Holiday, FL Homes

/36
$339,900
- 3 Beds
- 2 Baths
- 1,102 Sq Ft
1408 Jennings Dr, Holiday, FL 34690

Beautifully RENOVATED 3-bedroom, 2-bath home located in Flood Zone X (no flood insurance required). Move-in ready with modern finishes and essential upgrades. Interior updates include new bathroom fixtures, granite countertops, kitchen appliances, new flooring throughout, fresh interior/exterior paint, new blinds, and dimmable lighting. Exterior enhancements include new front and back pagodas,

Michael McAuley

COASTAL FLORIDA REAL ESTATE

(727) 361-9268

1408 Jennings Dr, Holiday, FL 34690
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/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
$104,000 Sold Jan 14, 2026

3136 Buckner Ct, Holiday, FL 34690
- 2 Beds
- 2 Baths
- 768 Sq Ft
- Built 1978
Last Sold Summary
- 10% Below List Price
- $135/SF
- 254 Days On Market
Last Listing Agent John Grey FI GREY & SON INC COMMERCIAL

3136 Buckner Ct, Holiday, FL 34690

/2
Est $236,177 Not Listed For Sale

1132 Clairborne St, Holiday, FL 34690
- 2 Beds
- 1.5 Baths
- 816 Sq Ft
- Built 1963
1132 Clairborne St, Holiday, FL 34690

Last Sold Summary
- 6% Below List Price
- $306/SF
- 68 Days On Market
Last Sold Price $250,000

Last Listing Agent Veronica Lopez TAMPA INVESTORS SOLUTIONS LLC

/23
$225,000
- 2 Beds
- 1.5 Baths
- 1,108 Sq Ft
5412 Golden Nugget Dr, Holiday, FL 34690

Beautiful 2-bedroom, 1.5-bathroom home in the heart of Holiday, featuring new windows, a large fenced yard, a screened patio, and fresh remodeling throughout, all in a fantastic location close to beaches, restaurants, and shopping. You must see this one before it’s gone! For full transparency, the home had a settlement investigation in 2007. Still, there have been no issues since, and it will be

Anita McCracken P.A.

F I GREY & SON RESIDENTIAL

(727) 261-2398

5412 Golden Nugget Dr, Holiday, FL 34690
/20
$3,800 per month
- 4 Beds
- 3 Baths
- 1,991 Sq Ft
- House for Rent
2837 Blossom Lake Dr, Holiday, FL 34691

Property Id: 1393336** Furnished Rental **- Private Heated Salt Water Pool.- Wi-Fi,water,trash,weekly pool and lawn services are included.- Washer/Dryer, Central Air, Refrigerator,Oven, Dishwasher, Microwave and Outdoor Grill.- Near world class beaches & Golf CoursesFULLY FURNISHED, FULLY EQUIPPED AND HEATED SALT WATER POOL home . Rent covers

2837 Blossom Lake Dr, Holiday, FL 34691
/2
$199,900 Sold Feb 06, 2026

3326 Garfield Dr, Holiday, FL 34691
- 3 Beds
- 2 Baths
- 1,308 Sq Ft
- Built 1978
Last Sold Summary
- $153/SF
- 55 Days On Market
Current Estimated Value $200,627

Last Listing Agent Jim Steele BHHS FLORIDA PROPERTIES GROUP

3326 Garfield Dr, Holiday, FL 34691

/2
Est $303,404 Not Listed For Sale

3531 Umber Rd, Holiday, FL 34691
- 3 Beds
- 2 Baths
- 1,368 Sq Ft
- Built 1972
3531 Umber Rd, Holiday, FL 34691

Last Sold Summary
- 2% Below List Price
- $227/SF
- 197 Days On Market
Last Sold Price $310,000

Last Listing Agent Michael Dickey MIHARA & ASSOCIATES INC.

/42
$175,000
- 2 Beds
- 1.5 Baths
- 842 Sq Ft
4352 Tahitian Gardens Cir Unit M, Holiday, FL 34691

Come see this IMMACULATE, WATERFRONT, 2-bedroom, bath and a half townhouse in the GATED 55+ community of Tahitian Gardens. This updated townhouse has gorgeous WATER VIEWS and the largest floorplan in the community. Freshly painted with numerous updates! App controlled smart lighting, HVAC and even a smart bath vent with Bose Wi-Fi speakers. The spacious living and dining area feature an abundance

Michael McAuley

COASTAL FLORIDA REAL ESTATE

(727) 496-6674

4352 Tahitian Gardens Cir Unit M, Holiday, FL 34691
/16
$1,735 per month
- 3 Beds
- 2 Baths
- 1,024 Sq Ft
- House for Rent
1103 Chelsea Ln, Holiday, FL 34691

This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

Daniel Reyes MAIN STREET RENEWAL LLC

1103 Chelsea Ln, Holiday, FL 34691
/32
$14,900 Sold Sep 08, 2025

4699 Continental Dr Unit 144, Holiday, FL 34690
- 1 Bed
- 1 Bath
- Built 1981
Last Sold Summary
- 17% Below List Price
- 109 Days On Market
Last Listing Agent Lane Parks Gulf Breeze Mobile Home Sales, LLC

4699 Continental Dr Unit 144, Holiday, FL 34690

/2
Est $419,281 Not Listed For Sale

5305 Boardwalk St, Holiday, FL 34690
- 3 Beds
- 2.5 Baths
- 1,848 Sq Ft
- Built 1997
5305 Boardwalk St, Holiday, FL 34690

Last Sold Summary
- $227/SF
- 148 Days On Market
Last Sold Price $420,000

Last Listing Agent Lori Crawford RE/MAX

/31
$144,900
- 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
/16
$1,890 per month
- 3 Beds
- 2.5 Baths
- 1,634 Sq Ft
- House for Rent
5148 Forum Blvd, Holiday, FL 34690

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 $2059.90. That covers your base rent, $1890.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

5148 Forum Blvd, Holiday, FL 34690
/2
$320,000 Sold Oct 17, 2025

2648 Grand Blvd, Holiday, FL 34690
- Land
- 5.13 Acres
- $62,378 per Acre
Last Sold Summary
- 47% Below List Price
- 96 Days On Market
Current Estimated Value $384,617

Last Listing Agent Robert Moore INTERNATIONAL TOP AGENTS REALTY

2648 Grand Blvd, Holiday, FL 34690

/2
Est $270,641 Not Listed For Sale

2235 Roselawn Dr, Holiday, FL 34691
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
- Built 1968
2235 Roselawn Dr, Holiday, FL 34691

Last Sold Summary
- 7% Below List Price
- $215/SF
- 230 Days On Market
Last Sold Price $291,000

Last Listing Agent Billy Lolly KELLER WILLIAMS TAMPA CENTRAL

/28
$299,000 Open Sun 1:30PM - 4PM
- 2 Beds
- 2 Baths
- 1,334 Sq Ft
3228 Rock Valley Dr, Holiday, FL 34691

Welcome to this charming two bedroom, two bath home with a spacious Florida room that offers beautiful water views. The semi-open floor plan features updated kitchen counters, and fresh paint, along with new flooring installed after last year’s storms. Enjoy the serene water view complemented by a mature tree in the backyard, perfect for fishing and budget friendly lifestyle. The home has been

Guillermina Rickey

ENGEL & VOLKERS BELLEAIR

(727) 761-7551

3228 Rock Valley Dr, Holiday, FL 34691
/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
$450,000 Sold Jul 03, 2025

2924 Windridge Dr, Holiday, FL 34691
- 3 Beds
- 2 Baths
- 2,069 Sq Ft
- Built 1986
Last Sold Summary
- 2% Below List Price
- $217/SF
- 32 Days On Market
Current Estimated Value $451,350

Last Listing Agent Cortney Bain CHARLES RUTENBERG REALTY INC

2924 Windridge Dr, Holiday, FL 34691

/2
Est $224,474 Not Listed For Sale

4030 Cluster Dr, Holiday, FL 34691
- 2 Beds
- 2 Baths
- 1,128 Sq Ft
- Built 1968
4030 Cluster Dr, Holiday, FL 34691

Last Sold Summary
- $199/SF
- 25 Days On Market
Last Sold Price $225,000

Last Listing Agent Bryant Solano EXP REALTY LLC

/13
$225,000
- 2 Beds
- 2.5 Baths
- 1,541 Sq Ft
5131 Forum Blvd, Holiday, FL 34690

Short Sale. *Short Sale Opportunity!** Seize this remarkable chance to own your dream home. This stunning 2-bedroom, 21⁄2-bathroom residence, featuring a one-car garage and constructed in 2023, is situated in a serene and well-maintained neighborhood. The upper level includes two bedrooms, each with its own private bathroom, while the downstairs boasts a spacious living area that offers

Stephanie Bonefont

MARTINEZ 2 & ASSOCIATES OF FLO

(727) 416-6351

5131 Forum Blvd, Holiday, FL 34690
/16
$1,995 per month
- 4 Beds
- 2 Baths
- 1,310 Sq Ft
- House for Rent
5311 Hawk Dr, Holiday, FL 34690

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.

5311 Hawk Dr, Holiday, FL 34690
/2
$239,000 Sold May 30, 2025

2532 Fentress Place, Holiday, FL 34691
- 2 Beds
- 2 Baths
- 1,231 Sq Ft
- Built 1971
Last Sold Summary
- $194/SF
- 2 Days On Market
Current Estimated Value $240,539

Last Listing Agent Julie Barnhardt BHHS FLORIDA PROPERTIES GROUP

2532 Fentress Place, Holiday, FL 34691

/2
Est $159,537 Not Listed For Sale

3605 Richboro Dr, Holiday, FL 34691
- 2 Beds
- 1.5 Baths
- 848 Sq Ft
- Built 1972
3605 Richboro Dr, Holiday, FL 34691

Last Sold Summary
- 14% Above List Price
- $165/SF
- 73 Days On Market
Last Sold Price $140,000

Last Listing Agent Tina Hoover VERANDA REALTY GROUP

/29
$452,900 Pending
- 3 Beds
- 2.5 Baths
- 1,848 Sq Ft
5253 Boardwalk St, Holiday, FL 34690

Under contract-accepting backup offers. 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,

Gigi Gauthier

TRUE REALTY GROUP

(727) 910-5580

5253 Boardwalk St, Holiday, FL 34690
/28
$2,000 per month
- 3 Beds
- 2 Baths
- 1,656 Sq Ft
- House for Rent
3332 Chauncy Rd, Holiday, FL 34691

Welcome to your new home! This charming rental offers the perfect blend of comfort and convenience, featuring 3 bedrooms, 2 bathrooms, and a 1-car garage. As you enter, you are greeted by a spacious living room that flows seamlessly into the dining area and kitchen. The kitchen is a true standout, featuring a beautiful center island perfect for meal prep or morning coffee. Just off the kitchen is

Phil Weiler KELLER WILLIAMS REALTY- PALM H

3332 Chauncy Rd, Holiday, FL 34691
/24
$223,000 Sold May 14, 2025

1446 Normandy Blvd, Holiday, FL 34691
- 2 Beds
- 1.5 Baths
- 980 Sq Ft
- Built 1970
Last Sold Summary
- 5% Below List Price
- $228/SF
- 1 Day On Market
Current Estimated Value $220,884

Last Listing Agent Zerah Cruz LPT REALTY, LLC

1446 Normandy Blvd, Holiday, FL 34691

/2
Est $236,339 Not Listed For Sale

4823 Longwood Ave, Holiday, FL 34690
- 3 Beds
- 1 Bath
- 1,122 Sq Ft
- Built 1964
4823 Longwood Ave, Holiday, FL 34690

Last Sold Summary
- 2% Above List Price
- $206/SF
- 217 Days On Market
Last Sold Price $231,000

Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

/60
$289,000
- 3 Beds
- 2.5 Baths
- 1,362 Sq Ft
3814 Sunray Dr Unit 2, Holiday, FL 34691

One or more photo(s) has been virtually staged. Peaceful Waterfront Retreat – No Flooding, No HOA!Discover tranquil lakeside living in this beautifully updated 3-bedroom, 2.5-bath home overlooking scenic Conley Lake, with access to a chain of lakes leading to Holiday Lake. This property did not flood and sits in a quiet, no-HOA neighborhood, offering both peace of mind and freedom. Inside,

Kim Adams

RE/MAX ELITE REALTY

(727) 287-5629

3814 Sunray Dr Unit 2, Holiday, FL 34691
/18
$1,515 per month
- 3 Beds
- 2 Baths
- 1,276 Sq Ft
- House for Rent
3530 Brompton Dr, Holiday, FL 34691

Some photos may feature virtual furniture staging, which is intended to help visualize the space and potential designs. The rental home does not come with any furniture shown in the images and these virtual images do not represent actual furnishings. Residents must furnish their own home.Please note that the advertised price may exclude additional fees. These include a $55 application fee per

3530 Brompton Dr, Holiday, FL 34691
/2
$280,000 Sold Sep 11, 2025

Unlisted Address
- 2 Beds
- 2 Baths
- 1,274 Sq Ft
- Built 1970
Last Sold Summary
- $220/SF
- 11 Days On Market
Current Estimated Value $281,325

Last Listing Agent Michael Constantine RE/MAX ALLIANCE GROUP

Unlisted Address

/2
Est $227,059 Not Listed For Sale

3445 Bedford St, Holiday, FL 34690
- 2 Beds
- 1.5 Baths
- 1,392 Sq Ft
- Built 1966
3445 Bedford St, Holiday, FL 34690

Last Sold Summary
- 3% Above List Price
- $158/SF
- 39 Days On Market
Last Sold Price $220,000

Last Listing Agent Linda Herring COLDWELL BANKER REALTY

/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) 291-9645

4329 Tahitian Gardens Cir Unit B, Holiday, FL 34691
/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
$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 $159,511

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

3214 Pinon Dr, Holiday, FL 34691

/2
Est $208,220 Not Listed For Sale

3334 Fairmount Dr, Holiday, FL 34691
- 2 Beds
- 1.5 Baths
- 1,032 Sq Ft
- Built 1972
3334 Fairmount Dr, Holiday, FL 34691

Last Sold Summary
- 1% Above List Price
- $200/SF
- 60 Days On Market
Last Sold Price $206,000

Last Listing Agent Heather McCann CHARLES RUTENBERG REALTY INC

/28
$179,000
- 2 Beds
- 1 Bath
- 840 Sq Ft
3518 Emory Dr, Holiday, FL 34691

BACK ON MARKET due to buyer's inability to secure down payment assistance.Charming home full of potential and solid bones — perfect as a starter home, renovation project, or investment opportunity.NO HOA and NO FLOOD ZONE. This 2 bedroom, 1 bathroom home features a 1 car garage with an extended driveway plus an enclosed Florida room BONUS space ideal for a home office, playroom, or extra living

Andzelika Duraj

FUTURE HOME REALTY INC

(727) 855-3218

3518 Emory Dr, Holiday, FL 34691
/20
$1,435 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
/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
Current Estimated Value $304,364

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

3103 Muir St, Holiday, FL 34691

/2
Est $284,026 Not Listed For Sale

3248 Eisenhower Dr, Holiday, FL 34691
- 3 Beds
- 2 Baths
- 1,368 Sq Ft
- Built 1972
3248 Eisenhower Dr, Holiday, FL 34691

Last Sold Summary
- $208/SF
- 138 Days On Market
Last Sold Price $285,000

Last Listing Agent Melinda Ray LPT REALTY, LLC

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