2 Bedroom Homes for Rent in Longboat Key, FL (76 Rentals)

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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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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.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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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

2425 Gulf of Mexico Dr
Longboat KeyFL34228
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

741 Bayport Way
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

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

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

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

806 Bayport Wy
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

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

$11,500

Total Monthly Price

Total Monthly Price

Base Rent
$11,500
Total Monthly Price
$11,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

724 Bayport Wy, 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

830 Bayport Way
Longboat KeyFL34228

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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Longboat Key, FL Local Guide

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.

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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 Rental Homes Map

Frequently Asked Questions about Longboat Key

What type of rentals are currently available in Longboat Key?

There are currently 58 Apartments for Rent in Longboat Key, FL with pricing that ranges from $1,358 to $9,841. There are also 143 Single Family Homes for rent, Condos, and Townhome rentals currently available in Longboat Key ranging from $1,500 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 $1,500 to $37,500 with an average monthly rent of $17,284.

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

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

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.