2 Bedroom Homes for Rent in Longboat Key, FL (72 Rentals)

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments

Find your perfect Sarasota apartment! Explore diverse areas like Arlington Park, Cherokee Park, and Downtown. See housing options for singles, families, and retirees in beautiful SW Florida.

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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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property at 741 Bayport Way

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000
Total Monthly Price
$6,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

741 Bayport Way, Unit 741, Unit 741

741 Bayport Way
Longboat KeyFL34228

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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property at 603 Longboat Club Rd

$12,000

Total Monthly Price

Total Monthly Price

Base Rent
$12,000
Total Monthly Price
$12,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

603 Longboat Club Rd, Unit 204N, Unit 204N

603 Longboat Club Rd
Longboat KeyFL34228
property at 601 Longboat Club Rd

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000
Total Monthly Price
$9,000

2 Bedroom, 2 Bath Home for Rent

Available Now

601 Longboat Club Rd

Longboat KeyFL34228
property at 829 Bayport Wy

$9,000

Total Monthly Price

Total Monthly Price

Base Rent
$9,000
Total Monthly Price
$9,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

829 Bayport Wy, Unit 829 B, Unit 829 B

829 Bayport Wy
Longboat KeyFL34228
property at 615 Dream Island Pl

$10,500

Total Monthly Price

Total Monthly Price

Base Rent
$10,500
Total Monthly Price
$10,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

615 Dream Island Pl, Unit 201, Unit 201

615 Dream Island Pl
Longboat KeyFL34228
property at 609 Bayport Wy

$13,000

Total Monthly Price

Total Monthly Price

Base Rent
$13,000
Total Monthly Price
$13,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

609 Bayport Wy, Unit 609, Unit 609

609 Bayport Wy
Longboat KeyFL34228
property at 806 Bayport Wy

$13,000

Total Monthly Price

Total Monthly Price

Base Rent
$13,000
Total Monthly Price
$13,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

806 Bayport Wy, Unit 806, Unit 806

806 Bayport Wy
Longboat KeyFL34228
property at 2425 Gulf of Mexico Dr

$10,500

Total Monthly Price

Total Monthly Price

Base Rent
$10,500
Total Monthly Price
$10,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

2425 Gulf of Mexico Dr, Unit 7F, Unit 7F

2425 Gulf of Mexico Dr
Longboat KeyFL34228
property at 5621 Gulf of Mexico Dr

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000
Total Monthly Price
$6,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

5621 Gulf of Mexico Dr, Unit 102, Unit 102

5621 Gulf of Mexico Dr
Longboat KeyFL34228
property at 724 Bayport Wy

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000
Total Monthly Price
$6,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

724 Bayport Wy, Unit 724, Unit 724

724 Bayport Wy
Longboat KeyFL34228
property at 830 Bayport Way

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000
Total Monthly Price
$6,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

830 Bayport Way, Unit 830, Unit 830

830 Bayport Way
Longboat KeyFL34228

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.

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Showing Results 1-50, Page 1 of 2

Longboat Key, FL Local Guide

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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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.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Longboat Key, FL Rentals by Map

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See the most popular apartments and homes in Longboat Key, FL

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Longboat Key, FL Apartments Map
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Longboat Key, FL Rental Homes Map

Frequently Asked Questions about Longboat Key

What type of rentals are currently available in Longboat Key?

There are currently 53 Apartments for Rent in Longboat Key, FL with pricing that ranges from $1,519 to $11,870. There are also 128 Single Family Homes for rent, Condos, and Townhome rentals currently available in Longboat Key ranging from $1,795 to $37,500.

What is the current price range for Rental Homes in Longboat Key?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Longboat Key ranges from $1,795 to $37,500 with an average monthly rent of $17,672.

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

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The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments

Written by: J. Lang Wood

Hi, I’m Joyce, your ApartmentHomeLiving.com Expert for Sarasota, Florida. My husband and I moved to the Sarasota area more than 20 years ago, and since then, we’ve learned about the city’s many surprising and enjoyable features.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.