Apartments for Rent with Specials in the Gateway Neighborhood of Kissimmee, FL (10 Rentals)

How Many Bedrooms?Done
Price OptionsDone
Price Range
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Apartments in the Gateway area of Kissimmee with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.

close
View Me
Mirador at Woodside
Rent Specials
$1,276 - $4,250Special Offer
1 Month Free End of Summer Special! For a limited time, enjoy up to 6 WEEKS FREE RENT on select floor plans when you move in by 9/31/26 with
See More

Mirador at Woodside

900 Woodside CirKissimmee, FL 34741
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
close
View Me
Flats at Vine Street
Rent Specials
$975 - $1,099Special Offer
Specials Apply today for a 13+ month lease and receive up to ONE MONTH'S rent on us! * new residents only. discount does not apply to applic
See More

Flats at Vine Street

4018 W Vine StKissimmee, FL 34741
Corporate Housing
  • Verified
  • 3D Tour
close
View Me
Boca Palms Townhomes
Rent Specials
$1,337 - $2,039

Total Monthly Price

Base Rent$1,337 - $2,039

Total Monthly Price$1,337 - $2,039
Special Offer
Specials Up to Six Weeks Free on Select 2 and 3 Bedroom Townhomes with Garage* Ask About our Look and Lease Special! *May be subject to bein
See More

Boca Palms Townhomes

2096 Boca Palms CirKissimmee, FL 34741
Affordability
  • Verified

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

close
View Me
3201 Pershing St
Rent Specials
$1,495 - $1,570

Total Monthly Price

Base Rent$1,495 - $1,570

Total Monthly PriceVaries
Special Offer
Specials Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval
See More

3201 Pershing St

3201 Pershing StKissimmee, FL 34741
Affordability
  • Verified
  • 3D Tour
  • Smoke Free
property at 2231 Bryan St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

2231 Bryan St

KissimmeeFL34741

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

Gateway, Kissimmee, FL Local Guide

Top Kissimmee Apartments in the Gateway Area with Move-In Specials Ending This Month

Specials updated: 09-20-2026

Take advantage of these move-in and rent specials that are ending this month for top Gateway, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!

3201 Pershing St

Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approvalExpires September 30, 2026

Origin at Shingle Creek

Fall Into Savings! Receive Two Months Free + $1,000 Gift Card! *Restrictions ApplyExpires September 20, 2026

Mirador at Woodside

End of Summer Special! For a limited time, enjoy up to 6 WEEKS FREE RENT on select floor plans when you move in by 9/31/26 with an additional saving when you look and lease! Discover spacious living, great amenities, and a community you'll love to call home. Offer available for a limited time. Restrictions apply. Contact us today to schedule your tour and secure your new home before this special offer ends!Expires September 20, 2026

Newly Listed Move-In Specials offers for Apartments in Gateway, FL

Specials updated: 09-20-2026

Here are the most recently added special offers for renters looking to find the best deals on apartments in Gateway, FL. Be sure to take advantage of some of the area’s top offers.

3201 Pershing St

Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval

Boca Palms Townhomes

Up to Six Weeks Free on Select 2 and 3 Bedroom Townhomes with Garage* Ask About our Look and Lease Special! *May be subject to being split over three (3) full months of residency. Must move in by 10/9/26. Restrictions apply, contact leasing office for details.

Staymore

New Move-In Special $325 per week

Origin at Shingle Creek

Fall Into Savings! Receive Two Months Free + $1,000 Gift Card! *Restrictions Apply

Flats at Vine Street

Apply today for a 13+ month lease and receive up to ONE MONTH'S rent on us! * new residents only. discount does not apply to applications previously submitted. must apply for a 13+ month lease. additional restrictions may apply. Contact the leasing office for more information

Mirador at Woodside

End of Summer Special! For a limited time, enjoy up to 6 WEEKS FREE RENT on select floor plans when you move in by 9/31/26 with an additional saving when you look and lease! Discover spacious living, great amenities, and a community you'll love to call home. Offer available for a limited time. Restrictions apply. Contact us today to schedule your tour and secure your new home before this special offer ends!

Outrigger Village Apartments

One Month FREE Rent! Just $99 Deposit + Admin Fees Waived! Call us today for details and availability!

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Read Article

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Gateway, Kissimmee, FL

Ranked #24

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Rent Specials Gateway Apartments

What is the Cheapest Rent Specials apartment in Gateway?

Currently the most affordable Rent Specials Apartment in Gateway is at Staymore listed at $325.

How much is the average rent for a Rent Specials Gateway Apartment?

The average rent for a Rent Specials Apartment in Gateway is $1,656.

What is the largest Rent Specials Gateway Apartment for rent?

Today's Rent Specials apartment with the most square footage in Gateway is a 1,749 square feet unit starting from $1,337 at Boca Palms Townhomes.

What is the average size for Gateway Rent Specials Apartments for rent?

The average size for a Rent Specials rental in Gateway is currently at 692 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for How Commercial-to-Residential Property Conversions Help the Housing Crisis   article

How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.