Luxury Apartments for Rent in Longboat Key, FL (146 Rentals) Page 2 of 3

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The most luxurious Apartments in Longboat Key with high-end amenities, features, and finishes.

property at 5611 Gulf of Mexico Dr

$7,750

Total Monthly Price

Total Monthly Price

Base Rent
$7,750
Total Monthly Price
$7,750

3 Bedroom, 3 Bath Condo for Rent

Available Now

5611 Gulf of Mexico Dr, Unit 5

5611 Gulf of Mexico Dr
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

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.

Read Article
property at 519 Bayport Way

$10,000

Total Monthly Price

Total Monthly Price

Base Rent
$10,000
Total Monthly Price
$10,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

519 Bayport Way, Unit 519

519 Bayport Way
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

2425 Gulf of Mexico Dr
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 739 Bayport Way

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000
Total Monthly Price
$11,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

739 Bayport Way, Unit 739

739 Bayport Way
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 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 716 Bayport Way

$13,500

Total Monthly Price

Total Monthly Price

Base Rent
$13,500
Total Monthly Price
$13,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

716 Bayport Way, Unit 716

716 Bayport Way
Longboat KeyFL34228
property at 5611 Gulf of Mexico Dr

$14,000

Total Monthly Price

Total Monthly Price

Base Rent
$14,000
Total Monthly Price
$14,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

5611 Gulf of Mexico Dr, Unit 1

5611 Gulf of Mexico Dr
Longboat KeyFL34228
property at 4330 Falmouth Dr

$19,798

Total Monthly Price

Total Monthly Price

Base Rent
$19,798
Total Monthly Price
$19,798

2 Bedroom, 2 Bath Home for Rent

Available Dec 31, 2027

4330 Falmouth Dr

Longboat KeyFL34228
property at 1281 Gulf of Mexico Dr

$26,250

Total Monthly Price

Total Monthly Price

Base Rent
$26,250
Total Monthly Price
$26,250

3 Bedroom, 4 Bath Home for Rent

Available Aug 27

1281 Gulf of Mexico Dr

Longboat KeyFL34228
property at 9604 Cortez Rd W

$2,500 - $3,250

2 To 3 Bedroom Rentals

Available Now

9604 Cortez Rd W

BradentonFL34210
Showing Results 51-100, Page 2 of 3

Frequently Asked Questions about Longboat Key

What does renting a Two Bedroom Apartment in Longboat Key cost?

The monthly rent prices of Two Bedroom Apartments currently available in Longboat Key range from $1,809 to $19,798. Today's average rental price for Two Bedrooms here is $3,755.

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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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.

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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.

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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.