Holiday, FL Homes for Rent under $2,000

• 

  

  

  /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
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  /17

  $1,595 per month

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft
  • House for Rent

  1541 Alert St, Holiday, FL 34690

  Spacious w many recent upgrades 2BR/2BA Home with Garage – Move-In Ready! Welcome home to this beautiful 2 bedroom, 2 bath, 1-car garage property featuring brand new luxury vinyl flooring throughout for a clean, modern feel and easy maintenance. Enjoy a bright eat-in kitchen, a comfortable living room, and a versatile bonus room perfect for a home office, den, or flex space. Fresh, newer interior

  Mike Sanders HOMES BY SANDERS REALTY

  1541 Alert St, Holiday, FL 34690
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  /25

  $1,800 per month

  • 3 Beds
  • 1 Bath
  • 1,187 Sq Ft
  • House for Rent

  3041 Huntington Rd, Holiday, FL 34691

  Available for lease is a well-maintained 3-bedroom, 1-bath single-family home offering 1,187 sq ft of living space in Holiday. The home features an open floor plan, washer and dryer included, and a covered in-ground pool—ideal for year-round enjoyment. Conveniently located with easy access to US-19. No HOA community. 12-month lease term required. Pets considered with owner approval; breed and

  Anthony Malafronte REAL BROKER, LLC

  3041 Huntington Rd, Holiday, FL 34691
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  /14

  $1,550 per month

  • 3 Beds
  • 2 Baths
  • 972 Sq Ft
  • House for Rent

  4005 Dalwood Dr, Holiday, FL 34691

  Cute 3 bedroom home, new ceramic tile through out the home. Fresh paint $75 App fee/adult, $300 non-refundable pet fee/ pet, security deposit equal to one month's rent, $75 tenant annual processing fee/ household after acceptance, renters insurance required.

  Wanda Burnside DENNIS REALTY PROPERTY MGMT.

  4005 Dalwood Dr, Holiday, FL 34691
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  /19

  $1,850 per month

  • 4 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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  /24

  $1,850 per month

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

  3431 Overland Dr, Holiday, FL 34691

  Move In ready 3 Bedrooms 2 Full bath 1 Car Garage 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 kitchen. All tile throughout for quick and easy maintenance. Ceiling fans in every room. In the heart of the city of

  Caroline Hanna CHARLES RUTENBERG REALTY INC

  3431 Overland Dr, Holiday, FL 34691
• 

  

  /23

  $1,795 per month

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

  3531 Rosewater Dr, Holiday, FL 34691

  Charming 2-bedroom, 2-bathroom home located in Holiday, Florida, just seconds from US Highway 19. This annual, unfurnished home offers comfortable living with tile flooring throughout, providing both style and easy maintenance. The home features a bright living room with a split floor plan that connects seamlessly to the kitchen and dining area, creating a great space for everyday living and

  JENNIFER VERBEL RENT SOLUTIONS

  3531 Rosewater Dr, Holiday, FL 34691
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  /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 for

  Diana Salcedo Gomez La Rosa Realty Llc

  3442 Norland Ct, Holiday, FL 34691
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  /19

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft
  • House for Rent

  2107 Harrison Dr, Holiday, FL 34691

  This is a beautiful, solid block construction home. It's move-in ready in a nice sidewalk neighborhood, includes 2-bedroom, 2-bath and a 1-car garage with a wide driveway for extra parking. All major appliances are there including washer and dryer. There are no HOA or CDD fees which help keep cost of living down. It did not flood during Milton or Helene. Set in a larger corner lot, enjoy the

  Jansz Umboh LOKATION

  2107 Harrison Dr, Holiday, FL 34691
• 

  

  /18

  $1,550 per month

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • House for Rent

  3251 Devonshire Dr, Holiday, FL 34691

  Adorable 3/1/1 single in All-Age community in Holiday. Large backyard with privacy fence, close to Anclote beach park and pier, Howard Park and beach and lots of interesting places to visit and shop. Close to US Hwy 19 with lots of shopping nearby. Available 01/15/2026. Tile throughout, newer fan/light combo in most rooms. Newer dishwasher, newer SS microwave, ceramic top range, refrigerator,

  Fran Spector CENTURY 21 COASTAL ALLIANCE

  3251 Devonshire Dr, Holiday, FL 34691
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  /13

  $1,500 per month

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Condo for Rent

  4354 Tahitian Gardens Cir Unit F, Holiday, FL 34691

  This 2-bedroom, 1-bath lakefront condo offers peaceful living with stunning fountain views right from the front porch. Priced to rent quickly, the unit features 825 sq ft of one-level living, freshly updated with new flooring, a new microwave, and a clean, fresh interior. It comes with some furniture (furniture can be removed if requested), and includes an in-unit washer and dryer. Residents

  Kelly Mothershead Timmons KELLER WILLIAMS REALTY- PALM H

  4354 Tahitian Gardens Cir Unit F, Holiday, FL 34691
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  /18

  $1,629 per month

  • 2 Beds
  • 2 Baths
  • 1,519 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 2 bedrooms, 2bathrooms, 2 car garage and approximately 1519 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

  Christopher Yambo TAH FLORIDA LLC

  Unlisted Address
• 

  

  /18

  $1,600 per month

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • House for Rent

  3331 Rock Valley Dr, Holiday, FL 34691

  Discover the timeless appeal of this meticulously renovated 3-bedroom, 2-bathroom home, complete with an oversized 1-car garage, nestled in the desirable Beacon Square neighborhood. The home radiates charm, featuring classic design elements that create a warm and inviting atmosphere throughout. Enjoy relaxing moments on the covered, screened-in front porch, perfect for sipping morning coffee or

  Charles Ulatowski SUNCOAST GROUP REALTORS LLC

  3331 Rock Valley Dr, Holiday, FL 34691
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  /25

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,318 Sq Ft
  • Condo for Rent

  3954 Sailmaker Ln, Holiday, FL 34691

  Welcome to Holiday Lake Villas, a premium 55+ community, ideally positioned near the Gulf coast and the vibrant sponge-docks scene. This end-unit villa offers two bedrooms, two bathrooms and a luminous 1318 sqft layout with a sun-filled Florida room perfect for enjoying your morning coffee. The upgraded kitchen features granite counters and the in-unit laundry and generous storage make living

  Catherine Young COASTAL PROPERTIES GROUP INTERNATIONAL

  3954 Sailmaker Ln, Holiday, FL 34691
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  /24

  $1,695 per month

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • House for Rent

  2531 Almond Dr, Holiday, FL 34691

  Located in Aloha Gardens, this 3 bedroom has been renovated with: solid wood kitchen cabinets, ogee edge counter tops, new appliances, lighting/ceiling fans, and windows. This home has a living room and dining room. The garage was converted into the master bedroom with full bathroom and closet space. There is a large covered patio and gorgeous 12x22 front porch. Nice size backyard that is

  Joan Cristinzio DENNIS REALTY PROPERTY MGMT.

  2531 Almond Dr, Holiday, FL 34691
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  /8

  $1,700 per month

  • 4 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Townhouse for Rent

  5507 Riddle Rd, Holiday, FL 34690

  MOVE-IN Special, 2wks off rent. NEW KITCHEN INSTALLED. Welcome to this beautifully updated and spacious 4-bedroom, 1-bath 1⁄2 duplex situated on a desirable corner lot. This home features tile flooring throughout and a brand-new kitchen with solid wood cabinets, granite countertops, and stainless-steel appliances. Enjoy outdoor living in the screened-in patio—perfect for relaxing or entertaining.

  Albert Thompson THOMPSON AND THOMPSON REALTY

  5507 Riddle Rd, Holiday, FL 34690
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  /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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  /45

  $1,850 per month

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

  1741 Fairfield St Unit A, Holiday, FL 34691

  Beautifully Renovated 3BR / 2BA Home in Prime Holiday Location – Housing Vouchers Accepted Welcome to this fully updated 3-bedroom, 2-bathroom rental home designed for comfortable, modern living. From the moment you enter, you’ll notice the clean finishes, updated flooring, and bright open layout. The home features a stylish modern kitchen equipped with stainless steel appliances, ample cabinet

  Bao Tran EXP REALTY LLC

  1741 Fairfield St Unit A, Holiday, FL 34691
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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
• 

  

  /23

  $1,350 per month

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

  4365 Tahitian Gardens Cir Unit C, Holiday, FL 34691

  Annual lease preferred $1,350 a month no utilties included.One tenant must be 55+ years old. No minors are allowed to live in the community full time. Available April 15th, 2026. (THREEE MONTH MINIMUM LEASE, SHORT TERM LEASE WILL BE CONSIDERED FOR $1,700 A MONTH. INCLUDES: FURNISHED/TURNKEY, WATER, CABLE, INTERNET, ELECTRICITY) This Tahitian Gardens villa is in a 55+ gated community The condo is

  Paul Fernandes LIPPLY REAL ESTATE

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

  

  /21

  $1,800 per month

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • House for Rent

  3600 Darlington Rd, Holiday, FL 34691

  This spacious 3-bedroom, 2-bathroom home offers an inviting open floor plan, perfect for both relaxation and entertaining. The generously sized bedrooms provide ample personal space, with two featuring large walk-in closets that cater to all your storage needs. With over 1,600 square feet of meticulously maintained living space, the home includes a large formal living room designed for gatherings

  Charles Ulatowski SUNCOAST GROUP REALTORS LLC

  3600 Darlington Rd, Holiday, FL 34691
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  /25

  $1,600 per month

  • 3 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • House for Rent

  4902 Vision Ave, Holiday, FL 34690

  Fully Furnished! Price reduced! Beautiful Holiday Home in Crest Ridge Gardens! Nice corner lot featuring 3 Bedrooms 2 Baths Home located for a Long term Rental. Fully furnished and Turn key ready! Fully Stocked Kitchen boost Wood Cabinets and Newer Appliances! Spacious Bedrooms with Queen size Beds. Fully fenced in Spacious Backyard. Maintenance Free Pebble yard with Mango Fruit tree in front.

  Linda Karpathios COLDWELL BANKER REALTY

  4902 Vision Ave, Holiday, FL 34690
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  /32

  $1,550 per month

  • 1 Bath
  • 540 Sq Ft
  • Property for Rent

  Unlisted Address

  Short-Term Rental Available! This beautifully remodeled mobile home is now available for short-term lease, perfect for those in need of temporary housing.Currently available April 1 2026 until the end of October. 2 person MAX Key Features:Utilities Included: Cable TV, high-speed internet, electric, water, and trash pickupFully FurnishedNewly Remodeled Bathroom: Spacious 10’ x

  Tom Emundi SUNCOAST GROUP REALTORS LLC

  Unlisted Address

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