Luxury Homes for Rent in Longboat Key, FL (122 Rentals) Page 2 of 3

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

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 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
Showing Results 51-100, Page 2 of 3

Frequently Asked Questions about Longboat Key

What type of rentals are currently available in Longboat Key?

There are currently 50 Apartments for Rent in Longboat Key, FL with pricing that ranges from $1,599 to $14,131. There are also 129 Single Family Homes for rent, Condos, and Townhome rentals currently available in Longboat Key ranging from $1,695 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 $1,695 to $37,500 with an average monthly rent of $17,329.

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.

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.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

decorative image for Creative Ways Developers Reimagine Retail Spaces as Residential Units article

Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.