5317

  3248 Rock Valley Dr, Holiday, FL 34691
• 

  /2

  $380,000 Sold Jun 26, 2025

  2749 Plantain Dr, Holiday, FL 34691

  • 4 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $209/SF
  • 129 Days On Market

  Current Estimated Value $386,014

  Last Listing Agent Barbara Ann Grady, PA CHARLES RUTENBERG REALTY INC

  2749 Plantain Dr, Holiday, FL 34691
• 

  /2

  Est $226,090 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  3140 Harvardston Loop, Holiday, FL 34691

  3140 Harvardston Loop, Holiday, FL 34691
• 

  

  /38

  $219,000 Pending

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

  2721 Flint Isle Place, Holiday, FL 34691

  Welcome to this beautifully updated home, perfectly situated on a quiet cul-de-sac in Holiday. This 2-bedroom, 1.5-bath residence has been thoughtfully renovated throughout, offering modern comforts and peace of mind with a brand-new roof, new water heater, and new AC. Fresh interior and exterior paint create a clean, inviting atmosphere the moment you step inside. The open floor plan is enhanced

  

  Cory Byrd

  F I GREY & SON RESIDENTIAL

  (727) 624-0926

  2721 Flint Isle Place, Holiday, FL 34691
• 

  

  /37

  $1,189 - $1,499 per month

  Sunbay Apartments

  1 - 2 Beds

  4348 Plaza Dr, Holiday, FL 34691

  Come home to the quiet relaxation of The Sunbay Apartments. Private and luxurious, this is a haven with numerous amenities. Sunbay Apartments is perfectly located near major Highways with access to downtown, shopping, medical facilities, and recreation. Available for your convenience are 3 swimming pools, clubhouse, and New Playground as well as a dog park! Experience the ease of deluxe

  4348 Plaza Dr, Holiday, FL 34691
• 

  /2

  $257,500 Sold Apr 02, 2025

  5331 Skyland Dr, Holiday, FL 34690

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Below List Price
  • $202/SF
  • 148 Days On Market

  Current Estimated Value $259,334

  Last Listing Agent Cindy Greco EXP REALTY LLC

  5331 Skyland Dr, Holiday, FL 34690
• 

  /2

  Est $262,059 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  6215 Staunton Dr, Holiday, FL 34690

  6215 Staunton Dr, Holiday, FL 34690
• 

  

  /22

  $119,500

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  4365 Tahitian Gardens Cir Unit E, Holiday, FL 34691

  OWNER FINANCING AVAILABLE! CORNER UNIT with a private location! Come see this 2-bedroom condo in Tahitian Gardens, a GATED 55+ community. This corner unit features oversized living room windows, private kitchen area that can be closed off from the rest of the unit, newer luxury vinyl wood floors, newer hot water tank (2023). Included is a washer/dryer for your convenience. This unit would make a

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 513-4001

  4365 Tahitian Gardens Cir Unit E, Holiday, FL 34691
• 

  

  /15

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • House for Rent

  3442 Norland Ct, Holiday, FL 34691

  Welcome to this beautifully maintained home located on a quiet cul-de-sac in the heart of Holiday. This charming property offers a bright, open layout with spacious living areas, updated finishes, and plenty of natural light throughout. The kitchen provides ample storage and counter space, making everyday living and entertaining a breeze.Step outside to a large, fully fenced backyard—perfect

  Diana Salcedo Gomez LA ROSA REALTY LLC

  3442 Norland Ct, Holiday, FL 34691
• 

  /2

  $229,900 Sold Apr 14, 2025

  3403 Garfield Dr, Holiday, FL 34691

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1978

  Last Sold Summary

  • $282/SF
  • 4 Days On Market

  Current Estimated Value $226,735

  Last Listing Agent Wayne Gabriel RE/MAX PREMIER GROUP

  3403 Garfield Dr, Holiday, FL 34691
• 

  /2

  Est $500,778 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,319 Sq Ft

  2515 Wood Pointe Dr, Holiday, FL 34691

  2515 Wood Pointe Dr, Holiday, FL 34691
• 

  

  /53

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  3238 Coldwell Dr, Holiday, FL 34691

  Price Reduction!!! Welcome home to this beautifully updated 3-bedroom, 2-bath residence located in the heart of Holiday, Florida! This move-in-ready home offers modern style, comfort, and convenience just minutes from beaches, shopping, and dining. Step inside to find a bright, open floor plan featuring fresh paint, new luxury vinyl plank flooring, and stylish finishes throughout. The spacious

  

  Rick Bishop

  LPT REALTY, LLC

  (727) 624-1893

  3238 Coldwell Dr, Holiday, FL 34691
• 

  

  /3

  $1,699 per month

  • 2 Beds
  • 1 Bath
  • 1,360 Sq Ft
  • House for Rent

  2412 Arcadia Rd, Holiday, FL 34690

  Discover this inviting single-family rental offering ample living space with modern finishes. This property features a fenced yard and an attached garage.- Includes microwave, electric range, and refrigerator- Efficient heat pump and central cooling and heating- Attractive tile and wood plank floors throughout- Convenient in-unit laundry area- Secure, attached garage

  2412 Arcadia Rd, Holiday, FL 34690
• 

  /2

  $231,000 Sold Feb 14, 2025

  4823 Longwood Ave, Holiday, FL 34690

  • 3 Beds
  • 1 Bath
  • 1,122 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Below List Price
  • $206/SF
  • 217 Days On Market

  Current Estimated Value $236,276

  Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  4823 Longwood Ave, Holiday, FL 34690
• 

  /2

  Est $231,247 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,212 Sq Ft

  4632 Koala Dr, Holiday, FL 34690

  4632 Koala Dr, Holiday, FL 34690
• 

  

  /33

  $151,500

  • 2 Beds
  • 1.5 Baths
  • 825 Sq Ft

  4324 Tahitian Gardens Cir Unit J, Holiday, FL 34691

  WATERFRONT, 2-bedroom, bath-and-a-half condo in the gated 55+ community of Tahitian Gardens. Enjoy stunning water views from the oversized living room windows and outside patio. This property features separate kitchen and dining areas. Both bedrooms are generously sized with updated windows and newer carpet. The primary bedroom includes a half bath and a walk-in closet. A full-sized, all-tile

  

  Michael McAuley

  COASTAL FLORIDA REAL ESTATE

  (727) 291-9310

  4324 Tahitian Gardens Cir Unit J, Holiday, FL 34691
• 

  

  /33

  $1,895 per month

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • House for Rent

  3406 Overland Dr, Holiday, FL 34691

  Move-in ready 3-bedroom, 2-bath home with a 1-car garage located in Holiday, FL. This well-maintained property features a screened-in patio, fully fenced backyard, and a green outdoor area with peaceful water views. Conveniently located near shopping, dining, and major roadways. Schedule your showing today! 813-357-9844

  Carmen Mejia Ropain MEGA PROPERTY SOLUTIONS

  3406 Overland Dr, Holiday, FL 34691
• 

  /2

  $250,000 Sold Feb 18, 2025

  1132 Clairborne St, Holiday, FL 34690

  • 2 Beds
  • 1.5 Baths
  • 816 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Below List Price
  • $306/SF
  • 68 Days On Market

  Current Estimated Value $241,334

  Last Listing Agent Randys Oliva GOLD REAL ESTATE SOLUTIONS

  1132 Clairborne St, Holiday, FL 34690
• 

  /2

  Est $434,574 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  5814 Riddle Rd, Holiday, FL 34690

  5814 Riddle Rd, Holiday, FL 34690
• 

  

  /87

  $575,000

  • 5 Beds
  • 3.5 Baths
  • 3,198 Sq Ft

  3238 Mela Ct, Holiday, FL 34691

  5 Bedroom, 3.5 Bath, 2 Story home located in the Gated Community of Vista Lakes, perfectly situated on an extra large pool size premium corner lot with fenced back yard and lighted gazebo overlooking a serene pond plus NO FLOOD INSURANCE. This gorgeous 2 story home boasts a wonderful floor plan with soaring ceilings and generous windows providing lots of natural light. On the first floor, you’ll

  

  Mary Kay Likly

  REALTY ONE GROUP ADVANTAGE

  (727) 910-5573

  3238 Mela Ct, Holiday, FL 34691
• 

  

  /20

  $2,099 per month

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  1190 Chelsea Ln, Holiday, FL 34691

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2243.90. That covers your base rent, $2099.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1190 Chelsea Ln, Holiday, FL 34691
• 

  /2

  $225,000 Sold Nov 25, 2025

  4841 Aegean Ave, Holiday, FL 34690

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $223/SF
  • 9 Days On Market

  Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES

  4841 Aegean Ave, Holiday, FL 34690
• 

  /2

  Est $305,910 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,821 Sq Ft

  3143 Salisbury Dr, Holiday, FL 34691

  3143 Salisbury Dr, Holiday, FL 34691

Showing Results 1 - 40, Page 1 of 18